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It's not a problem at all - don't call them demanding payment or what not - but it's perfectly fine to call HR and ask them whether you are going to be reimbursed for the trip, or if they will handle it. Honestly, if it's a pretty big company, or even a fairly small one, if they are requiring that you fly out to Chicago, they should pay for the flight at least - they can always fly you in morning and fly you out evening, saving them hotel expense. Give them a call and find out for sure.

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