Cocktails Events in Chicago

Check out happening cocktails events all around Chicago, IL

Reggaeton Fest 2025 on Oak Street Beach

Sun, 31 Aug at 02:00 pm Whispers at Oak Street Beach USD 14 to 266

Chicago's Hottest Bollywood Boat Party - Round Three

Fri, 15 Aug at 07:30 pm 900 S Wells St USD 55 to 75

Friday Night at the Zoo - An Adults Only Evening at Lincoln Park Zoo

Fri, 19 Sep at 06:30 pm Lincoln Park Zoo USD 20 to 42

Saturday Night Fireworks Booze Cruise!

Sat, 16 Aug at 08:30 pm Summer Of George USD 49 to 107

BOLLYWOOD THEMED BOAT PARTY

Fri, 15 Aug at 07:30 pm 900 S Wells St USD 61 to 82

Labor Day Weekend Evening Lake Cruise on Saturday, August 30th

Sat, 30 Aug at 08:00 pm Anita Dee II Boarding at Dusable Harbor (See map and directions at bottom of page for exact location) USD 37 to 58

R&B Vs Reggae All White Attire Yacht Cruise FT: Power 92 (DJ Nehpets)

Sun, 17 Aug at 06:45 pm Anita Dee Yacht Charters USD 50 to 535

Wiggin’ Out Bar Crawl

Sat, 06 Sep at 02:00 pm River North USD 14 to 31

Labor Day Weekend Evening Lake Cruise on Sunday, August 31st

Sun, 31 Aug at 08:00 pm Anita Dee II Boarding at Dusable Harbor (See map and directions at bottom of page for exact location) USD 27 to 42

AVLI NIGHTS IN MYKONOS - WHITE ATTIRE PARTY

Sat, 06 Sep at 06:00 pm Avli on The Park (Chicago)

Baila Habibi All White Yacht Party

Fri, 29 Aug at 06:30 pm Anita Dee Yacht Charters USD 40 to 108

2025 Air & Water Show Viewing Party - The Lakefront Green - Sunday 8/17

Sun, 17 Aug at 11:00 am The Lakefront Green at Theater on the Lake USD 55 to 130

80s y 90s en Español: Afternoon Boat Party (Air and Water Show Edition)

Sat, 16 Aug at 03:30 pm Chicago Lakefront Cruises USD 43 to 66

Salty Tuesday RoofTop Party @ The Vu (Chicago)

Tue, 26 Aug at 05:00 pm VU Rooftop Bar USD 18 to 962

Green City Market's 2025 Chef BBQ

Thu, 04 Sep at 06:30 pm South End of Lincoln Park USD 37 to 659

Paint Nite Brand Creative Events

Sat, 16 Aug at 12:00 pm Output Lounge USD 42

Golden Hour featuring Boyce Hudson

Fri, 15 Aug at 05:00 pm Epiphany Center for the Arts Free

BLISS The Ultimate Caribbean Rooftop Day Party

Sun, 17 Aug at 12:00 pm The Wild Hare & Singing Armadillo Frog Sanctuary USD 0 to 26

2025 Air & Water Show Viewing Party - The Lakefront Green - Saturday 8/16

Sat, 16 Aug at 11:00 am The Lakefront Green at Theater on the Lake USD 55 to 130

Bottomless Margaritas & Fireworks on the Riverwalk

Wed, 28 May at 06:30 pm Island Party Hut (between Lake Shore Drive and Columbus on the Riverwalk)

SATURDAY AUGUST 23: CHICAGO'S BEST COMEDY

Sat, 23 Aug at 07:30 pm The Comedy Bar - Chicago Main Stage USD 33 to 39

Air & Water Show Cruise on Lake Michigan | 21+ | Live DJ | Full Bar

Sat, 16 Aug at 12:00 pm Sightseer Boat located at Monroe Harbor (See map and directions at bottom of page for exact location) USD 37 to 86

