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The Year-Round Guide to Chicago's Best Rooftops
The Year-Round Guide to Chicago's Best Rooftops

The Year-Round Guide to Chicago's Best Rooftops

These 18 must-visit rooftop spots in Chicago are raising the bar.


Published February 23, 2022

Is it just us, is everything better on a rooftop? Luckily, Chicago has plenty of spots to experience rooftop bliss all year long. We’ve compiled a list of 18 spots that bring the views, the heat (in the form of fireplaces), delicious drinks, and world-class food. 

Upstairs at the Gwen

Upstairs at the Gwen

If you visit Upstairs at The Gwen in the warmer months, it’ll be lovely. But wintertime here is the real star. There are cabins to cozy up in, faux furs, and Alpine-inspired bites — careful, you might mistake it for Switzerland.  

Where: 521 N Rush St 5th Floor, Chicago, IL 60611

For more information on Upstairs at the Gwen.

If you visit Upstairs at The Gwen in the warmer months, it’ll be lovely. But wintertime here is the real star. There are cabins to cozy up in, faux furs, and Alpine-inspired bites — careful, you might mistake it for Switzerland.  

Where: 521 N Rush St 5th Floor, Chicago, IL 60611

For more information on Upstairs at the Gwen.

BiXi Beer

BiXi Beer

The Asian-inspired bites, specialty cocktails, and enticing brunch menu are enough to convince anyone to snag a reservation at BiXi Beer. This upscale brewpub has a sleek and classic interior featuring black and white marble accents, live greenery, and a plush dining room. Not to mention a breezy outdoor patio and a stunning atrium with a retractable glass roof so you can enjoy spectacular Chicago views all year long.

 

Where: 2515 North Milwaukee Avenue

 

For more information on Bixi Beer.

The Asian-inspired bites, specialty cocktails, and enticing brunch menu are enough to convince anyone to snag a reservation at BiXi Beer. This upscale brewpub has a sleek and classic interior featuring black and white marble accents, live greenery, and a plush dining room. Not to mention a breezy outdoor patio and a stunning atrium with a retractable glass roof so you can enjoy spectacular Chicago views all year long.

 

Where: 2515 North Milwaukee Avenue

 

For more information on Bixi Beer.

The J. Parker

The J. Parker

The J. Parker sits above the Hotel Lincoln. The place offers a large space, with lounges and seats both indoors and outdoors. It’s the perfect spot to grab a cocktail and enjoy views of Chicago. There’s also plenty of food from the delicious small plates menu (short rib egg rolls, buffalo cauliflower) and the large plates menu (four cheese grilled cheese, Nashville hot chicken sandwich). Need we say more? 

Where: 1816 N Clark St, Chicago, IL 60614

For more information on The J. Parker.

The J. Parker sits above the Hotel Lincoln. The place offers a large space, with lounges and seats both indoors and outdoors. It’s the perfect spot to grab a cocktail and enjoy views of Chicago. There’s also plenty of food from the delicious small plates menu (short rib egg rolls, buffalo cauliflower) and the large plates menu (four cheese grilled cheese, Nashville hot chicken sandwich). Need we say more? 

Where: 1816 N Clark St, Chicago, IL 60614

For more information on The J. Parker.

ROOF on theWit

ROOF on theWit

You can dine al fresco or indoors at ROOF on theWit, but what you’re especially there for is the swanky ambience and good energy. And of course, the sweeping skyline views from 27 stories high. There’s always epic entertainment going on with world-renowned DJs, live music series, and more. 

Where: 201 N State St 27th Floor, Chicago, IL 60601

For more information on ROOF on theWit.

You can dine al fresco or indoors at ROOF on theWit, but what you’re especially there for is the swanky ambience and good energy. And of course, the sweeping skyline views from 27 stories high. There’s always epic entertainment going on with world-renowned DJs, live music series, and more. 

