Parking at 5250 S Dearborn
Chicago sets parking rules by the block, so this covers 5200–5299 S Dearborn. Everything here is from City records — 8,306 parking tickets written across 80 blocks within a 10-minute walk, 2023–2025.
Every 2026 street-cleaning day on this block
Ward 3, section 15. The restriction runs 9am–2pm on each of these; a missed one is $60 and it doubles if it goes unpaid.
Streets to watch near 5250 S Dearborn
street cleaning is the thing to watch around here: 5400 S Michigan Ave alone took 312 tickets in three years, a 5 min walk away.
- 5400 S Michigan Ave — 312 tickets, 5 min walk SE
- 5100 S Wabash Ave — 203 tickets, 5 min walk NE
- 5100 S Prairie Ave — 200 tickets, 9 min walk NE
- 5600 S Michigan Ave — 548 tickets, 9 min walk SE
- 5600 S Wabash Ave — 408 tickets, 9 min walk S
- 5300 S Michigan Ave — 355 tickets, 5 min walk E
- 100 E 53rd St — 46 tickets, 5 min walk E
Cameras within a 10-minute walk
- 176 W Garfield Blvd — red-light camera, 6 min walk SW
- 5523 S Wentworth Ave — red-light camera, 6 min walk SW
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.
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 15. Schedules change — always follow the posted signs.