| 2023 Chicago Comic and Entertainment Expo - Saturday Pass | 4/1/2023 10:00 | South Building at McCormick Place |
| Once Upon a Symphony: The Elves and The Shoemaker | 4/1/2023 10:00 | Chicago Symphony Center |
| Once Upon a Symphony: The Elves and The Shoemaker | 4/1/2023 11:45 | Chicago Symphony Center |
| Chicago Cubs vs. Milwaukee Brewers | 4/1/2023 13:20 | Wrigley Field |
| TINA - The Tina Turner Musical | 4/1/2023 14:00 | Nederlander Theatre at Ford Center for the Performing Arts |
| The Book of Mormon | 4/1/2023 14:00 | Cadillac Palace |
| Blue Man Group | 4/1/2023 14:00 | Briar Street Theatre |
| Layalina | 4/1/2023 14:00 | Owen Bruner Goodman Theatre |
| Comedy of Errors | 4/1/2023 14:30 | Courtyard Theater at Chicago Shakespeare Theatre |
| Blue Man Group | 4/1/2023 17:00 | Briar Street Theatre |
| Chicago Blackhawks vs. New Jersey Devils | 4/1/2023 19:00 | United Center |
| 46th Revue | 4/1/2023 19:00 | e.t.c. Theater at Second City - Chicago |
| Microwave & Oso Oso | 4/1/2023 19:00 | Bottom Lounge |
| Stavros Halkias | 4/1/2023 19:30 | Vic Theatre |
| Chicago Fire FC vs. D.C. United | 4/1/2023 19:30 | Soldier Field |
| Comedy of Errors | 4/1/2023 19:30 | Courtyard Theater at Chicago Shakespeare Theatre |
| The Last Ten Seconds of Life | 4/1/2023 19:30 | Beat Kitchen |
| Kenny Sebastian | 4/1/2023 19:30 | Park West |
| TINA - The Tina Turner Musical | 4/1/2023 20:00 | Nederlander Theatre at Ford Center for the Performing Arts |
| The Book of Mormon | 4/1/2023 20:00 | Cadillac Palace |
| Blue Man Group | 4/1/2023 20:00 | Briar Street Theatre |
| Tedeschi Trucks Band | 4/1/2023 20:00 | The Chicago Theatre |
| Third Eye Blind | 4/1/2023 20:00 | The Salt Shed - Chicago |
| Chiiild | 4/1/2023 20:00 | Schubas |
| The Home Team | 4/1/2023 20:00 | Subterranean |
| Joe DeRosa | 4/1/2023 20:00 | Reggie's Rock Club |
| Layalina | 4/1/2023 20:00 | Owen Bruner Goodman Theatre |
| Los Dos Carnales | 4/1/2023 20:00 | Credit Union 1 Arena |
| Rise Against | 4/1/2023 20:00 | Metro Chicago |
| Freddy Jones Band | 4/1/2023 20:00 | City Winery - Chicago |
| Chicago Symphony Orchestra: Bernard Labadie - Boccherini, Vivaldi & Mozart 40 | 4/1/2023 20:00 | Chicago Symphony Center |
| Black Violin | 4/1/2023 20:30 | House Of Blues - Chicago |
| The Heartwreckers | 4/1/2023 20:30 | Golden Dagger |
| Shygirl | 4/1/2023 21:00 | Thalia Hall |
| Manwolves | 4/1/2023 21:00 | Sleeping Village |
| Stavros Halkias | 4/1/2023 21:30 | Vic Theatre |
| 46th Revue | 4/1/2023 22:00 | e.t.c. Theater at Second City - Chicago |
| Dr. Fresch | 4/1/2023 22:00 | Concord Music Hall |
| 2023 Chicago White Sox Season Tickets (Includes Tickets To All Regular Season Home Games) | 4/2/2023 3:30 | Guaranteed Rate Field |
| 2023 Chicago Comic and Entertainment Expo - Sunday Pass | 4/2/2023 10:00 | South Building at McCormick Place |
| Blue Man Group | 4/2/2023 13:00 | Briar Street Theatre |
| Chicago Cubs vs. Milwaukee Brewers | 4/2/2023 13:20 | Wrigley Field |
| Lyric Opera of Chicago: Carmen | 4/2/2023 14:00 | Civic Opera House |
| TINA - The Tina Turner Musical | 4/2/2023 14:00 | Nederlander Theatre at Ford Center for the Performing Arts |
| The Book of Mormon | 4/2/2023 14:00 | Cadillac Palace |
| Comedy of Errors | 4/2/2023 14:00 | Courtyard Theater at Chicago Shakespeare Theatre |
| Layalina | 4/2/2023 14:00 | Owen Bruner Goodman Theatre |
| Chicago Bulls vs. Memphis Grizzlies | 4/2/2023 14:30 | United Center |
| Emanuel Ax | 4/2/2023 15:00 | Chicago Symphony Center |
| Blue Man Group | 4/2/2023 16:00 | Briar Street Theatre |
| Blue Man Group | 4/2/2023 19:00 | Briar Street Theatre |
| 46th Revue | 4/2/2023 19:00 | e.t.c. Theater at Second City - Chicago |
| Karaoke Storytellers - Improvised Feature Length Comedy | 4/2/2023 19:00 | Beat Kitchen |
| OnlyOneOf | 4/2/2023 19:00 | Park West |
