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Chicago: The best all-around U.S. city

Recently, as I contemplate my life in this soulless dystopian tech city, I cannot help but fantasize about Chicago and how awesome that city really is. So underrated. The only true negative is the winters. Consider the following:

  1. Very cheap for a major city, especially rent. There are amazing luxury highrise apartments everywhere, but the rent is still below not just NYC and SF but also Seattle, LA, Boston, DC. The city is super affordable on all aspects.
  2. Only U.S. city aside from NYC where you really don't need a car to get around. Yes, other cities have public transportation systems, but they are not as well developed and comprehensive. Chicago is truly urban in this regard.
  3. Amazing restaurant and nightlife scene. It's world class, just below NYC. You have everything from upscale lounges in River North to Big 10 sports bars in Lincoln Park and hipster dive bars in Wicker Park and everything in between. The restaurant scene is massive, with enough diversity to keep you engaged for years.
  4. Urban beauty and aesthetics. The downtown core and the surrounding area is stunning, as it straddles pristine Lake Michigan, with Lincoln, Grant, and Millennium parks nearby. One can go jogging or biking on the trail right next to the lake, a trail that extends more than 10 miles. You also have North Avenue and Oak street beaches, where you can play beach volleyball, grab drinks, and hang out. The city is very walkable and clean, as there are no garbage bags lying on the streets.
  5. Incredible summers. Best summer city in the country. It's plenty warm but not too humid (far less so than NYC and obviously the South), and the social scene is out of control, as everyone is out and enjoying the summer: Cubs games, outdoor festivals, rooftop parties, daydrinking at outdoor bars, lounging by the pool, and so much more. Words cannot describe how awesome Chicago summers are.
  6. Dating scene. I have to admit that it's not as good as NYC but a close second. Plenty of beautiful fit women and a vibrant singles scene.
  7. Midwestern humility and culture. Despite being a world-class city, it lacks the elitism of NYC, the superficiality of L.A., and the obnoxious ultra-liberal sanctimony of Seattle and SF. For the most part, the people are nice and down to earth. Although the city is liberal, the people don't obsess over politics; very rarely will you meet a woman who asks about your political views on a first date. The city is quintessentially All-American.
  8. Fantastic work-life balance. People here just don't work crazy hours. Even in finance, 80+ hours are virtually unheard of. People are out of the office by 7 PM for the most part. This allows ample time to actually do stuff on weekday evenings.

Comments (399)

Feb 8, 2018

The only thing I wouldn't enjoy about Chicago is being out in the Midwest, I like being on the east coast because of the proximity to other cities. Aside from that, I agree the actual city is sick.

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Feb 8, 2018

Within a five hour drive of Chicago - Minneapolis, Milwaukee, St. Louis, Detroit, Cleveland, Columbus, Cincinnati, Indianapolis, Louisville. I realize those aren't NYC/Boston/DC, but it's not stranded like Denver.

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Feb 8, 2018

Don't think I have any desire to visit any of those listed cities (maybe Louisville for the Derby?)

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Feb 8, 2018

You'd be surprised how nice they all are. Good food, history, nice downtowns. I cover half of them and always enjoy myself.

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Feb 17, 2018

Always cracks me up how when people say "other cities" generally what they mean is NYC, Boston, DC and LA...apparently the rest just don't exist....

"When you stop striving for perfection, you might as well be dead."

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Feb 21, 2018

Agreed, many people disregard what could be considered the second or third group of ten largest cities in the US. A lot of the times, a great deal of the amenities are still offered in this tier as compared to the largest 10, and usually with greatly increased quality of life. Not saying I don't understand what makes the largest of the bunch worth living in, though.

time is the coin of your life: be careful, lest others spend it for you - Carl Sagan

Feb 9, 2018

Minneapolis was a pleasant surprise for me (in the summer), can't speak for the others

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Feb 12, 2018
Scott Irish:

Minneapolis was a pleasant surprise for me (in the summer), can't speak for the others

A great place to visit in the summer if you like outdoor activities, lakes/boating, underrated food and Scandinavian women.

Feb 15, 2018
BobTheBaker:

Don't think I have any desire to visit any of those listed cities (maybe Louisville for the Derby?)

I've lived 15 minutes away from Louisville for about all my life (18 years out of the 21 years I've been alive) and it's a great city. Oaks and Derby are both very fun to attend. Also, Louisville has amazing food. The nightlife is great as well, albeit not as fun as Chicago or NYC or any of the other major cities, but it's still a fun time. And if you're into music festivals, Forecastle is a great, underrated music festival.

