Cocktails Events in Chicago

Check out happening cocktails events all around Chicago, IL

Waves Of Bollywood All White Glam Night

Sat, 13 Sep at 08:00 pm 900 S Wells St USD 55

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

Flamenco and Fashion: A Legacy in Motion – World Fashion Festival

Thu, 18 Sep at 07:00 pm Macys Chicago USD 50 to 150

Wiggin’ Out Bar Crawl

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

Debi Tirar Mas Fotos End Of Summer Reggaeton Booze Cruise W/Firework Show

Sat, 13 Sep at 06:30 pm Anita Dee Yacht Charters USD 45 to 161

Green City Market's 2025 Chef BBQ

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

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)

Golden Hour featuring The Put On

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

Golden Hour featuring Unregistered User

Sat, 06 Sep at 05:00 pm 201 S. Ashland Avenue, Chicago, IL, United States, Illinois 60607

Tiny Shelf Concert: Twelve Gage

Sat, 20 Sep at 07:00 pm Call & Response Books USD 29

Farm Fresh Hope Gala Featuring David Spade

Sat, 20 Sep at 06:00 pm Field Museum

WITCH-O-RAMA Market & Drag Show

Sun, 12 Oct at 12:00 pm Hoste

CHICAGO'S FASHION MIXER FOR SINGLES WHO LOVE FASHION

Sat, 13 Sep at 05:00 pm Water Tower Place ( Level 3 at FASHIONBAR) USD 23

The Fashion Foundry Runway Show

Sat, 27 Sep at 07:00 pm 3254 W North Ave USD 25 to 30

FALLIN' FOR SPARTY SOIREE

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

Catstock Pub Crawl to Help Save Cats

Sat, 27 Sep at 12:00 pm 2914 N Elston Ave, Chicago, IL, United States, Illinois 60618

Celebration of Life Gala

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

SATURDAY OCTOBER 18: MATTY CHYMBOR

Sat, 18 Oct at 07:00 pm The Comedy Bar - Chicago Main Stage USD 33 to 45

All Inclusive New Year's Eve 2026 Fireworks Cruise aboard Anita Dee II

Wed, 31 Dec at 09:45 pm Anita Dee II TEMPORARILY LOCATED at BURNHAM HARBOR (See directions below) USD 113 to 217

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

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

3242 ESSENTIAL MIXOLOGY BARTENDING CLASS

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

WITCH-O-RAMA Market & Drag Show

Sun, 07 Sep at 12:00 pm Hoste

Give for Hope Chicago

Fri, 19 Sep at 06:00 pm International Museum of Surgical Science

Lake Shore Serenade - Windy City Stomp

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

Pole Night - Latinx Heritage

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

FROM PIRATES TO PROM: Punch Making Class Experience

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

The Sunday Sip in the Avondale Neighborhood

Sun, 14 Sep at 03:00 pm 3642 W Belmont Ave USD 45

Rose' on the Rooftop

Sun, 07 Sep at 03:00 pm Wicker Park Chicago, IL 60622

THURSDAY OCTOBER 2: OHJAY LAMONT & FRIENDS

Thu, 02 Oct at 07:30 pm The Comedy Bar - Chicago Main Stage USD 30 to 33

SATURDAY SEPTEMBER 20: CHICAGO'S BEST COMEDY

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

THE HIVE Presents: Jazz/Funk at Castaways

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

Toast to Time Event | Toast za czas miniony MPA

Sat, 11 Oct at 06:30 pm 984 N Milwaukee Ave, Chicago, IL, United States, Illinois 60642

Speed Dating Chicago | In-Person | Cityswoon | Ages 29-49

Sat, 06 Sep at 06:00 pm Bar Moxy USD 43

The Ultimate Latino Singles Cruise!