| The Book of Mormon | 4/2/2023 19:30 | Cadillac Palace |
| Stavros Halkias | 4/2/2023 19:30 | Vic Theatre |
| Ezra Collective | 4/2/2023 20:00 | Lincoln Hall |
| Stay Outside | 4/2/2023 20:00 | Schubas |
| Maggie Lindemann | 4/2/2023 20:00 | Thalia Hall |
| White Sox Opening Day Bash | 4/3/2023 11:00 | Reggie's Music Joint |
| Chicago White Sox vs. San Francisco Giants - Home Opener | 4/3/2023 15:10 | Guaranteed Rate Field |
| Archer Oh | 4/3/2023 19:30 | Schubas |
| The Murder Capital | 4/3/2023 19:30 | Lincoln Hall |
| Chicago Bulls vs. Atlanta Hawks | 4/4/2023 19:00 | United Center |
| Michelle Zauner | 4/4/2023 19:00 | Music Box Theatre - IL |
| A Soldier's Play | 4/4/2023 19:30 | CIBC Theatre |
| The Book of Mormon | 4/4/2023 19:30 | Cadillac Palace |
| Comedy of Errors | 4/4/2023 19:30 | Courtyard Theater at Chicago Shakespeare Theatre |
| Chicago Symphony Orchestra: Bernard Labadie - Boccherini, Vivaldi & Mozart 40 | 4/4/2023 19:30 | Chicago Symphony Center |
| Andi - Artist | 4/4/2023 20:00 | Beat Kitchen |
| Coco and Clair Clair | 4/4/2023 20:00 | Lincoln Hall |
| Milk & Bone | 4/4/2023 20:00 | Schubas |
| Emma Ruth Rundle | 4/4/2023 20:30 | Thalia Hall |
| Chicago White Sox vs. San Francisco Giants | 4/5/2023 13:10 | Guaranteed Rate Field |
| Lyric Opera of Chicago: Proximity | 4/5/2023 14:00 | Civic Opera House |
| A Soldier's Play | 4/5/2023 14:00 | CIBC Theatre |
| The Book of Mormon | 4/5/2023 14:00 | Cadillac Palace |
| Blue Man Group | 4/5/2023 14:00 | Briar Street Theatre |
| Vader | 4/5/2023 19:00 | Reggie's Rock Club |
| A Soldier's Play | 4/5/2023 19:30 | CIBC Theatre |
| The Book of Mormon | 4/5/2023 19:30 | Cadillac Palace |
| Depeche Mode | 4/5/2023 19:30 | United Center |
| Comedy of Errors | 4/5/2023 19:30 | Courtyard Theater at Chicago Shakespeare Theatre |
| Blue Man Group | 4/5/2023 20:00 | Briar Street Theatre |
| Combo Chimbita | 4/5/2023 20:30 | Thalia Hall |
| Chicago White Sox vs. San Francisco Giants | 4/6/2023 13:10 | Guaranteed Rate Field |
| A Soldier's Play | 4/6/2023 19:30 | CIBC Theatre |
| The Book of Mormon | 4/6/2023 19:30 | Cadillac Palace |
| Comedy of Errors | 4/6/2023 19:30 | Courtyard Theater at Chicago Shakespeare Theatre |
| Shen Yun Performing Arts | 4/6/2023 19:30 | Auditorium Theatre - IL |
| Chicago Symphony Orchestra: Thomas Ades - Gerstein | 4/6/2023 19:30 | Chicago Symphony Center |
| Blue Man Group | 4/6/2023 20:00 | Briar Street Theatre |
| 46th Revue | 4/6/2023 20:00 | e.t.c. Theater at Second City - Chicago |
| The Heavy Heavy | 4/6/2023 20:00 | Lincoln Hall |
| David Cross | 4/6/2023 20:00 | Thalia Hall |
| BJ Barham | 4/6/2023 20:00 | Schubas |
| High Vis | 4/6/2023 20:00 | Cobra Lounge |
| Smells Like Nirvana - Nirvana Tribute | 4/6/2023 20:00 | City Winery - Chicago |
| Under The Rug | 4/6/2023 20:00 | Reggie's Music Joint |
| Chicago Cubs vs. Texas Rangers | 4/7/2023 13:20 | Wrigley Field |
| Chicago Symphony Orchestra: Thomas Ades - Gerstein | 4/7/2023 13:30 | Chicago Symphony Center |
| Blue Man Group | 4/7/2023 16:00 | Briar Street Theatre |
| Static X | 4/7/2023 17:30 | House Of Blues - Chicago |
| Lyric Opera of Chicago: Carmen | 4/7/2023 19:00 | Civic Opera House |
| Blue Man Group | 4/7/2023 19:00 | Briar Street Theatre |
| 46th Revue | 4/7/2023 19:00 | e.t.c. Theater at Second City - Chicago |
| A Soldier's Play | 4/7/2023 19:30 | CIBC Theatre |
| The Book of Mormon | 4/7/2023 19:30 | Cadillac Palace |
| Comedy of Errors | 4/7/2023 19:30 | Courtyard Theater at Chicago Shakespeare Theatre |
| Shen Yun Performing Arts | 4/7/2023 19:30 | Auditorium Theatre - IL |
| Nick Lutsko | 4/7/2023 19:30 | Park West |
| Jo Koy | 4/7/2023 20:00 | United Center |
| Tennis - The Band | 4/7/2023 20:00 | Riviera Theatre - IL |
| David Cross | 4/7/2023 20:00 | Thalia Hall |
