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Top picks in the Loop

Dog-friendly modern spots

A modern space that welcomes your dog as a regular guest instead of treating your pet like a logistical hurdle to be managed.

Based on 616 Opinions
+613
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Updated May 2026
01
Staypineapple, An Iconic Hotel, The Loop Chicago image 1
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Historic building blends modern amenities with charming style and comfortable rooms featuring exceptional views. Atmosphere stays fun and welcoming with a calm, chill vibe throughout. Complimentary treats and a friendly bar add to the inviting experience.

Rooms blend modern comfort with historic charm. The building keeps its old-time charm while offering modern amenities.

Staff provide pet beds, bowls, toys, and treats along with waste bags and extra linens. The hotel fosters a pet-friendly atmosphere and supports local shelters.

People are saying

"This hotel's location is great for walking everywhere."

"The beds and furniture felt so comfortable and modern."

"This place is so Dog Friendly, they even provide treats and bowls."

Good to know

1

Happy hour offers a burger and beer or soda for $10 from 4-6 pm.

2

Every afternoon, enjoy a cookie hour with complimentary beverages.

3

Valet parking is expensive and can be problematic during busy events.

02
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.

Rooms show modern elegance with a clean, trendy design. The atmosphere blends cozy and elegant elements smoothly.

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.

People are saying

"The hotel staff were so friendly and helpful."

"The modern staff here are so warm and make you feel special."

"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.

03
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.

Rooms feature modern design with thoughtful details that support both work and relaxation. Panoramic city views and vibrant energy add to the lively vibe.

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

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.

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.

People are saying

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

"The modern corner apartment has floor-to-ceiling windows with stunning skyline views."

"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
Le Mรฉridien Essex Chicago image 1

Hotel offers city views and comfortable beds in tiny rooms with paper-thin walls that let in noise from neighbors and the street. Lobby stands out as the most aesthetically pleasing area, while elevators feel slow and rocky. On-site restaurant provides a comfortable setting with notable food options.

Rooms feature a modern aesthetic with clean, updated designs. Comfort and a chic style stand out throughout the accommodations.

Staff show kindness to dogs, like giving treats to a three-legged dog. Location sits right across from Grant Park, making it easy to walk dogs. The front desk is welcoming and helpful to guests with pets.

People are saying

"The hotel's rooms are stylish, clean, and really comfortable."

"The hotel's modern vibe feels intentional and understated."

"The staff here is so friendly and helpful, even with my dog."

Good to know

1

Expect a $100 daily resort fee, despite being told it would be $17.

2

A $17.61 destination fee is charged without clear explanation.

3

Rooms may not be cleaned properly during your stay.

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