Chicago parking by block · Washington Heights · Ward 21

Parking at 1250 W 99th

Chicago sets parking rules by the block, so this covers 1200–1299 W 99th. Everything here is from City records — 4,538 parking tickets written across 92 blocks within a 10-minute walk, 2023–2025.

When is this block cleaned?
Thursday, October 29
9am–2pm. A missed one is $60.
Do I need a permit?
No
Not in a residential permit zone.
Cameras nearby?
1
813 W 99th St (10 min walk)

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.

May
7
Thu
May
8
Fri
Jul
7
Tue
Jul
8
Wed
Sep
1
Tue
Sep
2
Wed
Oct
29
Thu
Oct
30
Fri

Streets to watch near 1250 W 99th

street cleaning is the thing to watch around here: 9900 S Carpenter St alone took 71 tickets in three years, a 4 min walk away.

Street cleaning124 tickets
Move the car on cleaning days — the restriction runs 9am to 2pm.
Plate checks3,576 tickets
Plates get checked here. Keep your registration and both plates current.

Cameras within a 10-minute walk

  • 813 W 99th St — red-light camera, 10 min walk E

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.
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 21, section 14. Schedules change — always follow the posted signs.