Chicago parking by block · Lincoln Square · Ward 40

Parking at 1950 W Winona St

Chicago sets parking rules by the block, so this covers 1900–1999 W Winona St. Everything here is from City records — 21,932 parking tickets written across 136 blocks within a 10-minute walk, 2023–2025.

When is this block cleaned?
Wednesday, September 16
9am–2pm. A missed one is $60.
Do I need a permit?
No
Not in a residential permit zone.
Cameras nearby?
1
5059 N Damen Ave (1 min walk)

Every 2026 street-cleaning day on this block

Ward 40, section 8. 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
May
28
Thu
May
29
Fri
Jul
23
Thu
Jul
24
Fri
Sep
16
Wed
Sep
17
Thu
Nov
10
Tue
Nov
12
Thu

Streets to watch near 1950 W Winona St

street cleaning is the thing to watch around here: 5000 N Ashland Ave alone took 482 tickets in three years, a 9 min walk away.

Street cleaning8,093 tickets
Move the car on cleaning days — the restriction runs 9am to 2pm.
Permit zones3,871 tickets
Permit zone. You need a zone sticker or a day pass, whatever the hour.
Plate checks4,307 tickets
Plates get checked here. Keep your registration and both plates current.
Posted restrictions194 tickets
Posted time restrictions. Worth reading the sign twice — this block is enforced.
Metered blocks4,777 tickets
Metered. Pay the full time you will actually be gone, and set an alarm.
Other enforcement343 tickets
Enforced regularly. Read the posted signs before you park.

Cameras within a 10-minute walk

  • 5059 N Damen Ave — speed camera, 1 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 1 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 40, section 8. Schedules change — always follow the posted signs.