The holiday season is already in full swing, and Chicago has no shortage of the best festive pop-ups and attractions to bring the magic to life. Whether you’re in the mood for dazzling lights, interactive events or cozy holiday vibes, this guide highlights the best seasonal experiences. See our article about the Christkindlmarket at Daley Plaza here.
Light Up the Lake at Navy Pier
Dates: Nov. 29 – Jan. 5, 2025
The Scoop: Navy Pier transforms into a winter wonderland featuring millions of lights, outdoor displays visible from DuSable Lakeshore Drive and unique attractions like a two-story ice slide and a high-flying Wave Swinger ride. Enjoy Saturday night fireworks, festive artisan markets and bonfires at the beer garden. Don’t miss the first-ever holiday drone shows on Dec. 6 and 13!
Why Go: Perfect for families or a festive night out, this event combines holiday cheer with iconic lakefront views.
Shoreline’s North Pole
Dates: Fridays through Sundays, Nov. 22 – Dec. 13, daily afterwards
Not Santa’s Sleigh: Get your photo taken with Santa Claus at Shoreline Sightseeing’s Michigan Ave. dock as you board the Cap Streeter for a cruise down the Chicago River. Pick up a festive beverage or a hot chocolate at the ship’s bar for extra holiday cheer. On Saturdays and Sundays throughout the season, Shoreline is also running the Holiday Express Water Taxi from Navy Pier to Michigan Ave. and Union Station/Willis Tower.
Why Go: Shoreline’s award-winning cruises are great year-round, not just in the summertime.
Reindeer Games Christmas Pop-Up at HQ Beercade
Dates: Nov. 22 – Dec. 31
The Details: HQ Beercade in River North decks the halls with over-the-top decor, interactive installations and photo ops like a full-sized sleigh and the “Naughty or Nice” throne. Sip on festive cocktails while enjoying the immersive North Pole atmosphere.
Why Go: A lively escape for holiday revelers needing a break from the hustle and bustle.
Tinsel & Tunes at The Pippin’s Lounge
Dates: Fridays & Saturdays, Nov. 22 – Dec. 28
The Vibes: Tucked behind Pippin’s Tavern, this cozy piano bar transforms into a festive haven with yuletide decor, holiday-themed drinks and lively dueling piano performances. Sing along to classic Christmas tunes while soaking in the merry atmosphere.
Why Go: A perfect date night or group outing for those who love music and holiday cheer.
North “Pole” Distillery at North Shore Distillery
Dates: Dec. 1 – Jan. 4, 2025
The Event: Illinois’ original craft distillery and North Shore staple is transforming into a winter wonderland this year. The Tasting Room and Cocktail Bar will feature festive decor, delicious holiday-themed drinks and seasonal activities. This Green Oaks distillery is leaving no stone unturned with fun holiday glassware, whimsical details, and elaborate garnishes.
Why Go: Sip on its famous hot buttered rum, made-from-scratch eggnog and other delicious delights.
Pawlidays at River Shannon
Dates: Nov. 20 – Dec. 31
The Fun: This Lincoln Park dog-friendly bar goes all-in on holiday decor and treats for furry visitors. Mondays in December feature Cookies & Cocoa sessions where you can decorate cookies while sipping boozy hot cocoa.
Why Go: Great for pet lovers and those looking to enjoy holiday-themed drinks and games in a cozy neighborhood spot.
ZooLights at Lincoln Park Zoo
Dates: Nov. 22 – Jan. 7, 2025
The Magic: Stroll through more than 3 million twinkling lights, ride the Ferris wheel and warm up with hot chocolate or s’mores. Special nights feature carolers, professional ice carvings and a new Light Lounge experience.
Why Go: A must-see tradition for families and anyone looking to embrace the holiday spirit outdoors.
Lightscape at Chicago Botanic Garden
Dates: Nov. 17 – Jan. 7, 2025
The Glow: This reimagined light trail at the Chicago Botanic Garden in suburban Glencoe features dazzling installations debuting in the U.S., set to music and art. Explore breathtaking displays like fairy lights and kinetic LED grasses while enjoying seasonal snacks and warm beverages.
Why Go: Perfect for a magical evening under the stars with loved ones.
Illumination: Tree Lights at Morton Arboretum
Dates: Nov. 18 – Jan. 1, 2025
The Experience: Wander a one-mile path at Lisle’s Morton Arboretum filled with 17 light and music installations that celebrate the beauty of trees in winter. Warm up by a fire for s’mores or enjoy the laser light finale on Meadow Lake.
Why Go: An enchanting mix of nature and art, ideal for creating lasting holiday memories.
More Navy Pier Events
Santa Visits in the Family Pavilion: Fridays, Saturdays and Sundays, Nov. 29 – Dec. 22, Santa returns to greet children in the Family Pavilion. For a festive twist, join him for breakfast at Harry Caray’s Tavern on Dec. 8 and 15.
Winterland at Illuminarium: From Nov. 22 – Jan. 5, 2025, step into a dazzling world of oversized ornaments, giant Christmas trees and snow-covered forests in this ticketed immersive experience.
Lakefront Lodge & Curling by the Lake at Harry Caray’s Tavern: From November through February 2025, cozy up in the rustic Lakefront Lodge, complete with a fireplace, leather seating and access to a private outdoor curling rink and heated igloos.
Margaritaville’s Christmas Island: From Nov. 22 to Dec. 31, celebrate the season Jimmy Buffett-style with holiday cocktails and festive lights. Don’t miss the Reindeer Games every Saturday at 7 p.m., leading into Navy Pier’s winter fireworks at 9 p.m.
From twinkling lights to festive cocktails and interactive experiences, Chicago’s holiday pop-ups and attractions are a surefire way to celebrate the season. Bundle up, grab your friends and family and dive into the city’s magical winter wonderland!
