
Hotels in West Side
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Top-rated hotels in West Side
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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.

2 Queen Bedroom in Downton
Experience upscale accommodations & amenities in the heart of Chicago when you stay at Cambria Hotel. Located conveniently close to some top attractions, is ideal for both business travel and vacations. Make the most of your stay with our top-notch services & on-site restaurant that offers classic American cuisine. Unwind & 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.

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.

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.

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.

Ingersoll Suite - The Plainfield Inn
APPROX. 330 SQ FT · PRIVATE OUTDOOR PATIO · PRIVATE BATH · SOUTH WESTERN EXPOSURE This is the largest suite in the South building with a private porch, king bed, private bathroom, and southwestern exposure. It is named after Chester Ingersoll who established the town of Plainfield in 1841. This suite is also the quietest in the building due to its location within the buildings !

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.

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.
Popular amenities for West Side hotels
Family-friendly hotels

Level Chicago - Fulton Market

The Emily Hotel

City Suites Hotel

Riu Plaza Chicago

Pet-friendly Stay + Free Breakfast, Parking & Pool

Lincoln Park gem with storied jazz & rock history

Close to Oakbrook Center + On-site Dining & Pool

Club Quarters Hotel Central Loop, Chicago
Hotels with a pool

Comfort and Relaxation! Parking, Near Navy Pier

Eaglewood Resort & Spa Chicago

Suite 501 | Stay One Chicago

Find Your Oasis of a Peaceful Stay | Restaurant

*Close to Riverwalk | Indoor Pool + Free Breakfast

LEVEL Chicago - Old Town

Stay Downtown | Rooftop pool. Gym

Peaceful Retreat In Cook County | Restaurant
Other hotel vacation rentals

The Champagne Lodge & Luxury Suites - Adults Only

The Godfrey Hotel Chicago

River North Gem! Minutes to Magnificent Mile.

The Royal Sonesta Chicago River North

The GEM Museum Suites - Evanston

The Royal Sonesta Chicago Downtown

Majestic Hotel

Chicago Hotel Collection Ambassador Gold Coast
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- Wrigley Field
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- United Center
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- Loyola University Chicago
- Donald E Stephens Convention Center
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- Union Park
- Wilmot Mountain Ski Resort
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