Chicago parking by block · Near West Side · Ward 34

Parking at 250 N Milwaukee Ave

Chicago sets parking rules by the block, so this covers 200–299 N Milwaukee Ave. Everything here is from City records — 239,512 parking tickets written across 161 blocks within a 10-minute walk, 2023–2025.

When is this block cleaned?
Monday, September 14
9am–2pm. A missed one is $60.
Do I need a permit?
No
Not in a residential permit zone.
Cameras nearby?
6
380 W Wacker Dr (4 min walk) · �201 N Upper Wacker Dr (5 min walk)

Every 2026 street-cleaning day on this block

Ward 34, section 2. The restriction runs 9am–2pm on each of these; a missed one is $60 and it doubles if it goes unpaid.

Apr
3
Fri
Apr
6
Mon
Apr
27
Mon
Apr
28
Tue
May
19
Tue
May
20
Wed
Jun
11
Thu
Jun
12
Fri
Jul
7
Tue
Jul
8
Wed
Jul
29
Wed
Jul
30
Thu
Aug
20
Thu
Aug
21
Fri
Sep
14
Mon
Sep
15
Tue
Oct
6
Tue
Oct
7
Wed
Oct
29
Thu
Oct
30
Fri

Streets to watch near 250 N Milwaukee Ave

permit zones is the thing to watch around here: 400 N Green St alone took 560 tickets in three years, a 9 min walk away.

Permit zones560 tickets
Permit zone. You need a zone sticker or a day pass, whatever the hour.
Plate checks2,034 tickets
Plates get checked here. Keep your registration and both plates current.
Posted restrictions32,032 tickets
Posted time restrictions. Worth reading the sign twice — this block is enforced.
Metered blocks203,307 tickets
Metered. Pay the full time you will actually be gone, and set an alarm.
Other enforcement1,125 tickets
Enforced regularly. Read the posted signs before you park.

Cameras within a 10-minute walk

  • 380 W Wacker Dr — red-light camera, 4 min walk E
  • �201 N Upper Wacker Dr — red-light camera, 5 min walk E
  • 149 W Kinzie St — red-light camera, 9 min walk NE
  • 14 N Halsted St — red-light camera, 9 min walk SW
  • 3 S Halsted St — red-light camera, 10 min walk SW
  • 349 N La Salle Dr — red-light camera, 10 min walk E

How to not get any of these

  • A text the night before every cleaning day on this block.
  • A spoken warning before you reach any of the 6 cameras nearby.
  • Your city sticker and plates bought on time — a missed sticker is $200.
  • The tickets you still get contested by mail, where 59% are dismissed.
The average ticketed Chicago driver pays $319 a year in fines and late fees. Autopilot is $99/year.
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Ticket counts are parking citations issued 2023–2025 from City of Chicago records obtained under the Illinois Freedom of Information Act (5 ILCS 140), placed to the 100-block. Speed and red-light citations are counted separately. Street-cleaning dates are the City’s published 2026 season for ward 34, section 2. Schedules change — always follow the posted signs.