Parking at 9750 S Winston Ave
Chicago sets parking rules by the block, so this covers 9700–9799 S Winston Ave. Everything here is from City records — 6,266 parking tickets written across 90 blocks within a 10-minute walk, 2023–2025.
Every 2026 street-cleaning day on this block
Ward 21, section 14. 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 9750 S Winston Ave
permit zones is the thing to watch around here: 1200 W 95th Pl alone took 162 tickets in three years, a 8 min walk away.
- 1200 W 95th Pl — 162 tickets, 8 min walk NE
- 9800 S Walden Pkwy — 73 tickets, 9 min walk W
- 9700 S Vanderpoel Ave — 55 tickets, 7 min walk W
- 9400 S Laflin St — 325 tickets, 8 min walk N
- 9400 S Justine St — 250 tickets, 8 min walk N
- 9300 S Laflin St — 195 tickets, 9 min walk N
- 1700 W 95th St — 693 tickets, 10 min walk NW
- 9500 S Vanderpoel Ave — 313 tickets, 9 min walk NW
- 9500 S Wood St — 222 tickets, 10 min walk NW
- 1600 W 95th Street — 68 tickets, 8 min walk NW
Cameras within a 10-minute walk
- 1601 W 95th St — red-light camera, 8 min walk NW
- 9450 S Ashland Ave — red-light camera, 8 min walk NW
- 1732 W 99th St — speed camera, 9 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 3 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 21, section 14. Schedules change — always follow the posted signs.