Just a reminder, Chicago usually starts heavy-duty enforcement of “road use” stickers and medallions right about now. Be aware that they’re not parking-related, and you CAN be cited while parked in a private garage or even pulled over if it’s not displayed.
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I thought you could only receive a ticket (for lack of displaying a current city sticker/medallion) in a private garage ONLY if that garage accepts outside paid public parking.
Matt