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Top picks in Chicago

Kid-friendly rooftops

You want the elevation of a rooftop without having to worry about whether your kids are welcome.

Based on 764 Opinions
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Updated June 2026
01
Skyline Pitch Chicago image 1
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Sports complex

Rooftop soccer fields offer stunning city views and high-quality turf in a compact, well-maintained space. The atmosphere feels friendly and community-oriented, with amenities like Tesla superchargers and soccer tennis tables enhancing the experience.

Fields offer plenty of space for kids to run and play. Friendly atmosphere shows in adults like Vรญtor playing ball with children. Birthday celebrations happen here, making it a spot for family fun.

An amazing rooftop soccer field offers one of the best views of downtown Chicago. The rooftop also includes Tesla superchargers and parking, making it convenient for players.

People are saying

"The city skyline view from the pitch is amazing."

"The staff here is so Kid Friendly, they'll even play ball with your kids."

"The rooftop soccer field has an amazing view."

Good to know

1

Parking is easy, with validation available for guests.

2

The venue is well maintained and professional.

3

The turf is not suitable for playing football due to safety concerns.

02
Ray's Bucktown Bed and Breakfast image 1

Eclectic building filled with unique art and quirky decor creates a cozy, bohemian vibe that feels like home. Common areas buzz with interesting people and offer amenities like sauna, steam room, and rooftop lounge. Rooms are comfortable and charming, making the stay personable and inviting.

Exceptional and diverse breakfast delights kids who enjoy food. Sauna and steam room plus games and snacks create a welcoming space for babies and young children.

A rooftop garden grows herbs, fruit, and vegetables used in cooking. The roof deck and patio offer spots to relax, enjoy breakfast, and access the sauna and steam room.

People are saying

"The beds here are so comfortable and inviting."

"The rooftop patio was a great spot to enjoy breakfast."

"The breakfast here is fabulous and delicious."

Good to know

1

Breakfast is served from 8 to 11 am daily.

2

The location is a 5-minute walk from the Blue Line train.

3

Street parking is always available near the B&B.

03
Rooftop Cinema Club Fulton Market image 1

Outdoor movie theater on a rooftop offers fantastic views and an elegant atmosphere with individual headphones that provide clear sound and block outside noise. Cushioned chairs and fun games create a relaxed, enjoyable vibe suited for date nights or casual outings.

Kids gather mostly in the shaded spot in front of the screen to stay cool. The area can get quite warm, so bringing cups of ice helps with comfort during visits.

Watching movies happens on a warm rooftop with clear directions to get there. The setting creates a great ambience that suits date nights or celebrations.

People are saying

"The rooftop movie experience here is awesome and unforgettable."

"I had an incredible time at the Rooftop Cinema!"

"The headphones here are great for Kid Friendly fun."

Good to know

1

Arrive early to secure good seats as there are no reserved spots.

2

Bring a blanket for chilly evenings, as they do not provide any.

3

Food and drink options are limited, with only one available during my visit.

04
Kasa South Loop Chicago image 1

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.

05
Loews Chicago Hotel image 1

Modern hotel offers spacious rooms with fantastic city views and a stunning rooftop bar. Atmosphere ranges from quiet and comfortable to lively at the bar, attracting couples and social gatherings. Amenities include a large fitness center, pool, and welcoming common areas.

Rooms offer clear views of Navy Pier and the Ferris wheel, which kids enjoy. Flexible parking options make coming and going easier with children.

Rooftop features include a bar with city views and a terrace for receptions. Food and drinks at the rooftop bar are delicious, and the service is friendly and engaging.

People are saying

"The Hotel staff were so friendly and professional."

"The pool was a highlight for our kids, with floaties and toys."

"The rooftop views of the city are spectacular."

Good to know

1

Valet parking costs $78 per night, with potential double charges.

2

Expect hidden fees, including a resort fee despite no resort amenities.

3

Room service charges $9 for bottled water.

06
Professor Pizza Slice & Pie - West Town image 1

Rooftop space offers fantastic city views and a trendy tavern-style decor filled with nostalgic art and family photos. Atmosphere shifts from chill and cozy indoors to a loud, day club vibe with DJs on weekends. The place attracts lively crowds enjoying excellent music and spacious seating.

Staff shows fantastic accommodation for children and parents. Kids enjoy the pizza, but some visits may feel disappointing for family time.

Great rooftop offers a fantastic city view and a cool stage space for a DJ on weekends. The ambience feels beautiful and inviting for dining outdoors.