| Wheelwright | 4/7/2023 20:00 | Golden Dagger |
| Donovan Woods | 4/7/2023 20:00 | Lincoln Hall |
| Zakir Hussain & The Masters of Percussion | 4/7/2023 20:00 | Chicago Symphony Center |
| Magic Giant | 4/7/2023 20:30 | Reggie's Rock Club |
| Avey Tare | 4/7/2023 21:00 | Sleeping Village |
| 46th Revue | 4/7/2023 22:00 | e.t.c. Theater at Second City - Chicago |
| A Soldier's Play | 4/8/2023 14:00 | CIBC Theatre |
| The Book of Mormon | 4/8/2023 14:00 | Cadillac Palace |
| Blue Man Group | 4/8/2023 14:00 | Briar Street Theatre |
| Shen Yun Performing Arts | 4/8/2023 14:00 | Auditorium Theatre - IL |
| Comedy of Errors | 4/8/2023 14:30 | Courtyard Theater at Chicago Shakespeare Theatre |
| Chicago Cubs vs. Texas Rangers | 4/8/2023 15:05 | Wrigley Field |
| Blue Man Group | 4/8/2023 17:00 | Briar Street Theatre |
| Dwele | 4/8/2023 18:00 | City Winery - Chicago |
| Kankan | 4/8/2023 18:30 | Avondale Music Hall |
| Unknown Mortal Orchestra | 4/8/2023 19:00 | Radius - IL |
| Spencer Sutherland | 4/8/2023 19:00 | House Of Blues - Chicago |
| 46th Revue | 4/8/2023 19:00 | e.t.c. Theater at Second City - Chicago |
| Chelcie Lynn | 4/8/2023 19:00 | Vic Theatre |
| Varietopia | 4/8/2023 19:00 | Lincoln Hall |
| Aly & AJ | 4/8/2023 19:30 | Riviera Theatre - IL |
| Comedy of Errors | 4/8/2023 19:30 | Courtyard Theater at Chicago Shakespeare Theatre |
| Shen Yun Performing Arts | 4/8/2023 19:30 | Auditorium Theatre - IL |
| Lyric Opera of Chicago: Proximity | 4/8/2023 19:30 | Civic Opera House |
| Chicago Fire FC vs. Minnesota United FC | 4/8/2023 19:30 | Soldier Field |
| A Soldier's Play | 4/8/2023 20:00 | CIBC Theatre |
| The Book of Mormon | 4/8/2023 20:00 | Cadillac Palace |
| Chicago Symphony Orchestra: Thomas Ades - Gerstein | 4/8/2023 20:00 | Chicago Symphony Center |
| Blue Man Group | 4/8/2023 20:00 | Briar Street Theatre |
| The Sloppy Boys | 4/8/2023 20:00 | Beat Kitchen |
| R&B Only | 4/8/2023 20:00 | Byline Bank Aragon Ballroom |
| Black Belt Eagle Scout | 4/8/2023 20:00 | Subterranean |
| Jukebox the Ghost | 4/8/2023 20:30 | Thalia Hall |
| Will Joseph Cook | 4/8/2023 21:00 | Schubas |
| Boot Scoot USA | 4/8/2023 21:00 | Joe's Bar On Weed St. |
| Dwele | 4/8/2023 21:30 | City Winery - Chicago |
| 46th Revue | 4/8/2023 22:00 | e.t.c. Theater at Second City - Chicago |
| Biscits & Goodboys | 4/8/2023 22:00 | PRYSM Nightclub |
| Chicago Bulls vs. Detroit Pistons | 4/9/2023 12:00 | United Center |
| Shen Yun Performing Arts | 4/9/2023 13:00 | Auditorium Theatre - IL |
| Chicago Cubs vs. Texas Rangers | 4/9/2023 13:20 | Wrigley Field |
| A Soldier's Play | 4/9/2023 14:00 | CIBC Theatre |
| The Book of Mormon | 4/9/2023 14:00 | Cadillac Palace |
| Comedy of Errors | 4/9/2023 14:00 | Courtyard Theater at Chicago Shakespeare Theatre |
| Blue Man Group | 4/9/2023 16:00 | Briar Street Theatre |
| VV - Ville Valo | 4/9/2023 19:00 | House Of Blues - Chicago |
| 46th Revue | 4/9/2023 19:00 | e.t.c. Theater at Second City - Chicago |
| Varietopia | 4/9/2023 19:00 | Lincoln Hall |
| A Soldier's Play | 4/9/2023 19:30 | CIBC Theatre |
| Lil Wayne | 4/9/2023 20:00 | Radius - IL |
| Chicago Cubs vs. Seattle Mariners | 4/10/2023 18:40 | Wrigley Field |
| VV - Ville Valo | 4/10/2023 19:00 | House Of Blues - Chicago |
| Chicago Blackhawks vs. Minnesota Wild | 4/10/2023 20:00 | United Center |
| Chicago Cubs vs. Seattle Mariners | 4/11/2023 18:40 | Wrigley Field |
| Enslaved & Insomnium | 4/11/2023 19:00 | House Of Blues - Chicago |
| Jagged Little Pill | 4/11/2023 19:30 | Nederlander Theatre at Ford Center for the Performing Arts |
| A Soldier's Play | 4/11/2023 19:30 | CIBC Theatre |
| The Book of Mormon | 4/11/2023 19:30 | Cadillac Palace |
| Comedy of Errors | 4/11/2023 19:30 | Courtyard Theater at Chicago Shakespeare Theatre |
