Southwest Side 5 Stars Hotels

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check availability on Southwest Side 5 Star Hotels

Tonight
Feb 22 - Feb 23
Tomorrow
Feb 23 - Feb 24
Next weekend
Feb 28 - Mar 2
In two weeks
Mar 7 - Mar 9

Top Southwest Side 5 Stars Hotels

Four Seasons Hotel Chicago
Reception

Four Seasons Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (1002)
"This hotel ruined me for others in the future. Amazing service, beautiful decor. Workout facilities, pool, sauna room amazing. 10 out of 10."
The price is P24,329
P28,560 total
includes taxes & fees
Mar 2 - Mar 3
Four Seasons Hotel Chicago
Trump International Hotel & Tower Chicago
Terrace/patio

Trump International Hotel & Tower Chicago

5.0 star property
9.4 out of 10, Exceptional, (1522)
"We loved everything about the hotel except that there was no place to get things like Tylenol or other convenience items requiring us to go out in the cold and try to walk somewhere "
The price is P18,464
P21,675 total
includes taxes & fees
Mar 2 - Mar 3
Trump International Hotel & Tower Chicago
The Langham, Chicago
Lobby

The Langham, Chicago

5.0 star property
9.8 out of 10, Exceptional, (999)
"Had a wonderful time there."
The price is P22,678
P26,622 total
includes taxes & fees
Mar 25 - Mar 26
The Langham, Chicago
Waldorf Astoria Chicago
Exterior

Waldorf Astoria Chicago

5.0 star property
9.2 out of 10, Wonderful, (1003)
"Waldorf Astoria offers an exceptional experience that truly stands out. Its convenient location makes it easy to explore nearby attractions, enhancing your stay. The amenities are top-notch, featuring everything from a state-of-the-art fitness center to a luxurious spa, ensuring guests have access to all they need for relaxation and rejuvenation. The staff is a highlight, consistently delivering outstanding service with a warm and welcoming demeanor. Their attention to detail and readiness to...
The price is P20,860
P24,488 total
includes taxes & fees
Mar 6 - Mar 7
Waldorf Astoria Chicago
The Peninsula Chicago
Front of property - evening/night

The Peninsula Chicago

5.0 star property
9.8 out of 10, Exceptional, (1007)
"The staff was wonderful. Both me and my fiance enjoyed the room. Four stars for the bath tub. Will definitely be back for a longer stay. 12 out 10."
The price is P27,515
P32,300 total
includes taxes & fees
Mar 2 - Mar 3
The Peninsula Chicago
Park Hyatt Chicago
Premium bedding, down comforters, pillowtop beds, minibar

Park Hyatt Chicago

5.0 star property
9.6 out of 10, Exceptional, (1001)
"Would come again"
The price is P21,425
P25,151 total
includes taxes & fees
Feb 23 - Feb 24
Park Hyatt Chicago
Nobu Hotel Chicago
Indoor pool, open 6:00 AM to 9:00 PM, sun loungers

Nobu Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (632)
"Great place but no refrigerator in the room"
The price is P20,570
P24,148 total
includes taxes & fees
Feb 23 - Feb 24
Nobu Hotel Chicago
The Ritz-Carlton, Chicago
View from property

The Ritz-Carlton, Chicago

5.0 star property
9.2 out of 10, Wonderful, (1001)
"Its exactly what you'd expect. The location is perfect. Shopping is walkable. Restaurants are near. And the Navy Pier is in sight-distance. The staff was friendly and accomodating. And rideshares took less than a minute every time. "
The price is P19,202
P22,542 total
includes taxes & fees
Mar 9 - Mar 10
The Ritz-Carlton, Chicago
The St. Regis Chicago
Indoor pool

The St. Regis Chicago

5.0 star property
8.8 out of 10, Excellent, (55)
"We had an amazing experience with Oscar, the hotel driver. From the very beginning, he was incredibly attentive, kind, and professional. He made us feel comfortable and safe throughout the entire ride, always willing to assist with our needs and ensuring we received the best service possible. His friendly attitude and excellent service truly made a difference in our stay. We highly recommend him and sincerely appreciate his outstanding hospitality!"
The price is P26,878
P31,552 total
includes taxes & fees
Mar 16 - Mar 17
The St. Regis Chicago
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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.
Pendry Chicago

Pendry Chicago

230 North Michigan Avenue, Chicago, IL
The price is P9,561 per night from 9 Mar to 10 Mar
P9,561
P13,605 total
includes taxes & fees
Mar 9 - Mar 10
9.2/10 Wonderful! (1,004 reviews)
Still don't see what you're looking for?
See all properties in Southwest Side.
You can also use these popular filters to refine your search.
PoolSpaHot tubBreakfast includedWaterpark
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.