Cocktails Events in Chicago

Check out happening cocktails events all around Chicago, IL

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

 Sat, 14 Mar at 09:00 am 230 N Clark St USD 20 to 50

2026 Chicago Winter Tequila Tasting Festival (February 14) AE

 Sat, 14 Feb at 02:30 pm Kings Dining & Entertainment USD 20 to 89

Chicago St. Patrick's Day Bar Crawl

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

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

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

AirOtic Soirée Presents: LoveStruck (Chicago)

 Thu, 05 Feb Experience 868 USD 48 to 132

ANNUAL: Irish You Were Here St Patty's OFFICIAL River North Bar Fest

 Sat, 14 Mar at 12:00 pm River North USD 14 to 3,523

A Very Vintage Christmas — The Brando’s Holiday Popup (Lincoln Park)

 Wed, 10 Dec at 05:00 pm Brando's Lincoln Park USD 29

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

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

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

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

The Leprechaun's Den | Joy District Rooftop | 4 PM OPEN BAR

 Sat, 14 Mar at 04:00 pm Joy District USD 56 to 809

2026 Chicago Winter Tequila Tasting Festival (February 14)

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

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

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

Taste of Ravenswood

 Fri, 06 Feb at 07:30 pm Ravenswood Event Center USD 98 to 1,069

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

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

Shamrock & Roll | Hubbard Inn | 4pm

 Sat, 14 Mar at 04:00 pm Hubbard Inn USD 56 to 109

Get Shamrocked Day Party | Joy District Rooftop | 12 PM OPEN BAR

 Sat, 14 Mar at 12:00 pm Joy District USD 62 to 1,806

CUPID'S CRAWL (18+ BARS/CLUBS INCLUDED)

 Sat, 14 Feb at 04:00 pm Good Night John Boy USD 7 to 55

First Fridays Rock + Pop

 Fri, 06 Feb at 10:00 pm 2447 N. Milwaukee Avenue, Chicago, IL, United States, Illinois 60647

Clover Club | 3rd Floor Hubbard Inn | 4pm

 Sat, 14 Mar at 04:00 pm Hubbard Inn USD 56 to 109

A Night of Green and Gold at Hubbard Inn | 8pm

 Sat, 14 Mar at 08:00 pm Hubbard Inn USD 13 to 23

St. Patrick's River Dancing at Rebar 2026

 Sat, 14 Mar at 08:00 am Rebar USD 82 to 2,563

Sip Me, I'm Irish | Hubbard Inn | 12pm

 Sat, 14 Mar at 12:00 pm Hubbard Inn USD 56 to 109

Baila Habibi حبيبي Rooftop Party

 Fri, 23 Jan at 09:00 pm ROOF on theWit USD 24 to 35

Cinco De Mayo Bar Crawl - Chicago

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

St. Patricks Day | Parlay Lincoln Park | 10PM-12AM OPEN BAR

 Sat, 14 Mar at 10:00 pm Parlay Lincoln Park USD 50 to 66

Begyle + Friends

 Sat, 31 Jan at 06:00 pm Artifact Events USD 78

No I.D. Alcohol-Free Cocktail Competition & Tasting Event 2026

 Sun, 18 Jan at 06:30 pm Artifact Events USD 20

PEEP SHOW: Chicago's Finest Burlesque Show!