People are saying

"The pizza here is insanely delicious with fresh, flavorful toppings."

"The city views from the rooftop patio are fantastic."

"The pizza here is phenomenal and definitely worth it."

Good to know

1

Expect a 40-minute wait for a table during peak hours.

2

Only online orders for pickup are accepted; no dine-in or curbside service.

3

A QR code is required to order and pay upfront.

07
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.

08
Puttery image 1
Miniature golf course

Large, well-decorated space features a library-themed course and a rooftop area with notable views. Atmosphere combines jazz music with a fun, social vibe suited for couples and groups. Miniature golf includes a digital scoring system enhancing the experience.

Indoor Putt-Putt offers a fun activity for kids, especially during winter. Staff like Christian and Jasmine help kids through the course and coordinate food timing with the games, making events like birthday parties smooth and enjoyable.

Rooftop space sits on the 3rd floor with a bar perfectly placed between indoor and outdoor areas. The rooftop terrace offers a chill vibe and a memorable view despite not being expansive.

People are saying

"You'll have a fun time with the challenging mini golf courses."

"I loved the well laid out and visually appealing rooftop patio."

"The putt putt courses here are well themed and fun to move around."

Good to know

1

Reservations are recommended, especially for larger groups or events.

2

The bar is wheelchair accessible, but the golf courses are not.

3

Expect upscale pricing for food and drinks at the venue.

09
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.

10
Federales Tacos & Tequila - Logan Square, Chicago image 1

Retractable roof and killer patio create an open, lively space with loud music and energetic DJ sets playing 90's and 2000's hits. Crowd enjoys Mexican-inspired food like standout vegan tacos and brisket nachos alongside mezcal margaritas. Atmosphere buzzes with sports on TV and a vibrant, social vibe.

Kids run freely and play loudly, creating a lively atmosphere. The spot welcomes families with easy accommodations and space for children and pets.

A retractable roof opens up in the main room, letting in fresh air and sunlight. The patio benefits from the open roof, creating an airy vibe especially in warm weather.

People are saying

"The tacos here are insane, especially the ribeye."

"It's so easy to bring your kids here; they're really accommodating."

"I loved the open, retractable rooftop during summertime."

Good to know

1

Happy hour runs from 4pm to 6pm Monday through Thursday and 3pm to 5pm on Fridays.

2

Parking can be scarce or tight due to the location.

3

Reservations are recommended, especially during peak hours.

11
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.

Staff give kids teddy bears at check-in and make special occasions like birthdays memorable. The hotel stays very clean, which suits families with kids who have medical needs.

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 staff go above and beyond to make your visit special."

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.

12
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago image 1

Upscale hotel with a sophisticated design aesthetic and elegant yet comfortable atmosphere. Rooftop terrace and bar offer stunning views and a lively spot for cocktails and small bites. Central location attracts a bustling crowd, creating a vibrant energy throughout the day.

Staff provide exceptional service for children, including extra sheets, towels, and special requests like honey tea. They also send pre-arrival emails to acknowledge celebrations such as birthdays.

Outdoor space offers fire heaters for cooler nights and rooftop seating with a great city view. The bar serves cocktails and little bites with courteous staff providing quick seating.

People are saying

"The hotel staff were so kind and helpful."

"The Rooftop staff, especially Rin and Katherin, provided impeccable and welcoming service."

"The staff here is so accommodating and kind, making it feel really Kid Friendly."

Good to know

1

Expect a Daily Destination Fee upon arrival, which may not be disclosed during booking.

2

Room service is unavailable after 10:30 PM, despite advertised hours until 11 PM.

3

The hotel is attached to the Shops at North Bridge for convenient shopping.

13
The Royal Sonesta Chicago River North image 1

Hotel offers gorgeous city and river views with a 17th floor rooftop pool and terrace. Interior features a dark, chic design with a fresh, luxurious scent upon entry. Rooms provide a quiet, comfortable atmosphere despite the lively surrounding area.

The pool has a shallow depth that keeps it safe for kids. Staff leave welcome treats like chocolates and notes in rooms. The outdoor area and pool are popular spots for children to enjoy.

A rooftop terrace on the 17th floor offers a unique city view at night and connects to a spotless rooftop pool. Meals and drinks are available, making it a solid spot to unwind.

People are saying

"This place is so Kid Friendly; they upgraded our room for our daughter's birthday."

"The beds are really comfortable and clean."

"The rooftop terrace offers a spectacular view."

