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Chicago's best

American food on rooftops

You want the substance of an American menu paired with the perspective that only comes from eating on a rooftop.

Based on 678 Opinions
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Updated April 2026
01
TNT Rooftop Restaurant image 1
TNT Rooftop Restaurant image 2
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Rooftop setting offers beautiful views and a relaxing atmosphere with top-tier music from DJs playing 90s and 2000s hits. The vibe suits date nights and small parties, featuring a semi-private room. Food and drinks include flavorful seafood and cocktails, with standout items like lamb chops and lemon drop cocktails.

Fried chicken comes out perfectly seasoned and crispy. Grits stand out as creamy with scallions, winning over even those who usually dislike them. Cornbread and sweet potato pie offer rich, flavorful sides that complement dishes like salmon and Cajun-spiced shrimp.

Spacious and well-designed layout creates a comfortable rooftop setting. The atmosphere offers a whole vibe with exquisite aesthetics and exceptional service enhancing celebrations and dining experiences.

People are saying

"I thought the food here was amazing."

"The food at the Rooftop was amazing and delicious."

"The American food, especially the shrimp and grits, was amazing."

Good to know

1

Happy hour runs all night on Thursdays for ladies with special pricing.

2

Wine Wednesday offers three tastings and a full glass for $20.

3

An 18% gratuity is added for all parties, regardless of size.

02
The 101 Bar, Grill & Rooftop image 1
Mediterranean restaurant

Mediterranean restaurant with a rooftop bar offering spectacular city views and multiple seating options including fire pits and private couches. Live music creates a lively atmosphere that balances well with conversation. Cocktails and food receive strong praise, contributing to an overall vibrant and welcoming vibe.

Buffalo wings stand out with their flavor. Sliders like the 101 Burger and Shrimp & Lobster Roll offer variety alongside sides such as Crispy Onion Rings and Elotes. Burgers and salads like Caesar appear standard but complete the menu.

Breathtaking views define the rooftop experience here, making it a standout spot for dinner and drinks. The rooftop bar offers a great atmosphere with a popular happy hour running daily from 5-7pm.

People are saying

"The rooftop views of the city are beautiful."

"The service at the Rooftop was phenomenal and attentive."

"The American Food here has a spectacular atmosphere and great views."

Good to know

1

Happy hour is available 7 days a week from 5-7pm.

2

Reservations are typically required, but walk-ins may be accommodated if available.

3

The happy hour offers a great selection of drinks and appetizers at unbeatable prices.

03
Kennedy Rooftop image 1
Restaurant

Rooftop space offers nearly 360-degree skyline views with heated igloos featuring Bluetooth speakers and retractable cloth covers for comfort. Atmosphere feels cozy and warm even in cold weather, with a vibrant yet relaxed vibe. Visitors enjoy outdoor city views year-round with a mix of intimate and open seating.

Shrimp cakes stand out with a different twist from typical crab cakes. Chicken wings come with a jerk spice sauce, and buffalo wings, Caesar salad, fries, and a charcuterie board all deliver solid flavors.

Panoramic views of the Chicago skyline stand out at this rooftop. It offers a full skyline view and a great spot for brunch, dinner, and drinks with exceptional service.

People are saying

"The city skyline views from here are stunning."

"The rooftop views of the skyline are stunning."

"The American Food here has stunning city views."

Good to know

1

Happy hour runs from 4-7pm with great deals on drinks and small plates.

2

Reservations for igloos require a minimum spend of $85 per person.

3

Free street parking is available on Ashland, but spots are limited.

04
Reggies Chicago image 1
Bar & grill

Multilevel bar and grill with live bands and a rooftop deck featuring a basketball hoop creates a punk rock vibe. Atmosphere is lively and energetic, often very loud with dark, moody lighting. Seating includes comfy balcony spots and ample bars throughout the venue.

Chicken wings with BBQ sauce stand out as a highlight, paired well with loaded fries and tator tots. The pulled pork sandwich also delivers strong flavor alongside classic sides like fries.

A three-level dive bar with a rooftop deck that offers a fun outdoor patio to chill, watch trains pass by, and enjoy entertainment before shows.

People are saying

"The bar food, especially the pulled pork, is some of the best I've had."

"The Rooftop has great drinks and casual eats."

"The pulled pork and mac n cheese are out of this world."

Good to know

1

Parking can be challenging; consider using public transport or rideshares.

2

The venue hosts live music events almost every weekend.

3

Food service ends at 10pm, so plan accordingly.

05
The Garage Bar & Sandwiches image 1

Rooftop seating with a garden and balcony offers great views and a lively atmosphere. Music and sports bar vibes create an energetic environment that gets busy late. Activities like darts and shuffleboard add to the casual, family-friendly setting.

Mac and cheese empanadas stand out with their rich flavor. The Buffalo wings come with an excellent sauce that adds a spicy kick.

A killer rooftop sitting area offers a great spot to enjoy the weather. The patio and rooftop provide a nice space even when busy, with staff managing well.

People are saying

"They have a great, long list of beers to choose from."

"The rooftop is really nice and perfect for a sunny day."

"The American Food, especially the buffalo wings, was a hit."

Good to know

1

Trivia night happens every Wednesday at 8pm.

2

Bingo is hosted every Tuesday night with fun themes.

3

The brunch special is available on Saturdays and Sundays.

06
Residence Inn by Marriott Chicago Downtown Magnificent Mile image 1

Rooms offer spacious layouts with floor-to-ceiling windows and high-tech amenities including motorized blackout curtains and kitchenettes. The atmosphere balances modern luxury with some persistent street noise and door sounds, even on higher floors. A rooftop bar provides a relaxing space to unwind with city views.

