Chicago parking by block · Near West Side · Ward 27

Parking at 1050 S Leavitt

Chicago sets parking rules by the block, so this covers 1000–1099 S Leavitt. Everything here is from City records — 36,935 parking tickets written across 112 blocks within a 10-minute walk, 2023–2025.

When is this block cleaned?

Friday, October 2

9am–2pm. A missed one is $60.

Do I need a permit?

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 5. 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 1050 S Leavitt

street cleaning is the thing to watch around here: 2400 W Taylor St alone took 367 tickets in three years, a 7 min walk away.

Street cleaning3,957 tickets

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

2400 W Taylor St — 367 tickets, 7 min walk W
2400 W Arthington St — 361 tickets, 7 min walk W
700 S Western Ave — 324 tickets, 6 min walk NW

Permit zones6,869 tickets

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

2100 W Polk St — 559 tickets, 4 min walk NE
2000 W Polk St — 521 tickets, 6 min walk NE
1000 S Oakley Blvd — 517 tickets, 3 min walk W

Plate checks2,727 tickets

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

2000 W Harrison St — 288 tickets, 8 min walk NE
2400 W Lexington St — 286 tickets, 8 min walk NW
2300 W Flournoy St — 221 tickets, 7 min walk NW

Posted restrictions5,023 tickets

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

1800 W Taylor — 1,768 tickets, 9 min walk E
2000 W Ogden Ave — 839 tickets, 4 min walk NE
900 S Wolcott — 837 tickets, 8 min walk E

Metered blocks17,915 tickets

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

1900 W Ogden Ave — 7,468 tickets, 8 min walk NE
1900 W Taylor St — 2,676 tickets, 7 min walk E
2300 W Taylor St — 2,211 tickets, 5 min walk W

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 5. Schedules change — always follow the posted signs.