GarageCherries
Chicago, IL Car Shows & Events 2026
Classic car shows, cruise-ins, swap meets, and auctions in Chicago, Illinois.
16 upcoming events in Chicago
Browse cars for sale in Illinois →Get this weekend's car shows near you, every Thursday
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Upcoming Events in Chicago
Oct
15
Carbon Leaf
Oct 15, 2026 · Chicago, IL
Car show in Chicago, IL, featuring classic, custom, and collector vehicles on display.
Oct
22
Thursday Cruise Nights Are Back! Harlem & Foster Plaza
Oct 22, 2026 · Chicago, IL
Car show in Chicago, IL, featuring classic, custom, and collector vehicles on display.
Oct
23
8th Annual Belmont Cragin United 8th Trunk or Treat
Oct 23, 2026 · Chicago, IL
Car show in Chicago, IL, featuring classic, custom, and collector vehicles on display.
Nov
8
VCOC Recurring Ride to Small Displacement Sunday
Nov 8, 2026 · Chicago, IL
Car show in Chicago, IL, featuring classic, custom, and collector vehicles on display.
Dec
3
Thursday Cruise Nights Are Back! Harlem & Foster Plaza
Dec 3, 2026 · Chicago, IL
Car show in Chicago, IL, featuring classic, custom, and collector vehicles on display.
Dec
13
VCOC Recurring Ride to Small Displacement Sunday
Dec 13, 2026 · Chicago, IL
Car show in Chicago, IL, featuring classic, custom, and collector vehicles on display.
Dec
14
2026 Belmont Cragin Christmas Car Parade
Dec 14, 2026 · Chicago, IL
Car show in Chicago, IL, featuring classic, custom, and collector vehicles on display.
Dec
17
Thursday Cruise Nights Are Back! Harlem & Foster Plaza
Dec 17, 2026 · Chicago, IL
Car show in Chicago, IL, featuring classic, custom, and collector vehicles on display.
Jan
14
Thursday Cruise Nights Are Back! Harlem & Foster Plaza
Jan 14, 2027 · Chicago, IL
Car show in Chicago, IL, featuring classic, custom, and collector vehicles on display.
Feb
12
First Look For Charity
Feb 12, 2027 · Chicago, IL
Car show in Chicago, IL, featuring classic, custom, and collector vehicles on display.
Feb
13
Chicago Auto Show
Feb 13, 2027 · Chicago, IL
Car show in Chicago, IL, featuring classic, custom, and collector vehicles on display.
Mar
11
Thursday Cruise Nights Are Back! Harlem & Foster Plaza
Mar 11, 2027 · Chicago, IL
Car show in Chicago, IL, featuring classic, custom, and collector vehicles on display.
Mar
25
Thursday Cruise Nights Are Back! Harlem & Foster Plaza
Mar 25, 2027 · Chicago, IL
Car show in Chicago, IL, featuring classic, custom, and collector vehicles on display.
Apr
8
Thursday Cruise Nights Are Back! Harlem & Foster Plaza
Apr 8, 2027 · Chicago, IL
Car show in Chicago, IL, featuring classic, custom, and collector vehicles on display.
May
20
Thursday Cruise Nights Are Back! Harlem & Foster Plaza
May 20, 2027 · Chicago, IL
Car show in Chicago, IL, featuring classic, custom, and collector vehicles on display.
Jun
17
Thursday Cruise Nights Are Back! Harlem & Foster Plaza
Jun 17, 2027 · Chicago, IL
Car show in Chicago, IL, featuring classic, custom, and collector vehicles on display.
Car Shows in Nearby Cities
Cars for sale in Illinois
1980 Ford Shay Model A Replica
Excellent1962 Chevrolet Impala
1983 Ford Econoline Wagon E150 Custom Van
Good1976 Cadillac Eldorado Convertible
Dates are subject to change. Verify with organizers before making travel arrangements. GarageCherries is not affiliated with any listed event.