Parking at 5750 W Madison
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Parking at this address

5750 W Madison

Ward 29, cleaning section 4 · 20,340 parking tickets were written across 90 blocks within a 10-minute walk, 2023–2025.
When is this block cleaned?
Friday, September 18
Then Monday, September 21 · Thursday, October 29 · Friday, October 30. 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
5816 W Jackson Blvd (5 min walk)

Streets to watch nearby

street cleaning is the thing to watch around here: 5500 W Jackson Blvd alone took 643 tickets in three years, a 9 min walk away.

Street cleaning7,607 tickets
Move the car on cleaning days — the restriction runs 9am to 2pm.
  • 5500 W Jackson Blvd — 643, 9 min walk SE
  • 0 N Waller — 509, 2 min walk NE
  • 0 N Mayfield Ave — 471, 3 min walk NW
  • 5600 W Washington — 453, 3 min walk NE
  • 0 N Menard — 413, 1 min walk N
Permit zones4,847 tickets
Permit zone. You need a zone sticker or a day pass, whatever the hour.
  • 0 N Pine — 1,138, 7 min walk E
  • 0 N Long — 567, 10 min walk E
  • 5500 W Adams — 550, 7 min walk SE
  • 5900 W Fulton St — 541, 8 min walk NW
  • 0 N Lotus — 477, 8 min walk E
Plate checks4,533 tickets
Plates get checked here. Keep your registration and both plates current.
  • 100 N Parkside — 619, 5 min walk NE
  • 0 N Parkside — 509, 3 min walk E
  • 5500 W Monroe St — 431, 7 min walk E
  • 100 N Lotus — 308, 9 min walk NE
  • 0 S Parkside Ave — 296, 3 min walk E
Posted restrictions1,613 tickets
Posted time restrictions. Worth reading the sign twice — this block is enforced.
  • 200 N Pine — 613, 9 min walk NE
  • 5500 W Fulton — 342, 9 min walk NE
  • 0 S Mayfield — 224, 2 min walk SW
  • 0 S Menard — 215, 1 min walk S
  • 100 S Austin Blvd — 124, 6 min walk SW
Other enforcement1,546 tickets
Enforced regularly. Read the posted signs before you park.
  • 100 N Central — 607, 6 min walk NE
  • 5800 W Madison — 443, 2 min walk W
  • 5400 W Madison — 221, 7 min walk E
  • 5700 W Madison — 133, 1 min walk SE
  • 300 N Central Ave — 77, 10 min walk NE

Every 2026 street-cleaning day on this block

Ward 29, section 4. Restriction runs 9am–2pm on each of these; a missed one is $60, and it doubles if it goes unpaid.

Apr9Thu
Apr10Fri
May19Tue
May20Wed
Jun30Tue
Jul1Wed
Aug10Mon
Aug11Tue
Sep18Fri
Sep21Mon
Oct29Thu
Oct30Fri

What makes this easy

✓
Street cleaning
A text the night before every cleaning day on this block — the next is Friday, September 18.
–
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.