Chicago parking by block · Logan Square · Ward 1

Parking at 2550 W Cortland St

Chicago sets parking rules by the block, so this covers 2500–2599 W Cortland St. Everything here is from City records — 45,204 parking tickets written across 164 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?

2413 W North Ave (8 min walk) · 1549 N Western Ave (9 min walk)

Every 2026 street-cleaning day on this block

Ward 1, section 10. The restriction runs 9am–2pm on each of these; a missed one is $60 and it doubles if it goes unpaid.

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Streets to watch near 2550 W Cortland St

street cleaning is the thing to watch around here: 1500 N Claremont Ave alone took 555 tickets in three years, a 10 min walk away.

Street cleaning13,711 tickets

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

1500 N Claremont Ave — 555 tickets, 10 min walk SE
2000 N Campbell Ave — 408 tickets, 5 min walk NE
1500 N Rockwell St — 391 tickets, 8 min walk S

Permit zones6,793 tickets

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

2400 W Homer St — 657 tickets, 3 min walk NE
1600 N Fairfield Ave — 561 tickets, 8 min walk SW
2400 W Cortland St — 522 tickets, 3 min walk E

Plate checks9,122 tickets

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

1800 N Winnebago Ave — 374 tickets, 5 min walk E
1600 N Oakley Ave — 358 tickets, 9 min walk SE
1500 N Campbell Ave — 354 tickets, 8 min walk S

Posted restrictions78 tickets

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

2200 W Dickens Ave — 78 tickets, 9 min walk NE

Metered blocks14,873 tickets

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

1800 N Milwaukee Ave — 3,228 tickets, 9 min walk E
2000 N Milwaukee Ave — 1,794 tickets, 5 min walk N
2700 W North Ave — 1,378 tickets, 10 min walk SW

Other enforcement459 tickets

Enforced regularly. Read the posted signs before you park.

1800 N Western Ave — 288 tickets, 4 min walk E
2100 N Western Ave — 171 tickets, 8 min walk NE

Cameras within a 10-minute walk

2413 W North Ave — red-light camera, 8 min walk SE
1549 N Western Ave — red-light camera, 9 min walk SE

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 2 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 1, section 10. Schedules change — always follow the posted signs.