Chicago parking by block · West Town · Ward 32

Parking at 1650 N Winchester Ave

Chicago sets parking rules by the block, so this covers 1600–1699 N Winchester Ave. Everything here is from City records — 108,514 parking tickets written across 150 blocks within a 10-minute walk, 2023–2025.

When is this block cleaned?

Tuesday, October 27

9am–2pm. A missed one is $60.

Do I need a permit?

Zone 154

A visitor without a day pass is a $75 ticket.

Cameras nearby?

1638 N Ashland Ave (9 min walk) · 1635 N Ashland Ave (9 min walk)

Every 2026 street-cleaning day on this block

Ward 32, section 18. The restriction runs 9am–2pm on each of these; a missed one is $60 and it doubles if it goes unpaid.

May

Tue

May

Wed

Jul

Thu

Jul

Mon

Aug

Fri

Aug

Mon

Oct

Tue

Oct

Wed

Streets to watch near 1650 N Winchester Ave

street cleaning is the thing to watch around here: 2000 W Pierce Ave alone took 706 tickets in three years, a 4 min walk away.

Street cleaning6,942 tickets

Move the car on cleaning days — the restriction runs 9am to 2pm.

2000 W Pierce Ave — 706 tickets, 4 min walk SW
1300 N Hoyne Ave — 461 tickets, 10 min walk S
1500 N Ashland Ave — 431 tickets, 9 min walk E

Permit zones12,654 tickets

Permit zone. You need a zone sticker or a day pass, whatever the hour.

1600 N Wolcott Ave — 973 tickets, 1 min walk E
1600 N Winchester Ave — 969 tickets, 1 min walk N
1900 W Evergreen Ave — 822 tickets, 8 min walk S

Plate checks15,532 tickets

Plates get checked here. Keep your registration and both plates current.

1200 N Wolcott Ave — 959 tickets, 9 min walk S
1500 N Hoyne Ave — 654 tickets, 6 min walk SW
1900 W Schiller St — 609 tickets, 7 min walk S

Posted restrictions534 tickets

Rush-hour restrictions. Read the sign before you leave it at 4pm.

1900 W Armitage Ave — 280 tickets, 8 min walk N
1800 W Armitage Ave — 254 tickets, 9 min walk N

Metered blocks72,784 tickets

Metered. Pay the full time you will actually be gone, and set an alarm.

1400 N Milwaukee Ave — 10,770 tickets, 7 min walk SE
1500 N Milwaukee Ave — 10,128 tickets, 3 min walk S
1300 N Milwaukee Ave — 8,398 tickets, 10 min walk SE

Cameras within a 10-minute walk

1638 N Ashland Ave — speed camera, 9 min walk E
1635 N Ashland Ave — speed camera, 9 min walk E
1613 W Cortland St — red-light camera, 10 min walk NE

How to not get any of these

A text the night before every cleaning day on this block.
Zone 154 rules, so a guest doesn’t collect a $75 ticket.
A spoken warning before you reach any of the 3 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 32, section 18. Schedules change — always follow the posted signs.