Cocktails Events in Chicago

Check out happening cocktails events all around Chicago, IL

4th of July Late Afternoon Cruise on Lake Michigan

 Sat, 04 Jul at 04:30 pm Anita Dee II Boarding at Dusable Harbor (See map and directions at bottom of page for exact location) USD 20 to 42

4th of July Afternoon Cruise on Lake Michigan

 Sat, 04 Jul at 12:30 pm Anita Dee II Boarding at Dusable Harbor (See map and directions at bottom of page for exact location) USD 20 to 42

Chicago BYOB Sip and Paint with Male Models

 Sun, 03 Mar at 08:00 pm 5425 W Lawrence Ave USD 39

Memorial Day Fireworks Booze Cruise!

 Sat, 23 May at 08:30 pm Summer Of George USD 43 to 66

Chicago BYOB Exotic Paintings Sip and Paint with Male Models

 Fri, 13 May at 07:30 pm 5425 W Lawrence Ave USD 38

July 4th, Independence Day Cruise!

 Sat, 04 Jul at 04:30 pm Summer Of George USD 54 to 89

Zoo-ologie 2026

 Fri, 15 May at 06:00 pm N Cannon Dr at W Fullerton Pkwy, Chicago, IL, United States, Illinois 60614

'90s Night at the Zoo - Adults Only Evening at Lincoln Park Zoo

 Sat, 13 Jun at 06:30 pm Lincoln Park Zoo USD 15 to 48

Chicago Food Truck Festival, Season 13, "Summer Daisy Margarita Returns"

 Sat, 20 Jun at 10:00 am 2300 S Indiana Ave USD 0 to 87

Chicago Arte Agave Tequila and Mezcal Festival

 Fri, 29 May at 06:00 pm Artifact Events USD 86 to 114

July 3rd Premier Cruise Independence Celebration on Lake Michigan

 Fri, 03 Jul at 08:00 pm Anita Dee II Boarding at Dusable Harbor (See map and directions at bottom of page for exact location) USD 25 to 47

Chicago Fireworks Booze Cruise!

 Sat, 11 Jul at 08:00 pm Chicago Lakefront Cruises USD 43 to 66

Mother's Day Adults Only Sunset River Cruise on Sunday May 10th

 Sun, 10 May at 07:00 pm Anita Dee ONE Boarding at Dusable Harbor (See map and directions at bottom of page for exact location) USD 20 to 42

Reggaeton Beach Fest 2026 on Oak Street Beach

 Sun, 28 Jun at 03:00 pm Whispers at Oak Street Beach USD 24 to 66

All White Attire Fireworks Yacht Cruise 3 Levels (Chicago)

 Sat, 23 May at 06:45 pm Anita Dee Yacht Charters USD 61 to 642

The Tunes-N-Tequila "TNT" Cinco De Mayo Crawl

 Sat, 02 May at 02:00 pm River North USD 14 to 37

Chicago Margarita Festival Season 12, "Summer Daisy Margarita Returns"

 Sat, 20 Jun at 10:00 am South Loop USD 10 to 66

Memorial Day Weekend Night Lake Cruise on Sunday, May 24th

 Sun, 24 May at 08:00 pm Anita Dee II Boarding at Dusable Harbor (See map and directions at bottom of page for exact location) USD 25 to 47

Old School House Yacht Party (3 Levels) Chicago

 Fri, 24 Jul at 06:45 pm Anita Dee Yacht Charters USD 50 to 642

Cinco De Mayo Weekend Booze Cruise!

 Sat, 02 May at 03:30 pm Chicago Lakefront Cruises USD 43 to 72

July 4th Weekend Kickoff Fireworks Booze Cruise!

