Title: Book the Best PET FRIENDLY Hotels in Uptown, Chicago from CA $129 - Uptown Dog-Friendly Hotels | Expedia.ca [Uptown Travel Guide](https://expedia.ca/Chicago-Uptown.dx6132444)[Vacation Rentals in Chicago](https://expedia.ca/Chicago-Vacation-Rentals.d178248.Travel-Guide-VacationRentals)[Flights to Chicago](https://expedia.ca/Cheap-Flights-To-Chicago.d178248.Travel-Guide-Flights)[Things to do in Chicago](https://expedia.ca/Things-To-Do-In-Chicago.d178248.Travel-Guide-Activities)[Uptown Car Rentals](https://expedia.ca/Car-Rentals-In-Uptown.d6132444.Car-Rental-Guide)[Uptown Vacations](https://expedia.ca/Uptown.d6132444.Destination-Travel-Guides) ![Chicago_AragonBallroom_553248621563220754](https://images.trvl-media.com/place/553248621563220754/b4e6b016-0630-4b72-a6d9-2d42813bdd17.jpg?impolicy=fcrop&w=1200&h=500&q=medium) ![](https://images.trvl-media.com/place/553248621563220754/b4e6b016-0630-4b72-a6d9-2d42813bdd17.jpg?impolicy=fcrop&w=1200&h=500&q=medium) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg) ### Change your mind Book hotels with free cancellation - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg) ### Treat yourself Sign in to save 10% or more on thousands of hotels [Sign in](https://www.expedia.ca/login) - ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg) ### Be picky Search almost a million properties worldwide ## Check availability on Uptown Pet-friendly Hotels Tonight [Jan 24 - Jan 25](https://www.expedia.ca/Hotel-Search?regionId=6132444&startDate=2026-01-24&endDate=2026-01-25&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Tomorrow [Jan 25 - Jan 26](https://www.expedia.ca/Hotel-Search?regionId=6132444&startDate=2026-01-25&endDate=2026-01-26&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) Next weekend [Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=6132444&startDate=2026-01-30&endDate=2026-02-01&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) In two weeks [Feb 6 - Feb 8](https://www.expedia.ca/Hotel-Search?regionId=6132444&startDate=2026-02-06&endDate=2026-02-08&adults=2&amenities=PETS&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true) ## Our top choices for Uptown pet-friendly hotels ![Terrace/patio](https://images.trvl-media.com/lodging/102000000/101620000/101619100/101619097/3ab1d1bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/102000000/101620000/101619100/101619097/101c6746.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/102000000/101620000/101619100/101619097/91c8477b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/102000000/101620000/101619100/101619097/bfb6cea9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Artistic Loft Rooftop | 13 mins DT | 4 mins Lake [](https://www.expedia.ca/Chicago-Hotels-Artistic-Loft-Rooftop-Uptown-Montrose-Beach-GymWFH.h101619097.Hotel-Information) Uptown 10/10 Exceptional (49 reviews) "It was perfect for a concert at the aragon ballroom, it was only a block away!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Maria G. CA $66 CA $327 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Chicago-Hotels-Artistic-Loft-Rooftop-Uptown-Montrose-Beach-GymWFH.h101619097.Hotel-Information) ![Terrace/patio](https://images.trvl-media.com/lodging/102000000/101810000/101800900/101800825/0d84e6a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101810000/101800900/101800825/c95d76d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/102000000/101810000/101800900/101800825/88d17225.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![1 bedroom, desk, iron/ironing board, WiFi](https://images.trvl-media.com/lodging/102000000/101810000/101800900/101800825/07e06908.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Regal Stylish Loft Rooftop|13 mins DT |4 mins Lake [](https://www.expedia.ca/Chicago-Hotels-Regal-Stylish-Uptown-Loft-Beachfront-RooftopWFHGym.h101800825.Hotel-Information) Uptown 9.0/10 Wonderful (19 reviews) "Everything was great! Definitely recommend " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Monica T. CA $58 CA $312 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Chicago-Hotels-Regal-Stylish-Uptown-Loft-Beachfront-RooftopWFHGym.h101800825.Hotel-Information) ![Iron/ironing board, travel crib, WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793196/dbd25e7e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793196/30516fd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793196/98f23b53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/117000000/116800000/116793200/116793196/3ad3fc44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Sunny Studio in Heart of Ravenswood [](https://www.expedia.ca/Chicago-Hotels-Sunny-Studio-In-Heart-Of-Ravenswood.h116793196.Hotel-Information) Uptown 9.4/10 Exceptional (6 reviews) "Great neighborhood, easy check in/out. " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Leah B. CA $78 CA $207 total includes taxes & fees Jan 29 - Jan 30 [](https://www.expedia.ca/Chicago-Hotels-Sunny-Studio-In-Heart-Of-Ravenswood.h116793196.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/117000000/116800000/116792800/116792733/eaa5f671.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Dining](https://images.trvl-media.com/lodging/117000000/116800000/116792800/116792733/7af941dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/117000000/116800000/116792800/116792733/c0cb7327.