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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.

SWAP O RAMA FLEA MARKET (W,SA-SU) Nov 1, 2025 - Apr 29, 2026

Swap O Rama Flea Market

4350 West 129th Street

Alsip, IL

$ d o

WINTER WONDERLAND ICE RINK Nov 29, 2025 - Feb 22, 2026

Centennial Park

15600 West Avenue

Orland Park, IL

$ o

FEDERAL DUCK STAMP ART DISPLAY Jan 7, 2026 - Feb 22, 2026

Plum Creek Nature Center

27064 South Dutton Road

Beecher, IL

o s

DUCK HUNT HIKE Jan 7, 2026 - Mar 2, 2026

Plum Creek Nature Center

27064 South Dutton Road

Beecher, IL

o s

EUREKA DAY Jan 13, 2026 - Feb 22, 2026

Broadway Playhouse At Water Tower Place

175 East Chestnut Street

Chicago, IL

$ c

LEARN YOUR BIRDS BY SPRING (EVERY SUNDAY) Jan 25, 2026 - Mar 1, 2026

Thorn Creek Woods Nature Preserve

247 Monee Road

Park Forest, IL

$ c o s

UNDERGROUND RAILROAD SELF-GUIDED WALKS Feb 1, 2026 - Feb 28, 2026

Sand Ridge Nature Center

15891 Paxton Avenue

South Holland, IL

PAUL RINALDI RETROSPECTIVE Feb 9, 2026 - Mar 5, 2026

Christopher Art Gallery

202 South Halsted Street

Chicago Heights, IL

c d

THE OUTSIDERS Feb 10, 2026 - Feb 22, 2026

Cadillac Palace Theatre

151 West Randolph Street

Chicago, IL

$ c

FOR COLORED GIRLS WHO HAVE CONSIDERED SUICIDE/WHEN THE RAINB ... Feb 13, 2026 - Feb 15, 2026

The Drama Group

330 West 202nd Street

Chicago Heights, IL

$ c

CLUE Feb 13, 2026 - Feb 15, 2026

Beverly Theatre Guild Chicago The Baer Theater At Morgan Park Academy

2153 West 111th Street

Chicago, IL

$ d

WEE WONDERS: LOVE IN NATURE Feb 15, 2026

Sand Ridge Nature Center

15891 Paxton Avenue

South Holland, IL

THE RAT PACK Feb 15, 2026

Governors State University Center for Performing Arts

1 University Parkway

University Park, IL

$ c

GALENTINE'S BRUNCH: BOTTOMLESS MIMOSA BAR & BUFFET AND LIVE ... Feb 15, 2026

Wild Blossom Meadery And Winery

9030 South Hermitage

Chicago, IL

$ h m

IRISH FILM NIGHT - EMERALD CITY Feb 15, 2026

CHICAGO GAELIC PARK

6119 West 147th Street

Oak Forest, IL

$ c

RESTORATION & S'MORES Feb 16, 2026

Sand Ridge Nature Center

15891 Paxton Avenue

South Holland, IL

GLENWOOD SAYS ALOHA TO ITS FIRST HAWAIIAN BROS LOCATION ON F ... Feb 16, 2026

Hawaiian Bros

18851 South Halsted Street

Glenwood, IL

MARDI GRAS DINNER SPECIALS Feb 17, 2026

Flossmoor Station Restaurant & Brewery

1035 Sterling Avenue

Flossmoor, IL

FIBER ARTS & COZY CRAFTING Feb 18, 2026

Sand Ridge Nature Center

15891 Paxton Avenue

South Holland, IL

BE A BETTER BIRDER: BACKYARD BIRD FEEDING VIRTUAL Feb 19, 2026

Zoom

Orland Park, IL

THE ZONE FITNESS CENTER FREE DAY Feb 19, 2026

The Zone Fitness Center

15601 South Central Avenue

Oak Forest, IL

FOR COLORED GIRLS WHO HAVE CONSIDERED SUICIDE/WHEN THE RAINB ... Feb 19, 2026 - Feb 22, 2026

The Drama Group

330 West 202nd Street

Chicago Heights, IL

$ c m

BROOKLYN CHARMERS THE MUSIC OF STEELY DAN Feb 20, 2026

CHICAGO GAELIC PARK

6119 West 147th Street

Oak Forest, IL

$ c m

THE MIDNIGHT SUN: A TRIBUTE TO THE JACKSONS Feb 20, 2026

The Lyric Theater

12952 Western Avenue

Blue Island, IL

$ c m

SWEETHEART DANCE Feb 20, 2026

H-F Sports Complex

2920 183rd Street

Homewood, IL

$ h

REPTILE SHOW: THE REPTILE DEN Feb 21, 2026

Justice Park District

7747 Oak Grove Avenue

Justice, IL

IF WALLS COULD TALK: STORIES OF THE UNDERGROUND RAILROAD - P ... Feb 21, 2026

Sand Ridge Nature Center

15891 Paxton Avenue

South Holland, IL

WALK & TALK: BLACK HISTORY MONTH Feb 21, 2026

Kickapoo Woods

Halsted Street, South of West 144th Street

Riverdale, IL

DINOSAUR WORLD LIVE! Feb 21, 2026

Dorothy Menker Theater

9000 West College Parkway

Palos Hills, IL

$ c

IF WALLS COULD TALK: STORIES OF THE UNDERGROUND RAILROAD - P ... Feb 21, 2026

Sand Ridge Nature Center

15891 Paxton Avenue

South Holland, IL

THE ILLEGAL SMILES: A TRIBUTE TO JOHN PRINE Feb 21, 2026

The Lyric Theater

12952 Western Avenue

Blue Island, IL

$ c m

SMITS FARMS GARAGE SALE Feb 21, 2026

Smits Farms

3437 East Sauk Trail

Chicago Heights, IL

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