Chicago parking by block · West Town · Ward 27

Parking at 450 N Winchester

Chicago sets parking rules by the block, so this covers 400–499 N Winchester. Everything here is from City records — 32,126 parking tickets written across 144 blocks within a 10-minute walk, 2023–2025.

When is this block cleaned?
Tuesday, October 6
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 6. The restriction runs 9am–2pm on each of these; a missed one is $60 and it doubles if it goes unpaid.

Apr
15
Wed
Apr
16
Thu
May
13
Wed
May
14
Thu
Jun
11
Thu
Jun
12
Fri
Jul
13
Mon
Jul
14
Tue
Aug
10
Mon
Aug
11
Tue
Sep
8
Tue
Sep
9
Wed
Oct
6
Tue
Oct
7
Wed
Nov
4
Wed
Nov
5
Thu

Streets to watch near 450 N Winchester

street cleaning is the thing to watch around here: 1600 W Huron St alone took 291 tickets in three years, a 10 min walk away.

Street cleaning3,556 tickets
Move the car on cleaning days — the restriction runs 9am to 2pm.
Permit zones4,247 tickets
Permit zone. You need a zone sticker or a day pass, whatever the hour.
Plate checks8,089 tickets
Plates get checked here. Keep your registration and both plates current.
Posted restrictions646 tickets
Rush-hour restrictions. Read the sign before you leave it at 4pm.
Metered blocks14,804 tickets
Metered. Pay the full time you will actually be gone, and set an alarm.

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 6. Schedules change — always follow the posted signs.