
Hotels in West Side
Find and book unique hotels on Airbnb
Top-rated hotels in West Side
Guests agree: these hotels are highly rated for location, cleanliness, and more.

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.

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.

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.

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 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.

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.

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.

Millennium Knickerbocker Hotel Chicago
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 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.
Popular amenities for West Side hotels
Family-friendly hotels

Club Quarters Hotel Wacker at Michigan, Chicago

A Relaxing Stay In Cook County Near O'Hare | Pool

Lincoln Park gem with storied jazz & rock history

Close to Oakbrook Center + On-site Dining & Pool

The Emily Hotel

Riu Plaza Chicago

Majestic Hotel

Club Quarters Hotel Central Loop, Chicago
Hotels with a pool

Viceroy Chicago

Comfort and Relaxation! Parking, Near Navy Pier

Eaglewood Resort & Spa Chicago

Suite 501 | Stay One Chicago

Cozy Stay in River North! with Indoor Pool

A quick drive to Navy Pier! Parking Onsite!

Hotel - Jet Tub, King Bed, Bfast Included

Level Chicago - River North
Other hotel vacation rentals

Close to Medinah Country Club + Breakfast. Kitchen

The Godfrey Hotel Chicago

The Allegro Royal Sonesta Hotel Chicago Loop

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago River North

The GEM Museum Suites - Evanston

McCormick Suites by Slumber Stay | 2BR

Relax & Unwind at Our Deerfield, IL Family Hotel
Destinations to explore
- Chicago Vacation rentals
- Indianapolis Vacation rentals
- Columbus Vacation rentals
- St. Louis Vacation rentals
- Louisville Vacation rentals
- Cincinnati Vacation rentals
- Detroit Vacation rentals
- Milwaukee Vacation rentals
- Traverse City Vacation rentals
- Downtown Chicago Vacation rentals
- Ann Arbor Vacation rentals
- Windsor Vacation rentals
- Pet-friendly rentals West Side
- Smoking-friendly rentals West Side
- Rentals with breakfast West Side
- Waterfront rentals West Side
- Serviced apartment rentals West Side
- Rentals with an accessible height bed West Side
- Private suite rentals West Side
- Rentals with a fireplace West Side
- Rentals with a balcony West Side
- Rentals with beach access West Side
- Rentals with an EV charger West Side
- Rentals with a sauna West Side
- Rentals with a hot tub West Side
- Rentals with lake access West Side
- Townhouse rentals West Side
- Apartment rentals West Side
- Rentals with a fire pit West Side
- Fitness-friendly rentals West Side
- Loft rentals West Side
- Rentals with a home theater West Side
- Condo rentals West Side
- Guesthouse rentals West Side
- Rentals with outdoor seating West Side
- Rentals with a washer and dryer West Side
- Bed and breakfasts West Side
- Rentals with pools West Side
- Rentals with a patio West Side
- House rentals West Side
- Family-friendly rentals West Side
- Hotel rooms Chicago
- Hotel rooms Cook County
- Hotel rooms Illinois
- Hotel rooms United States
- Wrigley Field
- Lincoln Park
- United Center
- Soldier Field
- Grant Park
- Navy Pier
- Millennium Park
- Naval Station Great Lakes
- 875 North Michigan Avenue
- Indiana Dunes State Park
- Six Flags Great America
- Shedd Aquarium
- The Field Museum
- Humboldt Park
- Chicago River Walk
- University of Chicago
- SeatGeek Stadium
- Guaranteed Rate Field
- Lincoln Park Zoo
- Loyola University Chicago
- Donald E Stephens Convention Center
- Union Park
- Frank Lloyd Wright Home and Studio
- Wilmot Mountain Ski Resort
- Things to do West Side
- Food and drink West Side
- Art and culture West Side
- Tours West Side
- Nature and outdoors West Side
- Things to do Chicago
- Sightseeing Chicago
- Food and drink Chicago
- Sports activities Chicago
- Art and culture Chicago
- Nature and outdoors Chicago
- Tours Chicago
- Things to do Cook County
- Sports activities Cook County
- Tours Cook County
- Food and drink Cook County
- Sightseeing Cook County
- Art and culture Cook County
- Nature and outdoors Cook County
- Things to do Illinois
- Tours Illinois
- Entertainment Illinois
- Art and culture Illinois
- Food and drink Illinois
- Nature and outdoors Illinois
- Sports activities Illinois
- Sightseeing Illinois
- Things to do United States
- Tours United States
- Food and drink United States
- Sightseeing United States
- Entertainment United States
- Art and culture United States
- Sports activities United States
- Wellness United States
- Nature and outdoors United States




