Chicago parking by block · Englewood · Ward 20

Parking at 250 W 57th St

Chicago sets parking rules by the block, so this covers 200–299 W 57th St. Everything here is from City records — 5,123 parking tickets written across 63 blocks within a 10-minute walk, 2023–2025.

When is this block cleaned?
Not published
No 2026 season is published for this section.
Do I need a permit?
No
Not in a residential permit zone.
Cameras nearby?
2
5523 S Wentworth Ave (4 min walk) · 176 W Garfield Blvd (5 min walk)

Every 2026 street-cleaning day on this block

Ward 20, section 8. The restriction runs 9am–2pm on each of these; a missed one is $60 and it doubles if it goes unpaid.

Apr
21
Tue
Apr
22
Wed
Jun
15
Mon
Jun
16
Tue
Aug
10
Mon
Aug
11
Tue
Oct
2
Fri
Oct
5
Mon

Streets to watch near 250 W 57th St

street cleaning is the thing to watch around here: 5900 S Wabash Ave alone took 230 tickets in three years, a 10 min walk away.

Street cleaning456 tickets
Move the car on cleaning days — the restriction runs 9am to 2pm.
Plate checks3,967 tickets
Plates get checked here. Keep your registration and both plates current.

Cameras within a 10-minute walk

  • 5523 S Wentworth Ave — red-light camera, 4 min walk N
  • 176 W Garfield Blvd — red-light camera, 5 min walk N

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. 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.
Protect this address →Download for iPhoneDownload for Android

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 Englewood 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 20, section 8. Schedules change — always follow the posted signs.