Good to know

1

Valet parking costs $100, and only valet service is available.

2

A resort fee of $32 or more is charged to all guests.

3

The hotel is centrally located near downtown and public transport.

14
Holiday Inn & Suites Chicago-Downtown by IHG image 1

Hotel offers rooftop swimming pool with skyline views and a spacious lobby. Atmosphere varies from quiet nights to occasional noise from hallways or nearby events. Amenities include free Wi-Fi and a gym, with rooms that feel dated and have limited space.

Rooftop pool offers fun for kids, with staff showing great care and a welcoming attitude toward toddlers. Families find it a comfortable spot for children to enjoy.

Rooftop pool offers clean water and great views of the Sears Tower and other skyscrapers. It includes reliable free Wi-Fi and a well-equipped gym nearby, making it a fun spot for both kids and adults.

People are saying

"This hotel's location is great, near Union Station and restaurants."

"The rooftop pool was great and clean."

"The rooftop pool is so fun and well-maintained for kids."

Good to know

1

Parking can cost as much as $69 a night, even for Diamond members.

2

Breakfast costs $24, and there is no free breakfast available.

3

The pool is currently not operational, which may affect your stay.

15
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.

Upstairs spaces host family gatherings and kids' parties comfortably. Kids stay well-behaved during events, making it suitable for family dinners.

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 staff here is wonderfully attentive and professional."

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.

16
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.

17
Lakeshore Sport & Fitness image 1

Multiple floors host cardio, strength training, and instructor-led classes alongside indoor and outdoor pickleball courts and an excellent indoor pool. A spacious rooftop cafe and patio offers scenic views and recreational amenities like shuffleboard. The atmosphere is lively and family-friendly, with a strong focus on tennis programs and childcare services.

Free weekly dance classes and a reptile show let kids get hands-on with animals. Childcare includes a two-hour free option and a dedicated team keeps kids safe and entertained. Separate family locker rooms and rooftop pool parties support both fun and convenience for families.

A spacious rooftop cafe, bar, and patio offers a lovely view and includes a shuffleboard setup. The rooftop restaurant serves themed dinners with a good menu and a selection of wines and beers.

People are saying

"The rooftop restaurant Harvest offers a good menu and themed dinners."

"This weight lifting gym has multiple floors of equipment."

"The childcare team kept my kids safe, happy, and entertained."

Good to know

1

Free two-hour childcare is included with individual plus kids membership.

2

Parking availability is limited, especially during peak hours and weekends.

3

Lap swimming requires a reservation through a dedicated system.

18
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.

19
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.

20
CloudBar at 360 CHICAGO image 1

Bar atop a skyscraper offers 360-degree city views and a rooftop lounge with ample seating. Atmosphere shifts from relaxed during sunset to lively as night falls, with a mix of tourists and locals. Entry requires a ticket, and the setting includes unique attractions like a thrilling tilt experience.

The venue is clearly kid friendly, with many kids and families present even at the bar area. Children are allowed inside and can sit at the bar, making the space suitable for families rather than special occasions or dates.

Offers a 360-degree view of the city with an incredible skyline backdrop. The rooftop includes an indoor area and plenty of seating for drinks and socializing.

People are saying

"The city views from here are amazing and totally unbeatable."

"The bar staff here is wonderfully kind and great with kids."

"The rooftop has an incredible view of the city skyline."

Good to know

1

Entry to the bar requires a general admission ticket costing around $40.

2

Expect a 30-60 minute wait for seating during peak hours.

3

Drinks take about 15 minutes to arrive after ordering.

21
Hampton Inn Chicago Downtown/Magnificent Mile image 1

Rooms offer spacious comfort with marvelous city views and quiet despite busy surroundings. Lobby buzzes with constant foot traffic, creating a lively, chaotic atmosphere. Rooftop features include a seasonal pool and panoramic views, adding a unique urban oasis feel.

A rooftop pool offers hours of fun for kids. Free breakfast each morning keeps them happy and energized. Staff treats families with care, creating a welcoming atmosphere.

An open roof reveals a seasonal pool on the top floor. The rooftop pool offers an amazing view that stands out among hotels.

People are saying

"The breakfast here is amazing and conveniently located."

"The rooftop pool has an amazing view of the city."

"The staff made us feel so welcoming and like family."

Good to know

1

Parking costs $60 or more for overnight parking.

2

The hotel charges a $100 deposit per night not mentioned at booking.

3

Only 3 out of 9 elevators work, causing long wait times.

22
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.

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