Chicago parking by block · Albany Park · Ward 40

Parking at 2750 W Windsor Ave

Chicago sets parking rules by the block, so this covers 2700–2799 W Windsor Ave. Everything here is from City records — 23,536 parking tickets written across 127 blocks within a 10-minute walk, 2023–2025.

When is this block cleaned?

Monday, October 19

9am–2pm. A missed one is $60.

Do I need a permit?

Not in a residential permit zone.

Cameras nearby?

2721 W Montrose Ave (4 min walk) · 4436 N Western Ave (9 min walk)

Every 2026 street-cleaning day on this block

Ward 40, section 19. 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

Jun

Tue

Jul

Wed

Aug

Mon

Aug

Tue

Oct

Mon

Oct

Tue

Streets to watch near 2750 W Windsor Ave

street cleaning is the thing to watch around here: 4700 N Whipple St alone took 445 tickets in three years, a 9 min walk away.

Street cleaning8,364 tickets

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

4700 N Whipple St — 445 tickets, 9 min walk NW
4600 N Albany Ave — 276 tickets, 9 min walk W
4500 N Albany Ave — 267 tickets, 9 min walk W

Permit zones2,888 tickets

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

4500 N Troy St — 404 tickets, 10 min walk W
2400 W Eastwood Ave — 399 tickets, 8 min walk E
4400 N Albany Ave — 355 tickets, 9 min walk W

City sticker checks102 tickets

They check stickers on this block. Keep your city sticker current.

2600 W Eastwood Ave — 102 tickets, 3 min walk NE

Plate checks3,536 tickets

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

2400 W Pensacola Ave — 331 tickets, 9 min walk SE
2300 W Sunnyside Ave — 277 tickets, 10 min walk E
4400 N Artesian Ave — 270 tickets, 8 min walk E

Posted restrictions2,876 tickets

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

3100 W Wilson Ave — 620 tickets, 9 min walk W
3100 W Sunnyside Ave — 498 tickets, 9 min walk W
3000 W Wilson Ave — 472 tickets, 8 min walk W

Metered blocks5,515 tickets

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

2300 W Eastwood Ave — 764 tickets, 10 min walk E
2400 W Montrose Avenue — 703 tickets, 9 min walk SE
3000 W Montrose Ave — 624 tickets, 8 min walk SW

Cameras within a 10-minute walk

2721 W Montrose Ave — speed camera, 4 min walk S
4436 N Western Ave — speed camera, 9 min walk E
4433 N Western Ave — speed camera, 9 min walk E

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 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 40, section 19. Schedules change — always follow the posted signs.