Parking at 2250 W Winona
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Parking at this address

2250 W Winona

Ward 40, cleaning section 10 · 19,276 parking tickets were written across 124 blocks within a 10-minute walk, 2023–2025.
When is this block cleaned?
Tuesday, September 22
Then Wednesday, September 23 · Tuesday, November 17 · Wednesday, November 18. 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?
5
2350 W Foster Ave (3 min walk) · 5206 N Western Ave (4 min walk) · 5059 N Damen Ave (7 min walk) +2 more

Streets to watch nearby

street cleaning is the thing to watch around here: 1900 W Winona St alone took 329 tickets in three years, a 8 min walk away.

Street cleaning7,244 tickets
Move the car on cleaning days — the restriction runs 9am to 2pm.
  • 1900 W Winona St — 329, 8 min walk E
  • 2500 W Argyle St — 301, 8 min walk SW
  • 2000 W Argyle St — 249, 6 min walk SE
  • 2000 W Ainslie St — 232, 8 min walk SE
  • 5400 N Artesian Ave — 220, 9 min walk NW
Permit zones3,145 tickets
Permit zone. You need a zone sticker or a day pass, whatever the hour.
  • 2500 W Balmoral — 476, 10 min walk NW
  • 4900 N Winchester Ave — 353, 10 min walk SE
  • 4800 N Bell Ave — 344, 8 min walk S
  • 5200 N Rockwell St — 276, 8 min walk W
  • 2400 W Berwyn Ave — 271, 8 min walk NW
Plate checks2,883 tickets
Plates get checked here. Keep your registration and both plates current.
  • 5000 N Winchester Ave — 440, 9 min walk E
  • 5100 N Winchester Ave — 199, 8 min walk E
  • 5000 N Rockwell St — 172, 9 min walk W
  • 4800 N Hoyne Ave — 171, 9 min walk SE
  • 5400 N Western Ave — 171, 8 min walk NW
Posted restrictions882 tickets
Hydrants get ticketed here. Leave 15 feet.
  • 5400 N Campbell Ave — 241, 9 min walk NW
  • 2400 W Balmoral — 194, 7 min walk NW
  • 2400 W Foster Ave — 190, 5 min walk W
  • 4700 N Oakley Ave — 101, 10 min walk S
  • 5200 N Western Ave — 79, 4 min walk NW
Metered blocks4,781 tickets
Metered. Pay the full time you will actually be gone, and set an alarm.
  • 2300 W Lawrence Ave — 2,796, 10 min walk S
  • 4800 N Claremont Ave — 461, 8 min walk S
  • 5000 N Lincoln Ave — 337, 6 min walk SW
  • 2200 W Lawrence Ave — 321, 9 min walk S
  • 2100 W Lawrence Ave — 290, 10 min walk S

Every 2026 street-cleaning day on this block

Ward 40, section 10. Restriction runs 9am–2pm on each of these; a missed one is $60, and it doubles if it goes unpaid.

Apr9Thu
Apr10Fri
Jun3Wed
Jun4Thu
Jul29Wed
Jul30Thu
Sep22Tue
Sep23Wed
Nov17Tue
Nov18Wed

What makes this easy

✓
Street cleaning
A text the night before every cleaning day on this block — the next is Tuesday, September 22.
–
Permit zone
Not needed here, but we flag the zones that start nearby.
✓
Cameras
5 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.