Chicago parking by block · Oakland · Ward 4

Parking at 4050 S Oakenwald Ave

Chicago sets parking rules by the block, so this covers 4000–4099 S Oakenwald Ave. Everything here is from City records — 10,210 parking tickets written across 62 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?
None
None within a 10-minute walk.

Every 2026 street-cleaning day on this block

Ward 4, 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
Jun
5
Fri
Jun
8
Mon
Jul
21
Tue
Jul
22
Wed
Sep
1
Tue
Sep
2
Wed
Oct
15
Thu
Oct
16
Fri

Streets to watch near 4050 S Oakenwald Ave

street cleaning is the thing to watch around here: 4100 S Drexel Blvd alone took 292 tickets in three years, a 6 min walk away.

Street cleaning1,233 tickets
Move the car on cleaning days — the restriction runs 9am to 2pm.
Permit zones1,296 tickets
Permit zone. You need a zone sticker or a day pass, whatever the hour.
Plate checks6,477 tickets
Plates get checked here. Keep your registration and both plates current.
Posted restrictions772 tickets
Posted time restrictions. Worth reading the sign twice — this block is enforced.
Other enforcement135 tickets
Enforced regularly. Read the posted signs before you park.

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, anywhere in the city.
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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

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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 4, section 9. Schedules change — always follow the posted signs.