Trips & Adventurous Activities in Chicago

Check out happening trips & adventurous activities events all around Chicago, IL

Spring Egg-Stravaganza

 Sat, 19 Apr, 2025 at 07:45 am N Cannon Dr at W Fullerton Pkwy, Chicago, IL, United States, Illinois 60614

Sensory Feast: A Magical Dining Experience

 Fri, 18 Apr, 2025 at 06:00 pm Metropolitan Club of Chicago USD 138

Hospitality Hires Chicago

 Tue, 15 Apr, 2025 at 09:00 am Palmer House a Hilton Hotel Free

The 24th annual Midwest Awards Ball presents: Arcadia’s Paradise

 Sat, 19 Apr, 2025 at 05:00 pm Chicago Theater Works

Post Malone with Jelly Roll Chicago Tickets

 Thu, 22 May, 2025 Wrigley Field EUR 251

Chicago Food Truck Festival, Season 12, "Summer of the Chicago Style Hot Dog"

 Sat, 28 Jun, 2025 at 10:00 am 2300 S Indiana Ave, Chicago, IL 60616-2402, United States USD 0 to 87

Chicago Cinco De Mayo Bar Crawl

 Sat, 03 May, 2025 at 04:00 pm PB&J: Pizza Beer and Jukebox USD 7 to 31

Chicago Cubs vs. Arizona Diamondbacks

 Thu, 17 Apr, 2025 at 06:00 pm Wrigley Field USD 32 to 150

Blues at the Bean 2025

 Fri, 06 Jun, 2025 at 11:00 am Forteza Fitness and Martial Arts

2025 Chicago Summer Tequila Tasting Festival (July 26) AE

 Sat, 26 Jul, 2025 at 02:30 pm Downtown Chicago USD 15 to 79

October London & Tamar Braxton

 Sat, 03 May, 2025 at 06:00 pm The Chicago Theatre

Chicago Fire FC vs. FC Cincinnati

 Fri, 18 Apr, 2025 Soldier Field USD 50 to 14,563

Brunch with BBMak

 Fri, 18 Apr, 2025 at 06:00 pm City Winery - Chicago

Billy Marchiafava

 Sat, 03 May, 2025 Subterranean

Gorilla Tuesday

 Fri, 25 Apr, 2025 at 06:00 pm Beat Kitchen

Jecaryous Johnson at Arie Crown Theater

 Fri, 14 Mar, 2025 at 08:00 pm Arie Crown Theater

IML Queen! Derrick Carter

 Sat, 24 May, 2025 at 06:00 pm Smart Bar Chicago

BBMAK at City Winery - Chicago

 Sat, 19 Apr, 2025 at 12:00 pm City Winery - Chicago

Everyone Asked About You at Metro Chicago

 Sat, 19 Apr, 2025 at 07:00 pm Metro Chicago

Murder On The Lake at Royal George Theatre

 Fri, 06 Jun, 2025 at 07:00 pm Royal George Theatre

Binge the Fringe

 Fri, 09 May, 2025 Io Theater

Rod Tuffcurls and The Bench Press at Joes on W**d Street

 Sat, 17 May, 2025 Joes on Weed Street

Titanique - Musical

 Tue, 25 Mar, 2025 at 06:00 pm Broadway Playhouse at Water Tower Place

Wait Wait...Don't Tell Me

 Wed, 23 Apr, 2025 at 06:00 pm Studebaker Theater

Chicago River Day 2025 -Clark Park ~On the Water~

 Sat, 10 May, 2025 at 09:00 am Clark Park on Chicago River Day Free

Kishi Bashi at Auditorium Theatre Chicago

 Sat, 19 Apr, 2025 at 07:30 pm Auditorium Theatre Chicago

Candlelight: Tribute to Taylor Swift

 Fri, 23 May, 2025 at 06:00 pm Stan Mansion

Blast!