Where: 201 N State St 27th Floor, Chicago, IL 60601

For more information on ROOF on theWit.

VU Rooftop

VU Rooftop

VU Rooftop in the South Loop sits on the 22nd floor with epic views of the lake and downtown Chicago. The massive space includes three bars and two patios. You can even stop by for brunch and drinks on Saturdays and Sundays from 11 AM to 3 PM.

Where: 133 E Cermak Rd, Chicago, IL 60616

For more information on VU Rooftop.

VU Rooftop in the South Loop sits on the 22nd floor with epic views of the lake and downtown Chicago. The massive space includes three bars and two patios. You can even stop by for brunch and drinks on Saturdays and Sundays from 11 AM to 3 PM.

Where: 133 E Cermak Rd, Chicago, IL 60616

For more information on VU Rooftop.

Bar Avec

Bar Avec

Inspired by seaside restaurants in Spain and Portugal, this seasonal rooftop is a must-visit during the summer months. Located in the heart of the River North District, this spot is great for a big night out or a casual snack during a busy day. The luxurious open air spot will have you thinking you’re on the shores of the Mediterraean -- not Lake Michigan. 

Where: 640 N LaSalle Dr 8th floor, Chicago, IL 60654

For more information on Bar Avec.

Inspired by seaside restaurants in Spain and Portugal, this seasonal rooftop is a must-visit during the summer months. Located in the heart of the River North District, this spot is great for a big night out or a casual snack during a busy day. The luxurious open air spot will have you thinking you’re on the shores of the Mediterraean -- not Lake Michigan. 

Where: 640 N LaSalle Dr 8th floor, Chicago, IL 60654

For more information on Bar Avec.

Cabra

Cabra

Come for the sunny, plant-filled rooftop. Stay for the acclaimed Peruvian food. It’s no wonder this is on the top of everyone’s restaurant bucket list -- this spot is from the same team behind local favorite Girl & The Goat. Insiders say everything is good, but the salchipapas, avocado dip, and salmon ceviche are must-tries.

Where: 200 N Green St, Chicago, IL 60607

For more information on Cabra.

Come for the sunny, plant-filled rooftop. Stay for the acclaimed Peruvian food. It’s no wonder this is on the top of everyone’s restaurant bucket list -- this spot is from the same team behind local favorite Girl & The Goat. Insiders say everything is good, but the salchipapas, avocado dip, and salmon ceviche are must-tries.

Where: 200 N Green St, Chicago, IL 60607

For more information on Cabra.

Raised | An Urban Rooftop Bar

Raised | An Urban Rooftop Bar

Raised seeks to raise the bar for bars (Try saying that three times fast!). Located three levels above the ground, guests will feel the city’s heartbeat while also taking in breathtaking views. A year-round bar by all accounts, you can soak up summer nights, warm up next to a fire, or cuddle up in their greenhouse -- all with a craft cocktail in hand.

Where: 1 West Upper Wacker Drive, Chicago, Illinois 60601

For more information on Raised | An Urban Rooftop Bar.

 

Raised seeks to raise the bar for bars (Try saying that three times fast!). Located three levels above the ground, guests will feel the city’s heartbeat while also taking in breathtaking views. A year-round bar by all accounts, you can soak up summer nights, warm up next to a fire, or cuddle up in their greenhouse -- all with a craft cocktail in hand.

Where: 1 West Upper Wacker Drive, Chicago, Illinois 60601

For more information on Raised | An Urban Rooftop Bar.

 

Cindy’s

Cindy’s

Located atop Chicago’s Athletic Association Hotel, this spot is a must if your sport of choice is brunching. The rooftop is open year-round, with fireplaces to keep you toasty or a glass atrium if you’d rather soak in the iconic views of Millenium Park and Lake Michigan inside.

Where: 12 S Michigan Ave, Chicago, IL, 60603

For more information on Cindy’s.

