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Rooftop lunch spots

Eating lunch on a rooftop changes the perspective of the entire day. It is a chance to step away from the street level and enjoy a meal with a view.

Based on 579 Opinions
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Updated May 2026
01
Peanut Park Trattoria image 1
Peanut Park Trattoria image 2
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Italian restaurant

Rooftop dining with a retractable roof offers a quaint and intimate setting complemented by large open windows that blend indoor and outdoor spaces. Atmosphere balances comfortable space and lively energy, though noise can rise during busy times. The setup supports group gatherings while maintaining a pleasant view and inviting vibe.

Lunch features orchiette pasta served in a casual setting with friends.

A quaint and intimate rooftop offers a retractable roof ideal for outdoor dining. The space feels cute and suits group gatherings well.

People are saying

"The homemade pasta here is so delicious."

"The pasta at this Lunch Spot is so good."

"Dave helped me plan our Rooftop event, making it easy and fun."

Good to know

1

Peanut Park Trattoria offers a happy hour between 4-6pm with $3 off pizzas.

2

Brunch is served on weekends with a special menu.

3

Expect long wait times on holidays like Valentine's Day.

02
Seville Chicago image 1
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.

Versatile for business lunch or casual meetups, it respects your time without skimping on flavor or experience. The spot works well for happy hour, lunch, or dinner, offering a solid midday option.

A 16th floor rooftop offers a stunning city view with an outdoor seating area. The space creates a memorable evening atmosphere for dining.

People are saying

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

"The food on the Rooftop was delicious and flavorful."

"This lunch spot's food is amazing, especially the sandwiches."

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.

03
TNT Rooftop Restaurant image 1

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.

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."

"Chef Wanda was amazing and provided superb service."

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.

04
The Old Post Office image 1
Historical landmark

Massive Art Deco building offers a spacious, elegant interior with grand yet purposeful design. Rooftop features a wild garden urban oasis and stunning views of the city and river. Lounge areas provide comfortable seating and extended wifi, creating a peaceful atmosphere despite occasional loud events.

The food hall offers great lunch options with a nice food court atmosphere. It's a convenient spot to walk to for a leisurely lunch during the week.

Massive rooftop features beautiful gardens and meadows creating an urban oasis. It offers views of skyscrapers, a basketball court, tennis court, trails, and a bar for events.

People are saying

"The historical sites here blend old and new beautifully."

"The renovation blended history with a surprisingly modern, elegant interior."

"I enjoyed a leisurely lunch in the amazing architecture."

Good to know

1

Access to the Old Post Office is through the Van Buren Street side.

2

The food hall offers a variety of dining options for visitors.

3

The venue is suitable for large gatherings and private events.

05
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.

Rooftop seating offers a great spot for lunch with a relaxed vibe. Frequent visits confirm it works well for both late lunch and regular midday meals.

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 poached eggs at this Lunch Spot were hard boiled."

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.

06
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.

Lunch offers an awesome menu with dishes like the lobster roll. The rooftop seating adds a nice touch for drinks alongside lunch.

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 lunch food here is delicious."

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.

07
The J. Parker image 1

Rooftop lounge offers incredible city and lake views with an open-air bar and heaters that keep the space warm on chilly evenings. Music from a DJ creates a fun, lively vibe while outdoor seating accommodates larger groups. The atmosphere blends comfort with a scenic backdrop, making it a distinctive urban spot.

A three-course lunch special includes an appetizer, entree, and dessert. The patio offers a nice spot for an afternoon meal and drink. Service features a friendly personality during lunch.

Offers great views of Lake Michigan and Lincoln Park with a spacious rooftop setting. Features a scrumptious amount of food for the price and a notable happy hour that draws groups and celebrations.

People are saying

"The lake and city lights offer a beautiful, stellar view."

"The rooftop views of the park and lake are beautiful."

"Our server Devante made our lunch spot experience amazing."

Good to know

1

Reservations are recommended, especially for busy times like weekends.

2

Happy hour runs from Sunday to Thursday with limited drink specials.

3

Expect long wait times for food; some orders take over 50 minutes.

08
The St. Regis Chicago image 1

Towering skyscraper offers spacious rooms with epic city views and an elegant atmosphere. Amenities include a large indoor pool, well-equipped gym, and personalized butler service. Dining spaces provide luxurious settings with rooftop views and unique breakfast options.

Room service offers an amazing lunch experience with quality dishes. Miru serves as an option for both lunch and dinner with appealing choices.

Breakfast on the 11th floor offers a spectacular view with a welcoming atmosphere. Service from valet to rooftop staff is consistently amazing, and credits or complimentary meals are sometimes available for guests.

People are saying

"Vince at the Hotel concierge desk went all out to make everything exceptional."

"The rooftop views are amazing and spectacular."

"The food at this lunch spot was amazing and well worth the money."

Good to know

1

Every evening at 5 pm, they do Sabrage (Champagne Sabering) for guests.

2

There is a daily champagne opening ceremony with a saber starting at 5:30 p.m.

3

The hotel is located near Riverwalk, providing easy access to attractions.

09
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.

Multiple visits confirm a solid spot for lunch dates and casual meals with friends. The rooftop setting adds a nice touch, though it can be closed for events or setups.

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 views from this lunch spot are gorgeous."

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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