| Chicago Symphony Orchestra: Thomas Ades - Gerstein | 4/11/2023 19:30 | Chicago Symphony Center |
| Unwritten Law | 4/11/2023 20:00 | Bottom Lounge |
| Begonia | 4/11/2023 20:00 | Schubas |
| Paraleven | 4/11/2023 20:00 | Subterranean |
| Chicago Cubs vs. Seattle Mariners | 4/12/2023 13:20 | Wrigley Field |
| The Book of Mormon | 4/12/2023 14:00 | Cadillac Palace |
| A Soldier's Play | 4/12/2023 14:00 | CIBC Theatre |
| A Soldier's Play | 4/12/2023 19:30 | CIBC Theatre |
| The Book of Mormon | 4/12/2023 19:30 | Cadillac Palace |
| Jagged Little Pill | 4/12/2023 19:30 | Nederlander Theatre at Ford Center for the Performing Arts |
| Blue Man Group | 4/12/2023 20:00 | Briar Street Theatre |
| Newski | 4/12/2023 20:00 | Golden Dagger |
| Ron Gallo | 4/12/2023 20:00 | Schubas |
| Heart to Gold | 4/12/2023 20:00 | Beat Kitchen |
| Blue Man Group | 4/13/2023 14:00 | Briar Street Theatre |
| City Morgue | 4/13/2023 19:00 | Riviera Theatre - IL |
| Jagged Little Pill | 4/13/2023 19:30 | Nederlander Theatre at Ford Center for the Performing Arts |
| A Soldier's Play | 4/13/2023 19:30 | CIBC Theatre |
| The Book of Mormon | 4/13/2023 19:30 | Cadillac Palace |
| Chicago Symphony Orchestra: Mikko Franck & Hilary Hahn | 4/13/2023 19:30 | Chicago Symphony Center |
| Morgan James | 4/13/2023 19:30 | City Winery - Chicago |
| Comedy of Errors | 4/13/2023 19:30 | Courtyard Theater at Chicago Shakespeare Theatre |
| Chicago Blackhawks vs. Philadelphia Flyers | 4/13/2023 19:30 | United Center |
| The Piano Guys | 4/13/2023 20:00 | Athenaeum Theatre - IL |
| John Mellencamp | 4/13/2023 20:00 | The Chicago Theatre |
| Blue Man Group | 4/13/2023 20:00 | Briar Street Theatre |
| Fruit Bats | 4/13/2023 20:00 | Thalia Hall |
| Cipha Sounds | 4/13/2023 20:00 | Zanies Comedy Club - Chicago |
| Haunt Me | 4/13/2023 20:00 | Beat Kitchen |
| Stars | 4/13/2023 20:00 | Lincoln Hall |
| Adi Oasis | 4/13/2023 21:00 | Sleeping Village |
| Blue Man Group | 4/14/2023 13:00 | Briar Street Theatre |
| Chicago Symphony Orchestra: Mikko Franck & Hilary Hahn | 4/14/2023 13:30 | Chicago Symphony Center |
| Blue Man Group | 4/14/2023 16:00 | Briar Street Theatre |
| Chicago White Sox vs. Baltimore Orioles | 4/14/2023 18:10 | Guaranteed Rate Field |
| Blue Man Group | 4/14/2023 19:00 | Briar Street Theatre |
| Yeat | 4/14/2023 19:00 | Byline Bank Aragon Ballroom |
| Cipha Sounds | 4/14/2023 19:00 | Zanies Comedy Club - Chicago |
| A Soldier's Play | 4/14/2023 19:30 | CIBC Theatre |
| Jagged Little Pill | 4/14/2023 19:30 | Nederlander Theatre at Ford Center for the Performing Arts |
| The Book of Mormon | 4/14/2023 19:30 | Cadillac Palace |
| American Ballet Theatre | 4/14/2023 19:30 | Auditorium Theatre - IL |
| Scary Pockets | 4/14/2023 19:30 | Thalia Hall |
| Comedy of Errors | 4/14/2023 19:30 | Courtyard Theater at Chicago Shakespeare Theatre |
| Monterey Jazz Festival On Tour | 4/14/2023 20:00 | Chicago Symphony Center |
| John Mellencamp | 4/14/2023 20:00 | The Chicago Theatre |
| Goose | 4/14/2023 20:00 | The Salt Shed - Chicago |
| Kem, Ledisi & Musiq Soulchild | 4/14/2023 20:00 | Credit Union 1 Arena |
| Little Stranger | 4/14/2023 20:00 | Beat Kitchen |
| Boy Named Banjo | 4/14/2023 20:00 | Joe's Bar On Weed St. |
| Marcia Ball & Tinsley Ellis | 4/14/2023 20:00 | City Winery - Chicago |
| R&B Music Experience: Xscape, Brian McKnight, 112 & Silk | 4/14/2023 20:00 | Wintrust Arena |
| Michigander | 4/14/2023 21:00 | Lincoln Hall |
| Sugar - The Nu-Metal Party | 4/14/2023 21:00 | House Of Blues - Chicago |
| Luzcid | 4/14/2023 22:00 | Sound-Bar |
| Deathpact | 4/14/2023 22:00 | Concord Music Hall |
| Chicago White Sox vs. Baltimore Orioles | 4/15/2023 13:10 | Guaranteed Rate Field |
| A Soldier's Play | 4/15/2023 14:00 | CIBC Theatre |
| Jagged Little Pill | 4/15/2023 14:00 | Nederlander Theatre at Ford Center for the Performing Arts |
