The best Christmas bars and holiday pop-ups in Chicago

This immersive, multi-level Christmas pop-up bar boasting wall-to-wall holiday decor returns to Wrigleyville, taking over Bamboo Bar during the most festive time of the year. You'll find photo-ops galore as well as drinks decked out with decorative garnishes and garlands, including large-format cocktails like the Tropical Sleigh Ride and Moët Mistletoe. Feeling hungry? Feast upon festive options like Santa's Smash Burger, Festive Fry Flight and Grinch Shake. Don't forget to snag a reservation before you head to Santa Baby—families are welcome to stop by during the day, but after 8pm it's 21+. For full holiday hours, check Santa Baby's website.

The 2003 holiday movie Elf takes center stage at this Wrigleyville pop-up located inside of Stretch Bar & Grill, which gets dressed up with more than 1,000 decorative elves, Christmas trees and plenty of festive Christmas lights. Take a seat at tables stocked with the four main food groups (candy, candy canes, candy corn and syrup) and treat yourself to a plate of Buddy's breakfast pasta (spaghetti loaded with maple syrup, chocolate fudge and syrup, mini marshmallows and strawberry frosted pop tarts) or a beer served in a 36-ounce elf boot. Want to catch a glimpse of Buddy the elf himself? Visit the pop-up between Thursday and Sunday, when he's known to make appearances from time to time. 

Frosty's Christmas Bar near Goose Island brings three levels of festive fun, four bars, two dance floors, life-size toy soldiers and a themed soundtrack that keeps the crowd bumping well past midnight every night of the week. Don your favorite holiday attire and enjoy a glass of something boozy and marshmallow-topped while eating Christmas cookies amid the twinkling lights, tinsel and over-the-top decorations.

If you're jonesing for an outdoor Christmas adventure this year, the folks behind Jack's Pumpkin Pop-Up are bringing back its winter sibling in Fulton Market. The sprawling two-acre attraction boasts a Christmas market, photo opportunities and a variety of activities like ice skating, bumper cars, axe throwing, curling and more. You'll also have the opportunity to sip on boozy hot cocoa and other holiday cocktails while wandering through a light-filled Christmas tree walk.

Chicago's only Hanukkah-themed pop-up takes over The Graystone Tavern in Wrigleyville for another year, filling the bar and weatherproof patio with more than 30,000 blue-and-white lights, dreidel ornaments, lighted menorah and a Hanukkah sweater wall (among other festive bits of decor). Dine on Hanukkah classics like latkes and matzo ball soup alongside not-so-classic options like a gelt fudge sundae. Pair your meal with a novelty cocktail—we're going with the Mega Mensch Mule, a 96-ounce drink that serves 6-8 people. Chag Sameach!

It’s not the holidays until you’ve heard “All I Want For Christmas Is You” a thousand times, so it only makes sense that a Mariah Carey-themed pop-up bar is coming to Chicago this season. Set inside the Virgin Hotels Chicago, Black Irish by Mariah Carey is a winter wonderland experience where guests can recreate the iconic cover photo from Mariah Carey's Magical Christmas Special, write letters to Carey herself and sip cocktails made with Black Irish, the Irish cream liqueur inspired by the singer’s heritage.

Immerse yourself in a picture-perfect whimsical décor, sparkling lights and breathtaking Chicago skyline views from the 22nd floor and indulge in a delightful selection of holiday-themed cocktails, including steaming spiced mulled wine and chilled festive drinks. LondonHouse Chicago's rooftop also offers cozy heated igloos, which can be booked by contacting rsvp@londonhouse.com; reservations require a $600 food and drink minimum.

Logan Square cocktail bar Pink Squirrel has been given a full makeover for the holidays. The space is decked out with festive ornaments, providing guests an immersive experience as they sip on milkshakes and cocktails while enjoying activities like cookie decorating and duckpin bowling. Reservations are only required for the bowling lanes.

Situated on the ground floor of the Chicago Athletic Association, Happy's transforms the hotel's Tank space into a holly, jolly wood-paneled dive bar serving cocktails and bar bites created by Land and Sea Dept. Admission is free and the pop-up is just a short walk from the Millennium Park ice skating rink.

The weather outside might be frightful, but you'll be plenty cozy inside JoJo's Shake Bar, which has transformed every inch of its outdoor patio into a Winter Wonderland decorated with an eight-foot tall nutcracker, giant ornaments and thousands of string lights. Treat yourself to over-the-top shakes—such as the Winter Wonderland Biggie Shake, which is peppermint flavored and topped with cookies, marshmallows, a candy cane and a snowman made of donut holes—and fanciful seasonal cocktails like Santa's Sangria, and be sure to grab a table close to the pop-up's Christmas tree. You can also sign up for festive events, including mixology classes, ornament painting and gingerbread house decorating workshops.

