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Local picks in the Loop

Kid-friendly rooftops

Watching the city from a rooftop is an experience that feels even more engaging when children are welcome to join.

Based on 592 Opinions
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Updated May 2026
01
Kasa South Loop Chicago image 1
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Apartment-style hotel offers spectacular city and lake views with a quiet, safe atmosphere. Spacious units include full kitchens, in-unit laundry, and private balconies, creating a comfortable, home-like feel. Amenities include a beautiful gym and rooftop deck with panoramic vistas.

Space fits groups with kids well, including toddlers. Staff offers pack-and-play and infant seats and shows kindness by not charging for accidents like broken glass.

Views from the rooftop patio offer a full cityscape that surpasses the room view. Access includes a 24th floor lounge with some thoughtful surprises.

People are saying

"I loved the beautiful city view from the window."

"The beds here are so comfortable, I slept great."

"It's really Kid Friendly, with ample room so you don't feel cramped."

Good to know

1

Parking is available in a garage next to the building, but it's an extra cost.

2

Self-check-in requires a code to enter the building and parking garage.

3

The property prohibits leaving pets unattended, which limits pet-friendliness.

02
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.

Staff consistently engage warmly with children, offering personalized greetings and thoughtful surprises. Rooms come equipped with cribs, diaper pails, and toys, making travel with toddlers easier.

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."

"This place is so kid friendly; they even gave my daughter cookies and a robe."

"The rooftop views are amazing and spectacular."

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.

03
Renaissance Chicago Downtown Hotel image 1

Rooms offer spacious layouts with spectacular river views and maintain a quiet atmosphere despite nearby city noise. Rooftop bar provides a comfortable setting with heaters and fire pits, creating a pleasant spot to relax. Central bar stays lively, attracting a steady crowd, while the overall vibe remains luxurious and calm.

Rooms offer spacious layouts suitable for two adults and two small kids. Staff provide personalized treats and make kids feel special, especially on birthdays.

A rooftop bar on the third floor features comfortable sofas, heaters, and fire pits. It offers both outdoor and indoor seating with nice snack food and excellent libations.

People are saying

"The hotel staff were so kind and professional."

"I loved the rooftop bar; it was the crowning glory."

"The staff here is so friendly and accommodating."

Good to know

1

The hotel charges $80 for overnight parking.

2

Valet parking is available for $88 per night.

3

The hotel is located right off the river, providing great views.

04
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.

Children enjoy the rooftop views while dining. Staff offer generous treats like chocolate cake to kids. The atmosphere feels welcoming to families during the day.

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."

"It's very kid friendly, with welcoming and accommodating staff."

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.

05
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.

A full game room offers basketball and shuffleboard for kids. The usual 6 PM closing time for children is often not enforced, allowing more playtime.

Spectacular city skyline views and a gothic all-glass roof create a unique rooftop experience. The spot works well for a pre-dinner drink with breathtaking sights of the stars and city.

People are saying

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

"The rooftop offers an awesome view of the park."

"It's so Kid Friendly, you can walk everywhere from here."

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.

06
Pendry Chicago image 1

Historic building with Art Deco design offers spacious rooms featuring city views and luxurious amenities. Lobby and rooftop lounge provide a resort-like atmosphere with music and entertainment. Downtown location brings loud street noise at all hours, affecting room quietness.

Suites offer ample space for kids to run and relax. Front desk provides a wagon full of stuffies and gives kids complimentary stuffed animals at check-in.

Breathtaking city views dominate the rooftop, creating a perfect backdrop for evening drinks. An open lounge area features great music and entertainment, enhancing the atmosphere.

People are saying

"The hotel staff were so friendly and helpful."

"The rooftop bar offers breathtaking city views for evening drinks."

"The staff here are so friendly and helpful, making it feel really kid friendly."

Good to know

1

The Cadillac experience is available only on select days and hours.

2

Escalade service operates on Fridays and Saturdays for rides within a two-mile radius.

3

Happy hour is offered daily at the restaurant.

07
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.

Thoughtful kids' gifts include stuffed animals at check-in and backpacks with coloring books and crayons. Staff offer child-friendly treats like Peeps and M&Ms instead of cookies.

A bar called ROOF sits on the top floor, offering a hip vibe. The rooftop provides great scenic views visible from the bar and many rooms.

People are saying

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

"The rooftop bar has a lively atmosphere and great skyline views."

"The staff here are top-notch and make your stay special."

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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