Contests Events in Chicago

Check out happening contests events all around Chicago, IL

Boulet Brothers' Dragula: Season 666 Tour

 Thu, 21 Aug at 08:00 pm The Vic Theatre

Purple Madness - A Tribute To Prince

 Sat, 16 Aug at 06:00 pm City Winery - Chicago

The Drive-In Massacre

Fri, 03 Oct at 06:00 pm Chicago's Downtown

Nightmare on Chicago Street 2025

 Sat, 25 Oct at 06:00 pm E Chicago St, Elgin, IL 60120, United States

Chicago Muslim Singles Social Event

 Sat, 30 Aug at 04:00 pm 515 N State St USD 36 to 60

Getter at Ramova Theatre

 Sat, 16 Aug at 09:30 pm Ramova Theatre

Air & Water Show Cruise on Lake Michigan | 21+ | Live DJ | Full Bar

 Sat, 16 Aug at 12:00 pm Sightseer Boat located at Monroe Harbor (See map and directions at bottom of page for exact location) USD 37 to 86

Laufey at United Center

 Fri, 10 Oct at 07:30 pm United Center

Labor Day Weekend All White Yacht Party | Anita Dee Yacht | Chicago

 Sat, 30 Aug at 03:00 pm Navy Pier Marina USD 50 to 1,602

EST Gee at Vic Theatre

 Sun, 24 Aug at 07:00 pm Vic Theatre

ShadowGrass at Garcias Chicago

 Fri, 29 Aug at 08:00 pm Garcias Chicago

CareFreeBlackGirl CookOut Chicago

 Sat, 30 Aug at 02:00 pm Park No. 540 USD 13 to 50

The World Is Your Canvas: Drawing Workshop with Brandon Carlton

 Fri, 29 Aug at 06:00 pm Arts + Public Life Free

Trymaine Lee Book Launch "A Thousand Ways to Die"

 Fri, 12 Sep at 07:00 pm Everybody's Coffee (Wilson Abbey) USD 45

Boston Bruins at Chicago Blackhawks at United Center

 Sat, 17 Jan at 07:00 pm United Center

Beach Bunny

 Sat, 06 Sep at 06:00 pm The Salt Shed Outdoors - Chicago

28th Annual Haunted Halsted Halloween Parade

 Fri, 31 Oct at 06:00 pm Northalsted

NEXT LEVEL FREE EDUCATION.

 Sun, 17 Aug at 05:30 pm Headquarters Chicago USD 34

T(werk) It Out Workout Class (Cosplay Edition)

 Fri, 15 Aug at 07:20 pm The Inferno Barre And Dance Studio Free

Moxy Open Decks Competition

 Sat, 23 Aug at 07:00 pm Moxy Chicago Downtown Free

Bad Planning

 Sat, 06 Sep at 06:00 pm Bottom Lounge

Jerrys Middle Finger at Garcias Chicago

 Fri, 19 Sep at 08:00 pm Garcias Chicago

Back 2 SCHOOL Game NITE

 Sat, 23 Aug at 04:00 pm Simpletreasures@Tanya's USD 31

Keep the Stein Night

 Fri, 22 Aug at 07:00 pm Alamo Drafthouse Cinema Wrigleyville Free

Physique Academy U.S. Meet-Up – Chicago

 Fri, 22 Aug at 03:00 pm The River Hotel USD 0 to 749

Trashion Revolution: Modern Mythology 9/6/25

 Sat, 06 Sep at 05:30 pm Macy's USD 39 to 162

Luau Grass Volleyball Tournament & Party in Chicago 2025

 Sat, 06 Sep at 08:00 am Sydney Marovitz Golf Course

Chicago Tango Workshop: Leading for Followers

 Thu, 28 Aug at 07:00 pm 1229 N North Branch St, Chicago, IL 60642-2473, United States

Chicago Fire FC vs. New York City FC

 Fri, 12 Sep at 06:00 pm Soldier Field USD 43 to 127

Josh Ritter at Thalia Hall

 Fri, 07 Nov at 08:00 pm Thalia Hall

K.W.S Ladies Game Night

 Sat, 13 Sep at 04:00 pm 7325 S Cottage Grove Ave Free

Sip and Spell: An Adult Team Spelling Bee

 Sat, 23 Aug at 08:00 pm Passages Wine and Books USD 0 to 37

Medea at Lyric Opera House

 Sat, 11 Oct at 07:30 pm Lyric Opera House

Sabin Rai and The Pharaoh at Park West

 Sat, 16 Aug Park West

August Trivia Night!

