Sun 5/21 10:30a Angel Spiccia at Hey Nonny
Sun 5/21 11:00a Billy Flynn at Smoke Daddy Wicker Park
Sun 5/21 11:00a Sundays at Rockefeller Memorial Chapel, University of Chicago
Sun 5/21 11:00a James Conway at City News Cafe
Sun 5/21 11:00a-3:00 Hyde Park Handmade Bazaar at Promontory, RSVP
Sun 5/21 11:00a-5:00 Endless Summer Vintage Festival at Epiphany, RSVP, Vintage House Chicago and Illinois Vintage Fest present
Sun 5/21 11:00a Drag Me to Brunch with Lindsey Devereaux and Friends at The Lyric Blue Island, $55
Sun 5/21 11:30a Tiny Country at FitzGeralds Patio, Country Brunch
Sun 5/21 12:00n School of Rock at Empty Bottle, $10
Sun 5/21 12:00n, 7:00 Cabaret ZaZou at Cambria Hotel, $80-190
Sun 5/21 12:00n The Annual Clothing Swap at Outta Space Berwyn, $10 for 5 items, additional $3/per, benefits charity tbd
Sun 5/21 12:00n Bubbles & Beauties Drag Brunch at City Winery, $15-43
Sun 5/21 12:00n-4:00 TXA TXA Club Pop-Up at Judson & Moore Distillery, RSVP, special cocktail menu, Slow Start Sunday
Sun 5/21 12:00n Ambient Brunch with Tim, Olivia, Grant at Cafe Mustache
Sun 5/21 12:00n-6:00 DJ Big Mike, DJ Fucha at Wild Hare, Rum Punch Brunch
Sun 5/21 12:00n-4:00 The Argonaut Seafood Boil at Exit Strategy Brewing Forest Park, Patio Party with Live Music
Sun 5/21 12:00n El Zorro Taco Truck at Begyle Brewing
Sun 5/21 12:00n Thick Mall at Sleeping Village, $0-27
Sun 5/21 12:00n-5:00 Newbies, Oldies, and Regulars Group Art Show at Cary’s Lounge Second Story Studios
x Sun 5/21 1:00 Crawfish Boil with Mr. Blotto, Carlos Johnson, Davis Rogan at Reggies Music Joint, $40
Sun 5/21 1:00 OMi Spring Student Showcase at Madcats Palatine
Sun 5/21 1:00 Sunday Session hosted by Irish Music School of Chicago at Mrs Murphy’s
Sun 5/21 1:00 Drew Clausen at Preservation Geneva, Sunday Funday
x Sun 5/21 1:30 Decoy Prayer Meeting at FitzGeralds Patio, Country Brunch
x Sun 5/21 2:00 Chris Greene Quartet at Sketchbook Evanston
Sun 5/21 2:00 The Sting Rays, Sneak Prevue of "The Voice That Rocked America: The Dick Biondi Story" at Des Plaines Theatre, $24-49
Sun 5/21 2:00 Hemlock, Erez Dessel at Golden Dagger, $10, Gather
Sun 5/21 2:00 Nois at Epiphany Center, $20, Immersive Chamber Music presents
Sun 5/21 2:00 Van Wailin' at Toadstool Pub Highwood
Sun 5/21 2:00 Diane Klemz at Jesse’s Tavern Chicago Ridge
Sun 5/21 2:00 JD Kostyk Trio at Milk Money Brewing LaGrange
Sun 5/21 2:00 Mac and Cheese Waffles food at Sketchbook Skokie
Sun 5/21 2:30 The Difference at Sideouts Sports Tavern Island Lake
x Sun 5/21 3:00 Maggie's Farm at Friendly Tap Berwyn, Sunday Matinee
x Sun 5/21 3:00 The Hoyle Brothers at Martyrs
Sun 5/21 3:00 Woodrow Hart & the Haymaker, Gar Clemens, Bob Fleming at Montrose, $10
Sun 5/21 3:00, 7:00 Tina Fey & Amy Poehler at Chicago Theatre, sold out?
