Chicago transforms into a winter wonderland every holiday season, and part of the magic includes a vibrant lineup of festive pop-up bars. Whether you're looking to cozy up with spiked hot cocoa, snap some pics with Santa, or immerse yourself in a world of tinsel and twinkling lights, these pop-ups are bound to make your holiday season merry and bright. Here are Chicago’s 10 must-visit holiday pop-up bars to add to your list!
Frosty’s A Christmas Pop-Up
Location: Frosty's Chicago
Step into Frosty’s for a multi-level holiday extravaganza filled with garland, lights, and more Christmas décor than you can imagine. With over-the-top decorations, a dance floor, and holiday-themed cocktails, this bar is a full-on Christmas party. It’s festive, it’s fun, and it’s the perfect spot to let loose this season!
Santa Baby Bar
Location: Wrigleyville
Santa Baby Bar is back to bring cheer to Wrigleyville! With multiple themed rooms, including the Grinch’s Piano Bar and a holiday speakeasy, there’s no shortage of holiday photo ops here. Sip on the "Naughty & Nice" cocktails and dive into holiday treats as you explore each jolly room of this interactive experience.
Tinsel Town at The Pink Squirrel
Location: Logan Square
Head to The Pink Squirrel for Tinsel Town, where you can enjoy holiday cocktails inspired by the classics. This retro-styled bar is decked out with ornaments and lights, setting a nostalgic holiday mood. Perfect for those looking to sip on festive drinks in a laid-back, old-school atmosphere.
Jack Frost Christmas Holiday Pop-Up
Location: Goose Island
Embrace the outdoor holiday spirit at Jack Frost’s winter wonderland! This cozy outdoor pop-up features heated tents, fire pits, and endless Christmas decorations. From photo ops in their igloo lounges to festive food and cocktails, Jack Frost promises a snowy escape within the city.
Elf’d Up
Location: Chicago’s West Loop
Inspired by everyone’s favorite Christmas movie Elf, this pop-up is a tribute to Buddy and all things “elf-ish.” Expect snowball fights (yes, inside), oversized candy canes, and, of course, “Syrup” cocktails. It’s perfect for fans of the movie or anyone wanting a dose of childhood nostalgia.
Mariah Carey’s Holiday Pop-Up
Location: Virgin Hotels Chicago
Mariah Carey is the queen of Christmas, and Virgin Hotels Chicago has the perfect holiday tribute. Decked out with lavish, diva-worthy holiday decor, this pop-up offers specialty cocktails inspired by Mariah’s greatest hits. Enjoy a classy atmosphere paired with a little Christmas magic from the “All I Want for Christmas” star herself.
Winter Wonderland at JoJo’s Shake Bar
Location: River North
JoJo’s Shake Bar transforms into a Winter Wonderland, featuring giant Christmas trees, life-sized candy canes, and decadent holiday shakes. Try their famous hot chocolate or a boozy shake, all while soaking in the Instagram-worthy atmosphere. This spot is perfect for families or anyone looking to treat themselves this season.
Rudolph’s Holiday Igloos at LH Rooftop
Location: LondonHouse Chicago Rooftop
Experience the Chicago skyline like never before from Rudolph’s Holiday Igloos! These heated rooftop igloos offer breathtaking views of the city along with festive cocktails and a cozy ambiance. Book in advance, as these spots go quickly – it’s a picture-perfect experience worth every moment.
Holly Jolly Bar at Whiskey Business
Location: Wicker Park
Whiskey Business transforms into a Holly Jolly Bar during the holiday season, decking out its rooftop with holiday lights, ornaments, and snow machines for an extra wintery feel. Their drink menu offers a blend of holiday classics and new creations. Grab a seat and enjoy the holiday spirit while overlooking the Wicker Park neighborhood.
Home Alone at Almost Home Tavern & Grill
Location: Wrigleyville
Inspired by the classic Chicago-based holiday movie, Home Alone, this pop-up brings Kevin McCallister’s antics to life with themed cocktails and décor reminiscent of the movie. Whether you’re a fan of the Wet Bandits or just want to enjoy a holiday-themed drink, this spot offers a fun take on a beloved classic.
Chicago’s holiday pop-up bars are an experience in themselves, each one offering a unique twist on seasonal festivities. Whether you’re looking for nostalgia, glamour, or just a fun night out with friends, these holiday pop-ups are the place to be this season! Grab your friends, snap some photos, and let the holiday spirit take over.
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