Chicago parking by address · West Town · Ward 1

Parking at 1550 N Milwaukee Ave

Chicago sets parking rules by the block, so this covers 1500–1599 N Milwaukee Ave. Everything here is from City records — 128,889 parking tickets written across 154 blocks within a 10-minute walk, 2023–2025.

When is this block cleaned?
Thursday, October 8
9am–2pm. A missed one is $60.
Do I need a permit?
Zone 154
A visitor without a day pass is a $75 ticket.
Cameras nearby?
4
1950 W Division St (9 min walk) · 1638 N Ashland Ave (9 min walk)

Every 2026 street-cleaning day on this block

Ward 1, section 7. The restriction runs 9am–2pm on each of these; a missed one is $60 and it doubles if it goes unpaid.

Apr
17
Fri
Apr
20
Mon
Jun
1
Mon
Jun
2
Tue
Jul
15
Wed
Jul
16
Thu
Aug
26
Wed
Aug
27
Thu
Oct
8
Thu
Oct
9
Fri

Streets to watch near 1550 N Milwaukee Ave

street cleaning is the thing to watch around here: 1400 N Ashland Ave alone took 769 tickets in three years, a 10 min walk away.

Street cleaning9,403 tickets
Move the car on cleaning days — the restriction runs 9am to 2pm.
  • 1400 N Ashland Ave — 769 tickets, 10 min walk E
  • 2000 W Pierce Ave — 706 tickets, 2 min walk W
  • 1900 W Crystal St — 577 tickets, 8 min walk S
Permit zones15,974 tickets
Permit zone. You need a zone sticker or a day pass, whatever the hour.
  • 1200 N Paulina St — 2,348 tickets, 10 min walk SE
  • 1600 N Wolcott Ave — 973 tickets, 3 min walk NE
  • 1600 N Winchester Ave — 969 tickets, 3 min walk N
Plate checks16,130 tickets
Plates get checked here. Keep your registration and both plates current.
  • 1200 N Wolcott Ave — 959 tickets, 7 min walk S
  • 1500 N Hoyne Ave — 654 tickets, 4 min walk W
  • 1900 W Schiller St — 609 tickets, 4 min walk S
Posted restrictions1,139 tickets
Posted time restrictions. Worth reading the sign twice — this block is enforced.
  • 1200 N Wood St — 731 tickets, 9 min walk SE
  • 1200 N Hermitage Ave — 408 tickets, 8 min walk SE
Metered blocks86,181 tickets
Metered. Pay the full time you will actually be gone, and set an alarm.
  • 1400 N Milwaukee Ave — 10,770 tickets, 5 min walk SE
  • 1500 N Milwaukee Ave — 10,128 tickets, 1 min walk N
  • 1300 N Milwaukee Ave — 8,398 tickets, 8 min walk SE

Cameras within a 10-minute walk

  • 1950 W Division St — red-light camera, 9 min walk S
  • 1638 N Ashland Ave — speed camera, 9 min walk E
  • 2005 W Division St — red-light camera, 9 min walk S
  • 1635 N Ashland Ave — speed camera, 10 min walk E

How to not get any of these

  • A text the night before every cleaning day on this block.
  • Zone 154 rules, so a guest doesn’t collect a $75 ticket.
  • A spoken warning before you reach any of the 4 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.
Protect this address →Printable one-pagerCheck another address

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 1, section 7. Schedules change — always follow the posted signs.