Chicago’s Holiday Pop-Ups: 30 Must-Visit Spots Right Now!

URGENT UPDATE: Chicago is buzzing with excitement as 30 holiday pop-ups and themed bars open their doors this season, inviting locals and visitors to immerse themselves in festive cheer right now. From rooftop igloos to winter wonderlands, these spots are perfect for sipping holiday cocktails, enjoying comfort food, and creating unforgettable memories with family and friends.

Latest reports confirm that these pop-ups are designed to make your holiday experience magical. Notably, the Winter Wonderland at JoJos Shake Bar is transforming into a festive haven with extensive decor and themed cocktails. Activities include ornament painting and gingerbread decorating, available through December 24 from 11 a.m. to 10 p.m. on weekdays and until midnight on weekends at 23 W. Hubbard St. Reservations are recommended.

Another highlight is the Holly Jolly Holiday Bar at Puttery, which features floor-to-ceiling tinsel and ornaments. Tickets start at $22 for a 90-minute open seating, available until December 28. Hours are from 5:15 p.m. to 10:30 p.m. on select days at 932 W. Randolph St.

For those seeking a unique twist, DMen Tap is hosting the Krampus pop-up, where the mythical Christmas demon takes center stage. The festivities kick off with a costume parade on December 5 and run until December 29, open from 4 p.m. to 2 a.m. daily at 2849 W. Belmont Ave.

The Sleigh Bar at the Sheraton Grand Chicago is another must-visit spot, featuring holiday cocktails and complimentary appetizers. Open every day through December 30, reservations are suggested for the peak hours of 5:30 p.m. to 8 p.m. at 301 E. North Water St.

As excitement builds, Replay Lincoln Park is celebrating the final season of “Stranger Things” with their Stranger Christmas pop-up, filled with themed cocktails and trivia nights, running through December 30 from 6 p.m. to midnight at 2833 N. Sheffield Ave.

The festive spirit continues with the Jingle Junkie pop-up, returning for its fifth year in Wrigleyville. With a heated ski lodge-inspired patio and an array of holiday cocktails, this spot stays open until January, boasting hours from 3 p.m. to 2 a.m. during the week at 3478 N. Clark St.

More than just bars, these pop-ups are creating communal experiences. Christmas Club invites revelers to enjoy two floors of holiday cheer with food and drink packages starting at $25, open through early January at 3460 N. Clark St.

Check out the Christmas Inn at the Hubbard Inn, featuring themed events like “No Naughty List” Wednesdays and “Music Bingo” Mondays, available until January 1 at 110 W. Hubbard St.

For those who enjoy a lively atmosphere, Frosty’s is hosting grand celebrations with four bars and dance floors open until December 31 at 809 W. Evergreen Ave. Tickets are available online.

As the holiday season progresses, be sure to visit these engaging pop-ups that are designed to spread joy and create lasting memories. Whether you’re looking for cozy gatherings or festive experiences, Chicago’s holiday offerings are ready to welcome you with open arms.

Don’t miss out on the magic—plan your visits now! For additional details or to suggest a pop-up we might have missed, contact [email protected].