Cocktails Events in Chicago

Check out happening cocktails events all around Chicago, IL

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

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

July 4th, Independence Day Cruise!

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

'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, "The Return of the Daisy"

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

Trending - 2026 Chicago Summer Tequila Tasting Festival (July 25) AE

 Sat, 25 Jul at 02:30 pm The Boss Bar USD 20 to 85

80s vs 90s Night at the Zoo - An Adults Only Evening at Lincoln Park Zoo

 Sat, 19 Sep at 06:30 pm Lincoln Park Zoo USD 15 to 48

4th of July Late Afternoon Cruise Independence Celebration

 Sat, 04 Jul at 03:00 pm Anita Dee ONE Boarding at Dusable Harbor (See map and directions at bottom of page for exact location) USD 35 to 68

Reggaeton Beach Fest 2026 on Oak Street Beach

 Sun, 28 Jun at 03:00 pm Whispers at Oak Street Beach USD 24 to 527

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

Fourth of July at Midnight Noir Skydeck

 Sat, 04 Jul at 12:00 pm Midnight Noir Lounge & Skydeck USD 20

The Boos & Booze Chicago Halloween Bar Crawl | Lincoln Park

 Sat, 31 Oct at 02:00 pm Lincoln Park USD 8 to 31

Chicago Fireworks Booze Cruise!

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

July 4th Weekend Kickoff Fireworks Booze Cruise!

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

Chicago Margarita Festival Season 12, "The Return of the Daisy"

 Sat, 20 Jun at 10:00 am South Loop USD 13 to 66

The Halloween Bar Crawl - Chicago

 Sat, 31 Oct at 04:00 pm Kitchen + Kocktails By Kevin Kelley - Chicago USD 13 to 18

TOAST ALL WHITE CARIBBEAN YACHT PARTY: CHI PARTY WEEKEND 2026

 Sun, 21 Jun at 06:30 pm Anita Dee Yacht Charters USD 62 to 122

Chicago BYOB Sip and Paint with Male Models

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

TBD/TBD

 Thu, 11 Jun at 06:00 pm Kingston Mines - Chicago Blues Center USD 23

Beach Slap North Ave Beach Party

 Sat, 13 Jun at 11:00 am North Avenue Beach USD 39 to 98

WingOut Chicago 2026

 Sat, 26 Sep at 01:30 pm Gallagher Way Chicago

Fourth of July at IO Godfrey Rooftop

 Sat, 04 Jul at 04:00 pm IO Godfrey Rooftop Lounge USD 22

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

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

Candlight RNB Sip & Sail Yacht Cruise (3 Levels) Chicago

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

Fireworks Juneteenth Black Attire Yacht Party 3 Levels (Chicago)

 Sat, 20 Jun at 06:45 pm Anita Dee Yacht Charters USD 109 to 749

Chicago BYOB Exotic Paintings Sip and Paint with Male Models

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

Reggaeton Fireworks Booze Cruise

 Sat, 01 Aug at 06:30 pm Anita Dee Yacht Charters USD 51 to 161

Afterwork Sunset or Fireworks Social 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

Chicago Official Thanksgiving Eve Bar Crawl 2026

 Wed, 25 Nov at 07:00 pm Downtown Chicago USD 0 to 13

ABBA Under the Stars at AIRE Rooftop

 Sun, 21 Jun at 05:00 pm Aire Rooftop USD 40 to 70

Baila Habibi حبيبي Summer Rooftop Party

 Sat, 20 Jun at 07:00 pm Azul USD 24 to 161

Saturday Night Fireworks Booze Cruise!

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

Labor Day Weekend Fireworks Lake Cruise on Saturday, September 5th

 Sat, 05 Sep at 08:00 pm Anita Dee II Boarding at Dusable Harbor (See map and directions at bottom of page for exact location) USD 30 to 58

The Chicago Pancakes & Booze Art Show (Vendor/Artist Reservations)

 Sat, 18 Jul at 08:00 pm Reggies

Old School House Yacht Party (3 Levels) Chicago

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

CHINCHORREO EN WRIGLEYVILLE

 Sat, 27 Jun at 12:00 pm Wrigleyville

The Boos & Booze Chicago Friday & Saturday Halloween Bar Crawl | West Loop

 Fri, 30 Oct at 05:00 pm Headquarters Beercade USD 14 to 43

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

 Sat, 20 Jun at 04:00 am 2300 S Indiana Ave, Chicago, IL 60616-2402, United States