I don't want to live near Louisville after I graduate college, though. I need a change of scenery and I'm sick of having such dramatic weather changes.

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Feb 9, 2018
onemanwolfpack:

Within a five hour drive of Chicago - Minneapolis, Milwaukee, St. Louis, Detroit, Cleveland, Columbus, Cincinnati, Indianapolis, Louisville. I realize those aren't NYC/Boston/DC, but it's not stranded like Denver.

Ha, because those of us in Denver feel totally isolated...P.S. the weather is horrible here. Please don't visit.

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Feb 9, 2018

I love Denver and would move there. But unless you have a different map out there than I get, you are not driving distance to very many major cities.

Feb 9, 2018
onemanwolfpack:

I love Denver and would move there. But unless you have a different map out there than I get, you are not driving distance to very many major cities.

I can drive to Breckenridge, Vail, Aspen, etc. Where else would I want to go?

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Feb 13, 2018

Denver people go to nature on the weekends. It's crazy to me that people will weekend to other, shittier, cities regularly (not just to check them out for a quick bit.)

Feb 16, 2018

Yeah I live in NYC and have 0 desire to go to another city over the weekend for no reason lol... if anything our geographic advantage is that in 90 minutes you can be on a relatively nice beach in the summer or a decently fun mountain in the winter- the best of both worlds but not the best of those worlds lol

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Feb 20, 2018

Does the incredibly dry air not bother anyone else? I was getting nosebleeds like a little bitch

heister:

Look at all these wannabe richies hating on an expensive salad.

Feb 9, 2018

I've never been remotely interested in visiting any of those cities you just listed.

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Feb 9, 2018

Get out of the coastal bubble, every single city on that list is good for a solid weekend trip.

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Feb 9, 2018

Coastal bubble has nothing to do with it. I used to live in Chicago... It's a decent city, I just would never list visiting those cities as a plus for living there.

Cincinnati or Cleveland for a weekend trip? Come on...

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Feb 9, 2018

I had to stay 1 night in Cleveland this past summer. Aside from 1 lively street in downtown, it was most certainly not a city to behold. Streets, shops, and malls were completely dead. The concept of hustle/bustle was non-existent. Not a city vibe at all, IMO. Certainly not going back there again if I don't have to.

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Feb 9, 2018

So you walked two blocks from your hotel and saw 4th street and decided the whole city was a boarded-up dump, having no idea Tremont, Little Italy, Warehouse District, Ohio City, or Coventry Village existed. Got it.

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Feb 9, 2018

People are stupid. The flats are great. Amazing art museum. Rockefeller lived there. Coastal taco, barrio, absolute favs. Heinins is amazing.

Cleveland is fun as shit. Going in two weeks and can not wait.

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Feb 12, 2018

Working in Cleveland now, while I don't want to stay here forever, it really has some quality spots (props for the Heinens shoutout)

Array
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Feb 13, 2018

I bet he didn't even visit the Christmas story house either.

Feb 15, 2018
Feb 9, 2018
m8:

I've never been remotely interested in visiting any of those cities you just listed.

I've been to St. Louis and Detroit, but they were so horrendous that I couldn't wait to get out. Minneapolis is pretty decent. As for Columbus, wow, what a shithole.

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Feb 9, 2018

Short North? Thurman's? OSU football game? They have this awesome used book store.

These cities aren't NYC, but there is plenty of fun to get into. I've had and continue to have a blast in all of them.

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Feb 9, 2018
Dances With Newfoundland:
m8:

I've never been remotely interested in visiting any of those cities you just listed.

I've been to St. Louis and Detroit, but they were so horrendous that I couldn't wait to get out. Minneapolis is pretty decent. As for Columbus, wow, what a shithole.

The only thing Cleveland has going for it is that it's not St. Louis. God awful towns.

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Feb 9, 2018
DickFuld:
Dances With Newfoundland:
m8:

I've never been remotely interested in visiting any of those cities you just listed.

I've been to St. Louis and Detroit, but they were so horrendous that I couldn't wait to get out. Minneapolis is pretty decent. As for Columbus, wow, what a shithole.

The only thing Cleveland has going for it is that it's not St. Louis. God awful towns.

While we're on the topic of awful towns, very few places are worse than Baltimore

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Feb 12, 2018

Obviously biased here, but why no love for Bmore? It's rough in some spots but every place has that, did you happen to end up in fed hill and hate all the drunken wannabe frat bros?