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

Bear Happy Hour Chicago

Thu, 11 Sep at 05:00 pm The SoFo Tap

WEDNESDAY OCT 1: LAVELLE DONTAE

Wed, 01 Oct at 07:30 pm The Comedy Bar - Chicago Main Stage USD 45 to 64

Connections & Collections

Thu, 18 Sep at 05:30 pm VSG Contemporary USD 7 to 109

2025 Chicago Halloween Bar Crawl

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

Chicago SantaCon 2025

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

Part 2: 80s y 90s en Español: Evening Boat Party

Sat, 20 Sep at 06:30 pm Chicago Lakefront Cruises USD 43 to 118

FRIDAY SEPTEMBER 19: CHICAGO'S BEST COMEDY

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

To Wong Foo: Screening, Mini-Ball, and After-Party

Sun, 21 Sep at 05:00 pm Music Box Theatre

The Palm Wagyu, Wine & Beyond Dinner - Chicago

Sat, 20 Sep at 06:30 pm 323 E Wacker Dr USD 169

SUMMER VIBES 2 - Yacht Party

Sun, 07 Sep at 01:00 pm Anita Dee Yacht Charters USD 61 to 269

Jewel-Osco’s Electric Anniversary Beach Party

Thu, 04 Sep at 05:30 pm North Avenue Beach Free

Sunday Funday Lake Cruise - September

Sun, 21 Sep at 12:30 pm Island Party Hut, Chicago Riverwalk, Chicago, IL, USA USD 51 to 101

Saturday Night Skyline Cruise on Lake Michigan | 21+ | Live DJ | Full Bar

Sat, 04 Oct at 08:30 pm Sightseer Boat located at Monroe Harbor (See map and directions at bottom of page for exact location) USD 20

Bingo & Mimosas

Sat, 06 Sep at 05:00 pm Simpletreasures@tanya USD 32

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

The HerShot Society Launch & Business Exchange

Thu, 04 Sep at 05:30 pm Merchandise Mart

Trashion Revolution: Modern Mythology 9/6/25

Sat, 06 Sep at 05:30 pm Macy's USD 39 to 162

The Northman Riverwalk Cider Cruise-SEPT 7 2025

Sun, 07 Sep at 06:30 pm The Northman Beer & Cider Garden on the Riverwalk USD 111

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

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

Tipsy Rodeo

Sat, 06 Sep at 06:30 pm Morgan MFG USD 22

The Lazy Run 0.5k

Sat, 11 Oct at 10:30 am Lottie's Pub USD 6 to 34

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

Whiskey & Fire

Thu, 02 Oct at 06:00 pm Morgan Manufacturing

The Official Halloween Bar Crawl (Fri & Sat) - Chicago

Fri, 31 Oct at 04:00 pm SPiN Chicago USD 13 to 18

3245 MIXOLOGY 102: SOPHISTICATED AND COMPLEX COCKTAILS

Sat, 18 Oct at 02:00 pm Discovery Center USD 42

Haunted Halloween Night Lake Cruise on Friday, October 31st

Fri, 31 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

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

FRIDAY OCTOBER 17: MATTY CHYMBOR

Fri, 17 Oct at 07:00 pm The Comedy Bar - Chicago Main Stage USD 33 to 45

Rose' on the Rooftop

Sun, 07 Sep at 03:00 pm 60622 USD 55

25th Annual Heaven Gallery Benefit

Fri, 17 Oct at 07:00 pm Heaven Gallery USD 55 to 109

Pour Decisions Summer Bar Crawl

Sat, 06 Sep at 12:00 pm The Promontory USD 45 to 61

Adult Prom Scholarship Fundraiser

Sat, 25 Oct at 07:00 pm Purcell Hall USD 55 to 87

FashionBar The SHOWS: October 2025 - The Modern, Eco Friendly/ R2W Show

Fri, 03 Oct at 06:00 pm Water Tower Place, Level 3 USD 0 to 375

Chicago, IL - Music Bingo at Punch Bowl Social

Sun, 07 Jul at 02:00 pm Punch Bowl Social Chicago Free

RL Book Club #103: "Our Share of the Night"

