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

Close to Medinah Country Club + Breakfast. Kitchen
Stay just minutes from the legendary Medinah Country Club—perfect for golf lovers, weekend adventurers, and families craving space to spread out. Whip up breakfast in your own kitchen, fuel up with complimentary breakfast each morning, or grill dinner under the stars. With pet-friendly suites, a fitness center, and easy access to Chicago’s best dining and parks, this suburban gem gives you the freedom to explore, unwind, and live like a local—without giving up the perks of hotel-style comfort.

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.

Walkable to Mag Mile shops & the Art Institute
In a city chock full of fabulous—cuisine, art, architecture, and shopping—we proudly present Staypineapple Chicago, An Iconic Hotel. Not to be outdone by the amazing city around it, this award-winning hotel is housed in a National Historic Landmark building and is the perfect jumping-off spot for exploring downtown Chicago. Ideally located in the Loop with The Theatre District and Millennium Park just steps away, you are poised to take full advantage of all the city has to offer.

All-glass gem by Chicago architect Harry Weese
$29.35 Resort Fee to be collected on property Swissotel Chicago is an award-winning luxury hotel overlooking the Chicago River and Lake Michigan, and just steps from the Magnificent Mile. The distinctive 4-diamond, all-glass hotel offers spectacular wrap-around views from Navy Pier to Millennium Park and has a state-of-the-art penthouse fitness center. The room may not look the same as the room in the photo as this room is run of house and selected by the hotel at check in.

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.

Cozy lobby fireplace & onsite brasserie
Resort fee of $32.00 per night collected by hotel. Stay within minutes from Michigan Avenue, Navy Pier, Millennium Park, and other Chicago attractions. From our prime location, luxury spa suites, deluxe rooms, and thoughtfully designed amenities to flexible meeting spaces, a heated indoor pool, and a rooftop sundeck, find a sophisticated stay at Sonesta. The room features an armchair, work desk and chair, and robes.

Mediterranean vibes at the rooftop pool
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.

Relaxing Standard Room l Free Airport Shuttle
Explore the charming neighborhood of Rosemont just outside our doors. Attractions await you: ✔ Offers a 24-hour front desk, airport transfers, an ATM and free WiFi throughout the property. ✔ Enjoy indoor pool or use the business centre that offers printing, copying and fax services. ✔ Breakfast included. Monday to Friday from 6:30AM to 9:30AM, and on Saturday and Sunday from 7:30AM to 10:30AM.

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.

Steps from Millennium Park & the Art Institute
The city’s hottest new hotel, formerly Hotel Julian, puts you at the heart of downtown Chicago, steps from iconic Millennium Park. Our guest rooms feature modern design and smart amenities, with a new take on the old soul of the landmark 1916 Atlantic Bank building. Come and experience Chicago’s then and now and make us your home base for today’s urban adventures.

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.

In-room Klipsch speakers & lobby merch corner
Comfort? Check. The latest high-tech visual and audio gadgets? Got it. FREE Wi-Fi faster than a speeding train? Yup. Our rooms and suites are designed so you can tune in, turn on, or simply tune out. Enjoy perks like PC compatible hook-ups, and rooms wired for sound with Klipsch Bluetooth audio speakers.
Popular amenities for West Side hotels
Family-friendly hotels

2 Queen Bed Room in Theatre Dst

Near Woodfield Mall + Pool. Dining.

South Loop Studio Hotel (301)

2 Queen Bed Room

City views from the indoor pool & rooftop sundeck

Find Your Oasis of a Peaceful Stay | Restaurant

Private Room in Theatre District

Modern design and smart amenities
Hotels with a pool

120-yr-old landmark with floor-to-ceiling views

Ideal Downtown Chicago Location | Rooftop Pool

Pet-Friendly Stay + Indoor Pool. Bar. Free Parking

Modern design with VU Skyward rooftop bar

Easy Access to Downtown| Free parking. Indoor Pool

River North Stay | 1 Unit | Near Chicago Loop

King Bed with breakfast included HOTEL

Peaceful Retreat In Cook County | Restaurant
Other hotel vacation rentals

Classic clean lines and fully stocked minibar

Chez Hotel Presidential King Suite

Housed in the stunning historic Rookery building

Downtown Loop location with easy access to sights

Modernist vibe rooted in nature

Near Medinah Country Club + Breakfast & Kitchen

A Nat’l Historic Landmark building in the heart

Dog-friendly stay with beach cruisers & gym
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