| The Book of Mormon | 4/15/2023 14:00 | Cadillac Palace |
| Blue Man Group | 4/15/2023 14:00 | Briar Street Theatre |
| Comedy of Errors | 4/15/2023 14:30 | Courtyard Theater at Chicago Shakespeare Theatre |
| Blue Man Group | 4/15/2023 17:00 | Briar Street Theatre |
| North Star Boys | 4/15/2023 18:30 | Avondale Music Hall |
| Noahfinnce | 4/15/2023 19:00 | Bottom Lounge |
| Sunny Day Real Estate | 4/15/2023 19:00 | Metro Chicago |
| American Ballet Theatre | 4/15/2023 19:30 | Auditorium Theatre - IL |
| Chicago Fire FC vs. Philadelphia Union | 4/15/2023 19:30 | Soldier Field |
| Jagged Little Pill | 4/15/2023 20:00 | Nederlander Theatre at Ford Center for the Performing Arts |
| A Soldier's Play | 4/15/2023 20:00 | CIBC Theatre |
| The Book of Mormon | 4/15/2023 20:00 | Cadillac Palace |
| Chicago Symphony Orchestra: Mikko Franck & Hilary Hahn | 4/15/2023 20:00 | Chicago Symphony Center |
| Blue Man Group | 4/15/2023 20:00 | Briar Street Theatre |
| Daisy The Great | 4/15/2023 20:00 | Beat Kitchen |
| Goose | 4/15/2023 20:00 | The Salt Shed - Chicago |
| John Mellencamp | 4/15/2023 20:00 | The Chicago Theatre |
| Pink Talking Fish - A Tribute to Pink Floyd, The Talking Heads & Phish | 4/15/2023 20:00 | Park West |
| Wormwitch | 4/15/2023 20:00 | Reggie's Music Joint |
| Field Guide | 4/15/2023 21:00 | Schubas |
| The Nude Party | 4/15/2023 21:00 | Lincoln Hall |
| Cipha Sounds | 4/15/2023 21:15 | Zanies Comedy Club - Chicago |
| Boiler Room | 4/15/2023 22:00 | Radius - IL |
| Minnesota | 4/15/2023 22:00 | Concord Music Hall |
| Winter Warm Up Blues Brunch | 4/16/2023 11:00 | Reggie's Music Joint |
| Chicago White Sox vs. Baltimore Orioles | 4/16/2023 13:10 | Guaranteed Rate Field |
| A Soldier's Play | 4/16/2023 14:00 | CIBC Theatre |
| Jagged Little Pill | 4/16/2023 14:00 | Nederlander Theatre at Ford Center for the Performing Arts |
| The Book of Mormon | 4/16/2023 14:00 | Cadillac Palace |
| American Ballet Theatre | 4/16/2023 14:00 | Auditorium Theatre - IL |
| Comedy of Errors | 4/16/2023 14:00 | Courtyard Theater at Chicago Shakespeare Theatre |
| Evgeny Kissin | 4/16/2023 15:00 | Chicago Symphony Center |
| Blue Man Group | 4/16/2023 16:00 | Briar Street Theatre |
| Lenny Schmidt | 4/16/2023 19:00 | Zanies Comedy Club - Chicago |
| Marquis Hill | 4/16/2023 19:00 | City Winery - Chicago |
| Jagged Little Pill | 4/16/2023 19:30 | Nederlander Theatre at Ford Center for the Performing Arts |
| A Soldier's Play | 4/16/2023 19:30 | CIBC Theatre |
| The Criticals | 4/16/2023 20:00 | Schubas |
| Chicago White Sox vs. Philadelphia Phillies | 4/17/2023 18:10 | Guaranteed Rate Field |
| The Academic | 4/17/2023 19:30 | Lincoln Hall |
| Chicago White Sox vs. Philadelphia Phillies | 4/18/2023 18:10 | Guaranteed Rate Field |
| Carcass | 4/18/2023 19:00 | Metro Chicago |
| Jagged Little Pill | 4/18/2023 19:30 | Nederlander Theatre at Ford Center for the Performing Arts |
| Built To Spill | 4/18/2023 19:30 | Athenaeum Theatre - IL |
| Two Another | 4/18/2023 20:00 | Schubas |
| Fly By Midnight | 4/18/2023 20:00 | Beat Kitchen |
| Mames Babegenush | 4/18/2023 20:00 | City Winery - Chicago |
| Smash Into Pieces & Citizen Soldier | 4/18/2023 20:00 | Subterranean |
| Chicago White Sox vs. Philadelphia Phillies | 4/19/2023 13:10 | Guaranteed Rate Field |
| Jagged Little Pill | 4/19/2023 14:00 | Nederlander Theatre at Ford Center for the Performing Arts |
| Jagged Little Pill | 4/19/2023 19:30 | Nederlander Theatre at Ford Center for the Performing Arts |
| Kinneret | 4/19/2023 19:30 | Schubas |
| Joffrey Ballet: The Little Mermaid | 4/19/2023 19:30 | Civic Opera House |
| Blue Man Group | 4/19/2023 20:00 | Briar Street Theatre |
| Lewis Capaldi | 4/19/2023 20:00 | Byline Bank Aragon Ballroom |
| Bongzilla | 4/19/2023 20:00 | Beat Kitchen |