CVS White Party 2025

Sat, 30 Aug at 04:00 pm 436 E 47th St USD 70

Paint Nite Brand Creative Events

Sat, 30 Aug at 12:00 pm Output Lounge USD 42

A Golden Hour Going Away w/ Charlie Heldman & Friends

Fri, 22 Aug at 06:00 pm Epiphany Center for the Arts Free

Party Like It’s SUE-thousand

Fri, 15 Aug at 07:30 pm Easy Does It

SATURDAY AUGUST 30: CHICAGO'S BEST COMEDY

Sat, 30 Aug at 07:30 pm The Comedy Bar - Chicago Main Stage USD 33 to 39

Super Spritz Social at Benchmark in Old Town Chicago

Fri, 22 Aug at 05:00 pm Benchmark Free

FRIDAY AUGUST 22: DAVE HELEM

Fri, 22 Aug at 09:00 pm The Comedy Bar - Chicago Main Stage USD 33 to 39

Check25: 'Preview Party' at Porsche Downtown Chicago

Fri, 22 Aug at 06:00 pm Porsche Downtown Chicago USD 13 to 109

Golden Hour featuring The Put On

Sat, 27 Sep at 05:00 pm Epiphany Center for the Arts Free

Pups & Palomas

Sat, 23 Aug at 02:00 pm Somerset Patio Free

Virgo Night ft. Astrology Readings by Toby Everhart

Thu, 28 Aug at 06:00 pm Dorothy Free

Bloody Tint® Renaissance

Thu, 28 Aug at 06:30 pm Epiphany Center for the Arts Free

FRIDAY SEPTEMBER 19: CHICAGO'S BEST COMEDY

Fri, 19 Sep at 07:30 pm The Comedy Bar - Chicago Main Stage USD 33 to 39

Speed Friending at BITES Asian Kitchen + Bar

Thu, 14 Aug at 07:00 pm BITES Asian Kitchen + Bar USD 45

SIUE Alumni Day at Wintrust Arena

Sat, 23 Aug at 02:00 pm Wintrust Arena USD 22 to 133

Invite Only: Celeste Venue Showcase

Wed, 27 Aug at 06:00 pm Celeste Free

Chi Town Connects - Professional and Personal Relationship Building

Thu, 14 Aug at 05:00 pm A and N Mortgage Services, Inc. Free

UMMO & LOFT 22's Second Anniversary

Fri, 29 Aug at 10:00 pm LOFT 22 USD 26 to 38

Salsa in the Sky

Sat, 16 Aug at 05:00 pm 210 N Racine Ave, Chicago, IL, United States, Illinois 60607

Lake Shore Serenade - Windy City Stomp

Fri, 26 Sep at 07:00 pm International Museum of Surgical Science USD 50 to 71

Chicago, Music, Dance, views, DRINKS in Chicago

Tue, 26 Aug at 05:00 pm VU RoofTop Bar

Pole Night - Latinx Heritage

Fri, 19 Sep at 09:00 pm Provocateur USD 34 to 247

FALLIN' FOR SPARTY SOIREE

Fri, 26 Sep at 07:00 pm 151 W Kinzie St USD 82

BYOB Paint and Sip Event - “Colorful Lion"

Sat, 16 Aug at 07:00 pm Sip & Paint USD 43

CHICAGO HALLOWEEN BAR CRAWL - 10+ Bars - Nov 1st

Sat, 01 Nov at 07:00 pm Wrigleyville USD 19 to 35

Drink & Draw

Mon, 18 Aug at 07:00 pm Beermiscuous Free

Golden Hour featuring Dutchess the DJ

Fri, 15 Aug at 05:00 pm Epiphany Center for the Arts Free

Sip Happens: A Thursday Edition

Thu, 14 Aug at 06:00 pm Hue Chicago USD 0 to 109

3245 MIXOLOGY 102: SOPHISTICATED AND COMPLEX COCKTAILS

Sat, 23 Aug at 02:00 pm Discovery Center USD 42

BLUE COLLAR COMEDY @ CLARA CHICAGO

Tue, 02 Sep at 08:00 pm 2027 W North Ave Free

Golden Hour featuring DJ Mwelwa

Fri, 22 Aug at 05:00 pm Epiphany Center for the Arts Free

Celebration of Life Gala

Fri, 12 Sep at 06:00 pm Chief O'Neill's Pub & Restaurant

Swiftie Booze Cruise!

Sun, 31 Aug at 04:00 pm Summer Of George USD 31 to 60

Randa Rose: Disco Dreams & Designer Things

Sun, 17 Aug at 12:00 pm Good Night John Boy USD 36 to 1,705

Haunted Halloween Night Lake Cruise on Saturday, October 25th

Sat, 25 Oct at 08:00 pm Anita Dee II Boarding at Dusable Harbor (See map and directions at bottom of page for exact location) USD 27 to 42

FRIDAY AUGUST 22: CHICAGO'S BEST COMEDY

Fri, 22 Aug at 07:30 pm The Comedy Bar - Chicago Main Stage USD 33 to 39

SATURDAY AUGUST 23: DAVE HELEM

Sat, 23 Aug at 09:00 pm The Comedy Bar - Chicago Main Stage USD 33 to 39

Haunted Halloween Night River Cruise on Saturday, November 1st

Sat, 01 Nov at 07:30 pm Anita Dee ONE Boarding at Dusable Harbor (See map and directions at bottom of page for exact location) USD 37 to 58

WHITE & SILVER (Grown & Sexy) PARTY

Fri, 15 Aug at 09:00 pm Row 24 Chicago USD 0 to 355

All White Attire R&B Vs House RoofTop Party @ Vu (Chicago)