Feb 12, 2018

Because it's a tragic shithole. The inner harbor isn't even half as nice as people say it is to be honest.

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Feb 12, 2018
dr_mantistoboggan_MD:

Obviously biased here, but why no love for Bmore? It's rough in some spots but every place has that, did you happen to end up in fed hill and hate all the drunken wannabe frat bros?

There's nothing to eat there, for starters. Seriously how can you have a whole city and almost nothing edible. Like, I've been in much smaller cities on the east coast that have way better food. Hell even nearby DC has a decent food scene

Feb 13, 2018

DC actually has a pretty robust scene. The only real thing lacking imo is good pizza.

Feb 13, 2018
BubbaBanker:

DC actually has a pretty robust scene. The only real thing lacking imo is good pizza.

More importantly, the thing lacking in D.C. is good service. It's like eating in Europe except most people aren't on European time. Many of the worst experiences I've had at restaurants with waiters/waitresses have been in D.C.

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Feb 13, 2018

That is completely true. SB

Feb 22, 2018

Try Two Amys. Gets my vote for best pizza in America.

Feb 13, 2018

My only follow up is going to be when were you last there? There are plenty of great places to eat in Harbor East (anything in little Italy, Red Star, Bond Street Social, The Oceanaire Seafood Room, Ra Sushi), Ekiben near Patterson park does fried chicken on a steamed bun that'll change your life, and the inner harbor has McCormick and Schmick and the Explorer's lounge inside the Royal Sonesta. Also Chaps pit beef sandwich, and tiger sauce (not really in the city but the city staple sandwich), R-House, and the Cross Street Market??

I will absolutely concede that there are a lot of things to not love about Baltimore, it's a rust belt city that swings liberal almost to a fault, crime is crazy and isn't really confined to a specific area, but not having any good food there is not one of them.

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Feb 13, 2018
dr_mantistoboggan_MD:

My only follow up is going to be when were you last there? There are plenty of great places to eat in Harbor East (anything in little Italy, Red Star, Bond Street Social, The Oceanaire Seafood Room, Ra Sushi), Ekiben near Patterson park does fried chicken on a steamed bun that'll change your life, and the inner harbor has McCormick and Schmick and the Explorer's lounge inside the Royal Sonesta. Also Chaps pit beef sandwich, and tiger sauce (not really in the city but the city staple sandwich), R-House, and the Cross Street Market??

I will absolutely concede that there are a lot of things to not love about Baltimore, it's a rust belt city that swings liberal almost to a fault, crime is crazy and isn't really confined to a specific area, but not having any good food there is not one of them.

I was there a few months ago. I'm not going to argue with you. I'm most familiar with NYC so that is my reference point

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Feb 14, 2018

No worries, yea going from the NY food scene to BMore is like stepping out of a lambo and into a civic. If you happen to be in town again and need some food recommendations hit me up.

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Feb 14, 2018

Have you seen St. Louis (or East St. Louis)?

Feb 14, 2018
brotherbear:

Have you seen St. Louis (or East St. Louis)?

Nope... I'm not really a missoura kind of guy

Feb 17, 2018
Going Concern:
brotherbear:

Have you seen St. Louis (or East St. Louis)?

Nope... I'm not really a missoura kind of guy

You only go to Missouri if you like meth

Feb 9, 2018

Saint Louis is such a shithole, yet those from there think it's 1904 and people give a flying rip about the city.

Feb 20, 2018

Any of the above from St. Louis? Trying to understand reference points here

Feb 11, 2018

Typical east coast snobbery. A fall weekend in Ann Arbor for a Michigan football game is an amazing experience.

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Feb 12, 2018
thexfactor336:

Typical east coast snobbery. A fall weekend in Ann Arbor for a Michigan football game is an amazing experience.

Wow, so 6 days a year it's an amazing experience? What, pray tell, do you do in Ann Arbor Sunday-Friday on season, and every day in the offseason? Not a whole lot.

If you're a student then fine, but as a professional, my idea of a good time isn't to be going to frat parties with a bunch of undergrads.

By this shitty logic, you could say that living in Seaside Heights is the best because you have a bunch of nice beach days in the summer...

Feb 9, 2018

Also close to Indiana high school basketball which is better than watching the Bulls play.

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Feb 12, 2018

How fast are you driving to make it from Chicago to Minny in 5 hrs?

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Feb 20, 2018

When you hit those stretches with a 70MPH limit, all bets are off.

heister:

Look at all these wannabe richies hating on an expensive salad.