| Band of Heathens | 4/19/2023 20:00 | Lincoln Hall |
| Talbott Brothers | 4/19/2023 20:00 | City Winery - Chicago |
| Chicago Cubs vs. Los Angeles Dodgers | 4/20/2023 18:40 | Wrigley Field |
| Lolo Zouai | 4/20/2023 19:00 | Subterranean |
| Covet | 4/20/2023 19:00 | Bottom Lounge |
| 100 Gecs & Machine Girl | 4/20/2023 19:00 | Byline Bank Aragon Ballroom |
| Lady A | 4/20/2023 19:30 | The Chicago Theatre |
| Jagged Little Pill | 4/20/2023 19:30 | Nederlander Theatre at Ford Center for the Performing Arts |
| Redveil | 4/20/2023 19:30 | Lincoln Hall |
| Chicago Symphony Orchestra: Fabien Gabel - Trifonov Plays Rachmaninov Piano Concerto No. 3 | 4/20/2023 19:30 | Chicago Symphony Center |
| Blue Man Group | 4/20/2023 20:00 | Briar Street Theatre |
| Darren Hayes | 4/20/2023 20:00 | House Of Blues - Chicago |
| Bendigo Fletcher | 4/20/2023 20:00 | Schubas |
| Snow Tha Product | 4/20/2023 20:00 | Riviera Theatre - IL |
| Lyrics Born | 4/20/2023 20:00 | City Winery - Chicago |
| Blue Man Group | 4/21/2023 13:00 | Briar Street Theatre |
| Chicago Cubs vs. Los Angeles Dodgers | 4/21/2023 13:20 | Wrigley Field |
| Blue Man Group | 4/21/2023 16:00 | Briar Street Theatre |
| Blue Man Group | 4/21/2023 19:00 | Briar Street Theatre |
| Felipe Esparza | 4/21/2023 19:00 | Vic Theatre |
| Jagged Little Pill | 4/21/2023 19:30 | Nederlander Theatre at Ford Center for the Performing Arts |
| Joffrey Ballet: The Little Mermaid | 4/21/2023 19:30 | Civic Opera House |
| Lizzy McAlpine | 4/21/2023 19:30 | Riviera Theatre - IL |
| Ionnalee | 4/21/2023 20:00 | Metro Chicago |
| Placebo | 4/21/2023 20:00 | The Salt Shed - Chicago |
| Ripe | 4/21/2023 20:00 | House Of Blues - Chicago |
| The Wldlfe | 4/21/2023 20:00 | Subterranean |
| Trevor Hall | 4/21/2023 20:00 | Gary & Laura Maurer Concert Hall |
| U.S. Girls | 4/21/2023 20:00 | Lincoln Hall |
| Phoneboy | 4/21/2023 20:00 | Beat Kitchen |
| And Then We Had Sex Podcast | 4/21/2023 20:00 | City Winery - Chicago |
| Caroline Rose | 4/21/2023 20:30 | Thalia Hall |
| Space Laces | 4/21/2023 22:00 | Concord Music Hall |
| Felipe Esparza | 4/21/2023 22:00 | Vic Theatre |
| The Reunion - An Interactive Office Fan Convention - Weekend Pass | 4/22/2023 3:30 | Festival Hall A At Navy Pier |
| The Reunion - An Interactive Office Fan Convention - Saturday | 4/22/2023 12:00 | Festival Hall A At Navy Pier |
| Chicago Cubs vs. Los Angeles Dodgers | 4/22/2023 13:20 | Wrigley Field |
| Jagged Little Pill | 4/22/2023 14:00 | Nederlander Theatre at Ford Center for the Performing Arts |
| Joffrey Ballet: The Little Mermaid | 4/22/2023 14:00 | Civic Opera House |
| Blue Man Group | 4/22/2023 14:00 | Briar Street Theatre |
| Blue Man Group | 4/22/2023 17:00 | Briar Street Theatre |
| Pop Evil | 4/22/2023 17:30 | Concord Music Hall |
| Schaffer the Darklord | 4/22/2023 18:30 | Subterranean |
| Pat McGann | 4/22/2023 19:00 | The Chicago Theatre |
| Chelsea Grin & Carnifex | 4/22/2023 19:00 | Bottom Lounge |
| Tom Papa | 4/22/2023 19:30 | Vic Theatre |
| Joffrey Ballet: The Little Mermaid | 4/22/2023 19:30 | Civic Opera House |
| Dorrance Dance | 4/22/2023 19:30 | Auditorium Theatre - IL |
| Jagged Little Pill | 4/22/2023 20:00 | Nederlander Theatre at Ford Center for the Performing Arts |
| Blue Man Group | 4/22/2023 20:00 | Briar Street Theatre |
| Bikini Kill | 4/22/2023 20:00 | The Salt Shed - Chicago |
| Louder Now | 4/22/2023 20:00 | Cubby Bear |
| Worry Club | 4/22/2023 20:00 | Subterranean |
| Chicago Symphony Orchestra: Fabien Gabel - Trifonov Plays Rachmaninov Piano Concerto No. 3 | 4/22/2023 20:00 | Chicago Symphony Center |
| Wild Child - Band | 4/22/2023 20:30 | Thalia Hall |
| Mo Lowda and The Humble | 4/22/2023 21:00 | Lincoln Hall |
| Pat McGann | 4/22/2023 22:00 | The Chicago Theatre |
| Gioli & Assia | 4/22/2023 22:00 | PRYSM Nightclub |
