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A large bar space with glass windows and roof.
Offshore offers Chicagoans a welcome winter retreat with sweeping views.
Barry Brecheisen/Eater Chicago

18 All-Season Patios to Escape the Chicago Cold

The weather outside is frightful, but retractable rooftops and enclosed patios are so delightful.

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Offshore offers Chicagoans a welcome winter retreat with sweeping views.
| Barry Brecheisen/Eater Chicago

When the weather gets cool, many Chicagoans cling to denial of the reality that winter is around the corner or already here. Thankfully, some of Chicago’s restaurants and bars have just the right cure for cabin fever — all-seasons patios. With enclosed escapes and retractable roofs, these restaurants and bars have pulled out all the stops to keep the dream of warmer weather alive.

Here are 18 solid restaurants and bars where diners and drinkers can hang out all year long. For the 2019 update, new additions include Utopian Tailgate, Offshore, Paradise Park, and Open Outcry.

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Note: Restaurants on this map are listed geographically.

1. Village Tap Bar

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2055 W Roscoe St
Chicago, IL 60618
(773) 883-0817
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This Roscoe Village beer garden closes up its back patio when the weather gets cold, filling it with space heaters for imbibers to huddle around picnic tables. The bar also has regular tap takeovers and special beer tapping events, so check the schedule to see when’s best to stop in for a brew.

2. Off Site Bar

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2657 N Kedzie Ave
Chicago, IL 60647
(773) 276-7110
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Doughnuts, coffee, and cocktails are the breakfasts of champions, and OSB at Longman & Eagle has all those figured out. The tiny bar encloses itself in the winter, meaning even if it’s cold outside, the all-day spot stays warm and cozy.

A small bar
Off Site Bar is an indoor-outdoor space.
Longman & Eagle [Official Photo]

3. The Boiler Room

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2210 N California Ave
Chicago, IL 60647
(773) 276-5625
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Logan Square’s resident PB&J spot is just right when the temperature drops. Customers flock to this hipster haven to eat slices of pizza and down shots of Jameson around picnic tables and watch whatever’s on the screen that night and forget that it’s too chilly to be outside.

4. Cafe Ba-Ba-Reeba!

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2024 N Halsted St
Chicago, IL 60614
(773) 935-5000
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Cafe Ba-Ba-Reeba’s patio is already almost fully enclosed, which makes it perfect for the winter. The glass-covered rooftop allows natural light to come in, making it easy to forget the chill of the outdoors. And the tapas doesn’t hurt, either.

Quaint, cozy, and full of character. Turn to Ba-Ba-Reeba for planning your private party in Chicago's own tapas venue. Inquire today: https://bit.ly/2Nx3x9l

Posted by Cafe Ba-Ba-Reeba on Wednesday, October 16, 2019

5. 90 Miles Cuban Cafe

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2540 W Armitage Ave
Chicago, IL 60647
(773) 227-2822
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If cozy Cuban food isn’t enough to cut the chilly night, 90 Miles’s covered patio sure is. It’s heated so diners can sit “outside” all winter long. Concerts and flamenco nights further set the mood.

6. Irazu

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1865 N Milwaukee Ave
Chicago, IL 60647
(773) 252-5687
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Hearty Costa Rican food pairs great with a patio, and Irazu’s renovation makes it accessible all year long. The laid back patio encloses over the winter, so feel free to chow down on that casado plate whenever with a bottle of BYO-wine.

7. The J. Parker

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1816 N Clark St
Chicago, IL 60614
(312) 254-4747
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The J. Parker is a favorite of many overlooking Lincoln Park. In the winter, drinkers can catch glimpses of the expansive park covered in a dusting of snow while sipping cocktails from the glass-enclosed rooftop.

Boozin' with a view #JParkerChicago #HotelLincoln

Posted by The J. Parker on Thursday, September 19, 2019

8. Utopian Tailgate

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1608 N Wells St
Chicago, IL 60610
(312) 210-7799
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Many sports fans are used to eating and drinking in frigid temperatures, but Fifty/50 Restaurant Group’s new psychedelic tribute to tailgate culture on the roof of Second City hopes to lure them in from the cold. The space now features heaters and enclosures designed to keep the party going all year long.