Feb 20, 2018
GoldenCinderblock:

When you hit those stretches with a 70MPH limit, all bets are off.

If you average 70 mph (regardless of speed limit), it will still take you almost 6 hours without any stops. And that assumes:

1) You won't hit any traffic
2) Your bladder is camel-like
3) You won't stop to eat or get gas

Feb 20, 2018

Dude, when the limit is 65, you go 80. 70 limit = autoban time

heister:

Look at all these wannabe richies hating on an expensive salad.

Feb 20, 2018
GoldenCinderblock:

Dude, when the limit is 65, you go 80. 70 limit = autoban time

Clearly you don't know Wisconsin state police

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Feb 8, 2018

Agree with all of the above, would also mention that work opportunities are fantastic, while there is more of a focus on industrials/manufacturing, there is also pharma/healthcare, good amount of financial services, and a growing startup scene

Feb 8, 2018

8) Hundreds of BYOB restaurants

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Feb 8, 2018
onemanwolfpack:

8) Hundreds of BYOB restaurants

Great call. Totally forgot about that.

Feb 20, 2018

I brought a bottle of sake to Sushi Taka last week and they wanted a $15 corkage fee. It was an $8 bottle of sake. I just ordered their house sake and drank my bottle when I left.

heister:

Look at all these wannabe richies hating on an expensive salad.

Feb 8, 2018

Cmon man, should've just named this thread "I hate Seattle". It's what this is really about.

p.s. we had a week of roughly 15-25 degree temperature here in Texas and it might have been the most miserable thing I've ever experienced.

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Best Response
Feb 8, 2018

Sounds like you are a pussy?

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Feb 8, 2018

Chicago's the shit.

"Work ethic, work ethic" - Vince Vaughn
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Feb 8, 2018
Yankee Doodle:

Chicago's the shit.

AMEN, brother. I cannot imagine living anywhere long-term aside from Chicago and NYC.

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Feb 16, 2018

London is pretty close to NYC/Chicago if you don't mind a bit of a British culture.

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Feb 8, 2018
Yankee Doodle:

Chicago's shit.

FTFY

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Feb 8, 2018

Spent a week in Chicago earlier this year and I walked away with the exact same thoughts. Much cleaner than I ever would have expected considering the narrative about crime. Felt like a more manageable sized, cleaner, NYC.

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Feb 8, 2018

Happy to trade in CHI's winters for our "superficiality" here in LA.

Be excellent to each other, and party on, dudes.
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Feb 8, 2018

Chicago's America's best looking city (really stunning) but ultimately very boring. Girls are very good looking though (generally are in the midwest).

"Elections are a futures market for stolen property"

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Feb 8, 2018

best looking? Idk man San Francisco is a beautiful city, same with Seattle and Denver

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Feb 8, 2018

San Francisco, Seattle, and Denver should not be used in the same sentence as "good looking".

"Work ethic, work ethic" - Vince Vaughn
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Feb 8, 2018
Yankee Doodle:

San Francisco, Seattle, and Denver should not be used in the same sentence as "good looking".

I'm pretty sure BobTheBaker was referring to the natural scenery, not the women.

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Feb 9, 2018

You've struck out a couple times in this thread huh

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Feb 8, 2018
Esuric:

Chicago's America's best looking city (really stunning) but ultimately very boring. Girls are very good looking though (generally are in the midwest).

Chicago is boring? Lol. That's nuts, man.

The girls are very attractive, especially if you are into the healthy All-American blonde types.

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Feb 8, 2018

I love Chicago.

The downtown is the only skyline that even looks like a legit skyscraper filled city center in the country, outside of NYC. Nobody mentioned the pizza yet....I love NY style pizza, but deep dish Chicago Style is my favorite. The winters suck in Chicago, but they are only a little bit less worse in New York. Museums are better in New York, but how often do you go there? Rarely more than you would visit as a tourist. The Broadway scene is obviously better in New York, but I don't really care about that.

The cost of living is appealing, but ultimately I can't move there because I need an offer that would bring me there. When I retire, I'll probably stay here because of the ease of getting around and the income tax won't mean much then. Ultimately, both are awesome towns and you should be happy in either place. If not, it's your fault. That being said, as great as Chicago is, it's the Second City for a reason.

Also, thanks for staying Brady4MVP with the All-American blonde reference.

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Feb 9, 2018
DickFuld:

I love Chicago.