 Fri, 29 Aug at 07:00 pm Call & Response Books Free

Sabertooth at Garcias Chicago

 Sat, 16 Aug Garcias Chicago

YOLO Bingo! Chicago

 Fri, 22 Aug at 07:00 pm Moxy Chicago Downtown USD 53

¡Pachanga! on Navy Pier

 Fri, 22 Aug at 08:00 pm Bar Sol USD 19 to 29

Ethel Cain at Salt Shed - Outdoor Fairgrounds

 Sat, 20 Sep at 07:00 pm Salt Shed - Outdoor Fairgrounds

Klaus Mäkelä & Yunchan Lim

 Thu, 18 Dec at 07:30 pm Chicago Symphony Orchestra

Giveon

 Sun, 19 Oct Byline Bank Aragon Ballroom

Terisa Griffin at City Winery - Chicago

 Sat, 23 Aug at 07:30 pm City Winery - Chicago

The Witcher Live in Concert at Auditorium Theatre Chicago

 Fri, 03 Oct Auditorium Theatre Chicago

Cold Style

 Thu, 28 Aug at 06:00 pm Public Works Gallery USD 0 to 18

Live From Havana - A Jazz Tribute to Buena Vista Social Club

 Wed, 17 Sep at 08:30 pm 201 S. Ashland Avenue, Chicago, IL, United States, Illinois 60607

SUNDAY AUGUST 17: SAKU YANAGAWA

 Sun, 17 Aug at 07:00 pm The Comedy Bar - Chicago Main Stage USD 30 to 33

Dress to Impress: The Game Show

 Sun, 31 Aug at 08:00 pm The Lincoln Lodge USD 12

Atif Aslam

 Fri, 19 Sep at 06:00 pm Arie Crown Theater

A South Shore Community Peace Circle

 Wed, 20 Aug at 05:30 pm Mama Africa’s Marketplace

WingOut Chicago 2025

 Sat, 30 Aug at 11:30 am Gallagher Way Chicago

LUKE SEVEREID in Chicago, IL / "Stand UP that's Metal AF"

 Sun, 21 Sep at 06:00 pm The Lincoln Lodge USD 23 to 29

Grammy Award-Winning Rebirth Brass Band at Martyrs'! NIGHT 1!!

 Fri, 22 Aug at 08:30 pm 3855 N Lincoln Ave, Chicago, IL, United States, Illinois 60613

Jasmine.4.t

 Fri, 03 Oct Schubas

Modern Daybreak

 Thu, 28 Aug at 06:00 pm Cubby Bear

Chicago Artopia Presents: Leonela Alejandro

 Sun, 21 Sep at 03:00 pm West Lawn Branch, Chicago Public Library Free

SATURDAY NOVEMBER 15: AMY MILLER

 Sat, 15 Nov at 07:00 pm The Comedy Bar - Chicago Main Stage USD 30 to 45

Cosplay Contest Fridays

 Fri, 15 Aug at 08:30 pm 2833 N. Sheffield, Chicago, IL, United States, Illinois 60657

Charley Crockett at Salt Shed - Outdoor Fairgrounds

 Thu, 09 Oct at 06:30 pm Salt Shed - Outdoor Fairgrounds

Tiny Dog 500, Presented by Peanut!

 Sun, 07 Sep at 01:00 pm Midwest Coast Brewing Company

Cumbia Cathedral part 2 (Cumbia Festival)

