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Hotels in Chicago

Find and book unique hotels on Airbnb

Quick stats about hotels in Chicago

  • Total holiday rentals

    Explore 450 holiday rentals in Chicago

  • Nightly prices starting at

    Chicago holiday rentals start at $34 NZD 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 and kid-friendly amenities

  • Pet-friendly accommodation

    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

  • Wi-Fi availability

    450 of Chicago holiday rentals include Wi-Fi 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.

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Warwick Allerton Hotel Chicago
4.65 out of 5 average rating, 384 reviews

Warwick Allerton Hotel Chicago

The beautifully rejuvenated Warwick Allerton - Chicago offers charming accommodations at a storied Michigan Avenue address. Experience boutique ambience in one of The Windy City’s grandest hotels. From its inception in the early 1920’s, this timeless classic has been the standard bearer of Jazz Age style and sophistication and remains a noteworthy landmark in the Chicago skyline. Our stylishly designed rooms, renowned Warwick hospitality, and convenient location make it perfect for your stay.

Superhost
Hotel room in Rosemont
4.89 out of 5 average rating, 449 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
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
4.71 out of 5 average rating, 73 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.

Arlo Chicago
4.84 out of 5 average rating, 187 reviews

Arlo Chicago

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.

Club Quarters Hotel Central Loop, Chicago
4.61 out of 5 average rating, 125 reviews

Club Quarters Hotel Central Loop, Chicago

The club room offers a comfortable bed with premium bedding and a flexible workstation with an ergonomic chair, perfect for work or relaxation. Enjoy lightning-fast free Wi-Fi, a smart TV, and a Nespresso coffeemaker in this non-smoking, dog-friendly space. Additional amenities include C.O. Bigelow bathroom products, cable TV, and air conditioning. Yoga mats and resistance bands are available upon request for your well-being.

Superhost
A comfortable guest room is showcased with two spacious beds, adorned with neutral-toned bedding. A modern map mural decorates one wall, while a flatscreen TV is mounted above a dark wood accent. A small round table and a chair enhance the inviting space.
Hotel room in Chicago
4.8 out of 5 average rating, 146 reviews

2 Queen Bed Room

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. Whether you are traveling alone or with family, our hotel will give you a once in a lifetime experience.

Superhost
Hotel room in Chicago
5 out of 5 average rating, 11 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.

Millennium Knickerbocker Hotel Chicago
4.63 out of 5 average rating, 3,080 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.

Hotel room in Itasca
4.78 out of 5 average rating, 482 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.

Superhost
Hotel room in Chicago
4.8 out of 5 average rating, 20 reviews

Elegance and comfort in Gold Coast neighborhood

Less than a mile from Oak Street Beach and the lakefront, our hotel offers elegance and comfort in the midst of top city attractions. Shopping and fun at the Magnificent Mile or Navy Pier, or a visit to the Lincoln Park Zoo are all within two miles. Our on-site restaurants, event room with natural light, and fitness center complete your stay.

The Hoxton, Chicago
4.81 out of 5 average rating, 160 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 Grant Park
4.81 out of 5 average rating, 626 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.

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