Chicago parking by block · Near North Side · Ward 27

Parking at 1250 N Cherry Ave

Chicago sets parking rules by the block, so this covers 1200–1299 N Cherry Ave. Everything here is from City records — 16,457 parking tickets written across 90 blocks within a 10-minute walk, 2023–2025.

When is this block cleaned?
Friday, November 13
9am–2pm. A missed one is $60.
Do I need a permit?
No
Not in a residential permit zone.
Cameras nearby?
3
1139 N Halsted St (8 min walk) · 740 W Division St (8 min walk)

Every 2026 street-cleaning day on this block

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

Apr
23
Thu
Apr
24
Fri
May
21
Thu
May
22
Fri
Jun
22
Mon
Jun
23
Tue
Jul
21
Tue
Jul
22
Wed
Aug
18
Tue
Aug
19
Wed
Sep
16
Wed
Sep
17
Thu
Oct
15
Thu
Oct
16
Fri
Nov
13
Fri
Nov
16
Mon

Streets to watch near 1250 N Cherry Ave

street cleaning is the thing to watch around here: 1300 N Cleaver St alone took 515 tickets in three years, a 9 min walk away.

Street cleaning1,324 tickets
Move the car on cleaning days — the restriction runs 9am to 2pm.
Permit zones2,436 tickets
Permit zone. You need a zone sticker or a day pass, whatever the hour.
Plate checks5,088 tickets
Plates get checked here. Keep your registration and both plates current.
Posted restrictions1,346 tickets
Posted time restrictions. Worth reading the sign twice — this block is enforced.
Metered blocks5,791 tickets
Metered. Pay the full time you will actually be gone, and set an alarm.

Cameras within a 10-minute walk

  • 1139 N Halsted St — red-light camera, 8 min walk E
  • 740 W Division St — red-light camera, 8 min walk E
  • 1444 W Division St — speed camera, 10 min walk W

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 Friday, November 13. 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 3 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 9. Schedules change — always follow the posted signs.