Chicago parking by block · Kenwood · Ward 4

Parking at 1050 E 44th St

Chicago sets parking rules by the block, so this covers 1000–1099 E 44th St. Everything here is from City records — 21,160 parking tickets written across 87 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?

Not in a residential permit zone.

Cameras nearby?

None

None within a 10-minute walk.

Every 2026 street-cleaning day on this block

Ward 4, section 6. The restriction runs 9am–2pm on each of these; a missed one is $60 and it doubles if it goes unpaid.

Apr

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Streets to watch near 1050 E 44th St

street cleaning is the thing to watch around here: 800 E 44th St alone took 411 tickets in three years, a 6 min walk away.

Street cleaning3,583 tickets

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

800 E 44th St — 411 tickets, 6 min walk W
900 E 46th St — 377 tickets, 6 min walk SW
4100 S Drexel Blvd — 292 tickets, 7 min walk NW

Permit zones1,956 tickets

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

4500 S Oakenwald Ave — 864 tickets, 7 min walk SE
4300 S Oakenwald Ave — 360 tickets, 4 min walk NE
4100 S Oakenwald Ave — 277 tickets, 5 min walk NE

Plate checks13,666 tickets

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

4600 S Drexel Blvd — 1,281 tickets, 8 min walk SW
4500 S Drexel Blvd — 1,050 tickets, 6 min walk SW
4400 S Drexel Blvd — 789 tickets, 4 min walk W

Posted restrictions1,350 tickets

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

4600 S Lake Park Ave — 1,188 tickets, 9 min walk SE
900 E 45th St — 162 tickets, 4 min walk SW

Other enforcement420 tickets

Enforced regularly. Read the posted signs before you park.

4500 S Cottage Grove — 420 tickets, 8 min walk SW

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 4, section 6. Schedules change — always follow the posted signs.