CHECK OUT OUR CHICAGO SOUTHLAND TRAVEL INSPIRATIONS

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 you event using our online form.

Below are the next 32 upcoming events in the Chicago Southland.

GIGGLES WITHOUT LIMITS COMEDY COMPETITION May 21, 2025 - Dec 17, 2025

5055 West 111th Street

Alsip, IL

WOODS WALK Sep 1, 2025 - Nov 30, 2025

Forest Preserve District of Will County Trails

Various locations

Beecher, IL

o s

WOODS WALK Nov 1, 2025 - Nov 30, 2025

Forest Preserve District of Will County Trails

Various locations

Beecher, IL

o s

HIBERNATE, MIGRATE, ACCLIMATE Nov 1, 2025 - Dec 28, 2025

Plum Creek Nature Center

27064 South Dutton Road

Beecher, IL

o s

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

HELL’S KITCHEN Nov 7, 2025 - Nov 30, 2025

James M. Nederlander Theatre

24 West Randolph Street

Chicago, IL

$ c m

SANTA PHOTO EXPERIENCE Nov 7, 2025 - Dec 24, 2025

Orland Square

288 Orland Square Drive

Orland Park, IL

VETERANS ART EXHIBITION (M-TH) Nov 10, 2025 - Dec 11, 2025

Christopher Art Gallery

202 South Halsted Street

Chicago Heights, IL

c d

A BEAUTIFUL NOISE Nov 19, 2025 - Nov 30, 2025

Cadillac Palace Theatre

151 West Randolph Street

Chicago, IL

$ c m

MCCORD'S ANNUAL HOLIDAY SHOPPE (M-SA) Nov 20, 2025 - Dec 24, 2025

Mccord Gallery & Cultural Center

9602 West Creek Road

Palos Park, IL

d h

ANNUAL HOLIDAY SHOW AND SALE (TU-SA) Nov 22, 2025 - Jan 3, 2026

TALL GRASS ARTS ASSOCIATION

367 Artists Walk

Park Forest, IL

c d h

LETTERS FROM SANTA Nov 24, 2025 - Dec 5, 2025

Oak Forest Park District

15601 South Central Avenue

Oak Forest, IL

$ h s

MAGICAL CIRQUE CHRISTMAS Nov 25, 2025 - Nov 30, 2025

CIBC Theatre

175 East Chestnut Street

Chicago, IL

$ c d h

HOLIDAY MAGIC Nov 28, 2025 - Nov 30, 2025

Brookfield Zoo Chicago

8400 31st Street

Brookfield, IL

$ d h m o

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

Centennial Park

15600 West Avenue

Orland Park, IL

$ o

CHRISTMAS PARADE, TREE LIGHTING & FESTIVAL Nov 30, 2025

Orland Park Village Hall

14700 South Ravinia Avenue

Orland Park, IL

d h o p

SOUTH HOLLAND MASTER CHORALE PRESENTS: HOLIDAY JOY & FANFARE Nov 30, 2025

Christ our Savior Parish

880 East 154th Street

South Holland, IL

c h m

CHICAGO RIDGE VILLAGE TREE LIGHTING Nov 30, 2025

Village of Chicago Ridge

10455 South Ridgeland Avenue

Chicago Ridge, IL

h o

THE CARRAIG CHALLENGE Nov 30, 2025

CHICAGO GAELIC PARK

6119 West 147th Street

Oak Forest, IL

$ c

SCARVES, HATS, & WHAT-HAVE-YOUS Nov 30, 2025

Sand Ridge Nature Center

15891 Paxton Avenue

South Holland, IL

c d

HOLIDAY LIGHTING Dec 1, 2025

Village of Lynwood

21460 Lincoln Highway

Lynwood, IL

h o

LETTERS TO SANTA Dec 1, 2025 - Dec 19, 2025

Matteson Community Center

20642 Matteson Avenue

Matteson, IL

DECEMBER DASH VIRTUAL 5K Dec 1, 2025 - Dec 31, 2025

Virtual

Beecher, IL

o s

FESTIVAL OF LIGHTS, CHRISTMAS AROUND THE WORLD (M-TH,SA) Dec 1, 2025 - Jan 6, 2026

Lansing Public Library, Lower Level

2750 Indiana Avenue

Lansing, IL

c d h

ELF Dec 2, 2025 - Dec 14, 2025

Auditorium Theatre

50 East Ida B. Wells Drive

Chicago, IL

$ c m

SIX Dec 2, 2025 - Dec 14, 2025

CIBC Theatre

18 West Monroe Street

Chicago, IL

$ c m

CRYSTAL ORNAMENT CLASS Dec 3, 2025

14933 South Founders Crossing

Homer Glen, IL

TREE LIGHTING & HOLIDAY PARTY Dec 4, 2025

Palos Park Recreation Center

8901 West 123rd Street

Palos Park, IL

LIGHTING OF THE GREEN Dec 4, 2025

Breidert Green

432 West Nebraska Street

Frankfort, IL

BLOOM ART PAINT NIGHT Dec 4, 2025

Mokena Public Library

11327 195th Street

Mokena, IL

c w

THURSDAY NIGHT TRIVIA! Dec 4, 2025

THORNTON DISTILLING CO.

400 East Margaret Street

Thornton, IL

INTRODUCTION TO IRISH SINGING Dec 4, 2025

CHICAGO GAELIC PARK

6119 West 147th Street

Oak Forest, IL

$ c m

FREE TRAVEL GUIDE

VIEW / REQUEST OUR VISITORS GUIDE!

RECEIVE OUR MONTHLY CHICAGO SOUTHLAND E-NEWSLETTER PACKED WITH EVENTS, THINGS TO DO AND TRAVEL PLANNING!