A large, colorful rooftop bar patio with astroturf.
Utopian Tailgate staff transform this patio into a winter hotspot with heaters.
Barry Brecheisen/Eater Chicago

9. Paradise Park

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1913 W North Ave
Chicago, IL 60622
(773) 687-9117
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This quirky Wicker Park pizza bar from the owners of Homeslice and Happy Camper sports a large patio out front that staff transform into a winter retreat. A clear tent encloses the entire space and it offers a new overhead heating system, keeping patrons and pies warm and cozy.

View this post on Instagram

Just another day in paradise

A post shared by Paradise Park (@paradiseparkchi) on

10. Frontier

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1072 N Milwaukee Ave
Chicago, IL 60642
(773) 772-4322
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Strung lights and big wooden columns make this bar and whole animal eatery’s patio feel homey. In the winter, the whole thing gets covered by a tent which means it never has to close. There’s also a fireplace so the patio stays nice and cozy even when the weather’s especially cold.

An indoor-outdoor patio space.
Frontier’s whimsical year-round patio.
Frontier [Official Photo]

11. IO Godfrey Rooftop Lounge

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127 W Huron St
Chicago, IL 60654
(312) 374-1830
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This swanky rooftop bar has signature cocktails and a retractable roof that looks into River North, plus rooftop igloos for groups. Neon lights give the IO Godfrey more of a nightclub feel, but it’s just right for dressing up and pretending it’s warm.

12. Offshore Chicago

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1000 E Grand Ave
Chicago, IL 60611
(312) 535-6660
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Tourist attraction Navy Pier is now home to the country’s largest rooftop bar, a claim confirmed by Guinness World Records, and it’s open all year round. Retractable glass walls seal off the 36,000 square-foot space from the elements so patrons can comfortably dine while taking in lake views.

A large bar space with glass walls and roof.
Offshore’s retractable glass walls provide welcome shelter from the winter.
Barry Brecheisen/Eater Chicago

13. Waydown

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7th floor, 311 North Morgan Street
Chicago, IL 60607
(312) 764-1919
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This popular rooftop party spot atop the Ace Hotel keeps it cool in the winter by booking the venue with DJs through the season. The indoor space allows for flowing drinks and views overlooking West Loop, while sipping on an always-rotating frozen cocktail to really stick it to winter.

A bar space inside a hotel.
The Waydown in the Ace Hotel parties all winter long.
Lyndon French

14. Saint Lou's Assembly

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664 W Lake St
Chicago, IL 60661
(312) 600-0600
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The outdoor lounge area may close in the winter at Saint Lou’s Assembly, but the covered part of the West Loop patio works perfectly to give a picnic feel for weekend all-day drinking. With a few long picnic tables and tall two-tops, the space feels just like summer, but with protection from the cold.

An enclosed patio space.
Saint Lou’s is keeping it cozy.
Clayton Hauck

15. Cindy's

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12 S Michigan Ave
Chicago, IL 60603
(312) 792-3502
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This rooftop favorite is a must during the summer, but in the winter the glass roof still lets in the sunshine. And if one dares, there are outdoor fire pits and blankets to get a wintery overlook of the city. But no need to fret, the normally open doors next to the terrace are closed to get a view from the warm and cozy confines of the great indoors.

Cindy’s
Tourists and locals love Cindy’s.
Chicago Athletic Association [Official Photo]

16. Boleo

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122 W Monroe St
Chicago, IL 60603
(312) 750-9007
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Empanadas and Fernet and colas help diners pretend that the weather’s warm. Plus, the rooftop’s skylight of this swanky Latin spot lets in just the right amount of sun to feel warm even if it’s freezing outside.

A sunny indoor restaurant space.
Boleo has a warm sunny feeling all year long.
Boleo [Official Photo]

17. VU Rooftop Bar

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133 E Cermak Rd
Chicago, IL 60616
(312) 528-0191
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The large space above McCormick Place is a popular destination for an escape from the wintery weather with indoor activities like karaoke and multiple bar spaces. Whether it’s brunch or dinner, the expansive menu and cocktail lists keep the weekend going while retractable windows keep the rooftop spot warm.