 Wed, 01 Jul at 07:30 pm Summer Of George USD 31 to 54

Hip Hop Vs R&B All White Attire Yacht Party (3 Levels) Chicago

 Sun, 05 Jul at 06:45 pm Anita Dee Yacht Charters USD 50 to 535

Summer Kickoff River & Lake Evening Cruise on Saturday, May 9th

 Sat, 09 May at 08:00 pm Anita Dee ONE Boarding at Dusable Harbor (See map and directions at bottom of page for exact location) USD 25 to 47

Fireworks Yacht Cruise (Black Yacht WKD) Chicago (3 Levels)

 Sat, 20 Jun at 06:45 pm Anita Dee Yacht Charters USD 55 to 637

Bottomless Mimosas on the Riverwalk - Every Weekend in Chicago

 Sat, 02 May at 11:00 am Island Party Hut (between Lake Shore Drive and Columbus on the Riverwalk) USD 31

Thrift Lab

 Thu, 30 Apr at 06:00 pm Griffin Museum of Science and Industry

Summer & Fall Afterwork Sunset Cruises on Lake Michigan

 Mon, 25 May at 07:30 pm Anita Dee II Boarding at Dusable Harbor (See map and directions at bottom of page for exact location) USD 27 to 42

Beach Slap North Ave Beach Party

 Sat, 13 Jun at 11:00 am North Avenue Beach USD 12 to 98

Kentucky Derby Party at Paradise Park: Party in the Paddock

 Sat, 02 May at 03:00 pm Paradise Park USD 14 to 106

Kentucky Derby Party at ROOF on theWit: Derby Disco

 Sat, 02 May at 03:00 pm ROOF on theWit USD 14 to 131

All White Attire Fireworks Yacht Party 3 Levels (Chicago)

 Sat, 30 May at 06:45 pm Anita Dee Yacht Charters USD 61 to 642

Summer Kickoff River & Lake Afternoon Cruise on Saturday, May 9th

 Sat, 09 May at 04:00 pm Anita Dee ONE Boarding at Dusable Harbor (See map and directions at bottom of page for exact location) USD 20 to 42

Kentucky Derby Party at The J. Parker: Running of the Roses Party

 Sat, 02 May at 03:00 pm The J. Parker USD 16 to 523

Saturday Night Fireworks Booze Cruise!

 Sat, 15 Aug at 08:30 pm Chicago Lakefront Cruises USD 49 to 95

Cinco De Mayo Bar Crawl - Chicago

 Sat, 02 May at 04:00 pm Bourbon on Division USD 20 to 76

Second Hand Soul Band | Chicago Taco & Tequila Fest | Wrightwood Park | Fri Jun 26th 6:30p

 Fri, 26 Jun at 06:30 pm 2555 N Ashland Ave, Chicago, IL 60614-2003, United States

TBD/TBD

 Sat, 02 May at 07:00 pm Kingston Mines - Chicago Blues Center USD 23

R&B BRUNCH

 Sun, 03 May at 01:30 pm 200 N Breakwater Access USD 55 to 535

Hoppin’ JoJo’s Spring Fling

 Fri, 15 May at 05:00 pm Stolen Saddle

Anita Dee II Dusable Harbor (TEMPLATE)

 Mon, 11 May at 08:00 pm Anita Dee II Boarding at Dusable Harbor (See map and directions at bottom of page for exact location) USD 20 to 35

MDW Rooftop Party at Offshore – Chicago – May 24

 Sun, 24 May at 02:00 pm Offshore Rooftop USD 14

Just Because 2026 Chicago Summer Holiday Bar Crawl

 Sat, 20 Jun at 04:00 pm Lincoln Park, River North, Wicker Park Bars All Access USD 0 to 17

2nd Annual What's Tea Day Party Mother's Day Edition

 Sun, 10 May at 04:00 pm VU Rooftop USD 33 to 207

Chicago's Theatre of Magic

 Sat, 09 May at 04:30 pm Palmer House a Hilton Hotel USD 54 to 69

Taco Tuesday Again! Cinco De Mayo EDITION

 Tue, 05 May at 09:00 pm Avondale Music Hall USD 0 to 23

Derby Day at Hubbard Inn

 Sat, 02 May at 04:00 pm Hubbard Inn USD 50 to 648

Whispers at Oak Street Beach | Juneteenth Day Party | 3PM–10PM

 Fri, 19 Jun at 03:00 pm Whispers at Oak Street Beach USD 34 to 217

TOAST: All White Caribbean Yacht Party CHI PARTY WEEKEND 2026

 Sun, 21 Jun at 06:30 pm Anita Dee Yacht Charters USD 62 to 92

ABBA Mamma Mia Drag Dinner

 Fri, 08 May at 06:00 pm Kit Kat Club USD 71

Saturday Afternoon Booze Cruise!

