Chicago parking by block · Near West Side · Ward 27

Parking at 2550 W Wilcox

Chicago sets parking rules by the block, so this covers 2500–2599 W Wilcox. Everything here is from City records — 14,673 parking tickets written across 132 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?
4
13 S Western Ave (6 min walk) · 2382 W Madison St (6 min walk)

Every 2026 street-cleaning day on this block

Ward 27, section 4. The restriction runs 9am–2pm on each of these; a missed one is $60 and it doubles if it goes unpaid.

Apr
9
Thu
Apr
10
Fri
May
7
Thu
May
8
Fri
Jun
5
Fri
Jun
8
Mon
Jul
7
Tue
Jul
8
Wed
Aug
4
Tue
Aug
5
Wed
Sep
1
Tue
Sep
2
Wed
Sep
30
Wed
Oct
1
Thu
Oct
29
Thu
Oct
30
Fri

Streets to watch near 2550 W Wilcox

street cleaning is the thing to watch around here: 2400 W Flournoy St alone took 293 tickets in three years, a 10 min walk away.

Street cleaning2,164 tickets
Move the car on cleaning days — the restriction runs 9am to 2pm.
Permit zones1,249 tickets
Permit zone. You need a zone sticker or a day pass, whatever the hour.
City sticker checks76 tickets
They check stickers on this block. Keep your city sticker current.
Plate checks10,482 tickets
Plates get checked here. Keep your registration and both plates current.
Other enforcement63 tickets
Enforced regularly. Read the posted signs before you park.

Cameras within a 10-minute walk

  • 13 S Western Ave — red-light camera, 6 min walk NE
  • 2382 W Madison St — red-light camera, 6 min walk NE
  • 342 S Western Ave — red-light camera, 7 min walk SE
  • 2360 W Van Buren St — red-light camera, 7 min walk SE

Get warned before it happens

Everything on this page is a deadline or a line on a map. Autopilot America watches both for you — it knows where you parked, and it tells you before the ticket exists.

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Street cleaning on this blockFree
A text the night before every cleaning day here — the next is Thursday, October 29. Free, no account needed →
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Parking restrictions where you leave the car
The app spots where you parked and checks it: temporary no-parking, permit zones, snow routes, meter time limits. This block isn’t a permit zone, but several nearby are.
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Cameras you’re about to drive past
It says them out loud before you reach one — there are 4 within a short walk of here.
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Your city sticker and plates, on time
Both are deadlines, not driving mistakes. We remind you before each one lapses, with a direct link to renew, so the $200 sticker ticket doesn't catch you out.
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Late fees, handled
A Chicago ticket doubles 25 days after it’s issued. We pay the ones you owe before that clock runs out — and if a ticket doubles on our watch during your paid year, you get the year back.
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The tickets you still get, contested
By mail, where 59% of contested tickets are dismissed, with the City’s own evidence pulled under FOIA.
The average ticketed Chicago driver pays $319 a year in fines and late fees. Autopilot is $10/month or $99/year.
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Street-cleaning alerts are free and don’t need the app. The app — parking detection, restriction checks and camera warnings — comes with Autopilot Pro.

More on this block

Check another addressAll Near West Side blocks

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 27, section 4. Schedules change — always follow the posted signs.