A rooftop bar space.
VU Rooftop Bar offers plenty of indoor activities.
Barry Brecheisen/Eater Chicago

18. Open Outcry Brewing Company

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10934 S Western Ave
Chicago, IL 60643
(773) 629-6055
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This South Side beer destination opened a long-planned rooftop space last spring that now features heated enclosures, a move owners are calling #DomeLife. It’s executed in partnership with area businesses to create cozy spots for drinking and socializing.

Welcome to #DomeLife 2019-20! Your domes are ready, #Southside! We saw a lot of snuggling, beer drinking and...

Posted by Open Outcry Brewing Company on Saturday, November 9, 2019

1. Village Tap Bar

2055 W Roscoe St, Chicago, IL 60618

This Roscoe Village beer garden closes up its back patio when the weather gets cold, filling it with space heaters for imbibers to huddle around picnic tables. The bar also has regular tap takeovers and special beer tapping events, so check the schedule to see when’s best to stop in for a brew.

2055 W Roscoe St
Chicago, IL 60618

2. Off Site Bar

2657 N Kedzie Ave, Chicago, IL 60647
A small bar
Off Site Bar is an indoor-outdoor space.
Longman & Eagle [Official Photo]

Doughnuts, coffee, and cocktails are the breakfasts of champions, and OSB at Longman & Eagle has all those figured out. The tiny bar encloses itself in the winter, meaning even if it’s cold outside, the all-day spot stays warm and cozy.

2657 N Kedzie Ave
Chicago, IL 60647

3. The Boiler Room

2210 N California Ave, Chicago, IL 60647

Logan Square’s resident PB&J spot is just right when the temperature drops. Customers flock to this hipster haven to eat slices of pizza and down shots of Jameson around picnic tables and watch whatever’s on the screen that night and forget that it’s too chilly to be outside.

2210 N California Ave
Chicago, IL 60647

4. Cafe Ba-Ba-Reeba!

2024 N Halsted St, Chicago, IL 60614

Cafe Ba-Ba-Reeba’s patio is already almost fully enclosed, which makes it perfect for the winter. The glass-covered rooftop allows natural light to come in, making it easy to forget the chill of the outdoors. And the tapas doesn’t hurt, either.

2024 N Halsted St
Chicago, IL 60614

5. 90 Miles Cuban Cafe

2540 W Armitage Ave, Chicago, IL 60647

If cozy Cuban food isn’t enough to cut the chilly night, 90 Miles’s covered patio sure is. It’s heated so diners can sit “outside” all winter long. Concerts and flamenco nights further set the mood.

2540 W Armitage Ave
Chicago, IL 60647

6. Irazu

1865 N Milwaukee Ave, Chicago, IL 60647

Hearty Costa Rican food pairs great with a patio, and Irazu’s renovation makes it accessible all year long. The laid back patio encloses over the winter, so feel free to chow down on that casado plate whenever with a bottle of BYO-wine.

1865 N Milwaukee Ave
Chicago, IL 60647

7. The J. Parker

1816 N Clark St, Chicago, IL 60614

The J. Parker is a favorite of many overlooking Lincoln Park. In the winter, drinkers can catch glimpses of the expansive park covered in a dusting of snow while sipping cocktails from the glass-enclosed rooftop.

1816 N Clark St
Chicago, IL 60614

8. Utopian Tailgate

1608 N Wells St, Chicago, IL 60610
A large, colorful rooftop bar patio with astroturf.
Utopian Tailgate staff transform this patio into a winter hotspot with heaters.
Barry Brecheisen/Eater Chicago

Many sports fans are used to eating and drinking in frigid temperatures, but Fifty/50 Restaurant Group’s new psychedelic tribute to tailgate culture on the roof of Second City hopes to lure them in from the cold. The space now features heaters and enclosures designed to keep the party going all year long.

1608 N Wells St
Chicago, IL 60610

9. Paradise Park

1913 W North Ave, Chicago, IL 60622

This quirky Wicker Park pizza bar from the owners of Homeslice and Happy Camper sports a large patio out front that staff transform into a winter retreat. A clear tent encloses the entire space and it offers a new overhead heating system, keeping patrons and pies warm and cozy.