Located atop Chicago’s Athletic Association Hotel, this spot is a must if your sport of choice is brunching. The rooftop is open year-round, with fireplaces to keep you toasty or a glass atrium if you’d rather soak in the iconic views of Millenium Park and Lake Michigan inside.

Where: 12 S Michigan Ave, Chicago, IL, 60603

For more information on Cindy’s.

Devereaux

Devereaux

Located on the 18th floor of the Viceroy Chicago hotel, Deveraux is a classy spot. In the summer, greenery surrounds a rooftop pool. In the winter, cozy up in chalets lit by candle and firelight with a complimentary faux fur.

Happy Hour: Monday - Friday, 5:30 PM - 7 PM

Where: 1112 N State St, Chicago, Illinois 60610

For more information on Devereaux.

Located on the 18th floor of the Viceroy Chicago hotel, Deveraux is a classy spot. In the summer, greenery surrounds a rooftop pool. In the winter, cozy up in chalets lit by candle and firelight with a complimentary faux fur.

Happy Hour: Monday - Friday, 5:30 PM - 7 PM

Where: 1112 N State St, Chicago, Illinois 60610

For more information on Devereaux.

Offshore

Offshore

Did you know Chicago is home to the world’s largest rooftop bar? Located in Chicago’s Navy Pier, this spot lives has innovative cocktails, fresh seafood, and good vibes. A truly year-round spot, you can soak up the sun in the summer or cozy up next to a fire place in the cooler months.

Where: 1000 E Grand Ave, Chicago, IL 60611 

For more information on Offshore.

Did you know Chicago is home to the world’s largest rooftop bar? Located in Chicago’s Navy Pier, this spot lives has innovative cocktails, fresh seafood, and good vibes. A truly year-round spot, you can soak up the sun in the summer or cozy up next to a fire place in the cooler months.

Where: 1000 E Grand Ave, Chicago, IL 60611 

For more information on Offshore.

Lonesome Rose

Lonesome Rose

Located in Logan Square, Lonesome Rose is a must-visit for the food alone.. Inspired by the street food of Mexican cities, you’ll find a host of mouth-watering dishes. Insiders recommend the chile con queso and the fried chicken tacos. And, of course, the views are Insta-worthy. 

Where: 2101 N California Ave, Chicago, IL 60647

For more information on Lonesome Rose.

Located in Logan Square, Lonesome Rose is a must-visit for the food alone.. Inspired by the street food of Mexican cities, you’ll find a host of mouth-watering dishes. Insiders recommend the chile con queso and the fried chicken tacos. And, of course, the views are Insta-worthy. 

Where: 2101 N California Ave, Chicago, IL 60647

For more information on Lonesome Rose.

Nobu Rooftop

Nobu Rooftop

You can never go wrong with Nobu. Perched 11 floors above the round, you’ll find yourself taking in Chicago’s skyline like you’ve never seen it before. Indulge in the candle light, cozy furniture, and, of course, the world-renowned stellar menu. 

Where: 155 N Peoria St 11th Floot, Chicago, IL 60607

For more information on Nobu.

You can never go wrong with Nobu. Perched 11 floors above the round, you’ll find yourself taking in Chicago’s skyline like you’ve never seen it before. Indulge in the candle light, cozy furniture, and, of course, the world-renowned stellar menu. 

Where: 155 N Peoria St 11th Floot, Chicago, IL 60607

For more information on Nobu.

Boleo

Boleo

Boleo instantly transports you out of Chicago. Take in iconic views on this 15th-story bar. Everything here is purposeful and invigorating; from the Peruvian-inspired tapas menu to the lively music.

Where: 122 W Monroe St, Chicago, IL 60603

For more information on Boleo.

Boleo instantly transports you out of Chicago. Take in iconic views on this 15th-story bar. Everything here is purposeful and invigorating; from the Peruvian-inspired tapas menu to the lively music.

Where: 122 W Monroe St, Chicago, IL 60603

For more information on Boleo.