 Sun, 13 Apr, 2025 Io Theater

DJ Goldie at Metro Chicago

 Fri, 18 Apr, 2025 at 08:00 pm Metro Chicago

The Tallis Scholars at Athenaeum Center

 Sat, 26 Apr, 2025 at 07:00 pm Athenaeum Center

Denzel Curry

 Thu, 24 Apr, 2025 at 06:00 pm The Salt Shed Indoors - Chicago

EchoDroides

 Thu, 17 Apr, 2025 at 06:00 pm The Empty Bottle

Chicago White Sox vs. Minnesota Twins

 Thu, 21 Aug, 2025 at 06:00 pm Rate Field

Kashmir - The Led Zeppelin Experience

 Fri, 09 May, 2025 Cubby Bear

Isabeau Waia'u Walker

 Wed, 16 Apr, 2025 at 06:00 pm The Empty Bottle

Howie Day at City Winery - Chicago

 Sat, 26 Apr, 2025 at 07:30 pm City Winery - Chicago

Cult Canyon at Constellation Chicago

 Sat, 19 Apr, 2025 Constellation Chicago

I Love The 80s: A Flock of Seagulls

 Sat, 14 Jun, 2025 at 06:00 pm House Of Blues - Chicago

Single Christians Summer Bonfire

 Sat, 14 Jun, 2025 at 04:00 pm Burnham Park Promontory Point Free

Grand Kyiv Ballet: Sleeping Beauty

 Wed, 23 Apr, 2025 at 06:00 pm Harris Theater

Aname at Sound Bar - Chicago

 Sat, 19 Apr, 2025 at 10:00 pm Sound Bar - Chicago

J Worra at PRYSM Nightclub

 Sat, 19 Apr, 2025 at 10:00 pm PRYSM Nightclub

Paleface Swiss at Thalia Hall

 Sat, 26 Apr, 2025 at 07:30 pm Thalia Hall

We Them Ones Comedy Tour at Wintrust Arena

 Sat, 19 Apr, 2025 at 08:00 pm Wintrust Arena

Goodbye Chicago Art solo show by Ruth Pycke

 Fri, 02 May, 2025 at 06:00 pm 5504 W Lawrence Ave Free

Improvised Jane Austen

 Fri, 18 Apr, 2025 Io Theater

L S Dunes at The Outset

 Sat, 26 Apr, 2025 at 06:00 pm The Outset

2025 Latino Travel Fest

 Fri, 20 Jun, 2025 at 09:00 am Chicago USD 0 to 599

Prison Affair at Reggies Chicago

 Fri, 25 Apr, 2025 at 08:00 pm Reggies Chicago

Giacomo Turra at City Winery - Chicago

 Sun, 13 Apr, 2025 City Winery - Chicago

Heather Mcmahan at Chicago Theatre

 Sat, 03 May, 2025 at 08:00 pm Chicago Theatre

Cheer Up Dusty at Subterranean

 Sat, 19 Apr, 2025 at 06:30 pm Subterranean

Wavves at Bottom Lounge

 Sat, 05 Jul, 2025 at 07:00 pm Bottom Lounge

Restless Road

 Thu, 15 May, 2025 at 06:00 pm Joe's Bar On Weed St.

Laurel Arnell-Cullen

 Sat, 26 Apr, 2025 at 06:00 pm Subterranean

Bad Nerves at Thalia Hall

 Fri, 02 May, 2025 at 07:30 pm Thalia Hall

Patrick Topping at Radius Chicago

 Sat, 26 Apr, 2025 at 10:00 pm Radius Chicago

Jesse Cook at Park West

 Fri, 02 May, 2025 at 07:30 pm Park West

Leftover Salmon at The Outset

 Fri, 25 Apr, 2025 at 07:00 pm The Outset

Breathe Carolina

 Fri, 13 Jun, 2025 Sound-Bar

Washington Nationals at Chicago Cubs at Wrigley Field

 Fri, 05 Sep, 2025 at 01:20 pm Wrigley Field

Gospel Brunch

 Sat, 19 Apr, 2025 at 06:00 pm House Of Blues - Chicago

Emery at City Winery - Chicago

 Wed, 02 Apr, 2025 at 07:30 pm City Winery - Chicago

Spiritbox at Byline Bank Aragon Ballroom

 Fri, 25 Apr, 2025 at 06:00 pm Byline Bank Aragon Ballroom

Hank Ruff

 Thu, 01 May, 2025 Joe's Bar On Weed St.