1913 W North Ave
Chicago, IL 60622

10. Frontier

1072 N Milwaukee Ave, Chicago, IL 60642
An indoor-outdoor patio space.
Frontier’s whimsical year-round patio.
Frontier [Official Photo]

Strung lights and big wooden columns make this bar and whole animal eatery’s patio feel homey. In the winter, the whole thing gets covered by a tent which means it never has to close. There’s also a fireplace so the patio stays nice and cozy even when the weather’s especially cold.

1072 N Milwaukee Ave
Chicago, IL 60642

11. IO Godfrey Rooftop Lounge

127 W Huron St, Chicago, IL 60654

This swanky rooftop bar has signature cocktails and a retractable roof that looks into River North, plus rooftop igloos for groups. Neon lights give the IO Godfrey more of a nightclub feel, but it’s just right for dressing up and pretending it’s warm.

127 W Huron St
Chicago, IL 60654

12. Offshore Chicago

1000 E Grand Ave, Chicago, IL 60611
A large bar space with glass walls and roof.
Offshore’s retractable glass walls provide welcome shelter from the winter.
Barry Brecheisen/Eater Chicago

Tourist attraction Navy Pier is now home to the country’s largest rooftop bar, a claim confirmed by Guinness World Records, and it’s open all year round. Retractable glass walls seal off the 36,000 square-foot space from the elements so patrons can comfortably dine while taking in lake views.

1000 E Grand Ave
Chicago, IL 60611

13. Waydown

7th floor, 311 North Morgan Street, Chicago, IL 60607
A bar space inside a hotel.
The Waydown in the Ace Hotel parties all winter long.
Lyndon French

This popular rooftop party spot atop the Ace Hotel keeps it cool in the winter by booking the venue with DJs through the season. The indoor space allows for flowing drinks and views overlooking West Loop, while sipping on an always-rotating frozen cocktail to really stick it to winter.

7th floor, 311 North Morgan Street
Chicago, IL 60607

14. Saint Lou's Assembly

664 W Lake St, Chicago, IL 60661
An enclosed patio space.
Saint Lou’s is keeping it cozy.
Clayton Hauck

The outdoor lounge area may close in the winter at Saint Lou’s Assembly, but the covered part of the West Loop patio works perfectly to give a picnic feel for weekend all-day drinking. With a few long picnic tables and tall two-tops, the space feels just like summer, but with protection from the cold.

664 W Lake St
Chicago, IL 60661

15. Cindy's

12 S Michigan Ave, Chicago, IL 60603
Cindy’s
Tourists and locals love Cindy’s.
Chicago Athletic Association [Official Photo]

This rooftop favorite is a must during the summer, but in the winter the glass roof still lets in the sunshine. And if one dares, there are outdoor fire pits and blankets to get a wintery overlook of the city. But no need to fret, the normally open doors next to the terrace are closed to get a view from the warm and cozy confines of the great indoors.

12 S Michigan Ave
Chicago, IL 60603

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16. Boleo

122 W Monroe St, Chicago, IL 60603
A sunny indoor restaurant space.
Boleo has a warm sunny feeling all year long.
Boleo [Official Photo]

Empanadas and Fernet and colas help diners pretend that the weather’s warm. Plus, the rooftop’s skylight of this swanky Latin spot lets in just the right amount of sun to feel warm even if it’s freezing outside.

122 W Monroe St
Chicago, IL 60603

17. VU Rooftop Bar

133 E Cermak Rd, Chicago, IL 60616
A rooftop bar space.
VU Rooftop Bar offers plenty of indoor activities.
Barry Brecheisen/Eater Chicago

The large space above McCormick Place is a popular destination for an escape from the wintery weather with indoor activities like karaoke and multiple bar spaces. Whether it’s brunch or dinner, the expansive menu and cocktail lists keep the weekend going while retractable windows keep the rooftop spot warm.

133 E Cermak Rd
Chicago, IL 60616

18. Open Outcry Brewing Company

10934 S Western Ave, Chicago, IL 60643

This South Side beer destination opened a long-planned rooftop space last spring that now features heated enclosures, a move owners are calling #DomeLife. It’s executed in partnership with area businesses to create cozy spots for drinking and socializing.

10934 S Western Ave
Chicago, IL 60643

Related Maps