Sun, 31 Aug at 05:00 pm VU Rooftop Bar USD 18 to 962

UFC 319 Viewing Party at Mac’s Wood Grilled

Sat, 16 Aug at 09:00 pm Mac's Wood Grilled

THE HIVE Presents: Jazz/Funk at Castaways

Sat, 06 Sep at 10:00 am Castaways Beach Club USD 0 to 32

Remedy Bar Paint and Sip

Tue, 19 Aug at 06:00 pm Remedy USD 61

Cocktail Happy Hour

Fri, 22 Aug at 06:00 pm WineStyles Chicago Free

3242 ESSENTIAL MIXOLOGY BARTENDING CLASS

Sat, 13 Sep at 02:00 pm Discovery Center USD 42

Jammy Jam Yacht Cruise FT: Power 92 (DJ Nehpets)

Sun, 07 Sep at 06:45 pm Anita Dee Yacht Charters USD 26 to 482

Sip, Mingle & Make a Difference

Sat, 16 Aug at 06:00 pm Broken Barrel Bar

Chicago SantaCon 2025

Sat, 20 Dec at 01:00 pm PB&J: Pizza Beer and Jukebox USD 0 to 31

Pole Night - MTV Awards Themed

Fri, 22 Aug at 09:00 pm Provocateur USD 34 to 247

Pachanga Under the Stars - Latin Vibes Outdoor Party (Opening Night)

Fri, 15 Aug at 08:00 pm The Dawson USD 8 to 19

DD3 - at Briny Swine, Lincoln Park

Fri, 15 Aug at 07:00 pm Briny Swine Smokehouse & Oyster Bar

Speed Dating Chicago | In-Person | Cityswoon | Ages 44-59

Sat, 23 Aug at 06:00 pm Bar Moxy USD 43

Beach Vibes: Sunday Funday Edition

Sun, 24 Aug at 02:00 pm Whispers at Oak Street Beach USD 13 to 109

Gilded Summer Goodbye - Vintage Lifestyle Panel

Sat, 27 Sep at 03:00 pm International Museum of Surgical Science USD 29 to 39

Sunday Funday Booze Cruise!

Sun, 24 Aug at 05:00 pm Summer Of George

Booty Clapp-Athon @ AJ'S Space& Associates

Sat, 16 Aug at 08:00 pm 3782 W 78th St USD 16

Ava Max vs. Dua Lipa Drag Brunch

Sat, 16 Aug at 11:00 am Lark USD 85

The wine down: Chicagos premier Afro-Carribean late happy hour

Fri, 22 Aug at 09:00 pm The Wild Hare & Singing Armadillo Frog Sanctuary USD 0 to 26

La Vie Bohème

Fri, 15 Aug at 05:00 pm 324 N Leavitt St USD 65 to 150

SATURDAY SEPTEMBER 20: CHICAGO'S BEST COMEDY

Sat, 20 Sep at 07:30 pm The Comedy Bar - Chicago Main Stage USD 33 to 39

Chicago Riverwalk Bar Crawl & Fireworks Show | Includes 2 Welcome Shots!

Sat, 24 May at 06:00 pm Starting at AceBounce then off to the Best Bars on the Chicago Riverwalk

Wild Hare Music Presents JOHNNY PAYNE & THE TRUE BELIEVERS

Sun, 17 Aug at 08:00 pm The Wild Hare & Singing Armadillo Frog Sanctuary USD 18

Real Estate Networking Event @ Clark Street Ale House's Patio: August 14th

Thu, 14 Aug at 06:00 pm Clark Street Ale House - River North USD 24 to 550

The Ultimate Latino Singles Cruise!

Fri, 05 Sep at 07:00 pm Chicago Lakefront Cruises USD 43 to 66

FROM PIRATES TO PROM: Punch Making Class Experience

Wed, 10 Sep at 06:00 pm Punch House USD 62

Friday: LGIF 8.22

Fri, 22 Aug at 06:00 pm Botanero USD 0 to 10

The Latin Drag Brunch

Sat, 23 Aug at 11:00 am Lark USD 85

2025 Chicago Halloween Bar Crawl

Sat, 01 Nov at 04:00 pm Chicago USD 9 to 18

SUNDAY AUGUST 31: CHICAGO'S BEST COMEDY

Sun, 31 Aug at 07:30 pm The Comedy Bar - Chicago Main Stage USD 33 to 39

Farm Fresh Hope Gala Featuring David Spade

Sat, 20 Sep at 06:00 pm Field Museum

Cool Kidz Party On A Boat

Sun, 17 Aug at 05:30 pm River City Marina USD 55 to 61

Ivy League Singles Mixer at Iconic Chicago Firehouse Restaurant!

Thu, 14 Aug at 07:00 pm The Chicago Firehouse Restaurant USD 50

Labor Day Weekend Drag Brunch

Sat, 30 Aug at 11:00 am Lark USD 85

Saturday Air & Water Show Viewing Party

Sat, 16 Aug at 09:00 am 1603 north lake shore drive, Chicago, IL

The ART of FASHION: 20yr KB Anniversary Event 2025

Sun, 24 Aug at 04:30 pm 63rd Street Beach House Courtyard & Promenade USD 59 to 214