Sun 5/21 3:00 Club Crib at Honky Tonk BBQ
Sun 5/21 3:00 Seong-Jin Cho at Symphony Center Orchestra Hall, $49-299
Sun 5/21 3:00 Founders Room Dance with The Keltic Rovers, Martin Doyle and Paul McHugh at Irish American Heritage Center 2nd Floor, $15
Sun 5/21 3:00 Pierce Crask at Sketchbook Skokie
Sun 5/21 3:00 Head's All Empty at Teddy O’Brian’s Highwood, Sunday Funday
Sun 5/21 3:00 Ostinato at Une Annee Morton Grove
Sun 5/21 3:00 Sneezy at Impact Fuel Room Libertyville, fundraiser
Sun 5/21 3:00 Johnny Don’t at Church Street Brewing Company Itasca
Sun 5/21 3:00 Nick Foytik at Mackey’s Hideout McHenry
Sun 5/21 3:00 Young Artists Open Mic at Val’s Halla Oak Park
Sun 5/21 3:00-8:00 DJ Jivan Ivan Soulful By The Bowlful at Logan Arcade
Sun 5/21 3:00 Uptown Poetry Slam at Green Mill, $10
Sun 5/21 3:00 Carrie birthday party at Lizards Liquid Lounge
x Sun 5/21 4:00 RCO Ravenswood Community Orchestra May Concert at Ackerman Center, St Benedict’s Parish
Sun 5/21 4:00, 8:00 Henry Johnson Quartet at Jazz Showcase, $30-45
Sun 5/21 4:00 Barbaяa at Cary's Lounge, Jonny Drake going away party
Sun 5/21 4:00 iO Theatre's "Hold Onto Your Butts" Free Live Preview at Illuminated Brew Works
Sun 5/21 4:00 The Show at Promontory, $20-25
x Sun 5/21 5:00 Kent Rose with David Sims, Donna Adler at Pauline's Restaurant
Sun 5/21 5:00 Emily How and Her Best Friends at FitzGeralds Patio, Sunset Show
Sun 5/21 5:00 Matt Hendricks at Smoke Daddy Wicker Park
Sun 5/21 5:00 Blake Red, Munition, Stormstress, Turning Birds at LiveWire Lounge, $10
Sun 5/21 5:00 Voices in Your Head at Logan Center Performance Penthouse & Hall, University of Chicago, $7-25, reception at 5, concert at 7
Sun 5/21 5:00 Bluegrass Sundays at Sidecar Supper Club Batavia
x Sun 5/21 5:30, 7:30 Bobby Lewis Quartet with special guest Pat Mallinger at Winters Jazz Club, $23-28, Playing the Bobby Lewis Songbook
Sun 5/21 5:30 Hilton/Hart Project acoustic at Buddy Guy’s Legends, $15
x Sun 5/21 6:00 Rachel Drew Band, Hannah Frank at Art Makers Output Evanston, $25 BYOB, After Dark Concert Salon Series
Sun 5/21 6:00 Musclebus, Windy City Rev-Ups, Totem Frogs, Just the Tim & Friends at Montrose, $10-15
Sun 5/21 6:00, 8:15 Andy Brown Quartet at Andy’s, $15
Sun 5/21 6:00 Jon Gram at On Tour Brewing
Sun 5/21 6:00 Avalon String Quartet at Epiphany Center, $20, Immersive Chamber Music presents
Sun 5/21 6:00 Nick @ Knight at Roxy Lockport, $20
Sun 5/21 6:00 Unique Sounds from the Hi Fi With Jill Barron, Mike Aimer, Glenn Russell, Nurse Ratched at Gman Tavern, RSVP
Sun 5/21 6:30 Jazz Jam at Madcats Palatine
x Sun 5/21 7:00 Ashley & Simpson at Grayslake Village Hall, $15-18, Lake County Folk Club
Sun 5/21 7:00 Chicago Skyliners with Bill O’Connell at FitzGeralds Nightclub, Big Band & BBQ
Sun 5/21 7:00 Jay Nash, Dan Rodriguez at SPACE Evanston, $15-25
Sun 5/21 7:00 Carrie Newcomer, Mike Green at OTSFM Maurer Hall, $28
Sun 5/21 7:00 Future Islands, Deeper at The Salt Shed, sold out?
Sun 5/21 7:00 19Keys at The Vic Theatre, $35-46
Sun 5/21 7:00 Man with a Mission at House of Blues, $25
Sun 5/21 7:00 Chicago Cellar Boys at Honky Tonk BBQ
Sun 5/21 7:00 Open Mic at Gallery Cabaret, signup sheet at 6:30
Sun 5/21 7:00 Queer Dance Freakout at Elastic Arts, $40-0
Sun 5/21 7:00 DJ Soltrix at Cubby Bear, $7-10, Salsa Sundays
Sun 5/21 7:00 Gigi Gorgeous, Gottmik at Chop Shop, $26
Sun 5/21 7:00 Sundaze Karaoke hosted by Sheldon Calhoun, DJ Fucha at Wild Hare
Sun 5/21 7:00 Dez Desermeaux & friends at Le Piano
Sun 5/21 7:00 Nicole Callihan, Charid Shanahan, Diamond Sharp at Hungry Brain, Sunday Reading Series
Sun 5/21 7:30 Claudia Buckley at Martyrs, $25
Sun 5/21 7:30 The National, Soccer Mommy at Auditorium Theatre, sold out?