Pier Pressure Weekend

 Fri, 19 Jun at 10:00 am Navy Pier USD 31 to 260

Golden Hour Society: A Private Sunset Experience

 Sat, 27 Jun at 07:00 pm 1 E Wacker Dr floor 41 USD 114 to 149

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

Fireworks Sip & Sail Chicago River + Lakefront Yacht Party | Anita Dee 1

 Wed, 17 Jun at 07:30 pm Anita Dee Yacht Charters USD 50 to 322

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 25 to 31

Founding Price - 2026 Chicago Summer Whiskey Tasting Festival (August 22)

 Sat, 22 Aug at 02:30 pm TBA Downtown Chicago USD 0 to 77

La Vieja Escuela Perreo y Sazón

 Sat, 20 Jun at 12:30 pm Sightseer Boat located at Monroe Harbor (See map and directions at bottom of page for exact location) USD 20 to 59

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

 Fri, 19 Jun at 03:00 pm Whispers at Oak Street Beach USD 45 to 217

See You Upstairs: Summer Terrace Party at Upstairs at The Gwen

 Thu, 11 Jun at 06:00 pm The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago USD 86 to 132

Saturday Night Labor Day Fireworks Booze Cruise!

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

Labor Day Sunday Funday Sunset Cruise!

 Sun, 06 Sep at 07:00 pm Chicago Lakefront Cruises USD 31 to 66

Juneteenth Day Vibes: Afrobeats, Amapiano, Dancehall, R&B. 4PM

 Fri, 19 Jun at 04:00 pm Masada (Outdoor Terrace & Rooftop) USD 0 to 37

Pride Parade Viewing Party

 Sun, 28 Jun at 09:00 am Buzzed By ZEA - Salon & Bar USD 71

Carrie Keller

 Fri, 12 Jun at 10:00 pm Hideaway Free

Labor Day Weekend Evening Lake Cruise on Sunday, September 6th

 Sun, 06 Sep 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 42

SUNDAY PRIVÈ: WHERE CLASS, CULTURE & CONNECTION MEETS

 Sun, 21 Jun at 04:00 pm The Renaissance Bronzeville USD 0 to 82

Espresso Martini Fest at Hubbard Inn, Chicago - Tastings Included

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

The Official Halloween Bar Crawl - Chicago

 Sat, 31 Oct at 05:00 pm Black Hole Bar USD 17 to 86

Chicago's Theatre of Magic at the Palmer House

 Sat, 13 Jun at 04:30 pm Palmer House a Hilton Hotel USD 59 to 99

Pride Pole Night

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

Summer Sundays at Radisson Blu Aqua Chicago

 Sun, 28 Jun at 11:00 am Radisson Blu Aqua Hotel, Chicago USD 39

Wamono: The Art of Japanese Rare Groove

 Thu, 25 Jun at 06:00 pm Kamehachi USD 55 to 108

Let's Go! Latin

 Thu, 18 Jun at 09:00 pm 3349 N Halsted St, Chicago, IL, United States, Illinois 60657

Brews & Bites: The Ultimate Coffee & Chocolate Expo

 Sun, 14 Jun at 03:00 pm 3430 N Lincoln Ave USD 20 to 297

Go Country Cruisin’ with Joe Nichols

 Tue, 10 Nov at 06:00 pm 600 E Grand Ave Chicago, IL

Club Capri: Chicago's #1 Rooftop Party Series At Castaway's Beach Club

 Sat, 23 May at 02:00 pm Castaways Beach Club USD 31 to 78

Chicago Christmas in July Bar Crawl 2026

 Sat, 25 Jul at 06:00 pm PB&J: Pizza Beer and Jukebox USD 12 to 31

Sunday Service at Shore Club Chicago

 Sun, 07 Jun at 11:00 am Shore Club USD 31

BLISS Caribbean Rooftop Day Party Series: Pinknic Edition 7-26-26

 Sun, 26 Jul at 02:00 pm Azul USD 0 to 32

Pride Makers Market at Hotel 55

 Sun, 14 Jun at 12:00 pm Hotel 55 Chicago Downtown Free

Dukes & Boots Skyline Yacht Party (3 Levels) Chicago

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

Bossa Nova Under the Stars at AIRE Rooftop

 Sun, 28 Jun at 05:00 pm Aire Rooftop USD 40 to 70

The Boos & Booze Chicago Halloween Bar Crawl | River North & West Loop

 Fri, 30 Oct at 04:00 pm Headquarters Beercade USD 8 to 19

Copitas de Sol: A Spirited Mixer

 Sun, 09 Aug at 01:00 pm National Museum of Mexican Art

Chicago Fireworks Booze Cruise!

