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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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Village Tap Bar

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ThisRoscoe Village beer gardencloses 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.

Off Site Bar

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Doughnuts, coffee, and cocktails are the breakfasts of champions, and OSB atLongman & Eaglehas 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]

The Boiler Room

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Logan Square’sresident PB&J spotis 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.

Cafe Ba-Ba-Reeba!

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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 byCafe Ba-Ba-ReebaonWednesday, October 16, 2019

90 Miles Cuban Cafe

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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.

Irazu

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

The J. Parker

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The J. Parkeris 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 byThe J. ParkeronThursday, September 19, 2019

Utopian Tailgate

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Many sports fans are used to eating and drinking in frigid temperatures, but Fifty/50 Restaurant Group’snew psychedelic tributeto 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

Paradise Park

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This quirkyWicker Park pizza barfrom 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

一篇文章共享的Paradise Park(@paradiseparkchi) on

Frontier

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Strung lights and big wooden columns makethis 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]

IO Godfrey Rooftop Lounge

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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 IOGodfreymore of a nightclub feel, but it’s just right for dressing up and pretending it’s warm.

Offshore Chicago

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Tourist attraction Navy Pier is now home tothe 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

Waydown

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Thispopular rooftop party spotatop 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.

酒吧空間在一個酒店。
The Waydown in the Ace Hotel parties all winter long.
Lyndon French

Saint Lou's Assembly

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The outdoor lounge area may close in the winter atSaint 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

Cindy's

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Thisrooftop favoriteis 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]

Boleo

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Empanadas and Fernet and colas help diners pretend that the weather’s warm. Plus, the rooftop’s skylight of this時髦的Latin spotlets 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]

VU Rooftop Bar

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Thelarge space above McCormick Placeis 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

Open Outcry Brewing Company

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ThisSouth Side beer destinationopened 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 byOpen Outcry Brewing CompanyonSaturday, November 9, 2019

Village Tap Bar

ThisRoscoe Village beer gardencloses 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.

Off Site Bar

Doughnuts, coffee, and cocktails are the breakfasts of champions, and OSB atLongman & Eaglehas 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]

The Boiler Room

Logan Square’sresident PB&J spotis 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.

Cafe Ba-Ba-Reeba!

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 byCafe Ba-Ba-ReebaonWednesday, October 16, 2019

90 Miles Cuban Cafe

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.

Irazu

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

The J. Parker

The J. Parkeris 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 byThe J. ParkeronThursday, September 19, 2019

Utopian Tailgate

Many sports fans are used to eating and drinking in frigid temperatures, but Fifty/50 Restaurant Group’snew psychedelic tributeto 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

Paradise Park

This quirkyWicker Park pizza barfrom 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

一篇文章共享的Paradise Park(@paradiseparkchi) on

Frontier

Strung lights and big wooden columns makethis 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]

IO Godfrey Rooftop Lounge

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 IOGodfreymore of a nightclub feel, but it’s just right for dressing up and pretending it’s warm.

Offshore Chicago

Tourist attraction Navy Pier is now home tothe 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

Waydown

Thispopular rooftop party spotatop 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.

酒吧空間在一個酒店。
The Waydown in the Ace Hotel parties all winter long.
Lyndon French

Saint Lou's Assembly

The outdoor lounge area may close in the winter atSaint 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

Cindy's

Thisrooftop favoriteis 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]

Related Maps

Boleo

Empanadas and Fernet and colas help diners pretend that the weather’s warm. Plus, the rooftop’s skylight of this時髦的Latin spotlets 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]

VU Rooftop Bar

Thelarge space above McCormick Placeis 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

Open Outcry Brewing Company

ThisSouth Side beer destinationopened 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 byOpen Outcry Brewing CompanyonSaturday, November 9, 2019

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