 Sat, 23 Aug at 05:00 pm Epiphany Center for the Arts

Sam Greenfield at Garcias Chicago

 Thu, 04 Dec at 08:00 pm Garcias Chicago

44 - The Unofficial Unsanctioned Obama Musical

 Fri, 22 Aug Studebaker Theater

The Business Competition

 Wed, 27 Aug at 05:30 pm Aon Center USD 0 to 55

Youth Mental Health First Aid Training

 Thu, 28 Aug at 09:00 am LoSAH Center of Hope Free

Own the Space: confidence, strength, community

 Sat, 20 Sep at 12:00 pm Hardware Strength & Conditioning USD 162

FRIDAY NOVEMBER 14: AMY MILLER

 Fri, 14 Nov at 07:00 pm The Comedy Bar - Chicago Main Stage USD 30 to 45

Pile at Thalia Hall

 Wed, 27 Aug at 08:00 pm Thalia Hall

California Honeydrops at Thalia Hall

 Sun, 28 Sep at 08:00 pm Thalia Hall

Community Jigsaw Puzzle Exchange

 Sun, 17 Aug at 02:00 pm Rogers Park Branch, Chicago Public Library Free

Cozy Worldwide at House of Blues Chicago

 Fri, 22 Aug at 09:00 pm House of Blues Chicago

Madeline Kenney

 Mon, 18 Aug at 06:00 pm Schubas

In Person: Greek Mythology Family Trivia Event

 Sat, 30 Aug at 02:00 pm National Hellenic Museum Free

Midsommar Movie Night

 Sat, 30 Aug at 06:30 pm 2801 S Lawndale Ave USD 24 to 46

FRIDAY FEBRUARY 6: WILLIE BARCENA

 Fri, 06 Feb at 07:00 pm The Comedy Bar - Chicago Main Stage USD 33 to 81

SporcleCon 2025

 Fri, 15 Aug at 03:00 pm McCormick Place

B5 - Raz B of B2K at City Winery - Chicago

 Sat, 13 Sep at 07:30 pm City Winery - Chicago

Billianne

 Sun, 28 Sep at 06:00 pm Schubas

Alysha Monique & The Family Divine at City Winery - Chicago

 Mon, 25 Aug at 07:30 pm City Winery - Chicago

quinnie

 Sat, 11 Oct at 06:00 pm Lincoln Hall

The Castellows at Joes on W**d Street

 Sat, 22 Nov at 07:00 pm Joes on Weed Street

SANCTUM FEST 2025 - Lebanon Hanover, Martin Dupont + more

 Fri, 31 Oct at 06:00 pm Thalia Hall

The Story So Far at Salt Shed - Outdoor Fairgrounds

 Thu, 11 Sep at 07:00 pm Salt Shed - Outdoor Fairgrounds

Bingo & Mimosas

 Sat, 06 Sep at 05:00 pm Simpletreasures@tanya USD 32

Dance on Broadway - Open House

 Sun, 17 Aug at 10:00 am Dance On Broadway Free

N.Flying

 Sat, 23 Aug at 06:00 pm Riviera Theatre - IL

Pumpkin Painting Contest

 Fri, 24 Oct at 06:00 pm 5127 N Clark St USD 13

Brent Cobb and The Fixins at Joes on W**d Street

 Sat, 27 Sep at 08:00 pm Joes on Weed Street

Boney James at City Winery - Chicago

 Sat, 15 Nov City Winery - Chicago

Colony House

 Thu, 18 Sep Thalia Hall

Alvin Garrett: Songs In The Key of AG - A Tribute to Al Green

 Mon, 25 Aug at 06:00 pm City Winery - Chicago

Tedeschi Trucks Band

 Mon, 08 Sep at 06:00 pm Huntington Bank Pavilion at Northerly Island

NPC Midwest Gladiator - Finals

 Fri, 07 Nov at 06:00 pm Copernicus Center USD 65 to 188

Joffrey Ballet: Carmen

 Wed, 17 Sep Lyric Opera House - IL

Jazz on Cottage: Confronting HIV Stigma and Embracing Healing

 Wed, 20 Aug at 06:00 pm Center on Cottage Grove Free

Own It: The Radical Responsibility Experience

 Thu, 14 Aug at 05:00 pm Armanino LLP - Chicago USD 18

Sun Room

 Fri, 17 Oct at 06:00 pm Bottom Lounge

Lyric Opera of Chicago: Cosi Fan Tutte

 Sat, 31 Jan at 06:00 pm Lyric Opera House - IL

The Business Competition

 Wed, 24 Sep at 05:30 pm Aon Center USD 0 to 55

Kamil Bednarek

 Fri, 29 Aug at 06:00 pm Copernicus Center

Biscits

 Thu, 11 Sep Concord Music Hall