Cocktails Events in Chicago

Check out happening cocktails events all around Chicago, IL

Chicago St Patty Day Exotic Paintings BYOB Wine and Paint Male Model

 Fri, 10 Oct 5425 W Lawrence Ave USD 34

Sugar Skull Painting Party

 Thu, 23 Oct at 06:30 pm Cafe Con Leche USD 45

WITCH-O-RAMA Market & Drag Show

 Sun, 12 Oct at 12:00 pm Hoste

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)

A Benefit for the Bank- Chicago Furniture Bank's 3rd Annual Gala

 Fri, 07 Nov at 06:00 pm Venue West

2025 Chicago Halloween Bar Crawl

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

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

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

Wine Crawl After Dark

 Sat, 04 Oct at 06:00 pm Hotel Chicago USD 208

IPH's Fall Fest on The Riverwalk: Hayrides on the River & More

 Sat, 20 Sep at 12:00 pm Island Party Hut (between Lake Shore Drive and Columbus on the Riverwalk) USD 10

Chicago St. Patrick's Day Bar Crawl

 Sat, 14 Mar at 01:00 pm Chicago USD 0 to 36

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

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

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

I|O Godfrey Halloween 2025

 Sat, 25 Oct at 08:00 pm I|O Godfrey Rooftop Lounge USD 50 to 2,136

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

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

The Lazy Run 0.5k

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

Golden Hour featuring Julio Bishop

 Sat, 11 Oct at 05:00 pm Epiphany Center for the Arts Free

Newport Peek-Easy: Burlesque, Drag, and Variety Show

 Fri, 11 Jun at 08:00 pm The Newport Theater USD 23 to 33

Mixology & Mischief: A Cocktail-Making Class

 Thu, 09 Oct at 06:30 pm Colvin House USD 50

De Dia Los Muertos Halloween Rooftop Party

 Sat, 01 Nov at 09:00 pm Selva USD 30 to 108

Chicago SantaCon 2025

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

3245 MIXOLOGY 102: SOPHISTICATED AND COMPLEX COCKTAILS

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

Sophisticated Ignorance Fashion Show & Day Party

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

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

UFC 320 Viewing Party at Mac’s Wood Grilled

Sat, 04 Oct at 09:00 pm Mac's Wood Grilled

Global Morocco Nights of Chicago

 Fri, 03 Oct at 09:00 pm Alhambra Palace Restaurant USD 23

Chicago Exotic Paintings BYOB Paint n Sip

 Sat, 10 Aug at 04:00 pm 6340 W Gunnison St USD 35

Cocktails & Conscious Fashion Tour at Mata Traders

 Wed, 15 Oct at 06:00 pm Mata Traders USD 13 to 55

Adult Prom Scholarship Fundraiser

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

Spirits & Spice Chicago Whiskey Experience

 Fri, 10 Jan at 05:45 pm Spirits & Spice Chicago USD 13

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

25th Annual Heaven Gallery Benefit

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

St. Patrick's Day Lucky Charms Lake View Bar Crawl

 Sat, 14 Mar at 12:00 pm Lake View USD 19 to 60

St. Patrick's Day Lucky Charms West Loop Bar Crawl

 Sat, 14 Mar at 12:00 pm West Loop USD 19 to 60

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

Discoteca Wednesdays presents: tóXico (Pride Night)

 Wed, 01 Oct at 09:00 pm Botanero Free

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

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

St. Patrick's Day Lucky Charms Wicker Park Bar Crawl

 Sat, 14 Mar at 12:00 pm Wicker Park USD 19 to 60

St. Patrick's Day Lucky Charms Lincoln Park Bar Crawl

 Sat, 14 Mar at 12:00 pm Lincoln Park USD 14 to 60

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

New Year's Eve Sunset Cocktail Cruise on Wednesday, December 31st

 Wed, 31 Dec at 04:30 pm Anita Dee II TEMPORARILY LOCATED at BURNHAM HARBOR (See directions below) USD 27 to 42

Get Lit: The Case of the Book Club Butcher

 Tue, 07 Oct at 05:30 pm American Writers Museum USD 8 to 29

The Other Art Fair | Chicago

 Thu, 30 Oct at 04:00 pm 4325 N Ravenswood Ave, Chicago, IL 60613, United States

2025 Re/Match Artist Benefit

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

St. Patrick's Day Lucky Charms River North Bar Crawl | Afternoon

 Sat, 14 Mar at 12:00 pm Headquarters Beercade USD 19 to 60

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

3242 ESSENTIAL MIXOLOGY BARTENDING CLASS

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

Chicago, IL - Music Bingo at Punch Bowl Social

 Sun, 28 Jul Punch Bowl Social Chicago Free

Viceroy Spirited Series featuring American Whiskeys

 Fri, 14 Nov at 06:00 pm Somerset

2026 Chicago Winter Tequila Tasting Festival (February 14)

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

MEMENTO MORI Halloween Gala

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

Day Of The Dead Halloween Bar Crawl

 Sat, 01 Nov at 02:00 pm River North

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

FROM PIRATES TO PROM: Punch Making Class Experience

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

Basic Witch Mixology at JoJo's Pumpkin Patch Chicago!

