Parking at 8250 S Winchester Ave
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Parking at this address

8250 S Winchester Ave

Ward 17, cleaning section 8 · 10,232 parking tickets were written across 101 blocks within a 10-minute walk, 2023–2025.
When is this block cleaned?
Monday, September 14
Then Tuesday, September 15. 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?
2
8318 S Ashland Ave (9 min walk) · 8345 S Ashland Ave (10 min walk)

Streets to watch nearby

street cleaning is the thing to watch around here: 8000 S Paulina St alone took 269 tickets in three years, a 8 min walk away.

Street cleaning1,124 tickets
Move the car on cleaning days — the restriction runs 9am to 2pm.
  • 8000 S Paulina St — 269, 8 min walk NE
  • 8300 S Marshfield Ave — 214, 8 min walk E
  • 7900 S Winchester Ave — 116, 8 min walk N
  • 8100 S Hermitage Ave — 110, 6 min walk NE
  • 1600 W 83rd St — 99, 9 min walk E
Permit zones2,547 tickets
Permit zone. You need a zone sticker or a day pass, whatever the hour.
  • 8100 S Marshfield Ave — 729, 8 min walk E
  • 8200 S Marshfield Ave — 605, 8 min walk E
  • 8200 S Paulina St — 324, 7 min walk E
  • 8000 S Honore St — 304, 6 min walk NE
  • 7900 S Honore St — 298, 8 min walk N
City sticker checks149 tickets
They check stickers on this block. Keep your city sticker current.
  • 8500 S Seeley Ave — 78, 6 min walk S
  • 1800 W 80th St — 71, 7 min walk N
Plate checks5,842 tickets
Plates get checked here. Keep your registration and both plates current.
  • 7900 S Hermitage Ave — 364, 10 min walk NE
  • 7900 S Wood St — 309, 9 min walk NE
  • 8000 S Marshfield Ave — 292, 10 min walk NE
  • 8000 S Hermitage Ave — 291, 8 min walk NE
  • 8300 S Paulina St — 231, 7 min walk E
Other enforcement100 tickets
Enforced regularly. Read the posted signs before you park.
  • 8200 S Ashland — 100, 9 min walk E

Every 2026 street-cleaning day on this block

Ward 17, section 8. Restriction runs 9am–2pm on each of these; a missed one is $60, and it doubles if it goes unpaid.

Apr21Tue
Apr22Wed
Jul2Thu
Jul6Mon
Sep14Mon
Sep15Tue

What makes this easy

✓
Street cleaning
A text the night before every cleaning day on this block — the next is Monday, September 14.
–
Permit zone
Not needed here, but we flag the zones that start nearby.
✓
Cameras
2 within a short walk. The app warns you out loud before you reach one.
✓
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.