Sun 5/21 7:30 Anthony Fuentes at Joe's On Weed Street, $15-120, Mikey O presents comedy
x Sun 5/21 8:00 Soul Message at Green Mill, $10
Sun 5/21 8:00 Cass Cwik & The Small Gas Engines, Archie & The One Hits, Andrew Marczak at Hideout, $10-12
Sun 5/21 8:00 Church, Maggie Kubley, Dousing at Golden Dagger, $10
Sun 5/21 8:00 Secret Shame, Vydoc, Dj Veganinblack at Reggies Music Joint, $12-15
Sun 5/21 8:00 Khaliyah X, Senite, Kayo at Schubas
Sun 5/21 8:00 Mike Wheeler Blues Band with Shirley Johnson at Blue Chicago
Sun 5/21 8:00 Tall Tall Trees at Tack Room, $20
Sun 5/21 8:00 BI-2 at Joe’s Live Rosemont, $120
Sun 5/21 8:00 Open Jam at The Studio Lockport
Sun 5/21 8:00 King Hippo, Junius Paul, Matt Gold at The Whistler, Sunset Situation
Sun 5/21 8:00 Karaoke at Cafe Mustache
Sun 5/21 8:30 Hashimoto 5 at Simon’s Tavern
Sun 5/21 8:30 John Butler at Thalia Hall, $58
Sun 5/21 8:30 rhythm is image at Constellation, $15, Frequency Series Presents
Sun 5/21 8:30 Draggy Tingz hosted by Logan Zazz at Subterranean, $10
x Sun 5/21 9:00 The Who DJ Phil Angotti spins Pete Townshend’s Birthday at Delilah’s
Sun 5/21 9:00 Tunic, Heet Deth, Urine Hell at Empty Bottle, $12
Sun 5/21 9:00 Hatcher/Abrams/Damon at Hungry Brain, $10
Sun 5/21 9:00 Mixx Company Band at Buddy Guy’s Legends, $15
Sun 5/21 9:00 Arepa Boogie with Bumbac Joe and friends with Rumbatá at Dorian’s
Sun 5/21 9:30 Vinyl Goldmine at Bub City Rosemont
Sun 5/21 10:00 Sundaze with DJ Jukie Tha Kid at Promontory, $10-20
Sun 5/21 10:00 Tombz, Dustin Sheridan, Mattheo, Soluna at Prysm, $10-15, Sundown Sundaze
Sun 5/21 10:30 The Trio Book at Andy’s, $15
Sun 5/21 ?:00 Karl Almaria, Form, Striz at California Clipper, Chill Room
Sun 5/21 ?:00 Candela by DJ Cedeño at Giant Penny Whistle, Latin and World Inspired
x Sun 5/21 1:00 Crawfish Boil with Mr. Blotto, Carlos Johnson, Davis Rogan at Reggies Music Joint, $40
x Sun 5/21 1:30 Decoy Prayer Meeting at FitzGeralds Patio, Country Brunch
x Sun 5/21 2:00 Chris Greene Quartet at Sketchbook Evanston
x Sun 5/21 3:00 Maggie's Farm at Friendly Tap Berwyn, Sunday Matinee
x Sun 5/21 3:00 The Hoyle Brothers at Martyrs
x Sun 5/21 4:00 RCO Ravenswood Community Orchestra May Concert at Ravenswood Community Center
x Sun 5/21 5:00 Kent Rose with David Sims, Donna Adler at Pauline's Restaurant
x Sun 5/21 5:30, 7:30 Bobby Lewis Quartet with special guest Pat Mallinger at Winters Jazz Club, $23-28, Playing the Bobby Lewis Songbook
x Sun 5/21 6:00 Rachel Drew Band, Hannah Frank at Art Makers Output Evanston, $25 BYOB, After Dark Concert Salon Series
x Sun 5/21 7:00 Ashley & Simpson at Grayslake Village Hall, $15-18, Lake County Folk Club
x Sun 5/21 8:00 Soul Message at Green Mill, $10
x Sun 5/21 9:00 The Who DJ Phil Angotti spins Pete Townshend’s Birthday at Delilah’s