Atly Logo
New Yorkers 1st Choice
Local picks in Chicago

Dog friendly rooftops

You want to enjoy a rooftop view without having to find a sitter for your dog.

Based on 592 Opinions
+589
User
User
User
Updated April 2026
01
Ray's Bucktown Bed and Breakfast image 1
Ray's Bucktown Bed and Breakfast image 2
Ray's Bucktown Bed and Breakfast image 3
View all

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.

Staff treat dogs with friendly care and welcome them warmly. A $20 pet fee applies, which is reasonable for bringing pets along.

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 staff here are so caring and know my dog by name."

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.

02
Hyatt Place Chicago / Wicker Park image 1

Hotel offers a spacious rooftop bar with beautiful city views and heated outdoor igloos. Rooms feel spacious and elegant, though street noise can be noticeable. Fitness center provides a well-equipped gym with free weights and Peloton bikes.

Staff handle pets with care during events like fire inspections. The hotel is generally pet friendly but lacks safe walking areas for dogs to potty.

Incredible views define the rooftop experience here. The rooftop bar offers a great ambiance and attentive staff, making it a standout spot to relax.

People are saying

"The hotel staff is incredibly welcoming and attentive to your needs."

"The complimentary breakfast here is surprisingly good."

"Judy was fantastic and helped keep our dog calm."

Good to know

1

Parking costs $50 per night, with valet service only.

2

Breakfast is included with a variety of options.

3

The hotel is a 10-minute walk from the blue line station.

03
Level Chicago - Fulton Market image 1

Apartment-style building offers spacious rooms with fully equipped kitchens and in-unit washer/dryers. Amenities include rooftop terrace views, a pool, sauna, hot tubs, and private co-working spaces. The atmosphere is generally quiet and secure, with pet-friendly features like an adjacent dog park.

An adjacent dog park makes it easy to bring dogs along. The hotel is consistently pet friendly and welcomes dogs.

Fantastic city views from the rooftop create a breathtaking atmosphere. Amenities include a roof terrace and a 24/7 indoor hot tub for relaxing moments.

People are saying

"The hotel staff were so kind and helpful throughout my stay."

"The rooftop city view was breathtaking."

"It's super dog friendly with an adjacent dog park."

Good to know

1

Parking is not included in the stay and can be expensive.

2

Expect to pay an amenities fee that may not be clearly explained.

3

The building is more of a residential space than a traditional hotel.

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.

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 dog friendly, with a nice off-leash pet area."

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 welcome dogs with a gift basket on arrival and room service offers pet food. A $100 pet fee applies and is listed on the website.

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 rooftop views of the city are spectacular."

"The staff here is so friendly and accommodating for dogs."

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
Hotel Lincoln - JDV by Hyatt image 1

Rooftop bar offers panoramic lake and skyline views with a vibrant nightlife featuring loud music and DJs. Interior spaces feel cozy and quaint but show signs of wear and outdated decor. Amenities include a rooftop pool, sushi restaurant, and convenient coffee shop, creating a neighborhood boutique vibe.

Dogs are welcome throughout the hotel, including the cafe where a wall of Polaroids of dog visitors is displayed. The hotel offers special doggie treats and rooms with dog suits that keep pets calm by letting them stay away from hallways. Lincoln Park across the street provides a convenient spot for walks.

The rooftop offers incredible views of the lake, park, and city. The bar serves drinks with awesome service and a cool atmosphere.

People are saying

"The views of the lake and city from the rooftop are stunning."

"The rooftop views of the city and lake are fantastic."

"This place is so dog friendly, they even have treats at the desk!"

Good to know

1

The rooftop bar may be closed for private events, check in advance.

2

Expect limited access to the rooftop bar during busy times.

3

Complimentary happy hour drinks are available on the rooftop.

07
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.

Pets stay free with no extra fees. The hotel offers special amenities for dogs and welcomes them warmly.

Rooftop parties feature a rooftop bar with great views and a sweet coffee place. Staff are friendly from reception to the rooftop.

People are saying

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

"The rooftop has stunning city views and is a great place to unwind."

"It's dog friendly and they don't charge a pet fee."

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.

08
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.

Staff treat dogs like royalty with friendly smiles, treats, and toys at the door. A portion of the pet fee supports PAWS, showing commitment to pet welfare.

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."

"They're so dog friendly, treating my pup like royalty with treats and toys."

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.

Discover more

Chicago, Illinois

Area guide
Loading Map...