Parking at 5250 N Milwaukee Ave
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Parking at this address

5250 N Milwaukee Ave

Ward 45, cleaning section 18 · 7,506 parking tickets were written across 122 blocks within a 10-minute walk, 2023–2025.
When is this block cleaned?
Monday, October 19
Then Tuesday, October 20. 9am–2pm. A missed one is $60.
Do I need a permit?
No
Not in a residential permit zone — but nearby blocks are, so a guest can still cross the line into one.
Cameras nearby?
5
�5310 N Milwaukee Ave (2 min walk) · 5242 N Northwest Hwy (2 min walk) · 5665 W Foster Ave (2 min walk) +2 more

Streets to watch nearby

street cleaning is the thing to watch around here: 5600 W Higgins Ave alone took 132 tickets in three years, a 7 min walk away.

Street cleaning1,523 tickets
Move the car on cleaning days — the restriction runs 9am to 2pm.
  • 5600 W Higgins Ave — 132, 7 min walk SW
  • 5000 N Mango Ave — 127, 6 min walk SW
  • 5700 W Higgins Ave — 121, 7 min walk SW
  • 5500 N Central Ave — 100, 9 min walk N
  • 5400 N Monitor Ave — 97, 8 min walk NW
Permit zones1,106 tickets
Permit zone. You need a zone sticker or a day pass, whatever the hour.
  • 5500 W Edmunds St — 244, 7 min walk S
  • 4900 N Lester Ave — 170, 7 min walk SE
  • 5100 N Lovejoy Ave — 130, 4 min walk SE
  • 5500 W Catalpa Ave — 106, 8 min walk N
  • 5500 N Luna Ave — 85, 9 min walk N
City sticker checks139 tickets
They check stickers on this block. Keep your city sticker current.
  • 5000 N Parkside Ave — 85, 4 min walk SW
  • 5600 W Grover St — 54, 8 min walk S
Plate checks3,343 tickets
Plates get checked here. Keep your registration and both plates current.
  • 5000 N Northwest Hwy — 255, 7 min walk SE
  • 4800 N Linder Ave — 177, 10 min walk S
  • 5500 W Higgins Ave — 156, 9 min walk S
  • 5100 N Northwest Hwy — 147, 2 min walk S
  • 5500 W Farragut Ave — 123, 2 min walk NE
Metered blocks92 tickets
Metered. Pay the full time you will actually be gone, and set an alarm.
  • 5200 N Milwaukee Ave — 92, 1 min walk N

Every 2026 street-cleaning day on this block

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

May19Tue
May20Wed
Aug4Tue
Aug5Wed
Oct19Mon
Oct20Tue

What makes this easy

✓
Street cleaning
A text the night before every cleaning day on this block — the next is Monday, October 19.
–
Permit zone
Not needed here, but we flag the zones that start nearby.
✓
Cameras
5 within a short walk. The app warns you out loud before you reach one.
✓
City sticker & plates
A missed sticker is $200 and it’s a deadline, not a driving mistake. We buy them on time, every year.
✓
The tickets you still get
Contested by mail — 59% of mailed contests are dismissed — and paid before the fine doubles.
✓
What it costs
The average ticketed Chicago driver pays $319 a year in fines and late fees. Autopilot is $99/year.