Some info has been automatically translated. Show original language

Hotels in Chicago

Find and book unique hotels on Airbnb

Quick stats about hotels in Chicago

  • Total vacation rentals

    Explore 550 vacation rentals in Chicago

  • Nightly prices starting at

    Chicago vacation rentals start at $55 CAD per night before taxes and fees

  • Verified guest reviews

    Over 15,770 verified reviews to help you choose

  • Family-friendly vacation rentals

    100 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 220 rentals that welcome pets

  • Vacation rentals with a pool

    110 properties feature pools

  • Rentals with dedicated workspaces

    460 properties have a dedicated workspace

  • Wifi availability

    550 of Chicago vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Chicago rentals

  • Nearby attractions

    Chicago’s top spots, include Millennium Park, Wrigley Field, and Lincoln Park

Top-rated hotels in Chicago

Guests agree: these hotels are highly rated for location, cleanliness, and more.

1 of 1 pages1 / 1
Hotel room in Downtown Chicago
4.72 out of 5 average rating, 253 reviews

Modern design with VU Skyward rooftop bar

Refundable Incidental hold of $75/day required at check in. Must be 21+ to book/stay. We are connected to McCormick Place Convention Center and Wintrust Arena via sky-bridge. The nearby subway train brings guests to Millennium Park and downtown attractions. Soldier Field and the Museum Campus are within a mile are within a mile. Guests can enjoy a view of Chicago and Lake Michigan at our VU Skyward rooftop bar. We also have a Starbucks in our lobby. Valet Parking is available for $62/night.

Superhost
Hotel room in Rosemont
4.89 out of 5 average rating, 481 reviews

Near O’Hare Airport + Breakfast. Shuttle. Pool.

Steps from the Allstate Arena and minutes from O'Hare International Airport, Staybridge Suites Chicago O'Hare offers the perfect extended-stay experience in Rosemont. Relax in spacious suites featuring full kitchens and living areas. Enjoy a complimentary hot breakfast daily and evening socials on select nights. Amenities include a heated indoor pool, fitness center, and free airport shuttle. Close to the Fashion Outlets of Chicago and the Blue Line for easy city access.

Superhost
Hotel room in Downtown Chicago
5.0 out of 5 average rating, 6 reviews

Suite 509 | Stay One Chicago

Stay One Chicago is a refined boutique hotel offering elevated comfort in the heart of the city. Guests enjoy beautifully designed rooms with high-end finishes, seamless self check-in, and dedicated workspace. Indulge in three on-site restaurants featuring curated dining options, perfect for breakfast, dinner, or cocktails. Your stay also includes exclusive access to Lifetime for premium fitness and wellness amenities, creating a complete luxury lifestyle experience.

Superhost
A guest room is presented with two spacious beds, dressed in white linens. A decorative map mural is featured on the wall, while a cozy chair and a side table complete the space. A flat-screen TV is mounted on the wall, enhancing the functional layout.
Hotel room in Chicago Loop
4.78 out of 5 average rating, 161 reviews

2 Queen Bed Room in Theatre Dst

Experience upscale accommodations and amenities in the heart of Chicago when you stay at Cambria Chicago Loop - Theatre District. Our hotel, located conveniently close to some of Chicago's top attractions, is ideal for both business travel and vacations. Make the most of your stay with our top-notch services and on-site restaurant that offers classic American cuisine. Unwind and relax in our comfortable guest rooms with Chicago-inspired décor.

Superhost
The building features a modern design with a blue and white color palette. A wide entrance is accentuated by a portico supported by columns. Surrounding greenery adds a touch of nature, complemented by a spacious parking lot with clearly marked lines.
Hotel room in Bolingbrook
4.83 out of 5 average rating, 114 reviews

Near Downtown Bolingbrook + Free Breakfast

Unwind in your own spacious suite just off I-55—perfect for road trippers, weekend shoppers, or anyone craving space to breathe. Grab free breakfast, chill in the indoor pool, or explore nearby favorites like IKEA and The Promenade. Whether you’re headed to Naperville, downtown Chicago, or just hanging in Bolingbrook, this stay gives you all the space and perks you need—without giving up comfort, convenience, or that extra travel magic.

