Chicago parking by block · Near West Side · Ward 27

Parking at 150 S Oakley Blvd

Chicago sets parking rules by the block, so this covers 100–199 S Oakley Blvd. Everything here is from City records — 17,488 parking tickets written across 142 blocks within a 10-minute walk, 2023–2025.

When is this block cleaned?
Friday, October 2
9am–2pm. A missed one is $60.
Do I need a permit?
No
Not in a residential permit zone.
Cameras nearby?
4
13 S Western Ave (3 min walk) · 2382 W Madison St (3 min walk)

Every 2026 street-cleaning day on this block

Ward 27, section 5. The restriction runs 9am–2pm on each of these; a missed one is $60 and it doubles if it goes unpaid.

Apr
13
Mon
Apr
14
Tue
May
11
Mon
May
12
Tue
Jun
9
Tue
Jun
10
Wed
Jul
9
Thu
Jul
10
Fri
Aug
6
Thu
Aug
7
Fri
Sep
3
Thu
Sep
4
Fri
Oct
2
Fri
Oct
5
Mon
Nov
2
Mon
Nov
3
Tue

Streets to watch near 150 S Oakley Blvd

street cleaning is the thing to watch around here: 2400 W Flournoy St alone took 293 tickets in three years, a 10 min walk away.

Street cleaning1,826 tickets
Move the car on cleaning days — the restriction runs 9am to 2pm.
Permit zones1,523 tickets
Permit zone. You need a zone sticker or a day pass, whatever the hour.
City sticker checks76 tickets
They check stickers on this block. Keep your city sticker current.
Plate checks12,428 tickets
Plates get checked here. Keep your registration and both plates current.
Posted restrictions446 tickets
Rush-hour restrictions. Read the sign before you leave it at 4pm.
Other enforcement563 tickets
Enforced regularly. Read the posted signs before you park.

Cameras within a 10-minute walk

  • 13 S Western Ave — red-light camera, 3 min walk NW
  • 2382 W Madison St — red-light camera, 3 min walk NW
  • 2360 W Van Buren St — red-light camera, 5 min walk S
  • 342 S Western Ave — red-light camera, 5 min walk SW

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 4 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 27, section 5. Schedules change — always follow the posted signs.