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← Back to ‘Traveling With Your Pets: The Ultimate Guide to Pet-Friendly Hotels & Travel’

From the early days of expansive slaughterhouses and train stations putting it on the map, Chicago has come a long way. Now, America’s former “Second City” takes pride in its old nickname and delights in bringing more Midwestern friendliness and a less overwhelming vibe than big brothers Los Angeles and New York. Whether it’s sightseeing, business, or to gain a few lbs on their legendary food, there are plenty of reasons to visit The Windy City. Couple these appeals with fantastic parks and endless lakeside walks, Chicago is also a great place to travel with a pet. While many luxury hotels may turn their noses up at a furry friend, these seven hotels offer premium locations, upscale amenities, and a loving attitude towards mutts and felines.

By Robert Larsson

Hotel Allegro

Only a few blocks west of the ideal intersection of Chicago’s most famous street, Michigan Avenue, and likely its most famous park, Millennium Park, the Allegro is in the thick of downtown Chicago. The Allegro is one of the most reasonable pet-friendly hotels in the city because, unlike most hotels allowing animals, they do not have a pet weight restriction, require no additional fee, and have no mention of a pet per room rule. The hotel itself is decorated with heavy, dark furniture accented with gold, meaning it feels modern but with a gangster’s paradise flair from Al Capone’s reign.

By AllegroChicago

Kimpton Hotel Monaco Chicago

The Hotel Monaco is operated by Kimpton Hotels, the same parent company of Hotel Allegro, and adheres to the same dog-friendly guidelines that allow pets to stay without an extra charge. Situated amongst one of the most pedestrian-friendly parts of Chi-Town, near the Chicago Riverwalk, any pooch will be thankful for a stay at the Monaco, as both human and canine will be up for long walks to take in the sights and smells of the city. Inside the eclectically decorated hotel, The Monaco prides themselves on their friendly staff, offering great service regardless of species.

By MonacoChicago

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The Alise Chicago

Priding itself on being the rebellious newcomer to an, at times, stuffy Chicago hotel market, The Alise, while still located in a National Historic Landmark building, offers a laidback, warm atmosphere. Owned and operated by StayPineapple, the name makes it less surprising to find out that The Alise has cheeky offerings with attention-grabbing titles like The Naked Experience and Afternoon Delights. As for the pooches, The Alise is one of the most pet-friendly hotels in Chicago. Plan in advance and book the Pineapple Pup Package, which gives guests 50% off the required pet fee, and in-room features like a dog bed, water bowl, and lots of treats.

By Orbitz

The Drake

Long known to be one of the best hotel providers in Chicago, The Drake can’t be reputation is well-justified. Like many of the hotels on this list, The Drake is on the North Side near to the Magnificent Mile of Michigan Ave. The Magnificent Mile, besides being mentioned at the end of every Oprah episode, is known for a stretch of shopping, restaurants, and buildings either historic, like the Chicago Water Tower, or tall, like the Hancock Building. At the hotel, pups will be pleased with the pampering provided by the Luxe Dog Nanny package.


Virgin Hotels Chicago

Really it shouldn’t surprise anyone that billionaire Sir Richard Branson, has expanded his empire to dip his toes into the hotel industry. What is more important is what this hotel says about the city of Chicago. Having been picked to open the first Virgin Hotel is a testament to Chicago’s ever-growing global reputation. If you’re an owner with a hipster doggo that likes to stay on the cutting-edge, make sure you’re one of the firsts to occupy this pet-friendly hotel. Pets are welcomed to furry-friendly rooms by porcelain watchdog statues and free Virgin bandanas.


Hilton Chicago

A great location for Fido, the Hilton Chicago is situated on Grant Park with astounding views of Lake Michigan. Go for a stroll, four and/or two-legged, through the park and to one of the dog-friendly beaches located on the nearby shores of the lake. Opt into a pet-friendly package to receive a nightly doggy banana granola bars, a PUPscicle upon check-in — and for their adoring mothers? A “Fur Mama” t-shirt. Seriously, owners get a “Fur Mama” shirt.


Loews Hotel Chicago

Let’s face it, dogs, much like teenagers, have occasional spurts of energy but are really driven by food and naps, which is why Loews Chicago is the perfect place to stay. The reason? Because Loews has a pet specific room service menu prepared by a human culinary team and comfortable dog beds.

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