Chicago Holiday Events

Godfrey Holiday Cocktail Fest - Cocktail Tasting at I|O Godfrey Rooftop

IO Godfrey Rooftop Lounge 7 Dec 2024

Brunch With Santa

The Old Plank 15 Dec 2024

Ornament Painting Party

Cafe Con Leche 10 Dec 2024

Dia de los Reyes Tradición, Comida y Comunidad

La Villa Restaurant Lounge and Banquets 10 Jan 2025

Ugly Sweater Ho-Ho-Hoedown

The Old Plank 13 Dec 2024

Jinkx and DeLa Holiday Show at Auditorium Theatre Chicago

Auditorium Theatre Chicago 8 Dec 2024

Holiday Of Horror at Reggies Rock Club

Reggies Rock Club 28 Dec 2024

Chicago Thanksgiving Parade: VIP Experience Bundle

State Street Chicago 28 Nov 2024

Thanksgiving Day Bears Watch Party at The Old Plank! 🐻🏈

The Old Plank 28 Nov 2024

Chicago Thanksgiving Parade 2024

State Street, Ida B. Wells Drive to Randolph 28 Nov 2024

Holiday Of Horror at Reggies Rock Club

Reggies Rock Club 28 Dec 2024

The Harding Tavern: NYE Bash

The Harding Tavern 31 Dec 2024

Big Break Comedy Showcase

Holiday Club 21 Nov 2024

The Wintrust Magnificent Mile Lights Festival

Magnificent Mile 23 Nov 2024

Holiday Express, to the Lighting of the Christmas Tree

Millennium Park 22 Nov 2024

Holidy Express 2 (Magnificent Mile lights Parade)

North Michigan Avenue 23 Nov 2024

Frisch Holiday Party!

531 N Racine Ave 21 Nov 2024

Christkindlmarket Chicago 2024

Daley Plaza 22 Nov 2024

Christmas Market Day Two!

5504 W Lawrence Ave 1 Dec 2024

Hyde Park Holly-Day

Harper Court 7 Dec 2024

Art + Fashion Sample Sale - Up to 50% Off - RSVP ONLY

Isabelle Gougenheim Studio 22 Nov 2024

Mistletoe Market Craft Fair

Pope Francis Global Academy 8 Dec 2024

Holiday Market at The Gwen

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago 1 Dec 2024

KEWN Gift Wrapping and Networking Holiday Brunch

Community Alternatives Unlimited 7 Dec 2024

theWit Tree Lighting

theWit Chicago, a Hilton Hotel 21 Nov 2024

It's A Goblin Market Friendsgiving

Goblin Market Manga & Curiosities, North Lincoln Avenue, Chicago, IL, USA 1 Dec 2024

Annual Holiday Soror Sip

Norman's Bistro 21 Nov 2024

A Merry Drag Brunch of Christmas!

La Luna 7 Dec 2024

Embracing Indigenous Foods Cooking Class

American Indian Health Service of Chicago Inc 21 Nov 2024

The Market Shop Holiday Pop-Up

Time Out Market Chicago 7 Dec 2024

Comedy N Cream: Home for The Holidays

Emerald City Coffee 5 Dec 2024

Cookies and Photo With Santa

European Chalet Banquets 1 Dec 2024

Music with Brad Conroy

WineStyles Chicago 30 Nov 2024

2024 Caroling with the Carillon Concert

Rockefeller Memorial Chapel 6 Dec 2024

6th Annual Toy Drive for Comer Children's Hospital

Neighborhood Loans: Bucktown - NMLS ID: 222982 7 Dec 2024

Preparing our Hearts for Christmas Benefit Concert

St. Gertrude Catholic Church 7 Dec 2024

Shop + Sip Small Business Holiday Gift Fair

Swaby Chicago 13 Dec 2024

The Goblin Market Craft Fair

Goblin Market Manga & Curiosities, North Lincoln Avenue, Chicago, IL, USA 1 Dec 2024

Vintage on the Avenue

The Shops at North Bridge 6 Dec 2024

2024 ALPFA Student Affairs Holiday Bash

Theme House restaurant & karaoke 20 Dec 2024

DOG HOLIDAY PHOTOS

The Center of Order and Experimentation 8 Dec 2024

COMTO Chicago Holiday Party @ Toy Drive

Sip & Savor | 53rd Street - Hyde Park 5 Dec 2024

CELEBRATE BLACK OUT WEDNESDAY @ ERA

Era Social Club 28 Nov 2024

lululemon Members’ Holiday Shop at Southport

lululemon 12 Dec 2024

UCCA Grand Christmas Banquet 2024

Chicago 14 Dec 2024

Howl at the Moon Chicago Ugly Sweater Party

Howl at the Moon Chicago 13 Dec 2024

Hyde Park Holly-Day Celebration 2024

5235 S Harper Ct 7 Dec 2024

Austin Community Dinner & Gift Giveaway

501 N Central Ave 21 Dec 2024

Holiday Movie Night

American Indian Health Service of Chicago Inc 13 Dec 2024

Cozy Christmas Movie Night!

