Best Rooftops in Chicago

Real videos of Rooftops in Chicago — 12 places, filmed by creators on the ground.


Ranked venues

  1. UpscaleSophisticatedScenicRooftop barPanoramic viewsContemporary dining

    About the venue

    LondonHouse Chicago stands majestically at 85 E Wacker Dr, featuring stunning views of the Chicago River and the skyline. This upscale hotel and dining venue has a rooftop bar that is a coveted spot for both locals and tourists, known for its signature cocktails and panoramic vistas. The establishment captures the essence of Chicago's architecture, with sophisticated decor and contemporary dining options ranging from seasonal to classic American cuisine. It's an ideal choice for special occasions or a night out with friends seeking an elevated experience.

    What the videos show

    The video showcases a rooftop bar in Chicago at night, featuring vibrant neon lights, floral decorations, and city views. It includes scenes of people enjoying drinks and food, highlighting the lively atmosphere.

    85 E Wacker Dr

  2. ScenicUpscaleTrendySkyline viewsRooftop patioMixology cocktails

    About the venue

    Terrace 16, located on N Dearborn St., offers breathtaking views of the Chicago skyline from its rooftop patio. This upscale dining venue features contemporary American cuisine and a cocktail menu crafted by skilled mixologists since it opened in 2017. Guests can enjoy dishes like the filet mignon and seasonal seafood while watching the sunset over the city. It's a popular spot for both special occasions and casual gatherings.

    What the videos show

    The video opens with a close-up of two hands holding glasses filled with drinks, set against the backdrop of Chicago's skyline during sunset. The hands clink their glasses together. The camera then pans to show two women standing on a rooftop, both wearing sunglasses and holding drinks. They engage in conversation as they walk towards the edge of the building.

    N Dearborn St

  3. $$VibrantScenicCelebratoryFresh seafoodCreative cocktailsOutdoor seating

    About the venue

    Offshore Rooftop in Chicago provides stunning views and a vibrant ambiance, perched atop a downtown building since its 2021 launch. The bar and restaurant feature a menu that emphasizes fresh seafood and creative cocktails. Guests can enjoy seasonal outdoor seating, perfect for warm summer nights. The venue attracts a mix of locals and tourists, making it a popular destination for celebrations and after-work drinks.

    What the videos show

    The video captures a bustling rooftop bar where people are socializing and enjoying drinks. It features a view of Lake Michigan through large glass windows and focuses on the neat arrangement of empty glasses before panning to show more of the lake.

    1000 E Grand Ave

  4. $$$ElegantUpscaleSophisticatedRooftop viewsSignature cocktailsShareable plates

    About the venue

    Upstairs at The Gwen, located on N Rush Street in Chicago, offers an elegant rooftop bar experience with sweeping views of the city skyline. The menu includes signature cocktails and shareable plates, perfect for social gatherings. The sophisticated decor blends classic and modern elements, creating an upscale ambiance. This venue is particularly popular during sunset hours, attracting a fashionable clientele.

    What the videos show

    The video captures a scene where two individuals are enjoying drinks outdoors at night, near a fire pit. The environment is set on a rooftop patio with string lights and other fire pits, suggesting a social gathering or a casual evening out.

    521 N Rush St

  5. VibrantDiverseCommunalFood hallSignature dishesRooftop views

    About the venue

    Time Out Market Chicago, located in Fulton Market, brings together some of the city's best chefs and their signature dishes under one roof since its opening in 2019. The market features a vibrant food hall with a range of food vendors, craft cocktails, and rooftop views. It's a go-to destination for food lovers and tourists seeking a taste of Chicago's diverse cuisine. This communal dining space encourages a lively atmosphere with shared seating options.

    What the videos show

    The video showcases a rooftop bar setting with patrons enjoying drinks and conversations. The camera pans across the bar area, highlighting various cocktails and the lively atmosphere.

    916 W Fulton Market

  6. $$$IntimateEclecticCozyCreative cocktailsHouse-made bittersSmall plates

    About the venue

    Lazy Bird in Chicago is a cocktail bar located on Green Street, known for its eclectic drink menu and cozy ambiance since its opening in 2019. This intimate bar features a retro aesthetic with vintage furnishings, making it a popular spot for post-work relaxation. Known for its house-made bitters and creative cocktails, it attracts a diverse clientele of locals and industry professionals. Additionally, the bar offers small plates, perfect for sharing among friends as patrons unwind.

