A Chicago winter is no joke, but there are plenty of ways to enjoy it — both indoors and out. Embrace the elements with Chicago's best ice-skating rinks. Or go a different route entirely, warming up with a mug of cocoa or a fanciful tiki cocktail.

Here's how to cure your cabin fever in Chicago.


Girls at Millennium Park Ice Skating

Skate Your Heart Out!

Chicago is big on ice skating. And even bigger on unique ice-skating experiences. Here are our top three picks.

MILLENNIUM PARK: McCormick Tribune Ice Rink – There’s nothing like having the city skyline as your backdrop. This 16,000-square-foot rink along Michigan Avenue sits just below the iconic Cloud Gate sculpture (affectionately known as "The Bean”), surrounded by an outdoor gallery of installations and structures such as Crown Fountain and the Jay Pritzker Pavilion designed by Frank Gehry. 

  • Location: 201 E. Randolph Street (THE LOOP)
  • Admission: FREE / Skate rental: $12
  • Dates: November 17, 2017-March 4, 2018 (weather permitting)​
  • Contact: (312) 744-6050​

MAGGIE DALEY PARK: Ice Skating Ribbon – This is the newer of Chicago's two downtown options. It's a curvy 400-meter ribbon for more experienced skaters, and functions more like a floating lazy river of ice rather than your traditional oval. The best thing is the views — Lake Michigan to one side and Chicago’s incredible skyline to the other. 

  • Location: 337 E. Randolph Street (THE LOOP)
  • Admission: FREE / Skate rental: $12-14
  • Dates: November 17th-March 2018 (weather permitting)
  • Contact: (312) 552-3000

Sky Rink at Peninsula Chicago – The luxury hotel is once again using its fourth-floor outdoor terrace to create a unique winter experience for visitors. The Sky Rink is the only hotel ice-skating rink in the city, occupying approximately 2,100 sq. ft of terrace. To warm up, skaters can opt for a selection of hot beverages and snacks like warm pretzels, warm spiced nuts and beignets from the Sky Rink menu.

  • Location: 108 E. Superior Street (THE MAGNIFICENT MILE)
  • Admission: Price of skate rental ($15 adults, $10 children)
  • Dates: November 2017 - March 2018
  • Contact: (312) 337-2888


Cup of Hot Chocolate at Mindy's HotChocolate

Slurp on a Hot Chocolate

While Mindy’s HotChocolate in Bucktown serves up some delicious hot chocolate, as its names suggests, it has a great food menu, too. In the vicinity is Rick Bayless’s new Fonda Frontera, where you can — and should — ask for one of their hot chocolate creations. Another tip? Pair it with a churro.

At Katherine Anne Confections in Logan Square, you'll find European style hot chocolates in a variety of heart-warming flavors, topped with handcrafted, pillowy marshmallows (also in a variety of flavors). And when you’re down by the Magnificent Mile, head over to Ghirardelli Chocolate Shop, where delights like Sea Salt Caramel Hot Cocoa are served with a decadent Ghirardelli Square on the side. 

Dream of Sandy Beaches at a Tiki Bar

The elevated tropical cocktails at these choice spots are paradise in a glass. In Chicago's hip Northwest neighborhood of Avondale you'll find famed mixologist Paul McGee's tiki bar, an intimate hideaway called Lost Lake, with palm tree adorned walls and puffer fish chandeliers.

At the lively River North hotspot Three Dots and a Dash, tiki torches light an alleyway, leading you to an underground tropical lair. Take a seat at the thatched bar for a new take on classic and modern craft cocktails like "Zombie Punch" and "Bikinis After Dark."

Stroll in a Winter Garden

Sitting in a garden may not be the first thing that comes to mind when you think winter in Chicago. But the city is home to verdant conservatories that offer oases of green in the midst of the bitter cold.

At Lincoln Park Conservatory you'll not only find “paradise under glass,” but during the Holiday Flower Show from late November through early January, the Conservatory is transformed into a winter wonderland filled with colorful poinsettias, twinkling trees and model trains that wind through the plantings.

And at Garfield Park Conservatory, visitors soak in two indoor acres of green, making this one of the largest conservatories in the nation. Designed by legendary landscape architect Jens Jensen, thousands of plant species are on display throughout eight distinctive rooms. In February, the Garfield Park Conservatory celebrates the Chinese New Year complete with dragons and fun family activities.

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Related Listings

Millennium Park
201 E. Randolph St.
Chicago, IL 60601
(312) 744-6050

Ghirardelli Ice Cream & Chocolate Shop
830 N. Michigan Ave.
Chicago, IL 60611
(312) 337-9330

Mindy's HotChocolate
1747 N. Damen Ave.
Chicago, IL 60647
(773) 489-1747

Lincoln Park Zoo
Cannon Dr. at Fullerton Parkway
Chicago, IL 60614
(312) 742-2000

Three Dots and a Dash
435 N. Clark St.
Chicago, IL 60654

Fonda Frontera
1471 N. Milwaukee Ave.
Chicago, IL 60622
(872) 829-3821

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