 Mon, 20 Oct at 06:00 pm JoJo's Shake Bar -River North USD 42

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

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

Whiskey & Fire

 Thu, 02 Oct at 06:00 pm Morgan Manufacturing

BINGO NIGHT at Offshore Rooftop

 Tue, 04 Nov at 06:00 pm OffShore Rooftop & Bar USD 13

Scotch & Smoke

 Mon, 06 Oct at 06:00 pm Pandan

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

St. Patrick's Day Lucky Charms River North Bar Crawl | Morning

 Sat, 14 Mar at 09:00 am River North USD 19 to 60

unMuddled Mixology Class @ Lone Owl Pub

 Thu, 29 Feb at 07:00 pm Lone Owl, North Milwaukee Avenue, Chicago, IL, USA USD 29 to 65

Date Night on the Wheel

 Wed, 25 Dec at 05:30 pm Color Cocktail Factory USD 36 to 61

Dr. Fix Me LIVE in Chicago!

 Sat, 04 May at 07:30 pm The Lincoln Lodge USD 18

BYOB Party Bus Holiday Lights Tour 'Tis The Season

 Fri, 19 Dec at 05:00 pm Headquarters Beercade

Takeover Saturday’s

 Sat, 09 Nov at 09:00 pm Davenport's Piano Bar and Cabaret Free

Get Lit: Santa's Book Fair

 Tue, 02 Dec at 05:30 pm American Writers Museum USD 8 to 29

Friday Night Fever Comedy Showcase

 Fri, 17 May at 07:00 pm The Lincoln Lodge USD 16

LYP on Tap: Sips & Sorcery

 Wed, 15 Oct at 06:00 pm Carnivale Restaurant

Chicago's BYOB Party Bus Holiday Lights Tour 'Tis The Season

 Fri, 28 Nov at 05:00 pm Headquarters Beercade

Chicago's BYOB Party Bus Holiday Lights Tour 'Tis The Season

 Fri, 05 Dec at 05:00 pm Headquarters Beercade

Amazing Scavenger Hunt! - Chi-Town Showdown

 Sun, 23 Mar at 04:00 pm 435 N Clark St USD 15

Artini - Where Art, Music and Cocktails meet at Gallery Guichard

 Thu, 09 Jan at 06:00 pm Gallery Guichard Free

Franklin Electric Partner Appreciation Event

 Wed, 01 Oct at 05:30 pm VU Rooftop Bar Free

Chicago Singles Bar Crawl - Welcome Shots at Every Bar!

 Sat, 23 Sep at 09:00 pm Wrigleyville's BEST Bars TBA (Check your email before the crawl for full schedule!) USD 28

**Chicago Bar Crawl Experience - Welcome Shots at Every Bar!**

 Sat, 02 Aug at 09:00 pm Wrigleyville's BEST Bars TBA (Check your email before the crawl for full schedule!) USD 28

Chat & Cheers - Free Weekly Chicago Social Hour Every Thursday!

 Thu, 03 Apr at 07:00 pm Hopsmith Chicago Free

Beginner Pottery:CERAMIC MUG AND BOWL BYOB

 Sun, 01 Jun at 03:30 pm 1142 W 18th St USD 21 to 39

Spin a Spell: Clay Cauldrons

 Sat, 06 Sep at 05:30 pm 1142 W 18th St USD 50 to 98

Meet People Social Chicago | Cultural International Party

 Fri, 01 Nov at 05:30 pm Timothy O'Toole's Pub Chicago AUD 6

Chicago Bar Crawl Experience - Welcome Shots at Every Bar!

 Sat, 25 Jun at 01:00 pm Wrigleyville's BEST Bars TBA (Check your email before the crawl for full schedule!) USD 28

OOGIE BOOGIE CANDLE HOLDER -BYOB

 Thu, 11 Sep at 06:45 pm 1142 W 18th St USD 31 to 61

BEGINNERS POTTERY : Bunny Cups

 Sat, 17 May at 02:30 pm 1142 W 18th St USD 29

Drag Bingo Brunch

 Sat, 07 Jun at 11:30 am Rainbow Unicorn

Chicago's BYOB Party Bus Holiday Lights Tour 'Tis The Season

 Sun, 21 Dec at 04:00 pm Headquarters Beercade

Bingo at ALK

 Wed, 18 Sep at 05:00 pm About Last Knife Free

Bottomless Mimosas on the Riverwalk - Every Weekend at Island Party Hut

 Sat, 03 May at 11:00 am Island Party Hut (between Lake Shore Drive and Columbus on the Riverwalk) USD 31

Moor's Brewing Co. Presents: Whiskey and Wings ft. Alexander James Whiskey

 Wed, 21 May at 06:00 pm Diversey House Free