 Sat, 15 Aug at 04:30 pm Chicago Lakefront Cruises USD 37 to 78

I|O Godfrey Kentucky Derby Viewing Event 2026

 Sat, 02 May at 12:00 pm I|O Godfrey Rooftop Lounge USD 45 to 2,403

Bottomless Margaritas & Fireworks on the Riverwalk - Every Weds & Sun!

 Wed, 03 Jun at 06:30 pm Island Party Hut (between Lake Shore Drive and Columbus on the Riverwalk) USD 25 to 58

The Great Gatsby Boat Party

 Sat, 16 May at 06:30 pm 112 E Wacker Dr USD 250

Air & Water Show Viewing Party - (Friday Preview | 8/14)

 Fri, 14 Aug at 11:00 am Shore Club USD 95 to 3,208

Derby After Dark at The Bassment

 Sat, 02 May at 08:00 pm The Bassment Free

Saturday Night Labor Day Fireworks Booze Cruise!

 Sat, 05 Sep at 08:00 pm Chicago Lakefront Cruises USD 49 to 95

Margarita Madness Bar Olympics

 Sat, 02 May at 11:30 am Lottie's Pub USD 55 to 168

2026 Chicago Summer Whiskey Tasting Festival (August 22)

 Sat, 22 Aug at 02:30 pm TBA Downtown Chicago USD 0 to 440

2026 Chicago Summer Tequila Tasting Festival (July 25)

 Sat, 25 Jul at 02:30 pm TBA Downtown Chicago USD 0 to 440

Dukes & Boots Skyline Yacht Party (3 Levels) Chicago

 Sun, 19 Jul at 06:45 pm Anita Dee Yacht Charters USD 50 to 535

Chicago Exotic Paintings BYOB Sip and Paint with Male Models

 Fri, 26 Feb at 08:00 pm 5425 W Lawrence Ave USD 43

2026 World Class US Bartender of the Year Announcement Party

 Wed, 13 May at 08:00 pm Offshore Rooftop Free

Espresso Martini Fest at Hubbard Inn, Chicago - Tastings Included

 Sat, 03 Oct at 05:00 pm Hubbard Inn USD 25 to 42

Ravenswood Makers Market

 Sat, 02 May at 01:00 pm 4241 N Ravenswood Ave, Chicago, IL 60613

Date Night in River North | Cityswoon | Ages 33-45

 Thu, 21 May at 07:30 pm Machine Cocktail Bar USD 43

Luminescence at LondonHouse Rooftop

 Fri, 01 May at 11:00 am LondonHouse Chicago, Curio Collection by Hilton

Cinco de Drunko Day Party - Sunday Cooking Series Edition

 Sun, 03 May at 03:00 pm Kitchen Chicago USD 23 to 82

Willie Lill's Annual Headsucker's Ball Crawfish Boil

 Sat, 16 May at 11:00 am Willie Lill's Spirits & Kitchen USD 56 to 68

Summer Kickoff Day Party at Shore Club Chicago ☀️

 Sat, 16 May at 11:00 am Shore Club USD 43

DILF: IML LEATHER DADDY

 Sat, 23 May at 09:00 pm The SoFo Tap Free

CIUDAD DE MÉXICO EN CHICAGO

 Sun, 03 May at 06:00 pm Clandestino - Cocktail Social Club Free

"Industry Monday" Makeover

 Mon, 13 Apr The Jungle USD 7

Kentucky Derby Party at Parlay (Lincoln Park): Welcome To The Infield

 Sat, 02 May at 03:00 pm Parlay Lincoln Park USD 14 to 156

Star Wars Trivia Night - Snakes & Lattes Chicago

 Tue, 05 May at 07:00 pm Snakes & Lattes Chicago USD 14 to 88

Rising Stars Burlesque Revue

 Fri, 01 May at 10:00 pm 3914 N. Clark St., Chicago, IL, United States, Illinois 60613