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/117000000/116800000/116792800/116792733/7644ac66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Elegant 2BR Apartment w/ In-Unit Laundry [](https://www.expedia.ca/Chicago-Hotels-Elegant-2BR-Apartment-W-In-Unit-Laundry.h116792733.Hotel-Information) Uptown 8.6/10 Excellent (13 reviews) "The was a great place to stay! Would totally recommend and stay again!! " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lindsey P. CA $96 CA $264 total includes taxes & fees Jan 25 - Jan 26 [](https://www.expedia.ca/Chicago-Hotels-Elegant-2BR-Apartment-W-In-Unit-Laundry.h116792733.Hotel-Information) ![Iron/ironing board, WiFi](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793093/bfe9ce5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Fridge, oven, stovetop, coffee/tea maker](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793093/bd243cfa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Interior](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793093/w1017h1536x0y0-87b71443.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV](https://images.trvl-media.com/lodging/117000000/116800000/116793100/116793093/a91f2fad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Uptown Studio Gem Sum [](https://www.expedia.ca/Chicago-Hotels-Uptown-Studio-Gem-Sum.h116793093.Hotel-Information) Uptown 7.4/10 Good (6 reviews) "The neighborhood was perfect for me. I’d like to book the same property again because of the location.The only problem was checking in. The address was wrong and if I wasn’t raised in that part of Chicago I would have been very confused.Plus I checked in late at night. It wasn’t an easy process. Next time it will be diffeeent." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Darryl C. CA $82 CA $212 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Chicago-Hotels-Uptown-Studio-Gem-Sum.h116793093.Hotel-Information) ![Interior](https://images.trvl-media.com/lodging/117000000/116800000/116793300/116793202/c5589bf8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![TV, offices](https://images.trvl-media.com/lodging/117000000/116800000/116793300/116793202/ca3e7d99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/117000000/116800000/116793300/116793202/d7ea0cb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Shower, hair dryer, towels](https://images.trvl-media.com/lodging/117000000/116800000/116793300/116793202/cd40a5d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Delightful 1BR Apt in Ravenswood [](https://www.expedia.ca/Chicago-Hotels-Delightful-1BR-Apt-In-Ravenswood.h116793202.Hotel-Information) Uptown 7.6/10 Good (4 reviews) "This was a great location, super cute and spacious, definitely recommend and would stay here again! Pretty easy to park nearby and close to lots of fun stuff." ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Olive S. CA $86 CA $231 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Chicago-Hotels-Delightful-1BR-Apt-In-Ravenswood.h116793202.Hotel-Information) ![Rooftop terrace](https://images.trvl-media.com/lodging/17000000/16580000/16578800/16578746/7760f1d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/17000000/16580000/16578800/16578746/bbff9a19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Luxury Suite, 3 Bedrooms, Kitchen | Private kitchen](https://images.trvl-media.com/lodging/17000000/16580000/16578800/16578746/41c3f58e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Lobby sitting area](https://images.trvl-media.com/lodging/17000000/16580000/16578800/16578746/fda56572.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### The Guesthouse Hotel [](https://www.expedia.ca/Chicago-Hotels-The-Guesthouse-Hotel.h16578746.Hotel-Information) Uptown 9.8/10 Exceptional (376 reviews) "Beautiful, clean, welcoming!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Anna CA $230 CA $269 total includes taxes & fees Jan 27 - Jan 28 [](https://www.expedia.ca/Chicago-Hotels-The-Guesthouse-Hotel.h16578746.Hotel-Information) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/104000000/103570000/103560800/103560718/f53004fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Terrace/patio](https://images.trvl-media.com/lodging/104000000/103570000/103560800/103560718/edc4c7ed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Beach nearby](https://images.trvl-media.com/lodging/104000000/103570000/103560800/103560718/f03dce7a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Smart TV](https://images.trvl-media.com/lodging/104000000/103570000/103560800/103560718/c2e09b5f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Majestic Modern Style|13 mins DT|4 mins Lake [](https://www.expedia.ca/Chicago-Hotels-Majestic-Modern-Style-Beach-Front-Rooftop-WFH-Gym.h103560718.Hotel-Information) Uptown 9.4/10 Exceptional (13 reviews) "Wonderful property, fabulous location, well-stocked with amenities, great gym, wonderful view, small but very comfortable, " ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Walt K. CA $109 CA $385 