2134 W 18th St 14 Dec 2024

Unity In the Community Holiday Party

AKArama Foundation Inc Community Service Center 12 Dec 2024

Holiday Market

Stix n Brix Pizza 7 Dec 2024

Chicago Ugly Sweater Bar Crawl

Chicago 21 Dec 2024

The Official Christmas Bar Crawl - Chicago

Kitchen + Kocktails By Kevin Kelley - Chicago 14 Dec 2024

Chipride Volunteering + Cookie Exchange and Cards for Hospitalized Kids

Meeting House Tavern 8 Dec 2024

Thanksgiving Day Bears' Watch Party at The Harding Tavern

The Harding Tavern, North Milwaukee Avenue, Chicago, IL, USA 28 Nov 2024

This is Life Christmas Extravaganza

513 W 72nd St 21 Dec 2024

Millennium Park Holiday Market

Chase Promenade North tent at Millennium Park 22 Nov 2024

Bernard Terrell Cigars Presents Holiday Marketplace: Shop Small, Give Big!

Bernard Terrell Cigars 14 Dec 2024

A&A BALLET's Critically Acclaimed Art Deco Nutcracker Returns in 2024

Athenaeum Center for Thought & Culture 7 Dec 2024

The Holiday Makers Market

The Promontory 14 Dec 2024

Breakfast with Santa Chicago Neiman Marcus Saturday, December 14, 9:00am

737 N Michigan Ave 14 Dec 2024

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

Headquarters Beercade 29 Nov 2024

Old Town Presents... "The Holiday Hop"

Old Town 7 Dec 2024

Irish Christmas in America - Chicago IL

Old Town School of Folk Music 7 Dec 2024

ALL BLACK ATTIRE DAY PARTY @ REBAR

401 N Wabash Ave 1 Dec 2024

Holiday Mini Session - Chicago

Art On You Studio 23 Nov 2024

Maggiano's Downtown Chicago's Brunch with Santa

Maggiano's Downtown Chicago 1 Dec 2024

Chicago Tech Holiday Mixer

Arlo Chicago (Formerly Hotel Julian) 21 Nov 2024

Lakeview Small Biz Sip & Shop

The Colette Collection 21 Nov 2024

2024 Holiday Family Photoshoot and Give Back

west elm 23 Nov 2024

Breakfast With Santa!

Hard Rock Cafe Chicago, West Ontario Street, Chicago, IL, USA 28 Nov 2024

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

Headquarters Beercade 6 Dec 2024

Holiday Kick-Off Weekend

Eataly Chicago 22 Nov 2024

Holiday Kick-Off Weekend

Eataly Chicago 23 Nov 2024

Southport Holiday Stroll & Cocktail Crawl

Southport Ave from Belmont to Irving Park Rd 6 Dec 2024

Safety Meeting

Soul Full Chicago 23 Nov 2024

Photos With Santa 2024

Rainforest Learning Center 1 Dec 2024

Holiday Pops Chicago 2024

St Benedict Catholic Church 7 Dec 2024

Cut + Paste Collage Workshop w/ Artist Kee Mabin

Miyagi Records 21 Nov 2024

Downtown Chicago Christmas Light Cememony

901 N Clark St 22 Nov 2024

Rudolph's Holiday Market

1029 W 35th St, Chicago, IL 60609, 60608 7 Dec 2024

Drinksgiving at The Bassment

The Bassment 20 Nov 2024

Adults Night Out: Holidaze Presented by On The Rocks Premium Cocktails and -196 Vodka Seltzer

N Cannon Dr at W Fullerton Pkwy, Chicago, IL, United States, Illinois 60614 12 Dec 2024

Old Town Presents: The Holiday Hop

1610 N Wells St, Chicago, IL 60614, United States 7 Dec 2024

Breakfast with Santa- River North

800 N. Wells St Chicago, Il 60610 7 Dec 2024

Wicker Park Bucktown Winter Wonderland

Wicker Park Bucktown 26 Dec 2024

Holiday Drag Show✨

Time Out Market Chicago 14 Dec 2024

COMEALIVE: Winter Wellness Reset

FashionBar The Showroom & Consulting 7 Dec 2024

30/40s Holiday Happy Hour: Matchbox X Shaka Club

Ranalli's Pizza Bar - West Loop, Chicago 4 Dec 2024

Chicago SantaCon 2024

Chicago 21 Dec 2024

Christmas Market

5504 W Lawrence Ave 30 Nov 2024

Maggiano's Downtown Chicago's Brunch with Santa

Maggiano's Downtown Chicago 8 Dec 2024

Fab Fam Weekend Workshops: Holiday GiftCrafters

Griffin Museum of Science and Industry 23 Nov 2024

Kids Hot Coco with Claus

Time Out Market Chicago 15 Dec 2024

Victor & Jamie’s Holiday Laughtacular

The Lincoln Lodge 12 Dec 2024

Elf in Concert

Chicago Symphony Orchestra 13 Dec 2024

ALPFA Chicago GALA: Q4 Membership Social

22 W Hubbard St 4 Dec 2024

NAWBO Chicago 2024 Holiday Party

Bank of America Tower 4 Dec 2024

LEXGOLF 2024 Christmas Celebration & Toy Drive

Metropolitan Club Chicago 6 Dec 2024