MooMoos and Margaritas

 Sun, 03 May at 03:00 pm Reserv USD 20 to 120

Off to the Races: The Ultimate Kentucky Derby Experience & Viewing Party

 Sat, 02 May at 03:00 pm 613 N Wells St USD 23 to 162

#NOFILTERTHURSDAYS

 Thu, 05 Feb at 09:00 pm Parlay at Joy District Free

CHICAGO DERBY SOIRÉE: Luxury Day Party Experience!

 Sat, 02 May at 04:00 pm Reserv USD 37 to 238

Vintage Store Day / Vintage Trolley Tour

Sat, 16 May at 09:30 am Lost Girls Vintage (Logan Square)

Pride Pole Night

 Fri, 26 Jun at 09:00 pm Provocateur USD 34 to 247

SHE evolved- an empowerHER Chicago Private Event Experience

 Fri, 01 May at 05:30 pm Rebar Chicago USD 50

Brews & Bites: The Ultimate Coffee & Chocolate Expo

 Sun, 03 May at 03:00 pm 3430 N Lincoln Ave USD 20 to 297

Ghosty Girly - Paint and Sip in Chicago | Classpop!™

 Thu, 07 May at 07:30 pm Pinot's Palette - Logan Square USD 49

Chicago Exotic Paintings BYOB Wine and Paint Male Model

 Fri, 10 Mar at 09:00 pm 5425 W Lawrence Ave USD 39

Moonshine - Paint and Sip in Chicago | Classpop!™

 Sat, 20 Jun at 07:30 pm Pinot's Palette - Logan Square USD 56

Wild Flower Forest - Paint and Sip in Chicago | Classpop!™

 Sat, 27 Jun at 03:00 pm Pinot's Palette - Logan Square USD 56

Ayiti After Dark: The Official Haitian Flag Day Party

 Sat, 16 May at 09:00 pm The Sinclair Chicago

Starry Night Sunflower - Paint and Sip in Chicago | Classpop!™

 Sun, 19 Apr Pinot's Palette - Logan Square USD 56

Mesmerizing Beauty - Paint and Sip in Chicago | Classpop!™

 Thu, 16 Apr Pinot's Palette - Logan Square USD 49

Psychedelic Starry Night - Paint and Sip in Chicago | Classpop!™

 Thu, 16 Apr Pinot's Palette - Logan Square USD 49

Eventide - Paint and Sip in Chicago | Classpop!™

 Sat, 23 May Pinot's Palette - Logan Square USD 56

Tequila Tasting with Jorge Cuervo

 Tue, 05 May at 05:00 pm Momento Cantina USD 90

Van Gogh's Gladioli - Paint and Sip in Chicago | Classpop!™

 Sun, 31 May at 01:00 pm Pinot's Palette - Logan Square USD 56

Till Death Do Us Part – A Wedding M**der Mystery

 Fri, 08 May at 07:00 pm Colvin House USD 55

Tiki Bar Party

 Thu, 30 Apr at 06:00 pm J. Parker @ Hotel Lincoln

Cinco de Mayo at JoJo's shakeBAR Chicago!

 Tue, 05 May at 11:00 am JoJo's Shake Bar - Chicago Free

Startup Pitch Night @ DePaul | Open Bar + Live Founders

 Tue, 28 Apr at 06:00 pm DePaul University Coleman Entrepreneurship Center Free

Mumu's & Martini's

 Sat, 02 May at 12:00 pm Norman's Bistro Free

Cubist Portrait - Paint and Sip in Chicago | Classpop!™

 Thu, 23 Apr Pinot's Palette - Logan Square USD 49