 Sat, 06 Jun at 08:00 pm Chicago Lakefront Cruises USD 45 to 65

The Naughty List Bar Crawl - Chicago

 Sat, 28 Nov at 02:00 pm Black Hole Bar USD 15 to 55

All Things K-Pop

 Thu, 25 Jun at 09:00 pm 3349 N Halsted St, Chicago, IL, United States, Illinois 60657

✨ Midnight in Monaco + ️ F1 Simulator Racing Challenge

 Sat, 27 Jun at 08:00 pm Ambassador Gold Coast - The Chicago Hotel Collection USD 50

Roxy Ferrari

 Fri, 19 Jun at 10:00 pm Hideaway Free

Slow it Down Sundays (Red Light Special Edition)

 Sun, 05 Jul at 03:00 pm Joy District USD 0 to 211

The Windy City Show

 Sat, 27 Jun at 07:00 pm Little Black Pearl Art And Design Academy USD 50 to 61

Sunday Funday with Sexy Gogo Dancers - Boystown's Post Brunch Party

 Sun, 17 May at 02:00 pm Hydrate Nightclub Free

Yacht Rock Under the Stars at AIRE Rooftop

 Sun, 26 Jul at 05:00 pm Aire Rooftop USD 40 to 70

Cruising The Waves Yacht Party

 Sat, 01 Aug at 06:00 pm River City Marina USD 178

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

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

Saturday Afternoon Booze Cruise!

 Sat, 15 Aug at 04:00 pm Chicago Lakefront Cruises USD 35 to 55

Premium Spirits & Cigars Festival

 Sat, 18 Apr 3430 N Lincoln Ave USD 120 to 297

Glow River - Paint and Sip in Chicago | Classpop!™

 Fri, 17 Jul at 08:00 pm Pinot's Palette - Logan Square USD 56

Soft Serve: A Black Yacht Weekend Rooftop Party

 Sat, 20 Jun at 02:00 pm Joy District USD 0 to 175

Mon Reve Fashion Showcase and Social Networking

 Thu, 25 Jun at 06:00 pm Azul USD 31 to 1,174

Seas the Day - Paint and Sip in Chicago | Classpop!™

 Sun, 26 Jul at 05:00 pm Pinot's Palette - Logan Square USD 56

Summer Soirée: All-White Rooftop Networking Experience

 Thu, 11 Jun at 06:00 pm Aberdeen Crossing USD 0 to 29

Chicago Exotic Paintings BYOB Sip and Paint with Male Models

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

Dog's Night Out at Gallagher Way

 Fri, 31 Jul at 06:00 pm 3637 N Clark St, Chicago, IL, Chicago, IL, United States, Illinois 60613

THE ORIGIN CHICAGO MDW FRIDAY HAPPY HOUR SOCIAL

 Fri, 22 May at 06:00 pm 2010 W Armitage Ave Free

Rufus Du Sol After Party w/ Danger Wayne

 Fri, 12 Jun at 10:00 pm Timber Lanes Bowling Alley USD 44

UFC Freedom 250 Viewing Party at Mac’s Wood Grilled

 Sun, 14 Jun at 07:00 pm Mac's Wood Grilled Free

Trans/Enby Night ft. a Makers Marketplace

 Tue, 16 Jun at 06:00 pm Dorothy Free

Paint Bouquets & Sip - Awakenings Fundraiser

 Wed, 17 Jun at 06:00 pm Awakenings USD 55 to 75

Chicago Bridal Expo

 Sun, 12 Jul at 02:00 pm Salvage One USD 0 to 14

SPLASH PAWLOOZA

 Sat, 27 Jun at 12:00 pm Pup Social USD 0 to 50