Tue, 21 Oct at 07:30 pm Reed's Local

Afro Fusion Friday : Afrobeats, Hiphop, Dancehall, Soca

Fri, 05 Sep at 11:00 pm Le Nocturne Chicago USD 0 to 55

The HerSHOT Society

Thu, 04 Sep at 05:30 pm Bosch, Thermador and Gaggenau Showroom by BSH Home Appliances USD 20

A Gilded Summer Goodbye - With Dandy Wellington

Sat, 27 Sep International Museum of Surgical Science USD 29 to 215

Sade x Soul Sunset Brunch

Sun, 28 Sep at 05:30 pm My Modern Oasis USD 109

Gilded Summer Goodbye - Vintage Lifestyle Panel

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

2025 Re/Match Artist Benefit

Sat, 01 Nov at 05:30 pm Maxwells Trading USD 0 to 162

Saper Law Summer Soiree

Thu, 04 Sep at 05:30 pm The Ivy Hotel USD 0 to 20

FashionBar The Shows: October 2025 - The Next Gen, Streetwear & Urban Show

Sat, 04 Oct at 04:00 pm Water Tower Place, Level 3 USD 0 to 375

wegg® 10-Year Anniversary Gala (11/6/25)

Thu, 06 Nov at 05:30 pm Tortoise Supper Club USD 109

Brush in Bloom

Sat, 13 Sep at 01:00 pm MAE Photo Studio USD 39

Pour Your Heart Out

Thu, 25 Sep at 06:00 pm SARABANDE - 2726 W ROSCOE ST CHICAGO IL 60618

AFC Monthly Dim Sum

Sun, 07 Sep at 12:30 pm Furama Chicago

3242 ESSENTIAL MIXOLOGY BARTENDING CLASS

Sat, 11 Oct at 02:00 pm Discovery Center USD 42

Premium Tailgate Party: Chicago Bears vs. Detroit Lions (Date: TBD)

Sat, 03 Jan at 06:00 pm Premium Tailgate Lot - Chicago

MEMENTO MORI Halloween Gala

Thu, 30 Oct at 07:00 pm International Museum of Surgical Science USD 0 to 125

Saborcito Soul Day Social

Sun, 07 Sep at 02:00 pm Humboldt Park Boathouse, Chicago

Packers Opening Weekend Tailgate Party at Ranalli's in Lincoln Park

Sun, 07 Sep at 10:00 am Ranalli's Pizza Bar - Lincoln Park, Chicago USD 34

COMTO Chicago: 2025 Celebration & Vision for the Future

Mon, 15 Sep at 05:00 pm Morgan's on Fulton USD 20 to 25

Eve of the Eve Lake Cocktail Cruise on Tuesday, December 30th

Tue, 30 Dec at 08:00 pm Anita Dee II TEMPORARILY LOCATED at BURNHAM HARBOR (See directions below) USD 27 to 42

Viceroy Spirited Series featuring American Whiskeys

Fri, 14 Nov at 06:00 pm Somerset

Mexican Independence Day at Bodega West Loop

Tue, 16 Sep at 11:30 am Bodega Taqueria y Tequila West Loop Free

Sophisticated Ignorance Fashion Show & Day Party

Sun, 12 Oct at 04:00 pm Ocean City Aquarium USD 39

FROM PIRATES TO PROM: Punch Making Class Experience

Wed, 08 Oct at 06:00 pm Punch House USD 62

“Why was the mushroom invited to the Sip & Paint? Because he was a fungi!

Wed, 17 Sep at 06:00 pm ERIS Brewery and Cider House USD 31

Pancakes & Booze Art Show at Reggies Rock Club

Sat, 25 Oct at 01:00 pm 2105 S State St, Chicago, IL, United States, Illinois 60616

Afro Fusion Friday : Afrobeats, Hiphop, Dancehall, Soca

Fri, 26 Sep at 11:00 pm Le Nocturne Chicago USD 0 to 55

2026 Chicago Winter Tequila Tasting Festival (February 14)

Sat, 14 Feb at 02:30 pm Downtown Chicago USD 0 to 440