Chicago parking by block · Lincoln Square · Ward 40

Parking at 2050 W Winnemac

Chicago sets parking rules by the block, so this covers 2000–2099 W Winnemac. Everything here is from City records — 23,624 parking tickets written across 137 blocks within a 10-minute walk, 2023–2025.

When is this block cleaned?
Tuesday, November 17
9am–2pm. A missed one is $60.
Do I need a permit?
No
Not in a residential permit zone.
Cameras nearby?
2
5059 N Damen Ave (2 min walk) · 2350 W Foster Ave (9 min walk)

Every 2026 street-cleaning day on this block

Ward 40, section 10. 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
Jun
3
Wed
Jun
4
Thu
Jul
29
Wed
Jul
30
Thu
Sep
22
Tue
Sep
23
Wed
Nov
17
Tue
Nov
18
Wed

Streets to watch near 2050 W Winnemac

street cleaning is the thing to watch around here: 1900 W Winona St alone took 329 tickets in three years, a 3 min walk away.

Street cleaning7,245 tickets
Move the car on cleaning days — the restriction runs 9am to 2pm.
Permit zones4,813 tickets
Permit zone. You need a zone sticker or a day pass, whatever the hour.
Plate checks4,293 tickets
Plates get checked here. Keep your registration and both plates current.
Posted restrictions295 tickets
Posted time restrictions. Worth reading the sign twice — this block is enforced.
Metered blocks5,971 tickets
Metered. Pay the full time you will actually be gone, and set an alarm.
Other enforcement690 tickets
Enforced regularly. Read the posted signs before you park.

Cameras within a 10-minute walk

  • 5059 N Damen Ave — speed camera, 2 min walk NE
  • 2350 W Foster Ave — red-light camera, 9 min walk NW

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 Tuesday, November 17. 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 2 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 Lincoln Square 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 40, section 10. Schedules change — always follow the posted signs.