Brunch in Chicago
Saturday and Sunday daytime. Bottomless mimosas, drag brunch, rooftop brunch, and the Chicago weekend done right.
Saturday Brunch at Lula Cafe
Logan Squares beloved farm-to-table restaurant. Creative brunch menu with seasonal ingredients.
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Soul Food Brunch at Peachs
South Side brunch institution. Chicken and waffles, shrimp and grits, and the best peach cobbler in Bronzeville.
Weekend Brunch at Lula Cafe
Farm-to-table brunch in Logan Square with seasonal dishes and craft cocktails.
Bluegrass Brunch with Wild Scallions
Bluegrass Brunch with Wild Scallions at Garcia's Chicago on May 30.
Do Division Street Fest 2026 - Sunday
Sunday closing day of the annual Do Division Street Fest in Wicker Park. Two stages of live music programmed by The Empty Bottle and Subterranean. Sunday lineup: Wombo, Lady Wray, Nico Segal, Radio Free Alice, Rich Jones, Flowerbabe, Jovan Landry, and more. Free admission with suggested donation. Food vendors and local artisans along Division Street between Damen and Leavitt. Noon to 10 PM.
Gospel Brunch at House of Blues
All-you-can-eat Southern buffet with live gospel music. A Chicago tradition.
Jazz at Andy's — Weekend Brunch
Free admission live jazz brunch at Andy's in River North every Saturday and Sunday from 10:30 AM to 1:30 PM. The full menu plus mimosas while some of
Sunday Jazz Brunch at Parrot Cage
Elegant brunch with live jazz inside the historic South Shore Cultural Center. Lake Michigan views.
Drag Brunch at Sidetrack
Chicagos legendary drag brunch in Boystown. Bottomless mimosas, fierce performances, and the best Sunday morning energy in the city.
Sunday Drag Brunch at Sidetrack
Bottomless mimosas and drag performances at Sidetrack in Boystown.
Sunday Jazz Brunch at Andy's Jazz Club
Live jazz brunch in River North with a full menu and Chicago's best jazz musicians.
Chicago Cubs vs. San Francisco Giants
Cubs vs. Giants at Wrigley Field on June 5.
U.S. Men's National Team v Germany Coca-Cola Send-Off Match
The U.S. Men's National Team faces Germany in a Coca-Cola Send-Off Match on June 6.
Silver Room Block Party
The Silver Room Block Party takes over Salt Shed's sprawling Goose Island grounds with 40 performances across indoor and outdoor stages—expect everything from emerging local acts to established names, all while 20 Chicago vendors set up shop around you. The fairground vibe means you've got room to breathe, skip between stages, and actually grab food without missing the headliners.
Open House Chicago: Architecture Tours
Free self-guided tours of Chicagos most stunning buildings. Over 100 sites open their doors for one weekend only.
Windy City Hot Dog Fest 2026 - Sunday
Closing day of the fifth annual Windy City Hot Dog Fest in Portage Park. Chicago's best hot dog stands compete for the top dog crown. Live music, contests, vendors, and community celebration. Sunday hours noon to 10 PM. Free admission. Located at 4000 N Milwaukee Ave between Cuyler and Irving Park.
Maifest Chicago 2026 - Sunday Finale
The final day of Lincoln Square's beloved annual German street festival. Live polka bands, traditional German food, giant steins of beer, and festive community atmosphere. Entertainment runs noon to 10 PM on the Main Stage, plus food vendors and craft beer. Free admission. Located on Lincoln Ave at Leland. Take the Brown Line to Western.
Chicago Stars FC vs. San Diego Wave FC
Chicago Stars FC host San Diego Wave FC at Martin Stadium on May 30.
Beyond Wonderland Chicago
Beyond Wonderland Chicago takes over Huntington Bank Pavilion on June 5.
Drag Me To Brunch!
Drag Me To Brunch hits Silver Creek Event Center at Four Winds on June 6.
Alisa Weilerstein w/ Inon Barnatan
Cellist Alisa Weilerstein and pianist Inon Barnatan perform at Martin Theatre on June 6.
DanceWorks
DanceWorks takes the stage at George Van Dusen Theatre in Skokie on June 6.
Legends Chicago Festival
Legends Festival featuring R&B and hip-hop all day. June 14, 11 AM-9 PM.
All White Affair Yacht Party
All-white dress code yacht party on Lake Michigan. June 14, 1-4:30 PM.
Pride Fest Chicago 2026
Northalsted's annual Pride celebration brings two days of live music, drag performances, DJs, food vendors, and pure Chicago joy. The energy is unmatc
Afro Fusion Yacht Cruise (July)
The midsummer edition of the Afro Fusion Yacht Cruise series brings the heat to Lake Michigan aboard the Anita Dee II with Afrobeats, Amapiano, soca, and dancehall DJs rocking three levels and the open-air deck.
Afro Fusion All White Yacht Cruise
You're stepping onto the Anita Dee II dressed head-to-toe in white, ready to float across Lake Michigan while three levels of DJs spin everything from Amapiano to Afrobeats to dancehall—think less stuffy boat party, more floating festival with the Chicago skyline as your backdrop. The open-air top deck is where the energy peaks, but you'll find seamless vibes throughout, with international talent keeping the rhythm locked in until the sun dips.
Brunch venues
14 Parish Restaurant & Rhum Bar
Aba - Chicago
Barcocina - West Town
Butch McGuire's
Cindy's Rooftop
Cira
Eden
Hamburger Mary's
Innjoy
Island Party Hut
Kit Kat Club
Lady Gregory's
Le Sud Mediterranean Kitchen
Lottie's Pub
Lula Cafe
Maya Del Sol
MingHin Cuisine
Mon Ami Gabi
NoMI Kitchen
Norman's Bistro
Porter Cullens Irish Pub & Restaurant
Swift Tavern Wrigleyville
The Linger Martini Bar