 Fri, 09 Jan Stars and Garters Theater USD 30 to 40

Cupid’s Castaway Karaoke

 Sat, 14 Feb at 05:00 pm Trader Todd's Free

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

 Sat, 24 Jan at 03:00 pm Ipsento 606 USD 55

Wildflowers at Paradise - Paint and Sip in Chicago | Classpop!™

 Thu, 29 Jan at 07:30 pm Pinot's Palette - Logan Square USD 49

RATIO: ROSÉ LOUNGE

 Sat, 21 Feb at 03:00 pm Bodega Taqueria y Tequila USD 13 to 23

West Loop Margarita Fest | Margarita Tastings & Pizza Included

 Sat, 28 Feb at 12:00 pm PB&J: Pizza Beer and Jukebox USD 29 to 58

Chicago, IL - Galentines Party! @ Punch Bowl Social

 Fri, 13 Feb at 07:00 pm Punch Bowl Social Chicago USD 15

PRIVILEGE SATURDAYS

 Sat, 17 Jan at 10:00 pm LITE Chicago Free

Monet’s Water Lilies II - Paint and Sip in Chicago | Classpop!™

 Wed, 25 Feb at 07:00 pm Pinot's Palette - Logan Square USD 49

Psychedelic Paradise - Paint and Sip in Chicago | Classpop!™

 Fri, 06 Feb at 08:00 pm Pinot's Palette - Logan Square USD 56

Sweet Succulents - Paint and Sip in Chicago | Classpop!™

 Sun, 18 Jan at 01:00 pm Pinot's Palette - Logan Square USD 56

Chicago Rum Fest 2026

 Sat, 25 Apr at 02:00 pm Logan Square Auditorium USD 26 to 301

Grad School Night

 Thu, 15 Jan at 09:00 pm Parlay River North USD 29

Winter's Dream - Paint and Sip in Chicago | Classpop!™

 Fri, 23 Jan at 08:00 pm Pinot's Palette - Logan Square USD 56

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

 Sat, 24 Jan at 03:30 pm Pinot's Palette - Logan Square USD 56

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

 Sun, 25 Jan at 01:00 pm Pinot's Palette - Logan Square USD 56

Galentine’s Night at Felix: Flowers, Cocktails & Modern Self-Love

 Thu, 12 Feb at 06:30 pm Felix: Modern American Dining USD 34

Amore Borealis Date Night - Paint and Sip in Chicago | Classpop!™

 Fri, 13 Feb at 07:30 pm Pinot's Palette - Logan Square USD 56

Serene Sunrise - Paint and Sip in Chicago | Classpop!™

 Sun, 22 Feb at 01:00 pm Pinot's Palette - Logan Square USD 56

Golden Hour featuring DJ Mwelwa

 Fri, 23 Jan at 05:00 pm Epiphany Center for the Arts Free

St. Patrick's Day Chicago Green River Booze Cruise!

 Sat, 14 Mar at 06:00 pm Summer Of George USD 54 to 78

AN UPSIDE DOWN EXPERIENCE (POP-UP)

 Thu, 18 Dec Stardust USD 23

Galentine's Chicago Women Networking Party!

 Wed, 04 Feb at 07:00 pm The Beauty Castle USD 39

Doggie Valentines Day Party

Fri, 13 Feb at 06:00 pm Park and Field

Parents’ Practical Life Cocktail Evening

 Fri, 16 Jan at 05:00 pm 226 E Illinois St Free

Hands-On: Winter Cocktails

 Thu, 05 Feb at 06:30 pm Eataly Chicago USD 71

Proof Is Overrated: An NA Pairing Dinner

 Thu, 29 Jan at 06:00 pm 71 W Monroe St, Chicago, IL, United States, Illinois 60603

DJ Night | No Cover | 2 Strong Drinks for $18 | Dance | Jan 24 2026

 Sat, 24 Jan at 11:00 pm Koi Noodles Free

NEW ORLEANS IN THE CHI: French Quarter Encore-Mardi Gras Duo Tasting Mixer

 Fri, 20 Feb at 07:00 pm RLM Studio USD 103 to 178

St. Patrick's River Dyeing Party 2026

 Sat, 14 Mar at 08:00 am Trump International Hotel & Tower® Chicago USD 93 to 253

Galentine's x Girl Dinner

 Fri, 13 Feb at 06:00 pm Fora Free

Golden Hour featuring Julio Bishop

 Sat, 28 Feb at 05:00 pm Epiphany Center for the Arts Free

Espresso Martini Fest at Hubbard Inn, Chicago - Tastings Included

 Sat, 27 Sep at 05:00 pm Hubbard Inn USD 31 to 42

"NO LOVE LOST" (If You Outside for Valentine’s This the Move)

 Sat, 14 Feb at 10:00 pm Row 24 Chicago USD 0 to 120

NFL DIVISIONAL WATCH PARTY

 Sat, 17 Jan at 03:00 pm Chalet Free

“ Vibrant-Sunset” Paint Night Event Thursday 7:00 p.m. at Timeout Market

 Thu, 22 Jan at 07:00 pm TimeOut Market Chicago USD 39

Powder: A Winter Après-Ski Party

 Sat, 24 Jan at 01:00 pm Recess

Citrus Supper

 Sat, 24 Jan at 07:00 pm Sauce & Bread Kitchen USD 82 to 103

Do Not Disturb: Hotel Nacional

 Sat, 31 Jan at 08:00 pm Experience 868 Events USD 80 to 1,205

Anniversary Awards Celebration

 Tue, 20 Jan at 05:00 pm Fairmont Chicago, Millenium Park Free

Sips & Strategies: A Multifamily Investment Overview

 Thu, 29 Jan at 05:30 pm The Metropolitan Free

The Abba Drag Dinner

 Fri, 16 Jan at 06:00 pm Kit Kat Club USD 71

Yoga on the Courts + Cocktails

 Sun, 18 Jan at 09:00 am Royal Palms Chicago USD 20

Bottomless Brunch Sundays

 Sun, 18 Jan at 11:00 am 958 W Belmont Ave., Chicago, IL, United States, Illinois 60657

Galentine's Day Soirée at JoJo's Chicago!