At NHM: Make your own Pascha Candle with Athenian Candle

 Sat, 19 Apr, 2025 at 10:30 am National Hellenic Museum Free

The Headhunters at Garcias Chicago

 Sat, 12 Jul, 2025 Garcias Chicago

All Hail The Queen - Tribute to Aretha Franklin

 Thu, 15 May, 2025 Epiphany Hall at Epiphany Center for the Arts USD 57

Violette Wautier

 Sat, 03 May, 2025 at 06:00 pm Joe's Bar On Weed St.

Paul F. Tompkins' Varietopia

 Fri, 25 Apr, 2025 at 06:00 pm Riviera Theatre - IL

Hartliss - Jennifer Hartswick & Brendan Bayliss

 Wed, 07 May, 2025 at 06:00 pm Garcias Chicago

A Woman's Words

 Tue, 22 Apr, 2025 at 06:00 pm City Winery - Chicago

Tyler Hilton

 Sat, 03 May, 2025 at 06:00 pm City Winery - Chicago

Penny and Sparrow at Thalia Hall

 Fri, 25 Apr, 2025 at 08:00 pm Thalia Hall

Allison Ponthier

 Fri, 20 Jun, 2025 at 06:00 pm Schubas

Alzate

 Thu, 24 Apr, 2025 at 06:00 pm V Live- Chicago

Fancy Hagood at Carols Pub

 Fri, 02 May, 2025 at 09:00 pm Carols Pub

YHWH Nailgun

 Sat, 03 May, 2025 at 06:00 pm Sleeping Village

Eem Triplin

 Sat, 03 May, 2025 at 06:00 pm Avondale Music Hall

Band of Horses

 Fri, 20 Jun, 2025 at 06:00 pm Riviera Theatre - IL

Anthony Hamilton and Vivian Green at Chicago Theatre

 Sat, 17 May, 2025 Chicago Theatre

Rauw Alejandro at United Center

 Fri, 09 May, 2025 at 08:00 pm United Center

Pigeons Playing Ping Pong at Vic Theatre

 Fri, 25 Apr, 2025 at 08:00 pm Vic Theatre

Arm's Length

 Sun, 08 Jun, 2025 at 06:00 pm Bottom Lounge

Machine Head and In Flames at Radius Chicago

 Fri, 02 May, 2025 at 06:00 pm Radius Chicago

Laurel - Laurel Arnell-Cullen at Subterranean

 Sun, 27 Apr, 2025 at 08:00 pm Subterranean

Lord Sko at Beat Kitchen

 Sun, 27 Apr, 2025 at 08:00 pm Beat Kitchen

LO Chicago | Semillitas Outdoors x Celebrate Trails Day

 Sat, 26 Apr, 2025 at 10:00 am LaBagh Woods - Picnic Grove #3 Free

Chase Rice

 Fri, 20 Jun, 2025 at 06:00 pm The Salt Shed Indoors - Chicago

A Static Lullaby

 Fri, 27 Jun, 2025 at 06:00 pm Concord Music Hall

Artist Talk and Performance with Max Guy

 Thu, 24 Apr, 2025 at 06:00 pm 2003 W Fulton St Free

Thornhill

 Sat, 03 May, 2025 at 06:00 pm Bottom Lounge

MEAT Chicago - Market Days XXL at Radius Chicago

 Fri, 08 Aug, 2025 at 09:00 pm Radius Chicago

Asher Roth at City Winery - Chicago

 Fri, 16 May, 2025 at 07:30 pm City Winery - Chicago

Ben Sollee at City Winery - Chicago

 Thu, 17 Apr, 2025 at 07:30 pm City Winery - Chicago

The Why Store

 Fri, 02 May, 2025 at 06:00 pm Cubby Bear

Greensky Bluegrass

 Fri, 04 Jul, 2025 The Salt Shed Indoors - Chicago

J. Worra

 Fri, 18 Apr, 2025 at 06:00 pm PRYSM Nightclub

Lord of The Rings & The Hobbit In Concert

 Sun, 13 Apr, 2025 at 06:00 pm Harris Theater

Chicago River Day 2025 - Caldwell Woods

 Sat, 10 May, 2025 at 09:00 am Caldwell Woods Picnic Grove #2 Free