Parking at 5250 W Olive
Chicago sets parking rules by the block, so this covers 5200–5299 W Olive. Everything here is from City records — 2,041 parking tickets written across 57 blocks within a 10-minute walk, 2023–2025.
Every 2026 street-cleaning day on this block
Ward 39, section 17. 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 W Olive
street cleaning is the thing to watch around here: 5500 N Central Ave alone took 100 tickets in three years, a 9 min walk away.
- 5500 N Central Ave — 100 tickets, 9 min walk W
- 5600 N Parkside Ave — 84 tickets, 10 min walk W
- 5400 N Luna Ave — 62 tickets, 9 min walk SW
- 5500 W Catalpa Ave — 106 tickets, 8 min walk SW
- 5500 N Luna Ave — 85 tickets, 8 min walk W
- 5600 N Luna Ave — 75 tickets, 7 min walk W
- 5600 W Catalpa Ave — 92 tickets, 10 min walk SW
- 5400 N Central Ave — 72 tickets, 10 min walk SW
- 5600 N Central Ave — 68 tickets, 8 min walk W
Cameras within a 10-minute walk
- 5432 N Central Ave — speed camera, 10 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 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 39, section 17. Schedules change — always follow the posted signs.