The downtown is the only skyline that even looks like a legit skyscraper filled city center in the country, outside of NYC. Nobody mentioned the pizza yet....I love NY style pizza, but deep dish Chicago Style is my favorite. The winters suck in Chicago, but they are only a little bit less worse in New York. Museums are better in New York, but how often do you go there? Rarely more than you would visit as a tourist. The Broadway scene is obviously better in New York, but I don't really care about that.

The cost of living is appealing, but ultimately I can't move there because I need an offer that would bring me there. When I retire, I'll probably stay here because of the ease of getting around and the income tax won't mean much then. Ultimately, both are awesome towns and you should be happy in either place. If not, it's your fault. That being said, as great as Chicago is, it's the Second City for a reason.

Also, thanks for staying Brady4MVP with the All-American blonde reference.

Correct. Yeah, the deep dish pizza is incredible. I still have not had NY pizza that is as good as a deep dish from Uno's, Lou Malnati's, or Giordano's.

Ultimately, NYC and Chicago are the only cities that truly inspire me, fulfill me, and stir the deep longings of my soul. When I lived there, even in my worst days, I would go for a walk, people watch, absorb the urban energy, go have a nice brunch, and although it wasn't panacea, I felt at home. I knew I was in the right city. In my current city, I'm disgusted by what I see and feel no motivation to even go out. This experience has taught me just how important location is to one's happiness.

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Feb 9, 2018
DickFuld:

I love Chicago.

The downtown is the only skyline that even looks like a legit skyscraper filled city center in the country, outside of NYC. Nobody mentioned the pizza yet....I love NY style pizza, but deep dish Chicago Style is my favorite. The winters suck in Chicago, but they are only a little bit less worse in New York. Museums are better in New York, but how often do you go there? Rarely more than you would visit as a tourist. The Broadway scene is obviously better in New York, but I don't really care about that.

The cost of living is appealing, but ultimately I can't move there because I need an offer that would bring me there. When I retire, I'll probably stay here because of the ease of getting around and the income tax won't mean much then. Ultimately, both are awesome towns and you should be happy in either place. If not, it's your fault. That being said, as great as Chicago is, it's the Second City for a reason.

Also, thanks for staying Brady4MVP with the All-American blonde reference.

Illinois exempts retirement income from state taxation. Pull money out of a 401k or pretax traditional IRA (or Roth, of course) and it's free from state tax.

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Feb 10, 2018

WTF??? the girls are in no way more attractive than Cali, NYC (and probably Arizona and TX chicks). Go on Tinder right now and tell me Chicago chicks and Midwest chicks are the hottest with a straight face

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Feb 13, 2018

Girls in Chicago are attractive if you're into fat girls

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Feb 13, 2018

Those Chicago girls are just how I like my coffee: black, bitter, and cheap.

Feb 9, 2018

Girls are usually from some kind of European ancestry (Polish/Ukrainian) or straight up from eastern Europe. Food scene is great for a budget of cheap eats to fancy dinning. Cheap eats (~$15) like Japan quality-like ramen (Oiistar, Wasabi), Puerto Rican (La Central), Cuban (Cafecito), Korean Fried Chicken Wings (Crisp), Mexican (any Rick Bayless restaurants), Ice Cream (Jeni's) are really good. West Loop (upcoming tech, Google, and Fancy dinning - Au Cheval, Girl&Goat, Monte Verde, Publican). Neighborhoods are very well delineated yet close to each other - Gold Coast/Old Town (posh restaurant and bars/rich ppl scene), Streeterville (Retail/restaurant/Roof top bars/ closest to NYC feel), Loop (Work place), Greektown, Chinatown, Argyle (Vietnamese) Ukrainian Town, Lincoln Park (Cubs, Sports Bars, Family Life, College Town), Bucktown/Wicker (Hipster). Cost of living is great and work hours are great though property taxes sucks. Overall, still best bang for buck. If winter sucks, go ski, do restaurant week, or fly out internationally from O'hare. Easily accessible by Uber and train (~35min).

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Feb 9, 2018

I just got so hungry reading this list. Would stab a motherfucker for some Korean chicken wings or Japanese ramen right now.

Feb 9, 2018
Tycho Brahe:

I just got so hungry reading this list. Would stab a motherfucker for some Korean chicken wings or Japanese ramen right now.

Crisp, the korean chicken wings place in Lakeview, is to die for.

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Feb 12, 2018

As someone of Eastern European descent, this is one of my favorite things about it.

Feb 16, 2018

I was waiting for someone to mention having international airport access.