Hotel room in Chicago Loop
4.82 out of 5 average rating, 144 reviews

City king

Step into the city king room where inspiring views of downtown and a spacious cozy king bed invite you to relax in style. Enjoy smart amenities like a Nespresso coffee machine, a 55 inch flat screen TV, a smart fridge and a work desk. Contemporary luxury design and thoughtful details like a hand held steamer hair dryer and laptop sized safe make this a perfect home base whether you are exploring the city or enjoying a quiet night in.

Superhost
Hotel room in Wicker Park
4.92 out of 5 average rating, 13 reviews

The Robey Hotel Urban King Room

Experience the vibrant heart of Chicago at The Robey, where historic architecture meets modern design in the bustling Wicker Park and Bucktown neighborhoods. With 89 elegantly appointed rooms and a variety of dining options including Cafe Robey for all-day brunch and The Up Room for rooftop cocktails with panoramic city views, The Robey offers a unique blend of comfort, style, and culinary delights for every traveler.

Hotel room in Downtown Chicago
5.0 out of 5 average rating, 7 reviews

Executive one bedroom suite

Executive one bedroom suite offers a bright, modern retreat with separate living area, ideal for extended stays and relaxed city breaks. Enjoy comfortable living area, sofa bed, fully equipped kitchen, coffee and tea maker, designated workspace, walk in closet, air conditioning, bathroom amenities, bathrobe, smart TV, complimentary wifi, local calling, iron and board, pet friendly setting, and non smoking.

Superhost
A modern café space features a stylish counter with intricate tile work, where a staff member assists a guest. A well-groomed dog on a leash stands attentively beside the guest. Coffee machines and bottled beverages are visible in the background.
Hotel room in Downtown Chicago
4.77 out of 5 average rating, 623 reviews

Close to Navy Pier + Restaurant. Bar. Gym.

Tucked just off the Magnificent Mile, Hotel Saint Clair gives you front-row access to Chicago’s must-sees—think Navy Pier, Millennium Park, and late-night eats around the corner. Sip your morning coffee, grab your camera, and hit the lakefront in minutes. The rooms are pet-friendly, WiFi’s on the house, and everything you want to see is walkable. It’s your laid-back launchpad for big city adventures.

Hotel room in Chicago Loop
4.59 out of 5 average rating, 163 reviews

Central Loop Hotel, Classic room

Classic rooms are ideal for solo travelers or couples seeking comfort and value in Chicago. Each room features a queen size bed with premium bedding, a versatile workspace with ergonomic chair, and lightning-fast free Wi-Fi. Enjoy a flat-screen smart TV, Nespresso coffeemaker, and bathroom amenities by C.O. Bigelow. Yoga mats and resistance bands are available upon request for added convenience.

Hotel room in Downtown Chicago
4.63 out of 5 average rating, 2331 reviews

Standard king

Standard room offers a tastefully decorated space with a plush king bed designed for your comfort and relaxation. Enjoy modern amenities like WiFi, smart TV and an in room safe along with coffee and tea making facilities. Thoughtful touches create a welcoming atmosphere for both work and leisure making it an ideal choice for any traveller. Unwind and recharge in style during your stay.

Hotel room in Itasca
4.77 out of 5 average rating, 576 reviews

Near O’Hare Airport + Pool. Dining.

Unwind at The Westin Chicago Northwest, a lakeside getaway with spacious rooms, indoor pool vibes, and Insta-worthy sunsets just outside the city. Wake up with Starbucks coffee on-site, sweat it out in the 24/7 gym, then explore nearby Schaumburg shops, Busse Woods trails, and hidden local dining gems. Perfect for a weekend adventure, a friends’ trip, or recharging between flights.

Destinations to explore