Pro tip: it took me 3 weekends to figure out Chicago's street parking permit mess, was it worth the fight?
When my girlfriend moved into my place in Logan Square last June, we spent three full weekends fighting the city's permit system just to get one guest pass for her car, including a wasted trip to the office on a day it was closed for a holiday. Some folks tell me the online portal works fine if you have all your papers ready, but others say they gave up and just pay the $65 tickets whenever family visits. Is it worth pushing through the red tape for a residential permit, or do most of you just eat the cost and park where you can?