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Scenic views with cocktails in the Loop

A cocktail that comes with a view worth looking at, rather than one you drink while staring at a blank wall.

Based on 727 Opinions
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Updated May 2026
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Restaurant

Rooftop restaurant offers stunning city views and a relaxed atmosphere with friendly staff. The space features beautiful ambiance suitable for quiet meals or lively happy hours. Cocktails and small plates complement the setting, creating a charming dining experience.

Spectacular rooftop views offer a beautiful panorama of the city. Large windows and a top deck provide consistently great cityscapes that enhance the atmosphere.

Cocktails feature bourbon blackberry and blackberry whiskey sangria styles like Running with the Bulls. Gin and vodka drinks come out impeccably crafted and refreshing with reasonable prices.

People are saying

"You'll love the inventive cocktails, many are sweet."

"The food here is delicious, super juicy and flavorful."

"The rooftop views here are absolutely gorgeous."

Good to know

1

Happy hour runs from 3:30 to 5:30pm on weekdays.

2

Happy hour offers great deals on food and drinks.

3

The restaurant is located on the 16th floor of the Hilton hotel.

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Chicago Athletic Association - The Unbound Collection by Hyatt image 1

Venetian-Gothic architecture shapes a stylish hotel with ornate woodwork and intricate carvings. Lively atmosphere fills public game rooms and a rooftop bar with great views of the lake and park. Athletic-themed amenities include basketball, bocce, and yoga, blending historic charm with active recreation.

Rooftop offers a spectacular view. Rooms on the 7th floor overlook Millennium Park with excellent views.

Extensive bar offerings include custom cocktails crafted with the in-house restaurant. Both rooftop and indoor bars serve delicious cocktails alongside attentive service.

People are saying

"It's a striking historical site with authentic charm and artistic details."

"The rooftop bar has an awesome view of Millennium Park."

"The cocktails here have an awesome view of the park."

Good to know

1

Happy hour runs daily from 4-6pm with discounted drinks.

2

Expect wedding crowds on weekends due to the hotel's wedding venue status.

3

Reservations are required weeks in advance for dinner at Cindy's Rooftop.

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theWit Chicago, a Hilton Hotel image 1

Hotel offers lively rooftop bar with great city views and vibrant atmosphere. Rooms and common areas feature funky artwork and a comfy, eclectic design. Nighttime brings street noise and energetic crowds, especially near the club and light rail.

Rooms offer amazing city and river views, with many featuring scenic sights. The rooftop bar also provides great panoramic views.

Sushi and vodka cocktail stands out at the rooftop bar. The drink list features cocktails, draft beers, bottles, and cans with solid local options. Cocktails are also available on the first floor.

People are saying

"The hotel's five-star service made my day better."

"The scenic views from the room were breathtaking."

"The rooftop bar cocktails were awesome and the best I've ever had."

Good to know

1

The rooftop bar hosts a brunch buffet on weekends.

2

Private events frequently close the rooftop bar, limiting access.

3

Valet service is recommended as there is no parking available.

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Sports Illustrated Resorts Chicago image 1

Hotel offers great views and modern, comfortable rooms with thoughtful amenities like in-room kettles and a well-equipped gym. Rooftop bar and club create a loud atmosphere with bass noise permeating halls late into the night. Design is upscale and clean, but overall vibe is not warm or welcoming.

Upstairs club and rooftop bar offer incredible city views. The bar provides a spectacular view alongside dining and a sweet coffee spot.

Drinks include classic cocktails and unique house creations. The bartender shows outstanding knowledge and balances speed and quality while making intricate cocktails and chatting.

People are saying

"The hotel staff went above and beyond to make me feel welcome."

"The city views from the high floors are amazing."

"The cocktails here are perfectly balanced and packed with flavor."

Good to know

1

Rooftop parties occur on weekends, featuring house music and a vibrant atmosphere.

2

Happy Hour offers complimentary drinks for guests from 4-5pm daily.

3

Reservations for special events like birthday celebrations are recommended for personalized services.

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The Walnut Room image 1
American restaurant

Dining room showcases historic decor and a stunning Christmas tree that creates a magical atmosphere. Fairy princesses visit tables, adding a whimsical touch to the experience. Space feels spacious and elegant with white tablecloths and a sense of Chicago history.

Seating by the window offers a perfect view of the Muddy Waters mural. Windows also showcase interesting views and a holiday tree decorated in Marshall Fieldโ€™s colors.

Attentive service keeps drinks refilled promptly and offers solid suggestions. The eggnog cocktail stands out as a great recommendation and is consistently well received.

People are saying

"The holiday atmosphere and the Great Tree are just stunningly gorgeous."

"The food here is delicious and full of flavor."

"I'll order the amazing eggnog cocktail again."

Good to know

1

Reservations are required for holiday dining at least two months in advance.

2

The Walnut Room hosts a popular drag brunch every Sunday at 11 AM.

3

Parking costs $28 for three hours, so plan accordingly.

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Millennium Hall Restaurant image 1

Architecture features Frank Gehry's dancing metal design with indoor and outdoor seating offering views of the ice rink and cityscape. Atmosphere ranges from festive and chill to lively with large projection TVs showing sports. Popular for group outings and casual dining with a bar-focused vibe.