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Feb 8, 2018

cool story bro

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Feb 8, 2018

Just the right amount of Italian women without the jersey shore guidos

26 Broadway
where's your sense of humor?

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Feb 8, 2018

Second most annoying sound in the world behind a moaning walrus is a Long Island accent.

26 Broadway
where's your sense of humor?

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Feb 9, 2018

Try a Valley accent. Sounds like a crossing between a chihuahua that accidentally swallowed a straw and a stressed-out teacher in a sub-urban high school.

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Feb 8, 2018

Yup. Chicago is easily my favorite city in the USA. Echo everything you said.

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Feb 8, 2018

I'm really thinking about moving here at some point in the future. In 2016 I visited some family there in the summer (I want to say June or July) for a weekend, and it was insanely humid, as bad as DC. I'm trying to escape humidity but I'll deal with it if it's just for a weekend or week. How bad does it normally get? I remember the food and social scene being great, so I'm sold on that, and the affordability is the cherry on top.

Feb 8, 2018
BubbaBanker:

I'm really thinking about moving here at some point in the future. In 2016 I visited some family there in the summer (I want to say June or July) for a weekend, and it was insanely humid, as bad as DC. I'm trying to escape humidity but I'll deal with it if it's just for a weekend or week. How bad does it normally get? I remember the food and social scene being great, so I'm sold on that, and the affordability is the cherry on top.

I lived in Chicago for a long time, and there were only 2 summers where we had humidity stretches that were unbearable. Chicago does not get "hot" (defining "hot" as consistent 80+ degrees) until July. Even then, if you are anywhere close to the lake (most of the nice neighborhoods aren't too far from the lake), it will feel fairly mild.

Feb 8, 2018

Alright I'm sold, where do I sign up?

Feb 8, 2018

LMAO Shitcago or Chiraq is a joke. From political corruptness to gangbanging you can't go right in this town.

NYC has the Hamptons. Chicago has? Milwaukee? Enough said.

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Feb 9, 2018

I would never want to go to Hamptons, but I think that's what separates me from the guys here who love NYC, maybe I'm too Midwest. The Michigan side of Lake Michigan in the summer gives me the same experience.

If you don't sell drugs on the South or Westside and don't make YouTube diss tracks against other local "rappers" it's a safe place to live. Yes it's corrupt, but Daley and now Rahm have made a clean downtown and keep the riff raff in check, I'm okay with that.

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Feb 9, 2018
Scott Irish:

I would never want to go to Hamptons, but I think that's what separates me from the guys here who love NYC, maybe I'm too Midwest. The Michigan side of Lake Michigan in the summer gives me the same experience.

If you don't sell drugs on the South or Westside and don't make YouTube diss tracks against other local "rappers" it's a safe place to live. Yes it's corrupt, but Daley and now Rahm have made a clean downtown and keep the riff raff in check, I'm okay with that.

I've been to the Hamptons; it's fine but overrated. Yeah if you are super rich and can buy a home there, different story.

Chicago is a very segregated city. The crime is on the far south and far west sides. It has no impact on the quality of life for those in the nice areas of the city. Daley did a great job of gentrifying the city and bringing in business capital.

Feb 9, 2018

Can confirm this as I stayed there for a few weeks. If you're not south or west you'd never know there was a lot of crime in the city

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Feb 9, 2018
Dances With Newfoundland:

Chicago is a very segregated city. The crime is on the far south and far west sides. It has no impact on the quality of life for those in the nice areas of the city.

Bullsh-t. Yuppies get mugged all the time, bikes stolen, cars broken into constantly, homeless all over, raped by parking fees and red light tickets and towing, mobs of knockout game youth. The f-cking mayor's own son was robbed walking home from school in a "peaceful" family neighborhood.

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Feb 10, 2018
Remain-Anony:
Dances With Newfoundland:

Chicago is a very segregated city. The crime is on the far south and far west sides. It has no impact on the quality of life for those in the nice areas of the city.

Obama's supposed stomping grounds (after Kenya). Do you even read what you type? It's a fine city if you stay away from the South and the West, the L stops after dark, check cashing stores on the 1st and 15th, Rush/Division nightlife, and lock your car, hide your kids and hide your wife. Despite all that, Chicago is safely segregated.

I'd rather live on 7 Mile Detroit.

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Feb 10, 2018
Scott Irish:

Yes it's corrupt, but Daley and now Rahm have made a clean downtown and keep the riff raff in check, I'm okay with that.

