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Hotels in Chicago

Find and book unique hotels on Airbnb

Top-rated hotels in Chicago

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

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Hotel room in Downtown Chicago
4.69 out of 5 average rating, 220 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. Self Parking is available for $52/night.

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Hotel room in Rosemont
4.89 out of 5 average rating, 453 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.

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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 The Loop
4.79 out of 5 average rating, 152 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.

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An indoor pool is shown with a bright blue ceiling and light blue walls, creating a soothing ambience. Lounge chairs are positioned around the pool area, with large windows offering views of greenery outside. The pool water appears refreshing and inviting.
Hotel room in Bolingbrook
4.7 out of 5 average rating, 79 reviews

Close to Lewis University + 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.

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Hotel room in Wicker Park
5 out of 5 average rating, 12 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.

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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, 551 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.

Millennium Knickerbocker Hotel Chicago
4.63 out of 5 average rating, 3,420 reviews

Millennium Knickerbocker Hotel Chicago, Standard...

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.

Guest favourite
Hotel room in Itasca
4.78 out of 5 average rating, 518 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.

Riu Plaza Chicago
4.95 out of 5 average rating, 19 reviews

Riu Plaza Chicago

Deluxe king rooms are the perfect choice for a relaxing break in the exciting city of Chicago. Each room includes a shower, hairdryer, central heating, air conditioning, and an in room safe for your convenience. Enjoy added comforts like a small fridge, coffee maker, and a cozy sofa to unwind. An iron is also provided to keep you looking your best during your stay.

The Hoxton, Chicago
4.81 out of 5 average rating, 170 reviews

The Hoxton, Chicago

Slightly more spacious than our snug rooms, the cosy room features a perfectly arranged king-size bed for ultimate comfort. Soft lighting and plush duvets make you feel at home the moment you arrive. Enjoy a walk-in rain shower and thoughtfully designed details throughout. It's the ideal retreat for relaxing and unwinding in style.

Guest favourite
Hotel room in The Loop
4.82 out of 5 average rating, 646 reviews

A polished, modern affair on iconic Michigan Ave.

Experience an upgraded stay at Le Méridien Essex Chicago, located on Michigan Ave in the city's heart. Our luxury hotel, surrounded by iconic attractions, offers modern rooms with stunning views of Grant Park, Lake Michigan, Buckingham Fountain, and the Museum Campus. We're committed to making your stay in the Loop unforgettable.

Chicago Hotel Collection Ambassador Gold Coast
4.49 out of 5 average rating, 162 reviews

Chicago Hotel Collection Ambassador Gold Coast

Standard queen features a queen bed and crib, blackout curtain, safe, coffee and tea maker, climate control, and signature bath amenities with walk-in shower. Enjoy workspace and easy access to the gym, bar, restaurant, and rooftop terrace for a comfortable, memorable stay.

Quick stats about hotels in Chicago

  • Total holiday rentals

    Explore 450 holiday rentals in Chicago

  • Nightly prices starting at

    Chicago holiday rentals start at $26 SGD per night before taxes and fees

  • Verified guest reviews

    Over 11,810 verified reviews to help you choose

  • Family-friendly holiday rentals

    90 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 210 rentals that welcome pets

  • Holiday rentals with a pool

    60 properties feature pools

  • Rentals with dedicated workspaces

    390 properties have a dedicated workspace

  • Wifi availability

    450 of Chicago holiday 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

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