Seating offers a gorgeous view of the skating rink. The view from the restaurant overlooks the ice rink clearly and adds to the dining experience.

Bartenders craft custom cocktails like curaรงao drinks tailored to outfits. Signature cocktails cost about $15 and come with well mixed flavors served with kindness.

People are saying

"Chef David's pizza making class was so fun and awesome."

"The drinks here are mixed with kindness and professionalism."

"The scenic views of the ice rink were amazing."

Good to know

1

Reservations are recommended for pizza-making courses and private events.

2

Happy hour runs from 4-6pm with discounted drinks and appetizers.

3

Karaoke night starts at 10pm on Thursdays with a two-drink minimum.

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Fairmont Chicago, Millennium Park image 1

Hotel offers amazing city views and a quiet workspace with beautiful decor. Gold Lounge provides a relaxing retreat with light food and drinks. Efficient elevators and a well-equipped 24-hour gym support convenience and fitness needs.

Rooms offer beautiful views, especially from the 31st floor. Sunrise scenes stand out, and the Gold Lounge provides impeccable views alongside its food.

Bars offer perfect service for cocktails, especially in the Gold Lounge. Toro restaurant features fashionable cocktails alongside a flavorful menu by Robert Sandoval.

People are saying

"The city views from the room are amazing."

"The city views from the room are amazing."

"The cocktails were really good and the vibe was awesome."

Good to know

1

Reservations are required for the holiday bar during the festival.

2

Parking can be confusing; plan to arrive early to find the garage.

3

Expect extra charges for amenities, even if not used.

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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.

Offers stunning river views and unparalleled rooftop sights of the city, including the river, bridges, and Gothic architecture. The view stands out as truly unique and beautiful among rooftop spots.

Creative cocktails come with fast service and stunning river views from the terrace. Drinks are consistently incredible and enjoyable with a beer or cocktail option.

People are saying

"The rooftop city views are stunning and beautiful."

"The city views from the rooftop are stunning."

"The cocktails here offer amazing views of the river and city."

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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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.

Rooftop seating offers awesome views of downtown from the 24th floor. The outside patio provides a gorgeous sunset backdrop and a laid back atmosphere for meetings or drinks.

Rooftop setting offers a nice backdrop for a good selection of cocktails and absinthe. Mezcal cocktails stand out as interesting and well-crafted.

People are saying

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

"Alondra crafted the best mezcal cocktail I've ever had."

"The scenic views here are absolutely gorgeous and made the visit worthwhile."

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.

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The LaSalle Chicago, Autograph Collection image 1

Hotel combines old-fashioned charm with a modern twist in a sheek, elegant setting. Rooms are quiet, cozy, and spacious with attention to detail throughout. Public spaces include a quieter bar with jazz and offer great city views.

Rooms offer great city views, including sights of the Willis Tower. Some guests receive complimentary upgrades to rooms with these views.

Quiet bar on the 21st floor features a jazz band and better cocktails. The lounge and restaurant serve creative cocktails throughout the day alongside food options.

People are saying

"The hotel staff here is so friendly and helpful."

"The location is ideal, putting many places within walking distance."

"You'll find creative cocktails served throughout the day."

Good to know

1

The Grand Ballroom on the 22nd floor hosts weddings and events.

2

Jazz nights occur every Friday and Saturday at the in-house restaurant.

3

Check-in is located on the 21st floor, right outside the elevators.

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Grant Park Bistro image 1

Outdoor seating offers great views of the park and a bright, clean decor fills the space with natural light. The atmosphere ranges from chill and vibrant to very loud and crowded during events. Bottomless mimosas and well-crafted cocktails add to the lively brunch vibe.

A beautiful patio offers great views of Grant Park with umbrellas for shade. The spot combines a vibrant downtown vibe with scenic park sights and good music.

Cocktails offer solid quality but stay in the mid-level range. Asking for Frank brings great conversation alongside your drink.

People are saying

"I thought the food here was amazing and excellent."

"You'll love the great views of the park from the patio."

"The cocktails are perfectly crafted and made with genuine care."

Good to know

1

Happy hour runs from 4-6pm with affordable drink specials.

2

There is a one and a half hour limit for bottomless mimosas during brunch.

3

A 20% service charge is added for tables of more than four people.

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Canopy by Hilton Chicago Central Loop image 1

Quiet, spacious rooms with luxurious decor and modern amenities create a cozy, home-like atmosphere. Heavy carpeting and thoughtful design keep noise low despite nearby urban sounds. Facilities include a well-equipped fitness center, free water refill stations, and a rooftop restaurant open for dinner.

Rooms on the 12th and 14th floors offer landmark and amazing city views. The views stand out as a key feature alongside the room's comfortable style and decoration.

A Running with the Bulls cocktail offers a sangria-style drink that fits the Spanish theme. Friendly staff serve drinks in a lobby with a nice ambience for both coffee and cocktails.

People are saying

"This hotel's decor is beautifully designed and visually appealing."

"The bartenders here are amazing and so welcoming."

"The cocktail bar staff were super knowledgeable and friendly."

Good to know

1

Parking at the hotel costs $75 a day, which can be high on weekends.

2

The hotel is located just 2 blocks from Union Station, making it accessible.

3

Wi-Fi issues may occur, as some guests reported authentication problems.

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