Park Here, Inc. Lot

$ 5 a night. (In after 4pm, out by 8am on school days). Flexible on weekends/​summer.
After circling the neighborhood (anytime after about 6pm), trying to fit into spots that are half the size of my car… I usually just resort to the Park Here lot, conveniently located near my residence. Rarely full. Fill out envelope with plate number, car type, date, time, etc. Place cash (or check!) for $ 5 into envelope. Shove in receptacle, and get on with your night.
They also offer limited monthly for $ 80 (same hours) and unlimited for $ 150/​month. However, I tried to call last winter about 12 times and no one ever got back to me, so good luck, I just pay by the night and take my chances with street parking when possible.
Also houses an I-​go car.
It’ll save you $ 45 on a City of Chicago ticket :) Orange is so out this year.