Parking at 5050 W Maypole
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Parking at this address

5050 W Maypole

Ward 28, cleaning section 11 · 19,339 parking tickets were written across 124 blocks within a 10-minute walk, 2023–2025.
When is this block cleaned?
Monday, September 28
Then Tuesday, September 29 · Friday, October 23 · Monday, October 26 · Thursday, November 19. 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?
4
5146 W Madison St (6 min walk) · 5201 W Madison St (7 min walk) · 108 N Cicero Ave (7 min walk) +1 more

Streets to watch nearby

street cleaning is the thing to watch around here: 5000 W Monroe St alone took 695 tickets in three years, a 7 min walk away.

Street cleaning10,156 tickets
Move the car on cleaning days — the restriction runs 9am to 2pm.
  • 5000 W Monroe St — 695, 7 min walk S
  • 5000 W Washington — 588, 4 min walk S
  • 5000 W Adams St — 524, 8 min walk S
  • 0 N Lorel — 397, 8 min walk SW
  • 4800 W Monroe St — 395, 9 min walk SE
Permit zones1,774 tickets
Permit zone. You need a zone sticker or a day pass, whatever the hour.
  • 5000 W Quincy St — 769, 9 min walk S
  • 0 N Long — 567, 9 min walk SW
  • 5100 W Monroe St — 280, 7 min walk S
  • 100 N La Crosse Ave — 86, 6 min walk E
  • 5100 W Quincy St — 72, 10 min walk S
Plate checks6,188 tickets
Plates get checked here. Keep your registration and both plates current.
  • 4900 W Adams — 748, 9 min walk SE
  • 4800 W Adams — 617, 10 min walk SE
  • 5000 W Maypole — 427, 1 min walk W
  • 100 N Leclaire — 373, 1 min walk SW
  • 100 S Lavergne — 265, 8 min walk S
Posted restrictions414 tickets
Posted time restrictions. Worth reading the sign twice — this block is enforced.
  • 5100 W Washington — 335, 4 min walk SW
  • 300 N Cicero — 79, 8 min walk NE
Other enforcement323 tickets
Enforced regularly. Read the posted signs before you park.
  • 5000 W Madison — 323, 6 min walk S

Every 2026 street-cleaning day on this block

Ward 28, section 11. Restriction runs 9am–2pm on each of these; a missed one is $60, and it doubles if it goes unpaid.

Apr23Thu
Apr24Fri
May19Tue
May20Wed
Jun15Mon
Jun16Tue
Jul13Mon
Jul14Tue
Aug6Thu
Aug7Fri
Sep1Tue
Sep2Wed
Sep28Mon
Sep29Tue
Oct23Fri
Oct26Mon
Nov19Thu
Nov20Fri

What makes this easy

✓
Street cleaning
A text the night before every cleaning day on this block — the next is Monday, September 28.
–
Permit zone
Not needed here, but we flag the zones that start nearby.
✓
Cameras
4 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.