
Hotels in Chicago
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Top-rated hotels in Chicago
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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.

Club Quarters Hotel Central Loop, Chicago
Our standard room is designed for flexibility and comfort, featuring a comfortable bed with premium bedding, an ergonomic workspace, and ultra-fast free Wi-Fi. Enjoy convenient amenities like a Nespresso coffeemaker, smart TV, and multiple charging outlets for easy work or relaxation. The room is non-smoking, dog friendly, and includes C.O. Bigelow bathroom amenities. Yoga mats and resistance bands are available upon request for a well-rounded stay.

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.

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.

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.

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, Superior...
Superior room offers everything you need to stay connected and unwind including a large bathroom with a spa rain shower for total relaxation. Enjoy modern comforts like WiFi, smart TV and an in room safe along with coffee and tea making facilities. Thoughtful design ensures a restful atmosphere for sweet dreams and peaceful moments during your stay. Experience comfort and convenience in every detail.

Central Loop Hotel
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.

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
Deluxe two queen bedrooms are spacious and cozy rooms are ideal for your stay in vibrant Chicago. Enjoy modern comforts like a shower, hairdryer, central heating, and air conditioning. Additional amenities include an in-room safe, small fridge, coffee maker, and iron. Settle in and relax, everything you need for a comfortable visit awaits.

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.

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.
Popular amenities for Chicago hotels
Family-friendly hotels

Rare upscale Gold Coast boutique find

Close to Medinah Country Club + Breakfast. Kitchen

Find Your Oasis of a Peaceful Stay | Restaurant

Relaxing Stay Downtown! Pets are Allowed

The Allegro Royal Sonesta Hotel Chicago Loop

Brand New Modern & Stylish Room

McCormick Suites by Slumber Stay | 2BR

Double Beds | Breakfast Included. No Cleaning Fee
Hotels with a pool

Level Chicago - Fulton Market

Comfort and Relaxation! Parking, Near Navy Pier

Level Chicago - River North

Modern design with VU Skyward rooftop bar

Close to Oakbrook Center + On-site Dining & Pool

LEVEL Chicago - Old Town

Peaceful Retreat In Cook County | Restaurant

River North Stay | 1 Unit | Near Chicago Loop
Other hotel holiday rentals

2 Queen Bed Room in Theatre Dst

Hotel Lincoln

The Emily Hotel

Riu Plaza Chicago

Private Room in Theatre District

Close to O’Hare Airport + Free Breakfast & Shuttle

King Room in heart of Downtown

Millennium Knickerbocker Hotel Chicago, Standard...
Quick stats about hotels in Chicago

Total holiday rentals
Explore 450 holiday rentals in Chicago

Nightly prices starting at
Chicago holiday rentals start at £15 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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- Lincoln Park
- Wrigley Field
- Millennium Park
- United Center
- Grant Park
- Navy Pier
- Soldier Field
- 875 North Michigan Avenue
- Six Flags Great America
- Humboldt Park
- Shedd Aquarium
- The Field Museum
- Guaranteed Rate Field
- Union Park
- Lincoln Park Zoo
- Chicago River Walk
- Frank Lloyd Wright Home and Studio
- Garfield Park Conservatory
- Washington Park Zoo
- Indiana Dunes State Park
- Oak Street Beach
- Museum of Science and Industry
- Illinois Beach State Park
- Willis Tower
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