IO Godfrey Rooftop Lounge

IO Godfrey Rooftop Lounge

Once you step foot into this gorgeous, open-air rooftop lounge, you may not want to leave. IO Godfrey is open all year, thanks to its retractable glass roof. Have a drink off their impressive menu and take in the sprawling views of the Chicago skyline,with some top-notch Wagyu beef sliders on the side. 

Where: 127 W Huron St, Chicago, IL 60654

For more information on IO Godfrey Rooftop Lounge.

Once you step foot into this gorgeous, open-air rooftop lounge, you may not want to leave. IO Godfrey is open all year, thanks to its retractable glass roof. Have a drink off their impressive menu and take in the sprawling views of the Chicago skyline,with some top-notch Wagyu beef sliders on the side. 

Where: 127 W Huron St, Chicago, IL 60654

For more information on IO Godfrey Rooftop Lounge.

Z Bar

Z Bar

Looking for a special place for a special occasion? Meet: Z Bar, a swanky rooftop spot with sweeping vibes of the city. The real attraction here is the cocktails, which are inspired by world-class cuisine. The standout is undeniably the Manhattan Royale, which is served in a crystal and garnished with 24K gold and saffron or black truffle bitters.

Where: 108 E Superior St, Chicago, IL 60611

For more information on Z Bar.

Looking for a special place for a special occasion? Meet: Z Bar, a swanky rooftop spot with sweeping vibes of the city. The real attraction here is the cocktails, which are inspired by world-class cuisine. The standout is undeniably the Manhattan Royale, which is served in a crystal and garnished with 24K gold and saffron or black truffle bitters.

Where: 108 E Superior St, Chicago, IL 60611

For more information on Z Bar.

The Up Room

The Up Room

If you want to impress a date or out-of-towner, bring them to The Uproom. Located on The Robey hotel’s 13th floor, this spot offers panoramic, 180 views of the city. The mid century modern design pairs nicely with their hand-crafted cocktails. 

Where: 2018 W North Ave, Chicago, IL 60647

For more information on The Up Room.

If you want to impress a date or out-of-towner, bring them to The Uproom. Located on The Robey hotel’s 13th floor, this spot offers panoramic, 180 views of the city. The mid century modern design pairs nicely with their hand-crafted cocktails. 

Where: 2018 W North Ave, Chicago, IL 60647

For more information on The Up Room.

Utopian Tailgate

Utopian Tailgate

Surprise: Utopian Tailgate is a tailgating paradise! Think tableside coolers of beer, stadium seating, and cornhole. No off seasons here — this whimsical, lush space is open all-year around for sports fans and non-sports fans alike. 

Where: 1608 N Wells St, Chicago, IL 60610 

For more information on Utopian Tailgate.

Surprise: Utopian Tailgate is a tailgating paradise! Think tableside coolers of beer, stadium seating, and cornhole. No off seasons here — this whimsical, lush space is open all-year around for sports fans and non-sports fans alike. 

Where: 1608 N Wells St, Chicago, IL 60610 

For more information on Utopian Tailgate.

Kennedy Rooftop

Kennedy Rooftop

If 7,500 square feet of unobstructed views overlooking Chicago sounds like a good time, Kennedy Rooftop  should be on the top of your list. The spot is spacious enough for summer crowds, and it has igloos for the winter. It should be noted their president-themed cocktail menu will give any history buff a laugh.

Where: 1551 W North Ave, Chicago, IL 60622 

For more information on Kennedy Rooftop.

If 7,500 square feet of unobstructed views overlooking Chicago sounds like a good time, Kennedy Rooftop  should be on the top of your list. The spot is spacious enough for summer crowds, and it has igloos for the winter. It should be noted their president-themed cocktail menu will give any history buff a laugh.

Where: 1551 W North Ave, Chicago, IL 60622 

For more information on Kennedy Rooftop.

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