Find luxury hotels in Southwest Side, IL

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Save instantly and earn perks with One Key
  • Be picky

    Search almost a million properties worldwide

Check availability on Southwest Side Luxury Hotels

This weekend
Next weekend

Our top choices for Southwest Side luxury hotels

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,493 reviews)
"The rooms are good size and offer great views."
United States
Marcy
The price is £187
includes taxes & fees
26 May - 27 May
Sable at Navy Pier Chicago, Curio Collection by Hilton

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,430 reviews)
  • cleanliness
    Historic Chicago luxury hotel offers spa, pillowtop beds, and prime location near Millennium Park.
"Beautiful property, great resturant on site, an the pool and spa was amazing."
United States
Tim
The price is £151
includes taxes & fees
25 May - 26 May
Palmer House a Hilton Hotel

Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,150 reviews)
"The room was clean and comfortable."
United States
Noureddine
The price is £192
includes taxes & fees
8 May - 9 May
Fairmont Chicago at Millennium Park

The Hoxton Chicago

The Hoxton Chicago
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,010 reviews)
"Terrible room. Uncomfortable bed. Chipped furniture. Loud band music at night. On our way home, we stayed at a Hampton Inn…it seemed like a luxury upgrade. "
United States
Henry
The price is £155
includes taxes & fees
10 May - 11 May
The Hoxton Chicago

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,307 reviews)
"our room was comfortable, and well appointed"
United States
Debby
The price is £206
includes taxes & fees
10 May - 11 May
Swissotel - Chicago

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,257 reviews)
"the rooms were comfortable and clean"
United States
Anita
The price is £106
includes taxes & fees
2 Jun - 3 Jun
Silversmith Hotel Chicago Downtown

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (4,017 reviews)
"Room was spotless and the service was greqt. Finding a pet friendly hotel is the best!"
United States
Maria Magdalena
The price is £134
includes taxes & fees
26 May - 27 May
L7 Chicago by LOTTE

Pendry Chicago

Pendry Chicago
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,123 reviews)
  • cleanliness
    Indulge in architectural splendour and upscale amenities at this Art Deco Chicago hotel, where luxury meets city centre convenience.
"Great location, cafe attached has superb breakfast! A great base to explore Chicago!"
United States
Morvarid
The price is £231
includes taxes & fees
26 May - 27 May
Pendry Chicago

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,626 reviews)
"We enjoyed our stay and location of hotel. Pool area was amazing and family friendly. However, our mattress was awful for adult. Our kids didn’t complain though 😊"
United States
Kelly
The price is £214
includes taxes & fees
25 May - 26 May
Sheraton Grand Chicago Riverwalk

JW Marriott Chicago

JW Marriott Chicago
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,004 reviews)
  • cleanliness
    Spa indulgence awaits in city centre Chicago where luxurious treatments and premium dining create memorable moments.
"Hot tubs was the best part!!"
United States
Myeisha
The price is £209
includes taxes & fees
25 May - 26 May
JW Marriott Chicago
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Find out more about Southwest Side

Southwest Sideand its attractions for luxury travelers

In the Southwest Side of the United States, luxury travellers will discover a wealth of experiences that cater to both relaxation and adventure. Begin your journey at the stunning Red Rock Canyon National Conservation Area, where you can indulge in guided tours through striking sandstone formations and vibrant sunsets that paint the sky. For a taste of culture, visit the renowned Neon Museum, where the illuminated history of Las Vegas comes to life, offering a perfect backdrop for memorable family photos. Thrill-seekers will relish a day at the Las Vegas Strip, indulging in high-end shopping at designer boutiques and dining at Michelin-starred restaurants. Don't miss a chance to unwind at one of the luxurious spas in the area, like the Canyon Ranch SpaClub, known for its exceptional treatments and serene atmosphere. For comfortable accommodations, the upscale resorts near the Strip, such as The Venetian and Bellagio, provide an unparalleled experience with lavish rooms, exquisite pools, and attentive service. Staying in this area allows easy access to world-class entertainment options, ensuring a seamless blend of relaxation and excitement for the entire family.

Top Southwest Side Hotel Reviews

Explore a world of travel with Expedia