Events
The Chicago Southland has the hottest music acts, a wide variety of incredible cultural festivals, breathtaking seasonal events, wonderful organic farmers markets, amazing art shows and hundreds of theater performances throughout the region. None of that tickle your fancy? Browse our complete list and we promise you’ll find exactly what you’re looking for! Looking to include your event within our calendar of events? Submit your event using our online form.
Below are the next 32 upcoming events in the Chicago Southland.
bengtson's pumpkin farm fallfest
Sep 4, 2026 - Nov 8, 2026
Bengtson's Pumpkin Farm
13341 West 151st Street
Homer Glen, IL
$ d o 
woods walk
Oct 1, 2026 - Oct 31, 2026
Forest Preserve District of Will County Trails
Various locations
Beecher, IL
o s
scare-itage park/scarecrow walk
Oct 1, 2026 - Oct 31, 2026
Heritage Park
14240 West 151st Street
Homer Glen, IL
d o
matteson restaurant week
Oct 23, 2026 - Nov 1, 2026
Various Locations N Matteson
4900 Village Commons Drive
Matteson, IL
ag
the book of mormon
Oct 27, 2026 - Oct 31, 2026
Cadillac Palace Theatre
151 West Randolph Street
Chicago, IL
$ c d
monster fun halloween at haunted trails burbank
Oct 31, 2026
Haunted Trails Family Entertainment Center
7759 South Harlem Avenue
Burbank, IL
h o s
monster fun halloween at enchanted castle
Oct 31, 2026
Enchanted Castle Family Entertainment Center
1103 South Main Street
Lombard, IL
h s
2026 deafnation expo
Oct 31, 2026
Wintrust Sports Complex
5499 West 65th Street
Bedford Park, IL
c
monster fun halloween at haunted trails joliet
Oct 31, 2026
Haunted Trails Family Entertainment Center & Picnics
1423 North Broadway Street
Joliet, IL
h o s
halloween fun @ hpl
Oct 31, 2026
Homewood Public Library
17917 Dixie Highway
Homewood, IL
c
trunk or treat
Oct 31, 2026
Downtown Historic Frankfort
Kansas & Oak Streets
Frankfort, IL
h
the great sand ridge (tiny) pumpkin hunt
Oct 31, 2026
Sand Ridge Nature Center
15891 Paxton Avenue
South Holland, IL
ag d h o
kids haunted house
Oct 31, 2026
Oakwood Community Center
4450 Oakwood Lane
Matteson, IL
$ h
trunk of treats/fright fest
Oct 31, 2026
90 Town Center Drive
University Park, IL
h
first sunday historic pullman walking tour
Nov 1, 2026
Pullman National Historical Park
11141 South Cottage Grove Avenue
Chicago, IL
$ c d o
the great sand ridge (tiny) pumpkin hunt
Nov 1, 2026
Sand Ridge Nature Center
15891 Paxton Avenue
South Holland, IL
ag d h o
the book of mormon
Nov 1, 2026
Cadillac Palace Theatre
151 West Randolph Street
Chicago, IL
$ c d
nature’s candid camera
Nov 1, 2026
Plum Creek Nature Center
27064 South Dutton Road
Beecher, IL
d o
bengtson's pumpkin farm fallfest
Nov 1, 2026 - Nov 8, 2026
Bengtson's Pumpkin Farm
13341 West 151st Street
Homer Glen, IL
$ d o
swap o rama flea market (w,sa-su)
Nov 1, 2026 - Nov 29, 2026
Swap O Rama Flea Market
4350 West 129th Street
Alsip, IL
$ d o
woods walk
Nov 1, 2026 - Nov 30, 2026
Forest Preserve District of Will County Trails
Various locations
Beecher, IL
o s
free bingo on mondays!
Nov 2, 2026
Game On Bar & Grill
115 North Second Street
Peotone, IL
s
military tribute
Nov 4, 2026
South Holland Community Center
501 East 170th Street
South Holland, IL
h
wine & wagyu bar fogo event
Nov 5, 2026
Fogo De Chão Orland Park
15407 LaGrange Road
Orland Park, IL
h
macabre pullman tour
Nov 5, 2026
Pullman Exhibit Hall
11141 South Cottage Grove
Chicago, IL
$ c h
santa arrival party & tree lighting
Nov 6, 2026
Orland Square Mall Entrance Near Cheesecake Factory
288 Orland Square
Orland Park, IL
h
ghost of nature’s past: the barn owl
Nov 6, 2026
Plum Creek Nature Center
27064 South Dutton Road
Beecher, IL
d o
improv class
Nov 6, 2026
Homewood Public Library
17917 Dixie Highway
Homewood, IL
w
academic theater presents next to normal
Nov 6, 2026 - Nov 8, 2026
Moraine Valley Fine And Performing Arts Center
9000 West College Parkway
Palos Hills, IL
$ c m
lodge con gaming convention & craft show
Nov 6, 2026 - Nov 8, 2026
Will Country Fairgrounds
710 South West Street
Peotone, IL
$ d
fall fishing derby at horsetail lake
Nov 7, 2026
Horsetail Lake- Cook County Forest Preserve
8999 West 123rd Street
Palos Park, IL
o s
pumpkin smash
Nov 7, 2026
Coyote Run Golf Course Parking Lot
800 Kedzie Avenue
Flossmoor, IL
o
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