Parking at 5550 N Milwaukee Ave
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Parking at this address

5550 N Milwaukee Ave

Ward 45, cleaning section 16 · 5,683 parking tickets were written across 122 blocks within a 10-minute walk, 2023–2025.
When is this block cleaned?
Tuesday, October 13
Then Wednesday, October 14. 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?
1
5432 N Central Ave (7 min walk)

Streets to watch nearby

street cleaning is the thing to watch around here: 5500 N Central Ave alone took 100 tickets in three years, a 6 min walk away.

Street cleaning1,265 tickets
Move the car on cleaning days — the restriction runs 9am to 2pm.
  • 5500 N Central Ave — 100, 6 min walk E
  • 5600 N Mango Ave — 98, 3 min walk NE
  • 5400 N Monitor Ave — 97, 4 min walk S
  • 5600 N Meade Ave — 88, 6 min walk W
  • 5600 N Parkside Ave — 84, 5 min walk E
Permit zones450 tickets
Permit zone. You need a zone sticker or a day pass, whatever the hour.
  • 5500 N Menard — 133, 1 min walk E
  • 5500 W Catalpa Ave — 106, 9 min walk E
  • 5500 N Luna Ave — 85, 8 min walk E
  • 5600 N Luna Ave — 75, 8 min walk E
  • 5500 N Mcvicker Ave — 51, 5 min walk W
Plate checks2,964 tickets
Plates get checked here. Keep your registration and both plates current.
  • 5500 N Northwest Hwy — 138, 7 min walk W
  • 5500 N Mango Ave — 122, 3 min walk SE
  • 5500 N Austin Ave — 116, 4 min walk W
  • 5400 N Menard Ave — 109, 3 min walk SE
  • 5600 N Mason Ave — 108, 3 min walk NW

Every 2026 street-cleaning day on this block

Ward 45, section 16. Restriction runs 9am–2pm on each of these; a missed one is $60, and it doubles if it goes unpaid.

May13Wed
May14Thu
Jul29Wed
Jul30Thu
Oct13Tue
Oct14Wed

What makes this easy

✓
Street cleaning
A text the night before every cleaning day on this block — the next is Tuesday, October 13.
–
Permit zone
Not needed here, but we flag the zones that start nearby.
✓
Cameras
1 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.