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Chicago-Hotels-Majestic-Modern-Style-Beach-Front-Rooftop-WFH-Gym.h103560718.Hotel-Information) ![Exterior](https://images.trvl-media.com/lodging/1000000/30000/22700/22684/7744cb58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Hypo-allergenic bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/30000/22700/22684/d34c171a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cocktail bar](https://images.trvl-media.com/lodging/1000000/30000/22700/22684/w3837h2556x3y3-aad44a42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Cocktail bar](https://images.trvl-media.com/lodging/1000000/30000/22700/22684/w3837h2560x3y3-c4100b4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Claridge House Chicago, Tapestry Collection by Hilton [](https://www.expedia.ca/Chicago-Hotels-Claridge-House-Chicago.h22684.Hotel-Information) Downtown Chicago 9.0/10 Wonderful (1,516 reviews) "Great location, friendly staff and nice room" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Srinivasa CA $78 CA $131 total includes taxes & fees Feb 9 - Feb 10 [](https://www.expedia.ca/Chicago-Hotels-Claridge-House-Chicago.h22684.Hotel-Information) ![Reception](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/a419e8db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![42-inch flat-screen TV with cable channels, TV, pay movies](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/58afb443.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Exterior](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/a215cd17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ![Indoor pool](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/a0ababda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium) ### Hilton Chicago/Magnificent Mile Suites [](https://www.expedia.ca/Chicago-Hotels-Hilton-ChicagoMagnificent-Mile-Suites.h18514.Hotel-Information) Downtown Chicago 9.0/10 Wonderful (3,752 reviews) "Great stay!!!" ![United States](https://a.travel-assets.com/egds/marks/flags/us.svg) Lorenzo Martrel CA $110 CA $129 total includes taxes & fees Feb 1 - Feb 2 [](https://www.expedia.ca/Chicago-Hotels-Hilton-ChicagoMagnificent-Mile-Suites.h18514.Hotel-Information) Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply. [View all properties](https://expedia.ca/Hotel-Search?startDate=2026-02-07&endDate=2026-02-08®ionId=6132444&adults=2&amenities=PETS&sort=RECOMMENDED&openPlayBack=true) ## Top Uptown Hotel Reviews ![Eurostars Magnificent Mile](https://images.trvl-media.com/lodging/2000000/1890000/1880400/1880320/08bbf982_y.jpg) ### Eurostars Magnificent Mile 10/10 Excellent "ten out of ten experience, will definitely go back in the summer" [](https://expedia.ca/Chicago-Hotels-Eurostars-Magnificent-Mile.h1880320.Hotel-Information) ![The Wade](https://images.trvl-media.com/lodging/1000000/10000/1400/1346/f26e0a61_y.jpg) ### The Wade 10/10 Excellent "Staff were very helpful and friendly. Clean comfortable room. Easy to walk to places from the hotel. Close to Navy Pier. Would stay here again. I’m " [](https://expedia.ca/Chicago-Hotels-W-Chicago-Lakeshore.h1346.Hotel-Information) ![Hilton Chicago/Magnificent Mile Suites](https://images.trvl-media.com/lodging/1000000/20000/18600/18514/f21f6764_y.jpg) ### Hilton Chicago/Magnificent Mile Suites 10/10 Excellent "It was great " [](https://expedia.ca/Chicago-Hotels-Hilton-ChicagoMagnificent-Mile-Suites.h18514.Hotel-Information) ![Hilton Chicago](https://images.trvl-media.com/lodging/1000000/20000/12600/12570/274f52b9_y.jpg) ### Hilton Chicago 10/10 Excellent "Did not have breakfast" [](https://expedia.ca/Chicago-Hotels-Hilton-Chicago.h12570.Hotel-Information) ![The Royal Sonesta Chicago Downtown](https://images.trvl-media.com/lodging/1000000/20000/17600/17543/696a55e6_y.jpg) ### The Royal Sonesta Chicago Downtown 10/10 Excellent "Everything is good " [](https://expedia.ca/Chicago-Hotels-Royal-Sonesta-Chicago-Downtown.h17543.Hotel-Information) ![Palmer House a Hilton Hotel](https://images.trvl-media.com/lodging/1000000/10000/8100/8079/7f542141_y.jpg) ### Palmer House a Hilton Hotel 10/10 Excellent "Besides the ambience and location of this gorgeous hotel... we enjoyed winding down the evening with a drink and Bertha's brownie in the lobby/lounge. " [](https://expedia.ca/Chicago-Hotels-Palmer-House-A-Hilton-Hotel.h8079.Hotel-Information) ![Pendry Chicago](https://images.trvl-media.com/lodging/1000000/990000/982600/982552/8007d2c6_y.jpg) ### Pendry Chicago 10/10 Excellent "N/A" [](https://expedia.ca/Chicago-Hotels-Pendry-Chicago.h982552.Hotel-Information) ## Frequently asked questions ### What's the best pet-friendly accommodation in Uptown? ### What is there to see and do with your pet in Uptown? ## Explore a world of travel with Expedia - Lodging - Flights - Packages - Cars - More ways to book - [3 Star Hotels in West Argyle Street Historic District ](https://www.expedia.ca/3Star-West-Argyle-Street-Historic-District-Chicago-Hotels.s30-n717645519878508544-0.Travel-Guide-Filter-Hotels) - [4 Star Hotels in Northalsted ](https://www.expedia.ca/4Star-Northalsted-Chicago-Hotels.s40-n6175472-0.Travel-Guide-Filter-Hotels) - [Apartments in Addison Station ](https://www.expedia.ca/Addison-Station-Apartments.d6209952-aaApartments.Travel-Guide-Accommodation) - 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