 Thu, 12 Feb at 06:00 pm 23 West Hubbard Street, Chicago, IL, United States, Illinois 60654

St. Patrick's Day Evening Lake Michigan Shamrock Cruise on Sat, March 14

 Sat, 14 Mar at 06:00 pm Anita Dee II TEMPORARILY LOCATED at BURNHAM HARBOR (See directions below) USD 26 to 42

A Toast to Creativity: A Benefit for SkyART

 Sat, 21 Feb at 07:00 pm McNally’s For Now USD 0 to 189

Galentine’s Day Party & Happy Hour

 Fri, 13 Feb at 07:00 pm Parlay River North USD 18 to 109

Chicago Valentine’s Day Date Night on the Wheel **BYOB**

 Sat, 14 Feb at 07:30 pm 1142 W 18th St USD 77

SkyWay Strike Night

 Sat, 21 Feb at 08:00 pm Skyway Lanes USD 29 to 482

Venus + Mars

 Sat, 14 Feb at 06:00 pm 4042 N Pulaski Rd USD 221

Disney Winter Wonderland Drag Brunch

 Sat, 17 Jan at 11:00 am Kit Kat Club USD 79

Vibe Check Friend Speed Dating

 Thu, 22 Jan at 07:00 pm Da Book Joint USD 22

Do Not Disturb: The Roosevelt

 Sat, 21 Mar at 08:00 pm Experience 868 Events USD 80 to 1,205

Shy-Ways SAC 23rd Annual Scholarship Fundraising Dance

 Sun, 01 Mar at 06:30 pm The Mayfield USD 109

Get Lit: Rom Com Night

 Tue, 10 Feb at 05:30 pm American Writers Museum

A Safari Sip

 Sat, 21 Feb at 08:00 pm FOURTUNEHOUSE Art Center USD 25

Paint and Sip Drinkware Session - Paint and Sip in Chicago | Classpop!™

 Tue, 20 Jan at 06:00 pm KaLab USD 40

Comedy Uninterrupted Presents LIVE COMEDY at Theory's sports lounge

 Wed, 11 Feb at 07:30 pm 9 W Hubbard St USD 23

Chicago, IL - Music Bingo at Punch Bowl Social

 Sun, 28 Jul Punch Bowl Social Chicago Free

Happy Hour at Colvin House

 Tue, 20 Jan at 05:00 pm Colvin House Free

Speed Dating Chicago | In-Person | Cityswoon | Ages 45-57

 Wed, 28 Jan at 07:30 pm Carnivale USD 43

Cocktail Class with Andre

 Sat, 17 Jan at 04:00 pm 1700 East 56th Street USD 55

Chicago, IL - After Dark @ Punch Bowl Social

 Fri, 07 Mar Punch Bowl Social Free

Do Not Disturb: The Beverly Hills Hotel

 Sat, 25 Apr at 08:00 pm Experience 868 Events USD 80 to 1,205

Champagne: Pink & Green - Stylistic Diversity & Sustainable Frontiers

 Thu, 05 Feb at 07:00 pm Chicago, IL USD 82

Mean Girls Trivia Night - Snakes & Lattes Chicago

 Tue, 20 Jan at 07:00 pm Snakes & Lattes Chicago USD 12 to 74

Galentines Mix n Sip

 Sat, 14 Feb at 04:00 pm 3953 S King Dr USD 87

St. Patrick's Day Afternoon Lake Michigan Shamrock Cruise on Sat, March 14

 Sat, 14 Mar at 01:30 pm Anita Dee II TEMPORARILY LOCATED at BURNHAM HARBOR (See directions below) USD 26 to 42

Friday | FLIRT BINGO | Hopsmith, Gold Coast

Sat, 24 Jan at 12:00 am Hopsmith Chicago

St. Patrick's Day Friday Night Lake Michigan Shamrock Cruise

 Fri, 13 Mar at 08:00 pm Anita Dee II TEMPORARILY LOCATED at BURNHAM HARBOR (See directions below) USD 26 to 42

St. Patrick's Day Morning Lake Michigan Shamrock Cruise on Sat, March 14

 Sat, 14 Mar at 09:30 am Anita Dee II TEMPORARILY LOCATED at BURNHAM HARBOR (See directions below) USD 26 to 42

A Spirited Affair: A Private Pour Series with UNDONE Spirits at The Gwen

 Thu, 22 Jan at 06:00 pm The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago USD 72