River Grove tiki bar Hala Kahiki has transformed into Sippin’ Santa, a famed holiday pop-up with locations across the country. The tropical experience features over-the-top, kitschy decor and a themed cocktail menu, including new and returning drinks like Sugar Plum Mai Tai, Merry Spritzmas and Frosty the Merman.

Lettuce Entertain You’s popular tropical bar is transforming from a sandy paradise to a snowy winter escape for the season. Sip on special holiday cocktails, like the Mistletoe Mai Tai, Hot Buttered Rum and Eggnog Grasshopper, served in charming and festive vessels and glassware. Guests can even pick up their own mugs to take home or gift from the bar’s retail shop.

River West bar The Dandy Crown is transforming into a festive pop-up, complete with yuletide cheer and deliciously decadent cocktails. Sip both boozy and non-alcoholic concoctions made with seasonally-tinged ingredients and served in cheerful glassware. The bar will also host themed events, such as holiday trivia and an ugly sweater night, throughout December.

Located right across from Gallagher Way (and its winter wonderland), Wrigleyville cocktail spot Mordecai is spreading holiday cheer by decorating its second floor bar with festive string lights, hanging ornaments, colorful tinsel, mounted wreaths and more. The mixologists are complementing the space with creative libations like a winter-inspired old fashioned and gingerbread milk punch. Reservations are recommended but walk-ins are welcome.

Krampus—the folkloric creature that frightens children who have misbehaved throughout the year—returns to Avondale's DMen Tap for a Christmas pop-up that's more naughty than nice. The pop-up launches December 6 with a traditional Krampus parade (feel free to wear your best Krampus costume when you attend) before continuing on throughout the month with plenty of Krampus-themed events.

Taking over River North’s Tree House Chicago, this whimsical winter wonderland is filled with festive touches, enchanting decor and hidden surprises. Guests can step through ivy-covered doors and indulge in a curated menu of holiday cocktails while snapping pics in photo-ready spots.

Moe’s Cantina in Wrigleyville celebrates the spirit of Noche Buena with a Latin-themed holiday pop-up. The multi-sensory experience is infused with Latin music, holiday-inspired drinks and festive decorations reminiscent of a traditional Latin Christmas. Stop in for weekly themed programming like tropical nights—featuring salsa, cumbia, merengue, bachata and more—and loteria brunch on Sundays.

If you want some fun and games to accompany your holiday festivities, look no further than Headquarters Beercade. Expect over-the-top photo ops, like a full-sized Santa sleigh and naughty or nice thrones, plus a selection of themed holiday drinks.

There’s plenty of cold weather fun to be had on the Art Deco-inspired terrace at the Gwen Hotel, which offers curling lanes plus fire pits and hot cocktails so you can warm up between rounds. Heat lamps are set up around the perimeter to keep things toasty and you can also hang out with a group around one of the fire tables.

The Godfrey’s rooftop becomes a winter wonderland when the temperatures plunge, featuring clear heated igloos decorated with festive lights that can be booked for groups of up to 10 people indulging in bottle service. Even if you’re not going all out, you can hang out at a booth under the retractable roof or gather around an outdoor fire pit for s’mores and a hot cocktail.

Look out over Lake Michigan and Millennium Park from the glass atrium on top of the Chicago Athletic Association hotel. The outdoor terrace is accessible year round and features fire pits to keep you toasty while you sip drinks. Cindy’s is running an après ski-inspired pop-up, with classic cold weather cocktails and themed decorations that transport guests to a snowy mountain getaway, daily through February 28.

Just because baseball season is over doesn't mean the action in Wrigleyville goes into hibernation. Alma, the Hotel Zachary bar located across from Wrigley Field, is bringing back its heated terrace globes from November 16 to January 26. Up to six guests can enjoy holiday cocktails or kid-friendly options like hot chocolate, eggnog or sparkling cider, plus a build-your-own s’mores station curated by Amy’s Candy Bar. The globes also come equipped with a record player so you can play some holiday tunes, as well as board games and Polaroid cameras to help capture those picture-perfect moments.

Fairmont Chicago has brought back its seasonal experience, Fairmont Lodge, for another year of wintry fun. The hotel’s lobby is transformed into a wonderland featuring themed décor, festive programming and seasonal menus. Guests can reserve a Lodge experience and indulge in hand-crafted cocktails and sweet and savory fondue, capped off with some tabletop s'mores. There’s also live entertainment Thursday through Saturday.

The Talbott Hotel has turned its Gallery and patio into a cozy, whiskey-fueled haven. Guests can wrap themselves in blankets, sip on boozy or nonalcoholic hot cocoa and cider, enjoy cocktails from High West Whiskey (like the Hip Flask Pioneer served in a keepsake flask) and toast marshmallows for tabletop s’mores.