Parking at 1750 W 99th St
Chicago sets parking rules by the block, so this covers 1700–1799 W 99th St. Everything here is from City records — 2,594 parking tickets written across 70 blocks within a 10-minute walk, 2023–2025.
Every 2026 street-cleaning day on this block
Ward 19, section 7. 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 1750 W 99th St
permit zones is the thing to watch around here: 9500 S Winchester Ave alone took 133 tickets in three years, a 10 min walk away.
- 9500 S Winchester Ave — 133 tickets, 10 min walk NW
- 9800 S Walden Pkwy — 73 tickets, 2 min walk NW
- 9700 S Vanderpoel Ave — 55 tickets, 4 min walk N
- 9900 S Charles St — 149 tickets, 6 min walk E
- 9900 S Winston Ave — 111 tickets, 10 min walk E
- 9700 S Charles St — 104 tickets, 6 min walk NE
- 10200 S Walden Pkwy — 166 tickets, 10 min walk S
- 9900 S Walden Pkwy — 48 tickets, 2 min walk SW
- 9500 S Vanderpoel Ave — 313 tickets, 8 min walk N
- 9500 S Wood St — 222 tickets, 8 min walk N
Cameras within a 10-minute walk
- 1732 W 99th St — speed camera, 1 min walk W
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 1 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 19, section 7. Schedules change — always follow the posted signs.