Dude, the real crime is the corruption in the form of being raped by taxes, fees and various legalized extortion ($) to live there. Every illiterate crony who held a fake no-show job in Cook County has a bulletproof pension all the yuppies are on the hook for. Not to mention the zionist mayor (who served in IDF and holds an Israeli passport) is a globalist open-borders shill who proudly declares it an illegal immigrant sanctuary city - hence heroin, stickups, violent crime, worthless public schools, and EVERYONE who's ever lived in the city has had a bike stolen and car broken into.

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Feb 10, 2018

Ah, back to back birther and anti-semetic posts on breitbartoasis. The transformation is complete. Well done @WallStreetOasis.com

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Feb 21, 2018
axecapital17:
Scott Irish:

Yes it's corrupt, but Daley and now Rahm have made a clean downtown and keep the riff raff in check, I'm okay with that.

Dude, the real crime is the corruption in the form of being raped by taxes, fees and various legalized extortion ($) to live there. Every illiterate crony who held a fake no-show job in Cook County has a bulletproof pension all the yuppies are on the hook for. Not to mention the zionist mayor (who served in IDF and holds an Israeli passport) is a globalist open-borders shill who proudly declares it an illegal immigrant sanctuary city - hence heroin, stickups, violent crime, worthless public schools, and EVERYONE who's ever lived in the city has had a bike stolen and car broken into.

Yup. This guy knows what is up. Don't forget this gem. Please tell me someone on WSO works for this MS group and is still laughing all the way to the bank at the incompetent Daley deal.
http://chicagoist.com/2016/05/24/parking_meters_ma...
In 2008, Daley signed over the next 75 years of meter money to Chicago Parking Meters, a consortium led by banking behemoth Morgan Stanley, in a move that only five members of the City Council opposed at the time. Since then, rates have skyrocketed (downtown areas more than doubled in cost to $6.50 an hour by 2013) and the company has netted $778.6 million in revenue. By 2020, the company will have made back its initial $1.15 billion investment and will continue to profit for 60 years.

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Feb 21, 2018

This is the most absurd deal I've ever seen. Did the city of Chicago not have even one manager on its team with an MBA and some idea about how to do a DCF? Honestly Chicago is so corrupt that they should simply tell MS and the rest of the consortium to pound sand and declare the deal void. They could easily drum up enough citizen sentiment to make a show of it.

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Feb 8, 2018

Love Chicago. If it weren't for the horrible winters I'd never consider living elsewhere. If I could live in Chicago from May-September and in LA the rest of the year, I'd do it in a second.

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Feb 13, 2018

Met a retired PE partner who does exactly this. God did he seem happy

Feb 8, 2018
Dances With Newfoundland:
  1. Only U.S. city aside from NYC where you really don't need a car to get around. Yes, other cities have public transportation systems, but they are not as well developed and comprehensive. Chicago is truly urban in this regard.

This is misleading. You may not need a car, but it can be fairly inconvenient without one. A lot of Chicago is more similar to the residential parts of Brooklyn and Queens (in terms of how spread apart things are), vs Manhattan

I guess my point is, NYC has no real comparison. Chicago is great in its own way

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Feb 8, 2018

You tout the CoL, and it's true, Chicago is much cheaper than other big cities in the U.S. At the same time, to one in a smaller metro, the property taxes seem comparatively horrendous. Plus with Illinois's financial issues, taxes in general seem likely to go up.

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Feb 9, 2018

From the mid-West and starting in Chicago this summer. Love everything about the city... but is anyone else really not that into Chicago-style pizza? I like thinner stuff, I feel like Chicago-style is not really pizza, it's almost like lasagna.

-"Our comforting conviction that the world makes sense rests on a secure foundation: our almost unlimited ability to ignore our ignorance."

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Feb 9, 2018

The city is inundated with all kinds of pizzas. There's a bunch of Neapolitan pizza joints here too. Google search.

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Feb 9, 2018

Yeah I knew there was non-CS pizzas in Chicago I was just talking about how everyone seems to trumpet that as one of the reasons Chicago is cool, but I think that is very far down on the list

-"Our comforting conviction that the world makes sense rests on a secure foundation: our almost unlimited ability to ignore our ignorance."

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Feb 9, 2018

Going to go out on a limb and know i'm going to get monkey shit for it but Chicago is the best city in the world. Biased because I was born and raised here but echoing everything OP said gives me pride in my city.