Breakfast includes egg whites, bacon, and fresh fruits like cantaloupe and strawberries. Staff respond with chicken noodle soup when someone is sick, and the menu features items like chicken wings.

A rooftop bar offers a beautiful atmosphere to unwind with a cocktail. It operates weather permitting and is part of a hotel with two on-site restaurants.

People are saying

"The breakfast here has a great variety of delicious options."

"The rooftop bar has stunning views, especially at night."

"The rooms are brand new and equipped with everything you need."

Good to know

1

The hotel is located just off Michigan Avenue, steps from the Magnificent Mile.

2

Free breakfast is offered daily with great views from the dining area.

3

The laundry room is conveniently located on the 10th floor for long-term guests.

07
Texan Taco Bar image 1
Restaurant

Massive bar with a rooftop space and live band downstairs creates a festive atmosphere filled with loud music that encourages dancing and socializing. The place offers a variety of tacos and strong margaritas, attracting a lively crowd who enjoy energetic nights and ample space for fun.

Brisket nachos stand out with rich, smoky flavor and generous portions. Brisket tacos also offer a satisfying, hearty bite.

Rooftop offers a fun atmosphere with country music and a well-lit, festive bar area. The space is warm, covered, and suits large happy hour parties and outdoor dining.

People are saying

"I thought the tacos here were amazing and unique."

"I loved the rooftop space; it was really cool."

"I dreamed about the brisket nachos; they were so good!"

Good to know

1

Happy hour runs from 4-7pm on weekdays with great drink deals.

2

Expect a lively atmosphere during happy hour, especially on Fridays.

3

Happy hour includes half-price appetizers and select drinks.

08
Tavern on the Point image 1

Rooftop patio offers spacious outdoor dining with DJ music and beautiful views. Atmosphere feels friendly and lively, especially during events and brunch. Upstairs event space suits large gatherings with a mix of indoor and outdoor seating.

Elevated American comfort food shines with the surf and turf burger offering bold flavors and generous portions. Dishes like short rib grilled cheese, Cobb salad, and Baja tacos bring variety and strong taste profiles.

A rooftop patio offers a lively spot for celebrations and casual hangouts. A DJ spinning records adds energy while people enjoy drinks and dining in the open air.

People are saying

"The bartenders here are amazing and attentive."

"They went out of their way to make our party amazing."

"The short rib grilled cheese is amazing and buttery."

Good to know

1

Happy hour offers half-price appetizers from 4-7pm on weekdays.

2

Reservations are recommended for large parties, especially on weekends.

3

The rooftop patio is a great spot for events and gatherings.

09
Chรขteau Carbide image 1

Rooftop bar offers gorgeous sunset views and a cozy holiday atmosphere with blankets, heaters, and fire pits. The space features comfortable couches and a notable absinthe selection. Music varies from jazz to violin performances, creating a relaxed but sometimes uneven vibe.

Lobster rolls appear frequently but vary from just okay to perfection. The s'mores platter offers a fun twist with marshmallow roasting by the fire.

Cozy couches and heaters with blankets create a warm vibe on the rooftop. The spot offers awesome downtown views and a solid selection of cocktails and absinthe.

People are saying

"The city views from up here are really great."

"The rooftop cocktails here are fantastic and tasty."

"The American Food, especially the lobster roll, was just okay."

Good to know

1

Reservations are required for booking a hut with a fireplace.

2

A $300 food and beverage minimum applies for booking a chateau.

3

The menu is limited, with no vegetarian options except olives and popcorn.

10
Parlay River North image 1

Sports bar offers a gorgeous rooftop bar with a beautiful view and a live DJ playing music during game breaks. Atmosphere combines great energy and vibes with multiple TVs for sports fans. Some seating areas feel crowded or poorly lit, but food includes standout items like chicken and waffles and stuffed French toast.

Steak and eggs come cooked just right. Brisket hash and chicken and waffle stand out. Nachos are very cheesy with toppings on every chip. Boneless Buffalo wings and pizza hit the spot.

A small rooftop offers beautiful views and a gorgeous bar called Joy Bar. Access costs $20 for about 30 minutes, which some find overpriced.

People are saying

"The food here is amazing and absolutely delicious."

"The American Food here, especially the chicken and waffles, was amazing."

"The rooftop has a beautiful view."

Good to know

1

Happy hour offers great deals on beer and wings.

2

Trivia night happens every Tuesday at 8pm.

3

Brunch includes bottomless mimosas for 90 minutes.

11
LH Rooftop image 1
Restaurant

Rooftop bar offers unparalleled city views including river and Gothic architecture. Atmosphere is lively with loud music, making conversation difficult. Outdoor space features igloos and fire pits, with indoor area hosting a live DJ to maintain energy.

Mexican Cornbread stands out as a dessert not listed on the menu. Shrimp, chicken wings, and chicken burger offer flavorful dishes, while vegan tacos and loaded fries add variety. Lobster rolls and shrimp bisque also feature on the menu.

Unparalleled rooftop views showcase the Chicago River, bridges, and Gothic architecture from the 22nd floor. The rooftop offers a great spot for brunch and drinks with an accommodating atmosphere and kind staff.

People are saying

"The rooftop city views are stunning and beautiful."

"The rooftop views of the city are stunning."

"The American Food here is basic, but the view is spectacular."

Good to know

1

Reservations are required to secure a table at LH Rooftop due to limited space.

2

Expect long wait times during peak hours, especially on weekends.

3

Bring your ID as it is required for entry; no photos accepted.

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