Parking at 50 W 99th St
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Parking at this address

50 W 99th St

Ward 9, cleaning section 8 · 4,932 parking tickets were written across 92 blocks within a 10-minute walk, 2023–2025.
When is this block cleaned?
Thursday, September 24
Then Friday, September 25. 9am–2pm. A missed one is $60.
Do I need a permit?
No
Not in a residential permit zone — but nearby blocks are, so a guest can still cross the line into one.
Cameras nearby?
None
No speed or red-light camera within a 10-minute walk.

Streets to watch nearby

street cleaning is the thing to watch around here: 10100 S Yale Ave alone took 80 tickets in three years, a 8 min walk away.

Street cleaning641 tickets
Move the car on cleaning days — the restriction runs 9am to 2pm.
  • 10100 S Yale Ave — 80, 8 min walk SW
  • 9700 S Forest Ave — 71, 10 min walk E
  • 10000 S Lafayette Ave — 71, 4 min walk S
  • 9700 S Harvard Ave — 64, 8 min walk NW
  • 9700 S Yale Ave — 64, 5 min walk NW
Permit zones1,010 tickets
Permit zone. You need a zone sticker or a day pass, whatever the hour.
  • 9500 S Lafayette Ave — 481, 9 min walk N
  • 9500 S Wentworth Ave — 156, 9 min walk N
  • 9500 S Perry Ave — 151, 9 min walk N
  • 9500 S La Salle St — 126, 9 min walk N
  • 9600 S Perry Ave — 96, 6 min walk N
Plate checks2,328 tickets
Plates get checked here. Keep your registration and both plates current.
  • 0 E 101st St — 134, 7 min walk SE
  • 9700 S Prairie Ave — 109, 9 min walk E
  • 9600 S Michigan Ave — 103, 8 min walk NE
  • 10100 S Indiana Ave — 101, 10 min walk SE
  • 9800 S Forest Ave — 97, 10 min walk E
Other enforcement169 tickets
Enforced regularly. Read the posted signs before you park.
  • 0 W 95th St — 103, 10 min walk N
  • 9600 S Wentworth Ave — 66, 6 min walk NW

Every 2026 street-cleaning day on this block

Ward 9, section 8. Restriction runs 9am–2pm on each of these; a missed one is $60, and it doubles if it goes unpaid.

Apr21Tue
Apr22Wed
Jul9Thu
Jul10Fri
Sep24Thu
Sep25Fri

What makes this easy

✓
Street cleaning
A text the night before every cleaning day on this block — the next is Thursday, September 24.
–
Permit zone
Not needed here, but we flag the zones that start nearby.
–
Cameras
None nearby, but the app warns you anywhere in the city.
✓
City sticker & plates
A missed sticker is $200 and it’s a deadline, not a driving mistake. We buy them on time, every year.
✓
The tickets you still get
Contested by mail — 59% of mailed contests are dismissed — and paid before the fine doubles.
✓
What it costs
The average ticketed Chicago driver pays $319 a year in fines and late fees. Autopilot is $99/year.