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Feb 9, 2018
DrRollTide:

Going to go out on a limb and know i'm going to get monkey shit for it but Chicago is the best city in the world. Biased because I was born and raised here but echoing everything OP said gives me pride in my city.

I gave you a bananna. The only city in the world I would even consider taking over Chicago is NYC but only at the right income level. Aside from that, it's not close for me. Chicago dominates London, Paris, Hong Kong, LA, SF.

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Feb 9, 2018

Sweet Home Chicago.

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Feb 9, 2018

Where do you live now? SF or Seattle? Both of those places are nice to visit for a couple days, but blow hard to live in.

Amen on Chicago being awesome - haven't lived there but have visited and love the city. Fantastic vibe, great culture, awesome downtown, and not prohibitively expensive.

Feb 9, 2018
aspiringchimp:

Where do you live now? SF or Seattle? Both of those places are nice to visit for a couple days, but blow hard to live in.

Amen on Chicago being awesome - haven't lived there but have visited and love the city. Fantastic vibe, great culture, awesome downtown, and not prohibitively expensive.

I do live in one of those cities, working for a FAANG tech firm.

Feb 12, 2018

True poetry. Growing up in Wisconsin this is 100% true. SB my friend.

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Feb 9, 2018
Dances With Newfoundland:

Recently, as I contemplate my life in this soulless dystopian tech city, I cannot help but fantasize about Chicago and how awesome that city really is. So underrated. The only true negative is the winters. Consider the following:

  1. Very cheap for a major city, especially rent. There are amazing luxury highrise apartments everywhere, but the rent is still below not just NYC and SF but also Seattle, LA, Boston, DC. The city is super affordable on all aspects.
  2. Only U.S. city aside from NYC where you really don't need a car to get around. Yes, other cities have public transportation systems, but they are not as well developed and comprehensive. Chicago is truly urban in this regard.
  3. Amazing restaurant and nightlife scene. It's world class, just below NYC. You have everything from upscale lounges in River North to Big 10 sports bars in Lincoln Park and hipster dive bars in Wicker Park and everything in between. The restaurant scene is massive, with enough diversity to keep you engaged for years.
  4. Urban beauty and aesthetics. The downtown core and the surrounding area is stunning, as it straddles pristine Lake Michigan, with Lincoln, Grant, and Millennium parks nearby. One can go jogging or biking on the trail right next to the lake, a trail that extends more than 10 miles. You also have North Avenue and Oak street beaches, where you can play beach volleyball, grab drinks, and hang out. The city is very walkable and clean, as there are no garbage bags lying on the streets.
  5. Incredible summers. Best summer city in the country. It's plenty warm but not too humid (far less so than NYC and obviously the South), and the social scene is out of control, as everyone is out and enjoying the summer: Cubs games, outdoor festivals, rooftop parties, daydrinking at outdoor bars, lounging by the pool, and so much more. Words cannot describe how awesome Chicago summers are.
  6. Dating scene. I have to admit that it's not as good as NYC but a close second. Plenty of beautiful fit women and a vibrant singles scene.
  7. Midwestern humility and culture. Despite being a world-class city, it lacks the elitism of NYC, the superficiality of L.A., and the obnoxious ultra-liberal sanctimony of Seattle and SF. For the most part, the people are nice and down to earth. Although the city is liberal, the people don't obsess over politics; very rarely will you meet a woman who asks about your political views on a first date. The city is quintessentially All-American.
  8. Fantastic work-life balance. People here just don't work crazy hours. Even in finance, 80+ hours are virtually unheard of. People are out of the office by 7 PM for the most part. This allows ample time to actually do stuff on weekday evenings.

Nothing says 'I'm an upper middle class schmuck of average intelligence from the Midwest who couldn't compete in a real global city' like being obsessed with Chicago. We get it, real cities intimidate you, you're too scared to move too far away from home, and you'd get eaten alive in NYC LA SF. You feel so comfortable rooming with the 10 smallminded bros you've known since 4th grade. Does your mom still do your laundry on weekends?

Chicago is a corrupt dump where Big Ten coke trash perpetual sorority girls go party for 3-4 years until they get fat and settle down with a balding low-status slob they knew from hometown or undergrad.

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Feb 9, 2018

Nothing says "I'm terribly unhappy with my life so I need to justify my current living situation and pretend other people are unhappy too" like this post.

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Feb 9, 2018

Someone is very jelly about the great life style here. Simple, no need to come if you don't like. Probably never even visited before.

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Feb 9, 2018

I love Chitown, but your first sentence nearly made me shi tmyself. Sb'd