Parking at 5250 N Wolcott Ave
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Parking at this address

5250 N Wolcott Ave

Ward 40, cleaning section 7 · 36,557 parking tickets were written across 129 blocks within a 10-minute walk, 2023–2025.
When is this block cleaned?
Monday, September 14
Then Tuesday, September 15 · Friday, November 6 · Monday, November 9. 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?
1
5059 N Damen Ave (5 min walk)

Streets to watch nearby

street cleaning is the thing to watch around here: 5000 N Ashland Ave alone took 482 tickets in three years, a 8 min walk away.

Street cleaning7,283 tickets
Move the car on cleaning days — the restriction runs 9am to 2pm.
  • 5000 N Ashland Ave — 482, 8 min walk SE
  • 1900 W Winona St — 329, 4 min walk SW
  • 5100 N Ashland Ave — 305, 8 min walk E
  • 5000 N Wolcott Ave — 275, 6 min walk S
  • 1900 W Argyle St — 268, 7 min walk S
Permit zones778 tickets
Permit zone. You need a zone sticker or a day pass, whatever the hour.
  • 4900 N Winchester Ave — 353, 8 min walk S
  • 4900 N Wolcott Ave — 297, 8 min walk S
  • 4900 N Seeley Ave — 128, 9 min walk SW
Plate checks4,560 tickets
Plates get checked here. Keep your registration and both plates current.
  • 5000 N Winchester Ave — 440, 6 min walk S
  • 1900 W Ainslie St — 210, 9 min walk S
  • 5100 N Winchester Ave — 199, 3 min walk SW
  • 1700 W Winnemac Ave — 176, 7 min walk SE
  • 1600 W Carmen Ave — 168, 8 min walk SE
Metered blocks23,533 tickets
Metered. Pay the full time you will actually be gone, and set an alarm.
  • 5300 N Clark St — 4,039, 9 min walk E
  • 5200 N Clark St — 3,827, 9 min walk E
  • 5400 N Clark St — 3,573, 10 min walk NE
  • 5100 N Clark St — 3,390, 9 min walk E
  • 5000 N Clark St — 2,655, 10 min walk SE
Other enforcement49 tickets
Enforced regularly. Read the posted signs before you park.
  • 2100 W Foster Ave — 49, 7 min walk W

Every 2026 street-cleaning day on this block

Ward 40, section 7. Restriction runs 9am–2pm on each of these; a missed one is $60, and it doubles if it goes unpaid.

Apr1Wed
Apr2Thu
May26Tue
May27Wed
Jul21Tue
Jul22Wed
Sep14Mon
Sep15Tue
Nov6Fri
Nov9Mon

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
1 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.