Chicago parking by block · West Ridge · Ward 50

Parking at 6550 N Winchester Ave

Chicago sets parking rules by the block, so this covers 6500–6599 N Winchester Ave. Everything here is from City records — 47,935 parking tickets written across 113 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?

Zone 375

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

Cameras nearby?

None

None within a 10-minute walk.

Every 2026 street-cleaning day on this block

Ward 50, section 10. The restriction runs 9am–2pm on each of these; a missed one is $60 and it doubles if it goes unpaid.

Apr

Tue

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Wed

Jun

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Oct

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Streets to watch near 6550 N Winchester Ave

street cleaning is the thing to watch around here: 6200 N Hoyne Ave alone took 584 tickets in three years, a 8 min walk away.

Street cleaning5,906 tickets

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

6200 N Hoyne Ave — 584 tickets, 8 min walk SW
1700 W North Shore Ave — 491 tickets, 7 min walk NE
6300 N Hoyne Ave — 463 tickets, 5 min walk SW

Permit zones3,330 tickets

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

6500 N Seeley Ave — 684 tickets, 3 min walk W
6500 N Hoyne Ave — 503 tickets, 4 min walk W
6100 N Wolcott Ave — 496 tickets, 9 min walk S

Plate checks6,139 tickets

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

6100 N Seeley Ave — 679 tickets, 10 min walk S
6400 N Leavitt St — 656 tickets, 7 min walk W
2000 W Arthur Ave — 529 tickets, 2 min walk W

Posted restrictions10,287 tickets

Posted time restrictions. Worth reading the sign twice — this block is enforced.

6100 N Damen Ave — 740 tickets, 9 min walk S
2200 W Arthur Ave — 673 tickets, 8 min walk W
2100 W Arthur Ave — 607 tickets, 6 min walk W

Metered blocks22,037 tickets

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

2300 W Devon Ave — 4,903 tickets, 10 min walk W
2200 W Devon Ave — 4,347 tickets, 9 min walk W
6300 N Oakley Ave — 1,882 tickets, 10 min walk SW

Other enforcement124 tickets

Enforced regularly. Read the posted signs before you park.

6500 N Oakley Ave — 124 tickets, 9 min walk W

How to not get any of these

A text the night before every cleaning day on this block.
Zone 375 rules, so a guest doesn’t collect a $75 ticket.
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 50, section 10. Schedules change — always follow the posted signs.