
Hotels in Chicago
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Top-rated hotels in Chicago
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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.

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.

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.

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.

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.

Riu Plaza Chicago
The deluxe family king room is a perfect choice for families visiting Chicago, offering plenty of space and comfort for your city getaway. Enjoy amenities like central heating, air conditioning, and an in-room safe to ensure a relaxing stay. A small fridge, coffee maker, and sofa bed add extra convenience for your family. Practical touches such as a shower, hairdryer, and iron are also included for your comfort.

Close to O’Hare Airport | Bar. Gym + Pet-Friendly
Welcome to Courtyard Bloomingdale, your modern and convenient retreat just 0.3 miles from Stratford Square Mall and minutes from Wheaton College. Enjoy easy access to shopping, dining, and scenic trails, plus O’Hare Airport is just 16 miles away. This hotel features updated rooms, free Wi-Fi, a 24-hour fitness center, and The Bistro for breakfast, dinner, and drinks, perfect for business or leisure stays.

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.

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.

The Emily Hotel
Deluxe king features a classic king size bed, a flat screen television, a fully stocked minibar, a custom bluetooth radio, and complimentary wifi for a comfortable stay. Enjoy bathrobe, Malin & Goetz bathroom amenities, and free toll free calls for added convenience. Clean lines and thoughtful touches create a stylish and relaxing retreat.

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.

Sports Illustrated Resorts Chicago Studio Double
Standing tall among the Art Deco masterpieces and modern skyscrapers that make up Chicago’s famed skyline, our signature chambers, fabulous suites and indulgent bars and restaurants are the perfect blueprint for an unforgettable stay in the Windy City.
Popular amenities for Chicago hotels
Family-friendly hotels

Rare upscale Gold Coast boutique find

Close to Medinah Country Club + Breakfast. Kitchen

Explore Chicago! City View, Pet-friendly Property!

The Allegro Royal Sonesta Hotel Chicago Loop

Pet-friendly Property Near SkyDeck Chicago!

Brand New Modern & Stylish Room

Private Quad in Downtown + On Site Dining

Relax & Unwind at Our Deerfield, IL Family Hotel
Hotels with a pool

Comfort and Relaxation! Parking, Near Navy Pier

Suite 501 | Stay One Chicago

Stay Downtown | Rooftop pool. Gym

Close to Oakbrook Center + On-site Dining & Pool

River North Stay | 1 Unit | Near Chicago Loop

Better Choice for your Vacation! Indoor Pool!

Level Chicago - Fulton Market

Close to Chicago O'Hare Airport + Free Breakfast
Other hotel holiday rentals

Hotel Lincoln

2 Queen Bed Room

Wyndham ORD | King | Patio or Balcony

LEVEL Chicago - Old Town

Close to O’Hare Airport + Free Breakfast & Shuttle

Private Room in Theatre District

2 Queen Bedroom in Downton

Iconic City | Riverwalk. Free Breakfast*
Quick stats about hotels in Chicago

Total holiday rentals
Explore 450 holiday rentals in Chicago

Nightly prices starting at
Chicago holiday rentals start at $33 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
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- Lincoln Park
- Wrigley Field
- Millennium Park
- United Center
- Grant Park
- Navy Pier
- Soldier Field
- 875 North Michigan Avenue
- The Field Museum
- Six Flags Great America
- Humboldt Park
- Shedd Aquarium
- Guaranteed Rate Field
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- University of Chicago
- Lincoln Park Zoo
- Chicago River Walk
- Frank Lloyd Wright Home and Studio
- Garfield Park Conservatory
- Washington Park Zoo
- Loyola University Chicago
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- Oak Street Beach
- Illinois Beach State Park
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