Chicago parking by block · Near West Side · Ward 27

Parking at 1950 W Jackson Blvd

Chicago sets parking rules by the block, so this covers 1900–1999 W Jackson Blvd. Everything here is from City records — 44,645 parking tickets written across 128 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?
None
None within a 10-minute 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 1950 W Jackson Blvd

street cleaning is the thing to watch around here: 2000 W Washington Blvd alone took 212 tickets in three years, a 8 min walk away.

Street cleaning754 tickets
Move the car on cleaning days — the restriction runs 9am to 2pm.
Permit zones4,897 tickets
Permit zone. You need a zone sticker or a day pass, whatever the hour.
Plate checks9,286 tickets
Plates get checked here. Keep your registration and both plates current.
Posted restrictions5,102 tickets
Posted time restrictions. Worth reading the sign twice — this block is enforced.
Metered blocks22,469 tickets
Metered. Pay the full time you will actually be gone, and set an alarm.
Other enforcement1,747 tickets
Enforced regularly. Read the posted signs before you park.

How to not get any of these

  • A text the night before every cleaning day on this block.
  • 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.