| The Reunion - An Interactive Office Fan Convention - Sunday | 4/23/2023 12:00 | Festival Hall A At Navy Pier |
| Chicago Cubs vs. Los Angeles Dodgers | 4/23/2023 13:20 | Wrigley Field |
| Jagged Little Pill | 4/23/2023 14:00 | Nederlander Theatre at Ford Center for the Performing Arts |
| Joffrey Ballet: The Little Mermaid | 4/23/2023 14:00 | Civic Opera House |
| Chicago Symphony Orchestra: Fabien Gabel - Trifonov Plays Rachmaninov Piano Concerto No. 3 | 4/23/2023 15:00 | Chicago Symphony Center |
| Blue Man Group | 4/23/2023 16:00 | Briar Street Theatre |
| Night of the SuperWrestlers | 4/23/2023 18:00 | Concord Music Hall |
| Ann Hampton Callaway | 4/23/2023 19:00 | City Winery - Chicago |
| Nils Frahm | 4/23/2023 20:00 | The Salt Shed - Chicago |
| Boulet Brothers' Dragula Titans | 4/23/2023 20:00 | Vic Theatre |
| Pinback | 4/23/2023 20:30 | Thalia Hall |
| Saint Motel | 4/24/2023 19:00 | Metro Chicago |
| Radwimps | 4/24/2023 19:30 | Vic Theatre |
| Nico Hoerner & Patrick Wisdom | 4/24/2023 20:00 | Lincoln Hall |
| Chicago Cubs vs. San Diego Padres | 4/25/2023 18:40 | Wrigley Field |
| Whitechapel | 4/25/2023 19:00 | House Of Blues - Chicago |
| Into The Woods | 4/25/2023 19:30 | Nederlander Theatre at Ford Center for the Performing Arts |
| Wilder Woods | 4/25/2023 19:30 | Lincoln Hall |
| Bruce-O-Rama: Bruce Campbell | 4/25/2023 19:30 | Vic Theatre |
| FLO Live | 4/25/2023 19:30 | Thalia Hall |
| Graham Nash | 4/25/2023 20:00 | Old Town School of Folk Music |
| Blue Man Group | 4/26/2023 14:00 | Briar Street Theatre |
| Chicago Cubs vs. San Diego Padres | 4/26/2023 18:40 | Wrigley Field |
| Meg Myers | 4/26/2023 19:00 | Park West |
| Into The Woods | 4/26/2023 19:30 | Nederlander Theatre at Ford Center for the Performing Arts |
| Blue Man Group | 4/26/2023 20:00 | Briar Street Theatre |
| Brooks Nielsen | 4/26/2023 20:00 | Bottom Lounge |
| Tamino | 4/26/2023 20:00 | Thalia Hall |
| Graham Nash | 4/26/2023 20:00 | Old Town School of Folk Music |
| Chicago Cubs vs. San Diego Padres | 4/27/2023 13:20 | Wrigley Field |
| Chicago Bears Draft Day Party | 4/27/2023 18:00 | Soldier Field |
| Chicago White Sox vs. Tampa Bay Rays | 4/27/2023 18:10 | Guaranteed Rate Field |
| G Perico | 4/27/2023 19:00 | Avondale Music Hall |
| Joffrey Ballet: The Little Mermaid | 4/27/2023 19:30 | Civic Opera House |
| Into The Woods | 4/27/2023 19:30 | Nederlander Theatre at Ford Center for the Performing Arts |
| Chicago Symphony Orchestra: Vladimir Jurowski - Jurowski, Helmchen & Shostakovich 8 | 4/27/2023 19:30 | Chicago Symphony Center |
| Blue Man Group | 4/27/2023 20:00 | Briar Street Theatre |
| Marcello Hernandez | 4/27/2023 20:00 | Zanies Comedy Club - Chicago |
| July Talk | 4/27/2023 20:00 | Subterranean |
| Hiatus Kaiyote | 4/27/2023 20:00 | Riviera Theatre - IL |
| Tanukichan | 4/27/2023 21:00 | Sleeping Village |
| Blue Man Group | 4/28/2023 13:00 | Briar Street Theatre |
| Blue Man Group | 4/28/2023 16:00 | Briar Street Theatre |
| Chicago White Sox vs. Tampa Bay Rays | 4/28/2023 18:10 | Guaranteed Rate Field |
| Blue Man Group | 4/28/2023 19:00 | Briar Street Theatre |
| The Summer Set & Grayscale | 4/28/2023 19:00 | House Of Blues - Chicago |
| Marcello Hernandez | 4/28/2023 19:00 | Zanies Comedy Club - Chicago |
| String Cheese Incident | 4/28/2023 19:00 | Riviera Theatre - IL |
| Joffrey Ballet: The Little Mermaid | 4/28/2023 19:30 | Civic Opera House |
| Into The Woods | 4/28/2023 19:30 | Nederlander Theatre at Ford Center for the Performing Arts |
| Khemmis | 4/28/2023 19:30 | Reggie's Rock Club |
| Perpetual Flame | 4/28/2023 19:30 | Thalia Hall |
| Delta Rae | 4/28/2023 20:00 | Lincoln Hall |
| Antonio's Song | 4/28/2023 20:00 | Owen Bruner Goodman Theatre |
| Graham Nash | 4/28/2023 20:00 | Old Town School of Folk Music |
