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On the 13th floor of the Robey, the hotel at Wicker Park’s Six Corner intersection, the Up Room delivers solid drinks, bar bites, and a distant view of the city’s skyscrapers. Enjoy beverages like the Oaxacan on Broken Glass which is made with mezcal. A multi-prong community hub with a restaurant, cafe, and event space in Chatham also bestows the neighborhood with a rooftop patio.
VU Rooftop Bar
Chicagoans have long been able to drink and watch Cubs games on rooftops across from Wrigley Field, but these days they can at actual public bars and restaurants. Bucktown’s shuffleboard club not only houses multiple bars, courts, and food trucks — it also has a rooftop bar. Named the Lido Deck, the sun-drenched second-floor space offers another bar, another court, and multiple seating options to soak in the summer for those getting into the game or otherwise. It’s open seasonally from May through September and is subject to bad-weather closings. This Tex-Mex bar and restaurant from Land & Sea Dept. (Parsons, Longman & Eagle) offers an array of tacos, queso fundido, and cocktails — as well as a second-floor rooftop patio decorated with lush greenery. The team opened a second outpost in spring 2023 in Andersonville, but there’s no rooftop space.
In-Room Dining
Inside the St. Regis Chicago hotel, overlooking Navy Pier on the end of Upper Wacker Drive, Miru’s Japanese menu specializes in sushi, but there are items like a burger that would keep many patrons happy. There are corner views of the pier and the Chicago River on a spacious deck. The entrees are creative and use premium ingredients, which brings premium prices. It’s worth the splurge when considering the view, service, and unique menu, but it’s not fair to compare it to a restaurant in Chinatown.
Choose Your Options
Modern Greek restaurant Taxim is known for offering a variety of small plates, as well as a charming rooftop space overlooking Milwaukee Avenue. It’s intimate, even during a busy service, and pours plenty of Greek wine for toasting al fresco. Perched atop the Hyatt Place Wicker Park, patrons will find the Kennedy Rooftop, a spacious lounge with fantastic skyline views, casual seating, cozy fire pits, and oversize Jenga sets.
If you’re looking for something a little lighter in the afternoon, our afternoon tea service is available from 12pm to 3pm, daily. Bridges Lobby Bar also offers a great menu with a variety of options from 11am to 11pm. Navy Pier is home to the nation’s largest rooftop bar, as certified in 2019 by the Guinness Book of World Records. Offshore gives the tourist attraction a 36,000-square-foot all-weather lounge equipped with a 60-seat bar under a retractable roof, a large outdoor terrace, pool tables, along with food and drink.
Chicago is a busy city with plenty to do and see throughout the day. While there’s also an incredibly active nightlife in the city, many people simply want to wind down from their day and enjoy some cocktails and good food. This is why they look for Chicago hotels with rooftop bars, so they don’t need to worry about getting back to their room after enjoying the evening. With our options, you never have to sacrifice your perfect night out because you are concerned about getting back to the hotel. Chicago’s famed steakhouse group leaped into the rooftop game with the beautifully designed Gibsons Italia just over the Chicago River to the west of the Loop. The multi-floor Italian steakhouse offers some of the best views in town from inside the restaurant as well as its energetic fourth-floor rooftop.
Bar and music venue Reggie’s, equipped with a rooftop deck and bar, is a staple in the neighborhood for acts that range from national tours to local cover bands. Supplement the sunlight with the bar’s solid beer lineup and sought-after chicken wings. A verdant oasis overlooking the hustle and bustle of West Town from its home above Roots Pizza, Homestead on the Roof is a mellow retreat with seasonal dishes, top-notch desserts, and plenty of drinks. Some of the restaurant’s produce comes directly from its rooftop garden. Asian-inspired brewpub Bixi Beer, a neighborhood favorite from chef Bo Fowler (Owen & Engine) offers creative original beer and a sunny rooftop terrace in Logan Square. RTop it off with sumptuous dishes such as cumin noodles with lamb, fried rice, and spicy fried chicken sandos.
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Cocktails and casual dishes like double-stack burgers and pulled pork sliders are also available. It’s a butcher shop and restaurant, plus a music venue and private events space. There’s also a cute little rooftop where folks can escape to during these crowded events.
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One Off Hospitality’s second outpost of Mediterranean-inspired Avec in River North one-ups its predecessor with a key feature — an eighth-floor rooftop patio, Bar Avec. The urban scenery is hard to beat and is accompanied by cocktails, frozen drinks, and Iberian-influenced dishes. Head to the rooftop above the Second City complex for a sprawling adult playground full of colorful furniture, picnic tables, plants, lawn games, tire swings, and more.
The Middle Eastern restaurant from the team behind the city’s only Michelin-starred Indian restaurant, Indienne, has a second-floor perch in River North with clean views of the city. The pita, kebobs, and other dishes are among the city’s best. Cabra, celebrity chef Stephanie Izard’s rooftop Peruvian restaurant at the Hoxton hotel in Fulton Market, remains a go-to for rooftop dining fans in search of warm breezes during summer months.
New Year's Eve at LondonHouse Things to do in Chicago - Time Out
New Year's Eve at LondonHouse Things to do in Chicago.
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The far South Side got into the rooftop action when popular brewery Open Outcry opened its second-floor spot in 2019. A popular destination for baby and wedding showers, the Lakeshore East location of Avli on the Park has a small deck with great views of the Navy Pier and more. The Chicago port of the Robert DeNiro-approved sushi chain is in the West Loop off Randolph Restaurant Row. The bar is perched on top with a truncated bites menu with tacos, the famous black cod appetizer, and sushi. Below you will find our various dining options, along with links to view menus and make reservations. Choose a destination from Eater Chicago’s list of the best rooftop venues — or try them all.
Feed off a space that draws in both visitors and locals and inspires those at the top of their game to engage, sip, converse, taste, connect and exchange ideas. This unique roof deck, just across the river on the south side, at the Renaissance Chicago Downtown Hotel. There are large-format and classic cocktails available with a variety of non-alcoholic options, too.
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