Chicago's Best Heated & Enclosed Patios To Enjoy During Winter

Winter can really make the cabin fever kick in, but having fun outdoors isn't exactly an option. 

Luckily there's another option. Patio season is still pretty far off but many of Chicago's bars and restaurants have adapted to the chilly weather with all-season patios and rooftops.

Image via Facebook / Frontier


1072 N. Milwaukee Ave. - West Town

The beer garden at Frontier is a cool summertime hang thanks to its retractable glass-paneled roof, but the massive windows, lounge seating and beautiful stone fireplace keep you comfortable while soaking up some Vitamin D in the winter.

Logan Bar 

2230 N. California

Logan Bar at the Milwaukee/California corner is a hub for bar-goers still looking to give the illusion that they're drinking outdoors in February (yeah, right). The patio is enclosed during the winter but still lets whatever sunshine we're blessed with come through.

Image via Do312

Boiler Room

2210 N. California Ave. - Logan Square

If you're more in the mood for Jameson and pizza, try Boiler Room a couple doors down. The backyard beer garden is open all year and covered during the winter. 

image via facebook / Plymouth

Plymouth Restaurant & Bar

327 S. Plymouth Ct. - South Loop

The rooftop at Plymouth Restaurant & Bar is South Loop's best (and maybe only?) all seasons outdoor hang. Heaters warm the upstairs getaway and removable enclosures are on hand for when the temperature really dips. 

Image via facebook / Village Tap

The Village Tap

2055 W. Roscoe St. - Roscoe Village

There's nothing like patio fun at a great neighborhood tavern. Luckily it never stops at The Village Tap's year-round beer garden. 

image via facebook / ds tequila

DS Tequila

3352 N. Halstead St. - Lakeview

DS Tequila is a year-round party spot thanks to its year-round patio. Who doesn't like some good people watching? Enjoy a ringside view of Boystown.

Image via Facebook / FiresideChicago


5739 N. Ravenswood Ave. - Edgewater

It's the indoor fireplace and charming, heated patio complete with a retractable roof that makes Fireside one of the coziest destinations around. 

image via Eric Kleinberg/Courtesy of The J. Parker

J. Parker

1816 N. Clark St. - Old Town

J. Parker hooks it up with a tasty menu and city views so good you'll need to snap a photo. Its retractable glass atrium keeps your Instagram game from suffering during the cold months. 

Big Star

1531 N. Damen Ave. - Wicker Park

Big Star is a right of passage for some Chicagoans, which means that the patio is usually packed during the summer months. Come on a cooler day to grab a patio seat under the heaters and warm up with a pitcher of margaritas.

image via facebook / 90 miles

90 Miles

2540 W. Armitage Ave. - Logan Square

90 Miles on Armitage has a four-season patio and a BYOB policy. Perfect, right? If you want a full Cuban experience, drop on the first or third Tuesday of the month for live flamenco.

Image via Facebook / IOGodfrey

IO Urban Roofscape

127 W. Huron St. - River North

Not only is the IO Urban Roofscape the largest indoor/outdoor rooftop lounge in Chicago, but it also has an amazing view of the city's skyline. Sounds like the perfect place to unwind after work.

Image Via Facebook / BeatnikChicago


1604 W. Chicago Ave. - West Town 

West Town's newest hotspot Beatnik closes its full-length windows for the winter, but retains an open-air feel with its courtyard-style dining room, lush greenery and glass rooftop. Let the sun shine down while you sip on some of the best cocktails on the block—even in the dead of winter.

Image via Dark Horse Tap & Grille

Dark Horse Tap & Grille

3443 N. Sheffield Ave. - Wrigleyville

Wrigley Field might be in winter hibernation until April but walk down the street to enjoy some outdoor fun at Dark Horse's year-round beer garden. The rustic, 50-seat space has panel enclosures for extra chilly days. 

Image via Boleo


122 W. Monroe St. - Loop

Soak in the views from the 15th floor of the Kimpton Grey Hotel under the all seasons retractable glass roof at Boleo. Enjoy some South American-inspired bites while you're there. 

Image via Facebook / StellaBarraPizzeria

Stella Barra Pizzeria

1954 N. Halsted St. - Lincoln Park

As winter settles in Chicago, Stella Barra's rooftop retracts and the fireplaces flicker on, creating a cozy environment perfect for pizza consumption!

Photo via Paradise Park

Paradise Park

1913 W. North Ave. - Wicker Park

It's no secret that the giant patio that occupies more than the front half of this quirky, trailer-park-themed bar is the main attraction. But what happens when your main attraction is threatened by Chicago's many chilly months? You cover it and heat it, of course! Pizzas are served year-round on this patio.