| Griffin House | 4/28/2023 20:00 | City Winery - Chicago |
| Randall King | 4/28/2023 20:00 | Joe's Bar On Weed St. |
| Chicago Symphony Orchestra: Vladimir Jurowski - Jurowski, Helmchen & Shostakovich 8 | 4/28/2023 20:00 | Chicago Symphony Center |
| Mana | 4/28/2023 20:30 | United Center |
| DeeOhGee | 4/28/2023 21:00 | Reggie's Music Joint |
| Marcello Hernandez | 4/28/2023 21:15 | Zanies Comedy Club - Chicago |
| Kyle Watson | 4/28/2023 22:00 | Sound-Bar |
| SLS Chicago - Street League Skateboarding | 4/29/2023 3:30 | Wintrust Arena |
| Once Upon a Symphony: The Elves and The Shoemaker | 4/29/2023 10:00 | Chicago Symphony Center |
| Once Upon a Symphony: The Elves and The Shoemaker | 4/29/2023 11:45 | Chicago Symphony Center |
| Blue Man Group | 4/29/2023 14:00 | Briar Street Theatre |
| Into The Woods | 4/29/2023 14:00 | Nederlander Theatre at Ford Center for the Performing Arts |
| Joffrey Ballet: The Little Mermaid | 4/29/2023 14:00 | Civic Opera House |
| Blue Man Group | 4/29/2023 17:00 | Briar Street Theatre |
| Melanie Fiona | 4/29/2023 18:00 | City Winery - Chicago |
| Chicago White Sox vs. Tampa Bay Rays | 4/29/2023 18:10 | Guaranteed Rate Field |
| August Burns Red | 4/29/2023 18:30 | Concord Music Hall |
| Kountry Wayne | 4/29/2023 19:00 | The Chicago Theatre |
| Marcello Hernandez | 4/29/2023 19:00 | Zanies Comedy Club - Chicago |
| String Cheese Incident | 4/29/2023 19:00 | Riviera Theatre - IL |
| Christina P | 4/29/2023 19:30 | Park West |
| Joffrey Ballet: The Little Mermaid | 4/29/2023 19:30 | Civic Opera House |
| Eddie B | 4/29/2023 19:30 | Vic Theatre |
| Chicago Fire FC vs. New York Red Bulls | 4/29/2023 19:30 | Soldier Field |
| Perpetual Flame | 4/29/2023 19:30 | Thalia Hall |
| La La Land: Green Velvet | 4/29/2023 19:30 | The Salt Shed - Chicago |
| Blue Man Group | 4/29/2023 20:00 | Briar Street Theatre |
| Into The Woods | 4/29/2023 20:00 | Nederlander Theatre at Ford Center for the Performing Arts |
| Antonio's Song | 4/29/2023 20:00 | Owen Bruner Goodman Theatre |
| Graham Nash | 4/29/2023 20:00 | Old Town School of Folk Music |
| Sasha Velour - The Big Reveal Live Show | 4/29/2023 20:00 | Broadway Playhouse at Water Tower Place |
| Ruston Kelly | 4/29/2023 20:00 | House Of Blues - Chicago |
| Chicago Symphony Orchestra: Vladimir Jurowski - Jurowski, Helmchen & Shostakovich 8 | 4/29/2023 20:00 | Chicago Symphony Center |
| Mana | 4/29/2023 20:30 | United Center |
| Weval | 4/29/2023 21:00 | Lincoln Hall |
| Marcello Hernandez | 4/29/2023 21:15 | Zanies Comedy Club - Chicago |
| Melanie Fiona | 4/29/2023 21:30 | City Winery - Chicago |
| Chicago White Sox vs. Tampa Bay Rays | 4/30/2023 13:10 | Guaranteed Rate Field |
| Joffrey Ballet: The Little Mermaid | 4/30/2023 14:00 | Civic Opera House |
| Into The Woods | 4/30/2023 14:00 | Nederlander Theatre at Ford Center for the Performing Arts |
| Antonio's Song | 4/30/2023 14:00 | Owen Bruner Goodman Theatre |
| The Reverend Kristin Hayter | 4/30/2023 14:00 | Thalia Hall |
| National Geographic Live: Coral Kingdom and Empires of Ice | 4/30/2023 14:00 | Auditorium Theatre - IL |
| Jerusalem Quartet, Pinchas Zukerman & Amanda Forsyth | 4/30/2023 15:00 | Chicago Symphony Center |
| Blue Man Group | 4/30/2023 16:00 | Briar Street Theatre |
| The Interrupters | 4/30/2023 18:00 | House Of Blues - Chicago |
| Anita Wilson | 4/30/2023 19:00 | City Winery - Chicago |
| Graham Nash | 4/30/2023 19:00 | Old Town School of Folk Music |
| The Reverend Kristin Hayter | 4/30/2023 19:00 | Thalia Hall |
| Sasha Velour - The Big Reveal Live Show | 4/30/2023 19:00 | Broadway Playhouse at Water Tower Place |
| Transviolet | 4/30/2023 19:30 | Schubas |
| Into The Woods | 4/30/2023 19:30 | Nederlander Theatre at Ford Center for the Performing Arts |
| Antonio's Song | 4/30/2023 19:30 | Owen Bruner Goodman Theatre |
