5 Star Hotels in Southwest Side, Chicago

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Check availability on Southwest Side 5 Star Hotels

Tonight
3 Aug - 4 Aug
Tomorrow
4 Aug - 5 Aug
Next weekend
8 Aug - 10 Aug
In two weeks
15 Aug - 17 Aug

Top Southwest Side 5 Star Hotels

Trump International Hotel & Tower Chicago
Enjoy breathtaking views of the city skyline from the expansive window.

Trump International Hotel & Tower Chicago

5.0 star property
9.4 out of 10, Exceptional, (1670)
"Great hotel "
The price is €475
includes taxes & fees
18 Aug - 19 Aug
Trump International Hotel & Tower Chicago
The Peninsula Chicago
Stylish hotel building with a unique architectural design, set amidst a vibrant urban landscape.

The Peninsula Chicago

5.0 star property
9.8 out of 10, Exceptional, (1003)
"Excellent very clean Quiet great location"
The price is €633
includes taxes & fees
10 Aug - 11 Aug
The Peninsula Chicago
The Langham, Chicago
Relax in our spacious lobby with a central seating area, reception desk, and stunning city views.

The Langham, Chicago

5.0 star property
9.8 out of 10, Exceptional, (1003)
"Very nice location super friendly staff very modern and clear hotel "
The price is €551
includes taxes & fees
24 Aug - 25 Aug
The Langham, Chicago
Four Seasons Hotel Chicago
Experience the grandeur of our lobby, featuring a grand staircase and elegant floral arrangements.

Four Seasons Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (999)
"Great location and amenities!"
The price is €567
includes taxes & fees
10 Aug - 11 Aug
Four Seasons Hotel Chicago
Nobu Hotel Chicago
Relax by the pool with steps leading into the water and comfortable seating.

Nobu Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (705)
"Beautiful, staffed with great people."
The price is €481
includes taxes & fees
10 Aug - 11 Aug
Nobu Hotel Chicago
Waldorf Astoria Chicago
Exterior

Waldorf Astoria Chicago

5.0 star property
9.4 out of 10, Exceptional, (1000)
"Great location "
The price is €549
includes taxes & fees
1 Sept - 2 Sept
Waldorf Astoria Chicago
Park Hyatt Chicago
Enjoy dining on the rooftop with a city view.

Park Hyatt Chicago

5.0 star property
9.6 out of 10, Exceptional, (1002)
"It's a beautiful and comfortable hotel."
The price is €623
includes taxes & fees
19 Aug - 20 Aug
Park Hyatt Chicago
The Ritz-Carlton, Chicago
Relax in the contemporary lobby with a central bar area, featuring a geometric patterned floor and comfortable seating.

The Ritz-Carlton, Chicago

5.0 star property
9.2 out of 10, Wonderful, (1003)
"Beautiful place "
The price is €466
includes taxes & fees
1 Sept - 2 Sept
The Ritz-Carlton, Chicago
The St. Regis Chicago
Enjoy a sophisticated dining experience with unobstructed views of the city.

The St. Regis Chicago

5.0 star property
9.0 out of 10, Wonderful, (72)
"Amazing hotel"
The price is €598
includes taxes & fees
2 Sept - 3 Sept
The St. Regis Chicago
Art Villa
Experience the city's vibrant skyline with breathtaking views from a rooftop.

Art Villa

5.0 star property
10.0 out of 10, Exceptional, (1)
The price is €713
includes taxes & fees
11 Aug - 12 Aug
Art Villa
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Explore similar 4-star hotels

Many 4-star hotels have the same amenities as 5-star hotels. See all 4-star hotels in Southwest Side.
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

505 N Michigan Ave, Chicago, IL
The price is €234 per night from 1 Sept to 2 Sept
€234
1 Sept - 2 Sept
includes taxes & fees
9/10 Wonderful! (2,150 reviews)
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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.

Learn more about Southwest Side

Explore attractions like Balzekas Museum of Lithuanian Culture and S.S. Peter and Paul Church as you discover things to see and do in Southwest Side.

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Photo by by Midway Intl Airport
Open Photo by by Midway Intl Airport

Top Southwest Side Hotel Reviews