Chicago parking by block · Near North Side · Ward 27

Parking at 250 W Oak St

Chicago sets parking rules by the block, so this covers 200–299 W Oak St. Everything here is from City records — 285,708 parking tickets written across 160 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?
5
901 N Clark St (5 min walk) · 105 W Chicago Ave (7 min walk)

Every 2026 street-cleaning day on this block

Ward 27, section 10. The restriction runs 9am–2pm on each of these; a missed one is $60 and it doubles if it goes unpaid.

Apr
27
Mon
Apr
28
Tue
May
26
Tue
May
27
Wed
Jun
24
Wed
Jun
25
Thu
Jul
23
Thu
Jul
24
Fri
Aug
20
Thu
Aug
21
Fri
Sep
18
Fri
Sep
21
Mon
Oct
19
Mon
Oct
20
Tue
Nov
17
Tue
Nov
18
Wed

Streets to watch near 250 W Oak St

street cleaning is the thing to watch around here: 1300 N Dearborn Pkwy alone took 890 tickets in three years, a 10 min walk away.

Street cleaning3,298 tickets
Move the car on cleaning days — the restriction runs 9am to 2pm.
Permit zones7,280 tickets
Permit zone. You need a zone sticker or a day pass, whatever the hour.
Plate checks11,392 tickets
Plates get checked here. Keep your registration and both plates current.
Posted restrictions40,491 tickets
Posted time restrictions. Worth reading the sign twice — this block is enforced.
Metered blocks219,931 tickets
Metered. Pay the full time you will actually be gone, and set an alarm.
Other enforcement3,221 tickets
Enforced regularly. Read the posted signs before you park.

Cameras within a 10-minute walk

  • 901 N Clark St — speed camera, 5 min walk SE
  • 105 W Chicago Ave — red-light camera, 7 min walk SE
  • 98 W Chicago Ave — red-light camera, 7 min walk SE
  • 14 W Chicago Ave — speed camera, 8 min walk SE
  • 19 E Chicago Ave — speed camera, 8 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 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 5 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 North 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 10. Schedules change — always follow the posted signs.