Chicago parking by block · Near South Side · Ward 3

Parking at 250 E Roosevelt

Chicago sets parking rules by the block, so this covers 200–299 E Roosevelt. Everything here is from City records — 104,721 parking tickets written across 82 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 3, section 1. The restriction runs 9am–2pm on each of these; a missed one is $60 and it doubles if it goes unpaid.

Apr

Wed

Apr

Thu

May

Fri

May

Mon

Jul

Thu

Jul

Mon

Aug

Tue

Aug

Wed

Oct

Fri

Oct

Mon

Streets to watch near 250 E Roosevelt

street cleaning is the thing to watch around here: 1200 S State St alone took 844 tickets in three years, a 7 min walk away.

Street cleaning844 tickets

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

1200 S State St — 844 tickets, 7 min walk W

Permit zones7,979 tickets

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

1300 S Michigan Ave — 2,351 tickets, 5 min walk SW
1400 S Indiana Ave — 1,097 tickets, 7 min walk S
1300 S Indiana Ave — 736 tickets, 5 min walk SW

Plate checks838 tickets

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

1300 S State St — 733 tickets, 8 min walk SW
1200 S Lake Shore Dr — 59 tickets, 2 min walk SE
100 E Roosevelt — 46 tickets, 2 min walk W

Posted restrictions13,704 tickets

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

600 E Solidarity — 3,930 tickets, 8 min walk E
500 E Solidarity — 3,345 tickets, 8 min walk E
1100 S Wabash Ave — 2,432 tickets, 5 min walk W

Metered blocks80,702 tickets

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

700 E Solidarity Dr — 9,326 tickets, 8 min walk E
1400 S Michigan Ave — 8,623 tickets, 7 min walk SW
1300 S Wabash Ave — 7,106 tickets, 6 min walk SW

Other enforcement246 tickets

Enforced regularly. Read the posted signs before you park.

0 E Roosevelt Rd — 177 tickets, 4 min walk W
600 S Michigan — 69 tickets, 9 min walk N

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