Chicago parking by block · Jefferson Park · Ward 45

Parking at 5250 N Milwaukee Ave

Chicago sets parking rules by the block, so this covers 5200–5299 N Milwaukee Ave. Everything here is from City records — 7,283 parking tickets written across 123 blocks within a 10-minute walk, 2023–2025.

When is this block cleaned?

Monday, October 19

9am–2pm. A missed one is $60.

Do I need a permit?

Not in a residential permit zone.

Cameras nearby?

�5310 N Milwaukee Ave (1 min walk) · 5272 N Central Ave (1 min walk)

Every 2026 street-cleaning day on this block

Ward 45, section 18. The restriction runs 9am–2pm on each of these; a missed one is $60 and it doubles if it goes unpaid.

May

Tue

May

Wed

Aug

Tue

Aug

Wed

Oct

Mon

Oct

Tue

Streets to watch near 5250 N Milwaukee Ave

street cleaning is the thing to watch around here: 5600 W Higgins Ave alone took 132 tickets in three years, a 8 min walk away.

Street cleaning1,460 tickets

Move the car on cleaning days — the restriction runs 9am to 2pm.

5600 W Higgins Ave — 132 tickets, 8 min walk S
5000 N Mango Ave — 127 tickets, 6 min walk SW
5700 W Higgins Ave — 121 tickets, 8 min walk S

Permit zones1,239 tickets

Permit zone. You need a zone sticker or a day pass, whatever the hour.

5500 W Edmunds St — 244 tickets, 8 min walk S
4900 N Lester Ave — 170 tickets, 9 min walk SE
5500 N Menard — 133 tickets, 10 min walk NW

City sticker checks139 tickets

They check stickers on this block. Keep your city sticker current.

5000 N Parkside Ave — 85 tickets, 5 min walk S
5600 W Grover St — 54 tickets, 9 min walk S

Plate checks3,042 tickets

Plates get checked here. Keep your registration and both plates current.

5000 N Northwest Hwy — 255 tickets, 8 min walk SE
5500 W Higgins Ave — 156 tickets, 10 min walk S
5100 N Northwest Hwy — 147 tickets, 3 min walk S

Metered blocks92 tickets

Metered. Pay the full time you will actually be gone, and set an alarm.

5200 N Milwaukee Ave — 92 tickets, 1 min walk N

Other enforcement273 tickets

Enforced regularly. Read the posted signs before you park.

4900 N Milwaukee — 273 tickets, 8 min walk SE

Cameras within a 10-minute walk

�5310 N Milwaukee Ave — red-light camera, 1 min walk NW
5272 N Central Ave — red-light camera, 1 min walk N
5242 N Northwest Hwy — red-light camera, 2 min walk SW
5665 W Foster Ave — red-light camera, 2 min walk SW
5432 N Central Ave — speed camera, 5 min walk N

How to not get any of these

A text the night before every cleaning day on this block.
A spoken warning before you reach any of the 5 cameras nearby.
Your city sticker and plates bought on time — a missed sticker is $200.
The tickets you still get contested by mail, where 59% are dismissed.

The average ticketed Chicago driver pays $319 a year in fines and late fees. Autopilot is $99/year.

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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 45, section 18. Schedules change — always follow the posted signs.