    What the videos show

    The video showcases various scenes from a bar and rooftop setting, including bartenders preparing drinks, patrons enjoying their time, and a cityscape view.

    200 N Green St

  7. $$$StylishUpscaleVibrantSeasonal menuCraft cocktailsLive music

    About the venue

    Devereaux, located on North State Street in Chicago, offers an upscale dining experience with a focus on seasonal ingredients and craft cocktails. The restaurant features a stylish interior with seating for around 100, accommodating a diverse clientele ranging from locals to business diners. Their menu showcases modern American cuisine with dishes like grilled octopus and house-made pasta. Regular live music events enhance the atmosphere, making it a vibrant spot for dinner or special occasions.

    What the videos show

    The video showcases a rooftop patio at night, featuring a cityscape view, tables, chairs, fire pits, and a transparent enclosure with seating arrangements.

    1112 N State St

  8. $$SportyCasualLivelyRooftop seatingShareable platesGame-day atmosphere

    About the venue

    Utopian Tailgate in Chicago blends a laid-back bar atmosphere with delicious food options since it opened in 2018. Known for its rooftop space and game-day vibes, the venue features an extensive beer list and a menu that includes shareable plates like nachos and sliders. The expansive layout and outdoor seating attract sports fans and groups looking for a fun place to gather, especially during sporting events. Regular live music and events add to the lively social scene.

    What the videos show

    The video captures a lively rooftop party where people are socializing, enjoying drinks, and dancing energetically to music. The atmosphere is festive, with individuals engaging in playful activities such as using water guns.

    1608 N Wells St

  9. $$CasualWaterfrontLivelyWaterfront viewsDiverse menuOutdoor seating

    About the venue

    Castaways Bar & Grill, located on N Lake Shore Dr in Chicago, Illinois, is known for its waterfront views and casual dining experience. The restaurant features a diverse menu with seafood options, burgers, and salads, making it a versatile choice for various diners. Outdoor seating is popular during the summer months, enhancing the experience with views of the lake. Known for its lively atmosphere, it's a popular destination for both locals and tourists.

    What the videos show

    The video showcases a vibrant scene at Castaway's Beach Club, featuring a woman walking up stairs, enjoying summer cocktails, and partaking in beach activities like cornhole. It also highlights a ceviche dish and a woman posing for a photo on the rooftop patio.

    1603 N Lake Shore Dr

  10. $$$ChicStylishPanoramicCocktail menuSmall platesRooftop views

    About the venue

    Kennedy Rooftop, located on North Avenue in Chicago, is a stylish rooftop bar offering panoramic views of the city skyline. Opened in 2019, it features a modern design with comfortable seating options, perfect for enjoying craft cocktails and small plates. Seasonal menus focus on fresh ingredients, providing unique flavor combinations. The vibrant atmosphere draws a chic crowd and hosts events throughout the year, attracting both locals and visitors. Especially popular for sunset gatherings, reservations are advisable to secure a spot.

    What the videos show

    The video opens with a panoramic view of a city skyline at night, highlighting illuminated buildings and streets. The camera pans across the scene, eventually focusing on a rooftop setting where a masked man is seated, observing the surroundings as people walk by.

    1551 W North Ave

  11. What the videos show

    The video showcases a table with various drinks and a menu, followed by a display of sushi dishes. It concludes with a scene of people sitting at tables under umbrellas on a rooftop during sunset, with buildings and string lights visible in the background.

    230 N Michigan Ave Fl 24

  12. $$LivelyCasualFunSmoked BBQCraft cocktailsGame day

    About the venue

    Old Crow Smokehouse, located at 3506 N Clark St in Chicago, specializes in BBQ and Southern cuisine with a fun twist. Opened in 2010, it features a variety of smoked meats, including brisket and ribs, in a casual, bustling atmosphere. Known for its craft cocktails and extensive beer selection, it's a popular choice for friend gatherings and game day. The rustic decor and lively atmosphere make it a favorite destination for BBQ enthusiasts.

    What the videos show

    The video captures a lively scene at a rooftop bar where people are gathered to watch a sports game on a large screen. The atmosphere is energetic, with many individuals wearing red attire, suggesting they might be fans of a particular team. The setting is casual and social, with patrons engaging in conversations and enjoying drinks.

    3506 N Clark St