Find 5 Star Hotels in Southwest Side, IL from ￥18,012

  • 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

Compare Southwest Side 5 Star Hotels with updated room rates, reviews, and availability. Most hotels are fully refundable.

Trump International Hotel & Tower Chicago
Terrace/patio

Trump International Hotel & Tower Chicago

5.0 star property
9.4 out of 10, Exceptional, (1569)
"Nice place to visit "
The price is ￥60,204
￥70,673 total
includes taxes & fees
Dec 19 - Dec 20
Trump International Hotel & Tower Chicago
Waldorf Astoria Chicago
Exterior

Waldorf Astoria Chicago

5.0 star property
9.4 out of 10, Exceptional, (1032)
"It was amazing "
The price is ￥60,548
￥71,077 total
includes taxes & fees
Dec 8 - Dec 9
Waldorf Astoria Chicago
The Langham, Chicago
Lobby lounge

The Langham, Chicago

5.0 star property
9.8 out of 10, Exceptional, (1071)
"Love my stays here. The staff have an eye for detail. I know you’re somewhere special when you stay at the Langham."
The price is ￥69,837
￥81,981 total
includes taxes & fees
Dec 22 - Dec 23
The Langham, Chicago
The Peninsula Chicago
Front of property - evening/night

The Peninsula Chicago

5.0 star property
9.8 out of 10, Exceptional, (1083)
"Wonderful property. Amazing service. "
The price is ￥80,273
￥94,232 total
includes taxes & fees
Dec 15 - Dec 16
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, (1025)
"Excellent everything "
The price is ￥62,968
￥73,917 total
includes taxes & fees
Dec 22 - Dec 23
Park Hyatt Chicago
Four Seasons Hotel Chicago
Reception

Four Seasons Hotel Chicago

5.0 star property
9.4 out of 10, Exceptional, (1023)
"Needs an update "
The price is ￥61,925
￥72,693 total
includes taxes & fees
Dec 26 - Dec 27
Four Seasons Hotel 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, (573)
"The best hotel experience I’ve ever had. Will be booking again"
The price is ￥45,358
￥53,247 total
includes taxes & fees
Dec 22 - Dec 23
Nobu Hotel Chicago
The Ritz-Carlton, Chicago
Exterior

The Ritz-Carlton, Chicago

5.0 star property
9.2 out of 10, Wonderful, (1046)
"Was perfect "
The price is ￥59,035
￥69,301 total
includes taxes & fees
Dec 15 - Dec 16
The Ritz-Carlton, Chicago
The St. Regis Chicago
Indoor pool

The St. Regis Chicago

5.0 star property
8.6 out of 10, Excellent, (46)
"The cleaning services were lacking. We had to ask to have our room cleaned when it still wasn’t cleaned at 5pm. They forgot to refill the coffee pods and water 1 day. And left used towels after one of the cleaning. Sub-par performance for a hotel at these prices."
The price is ￥70,946
￥83,282 total
includes taxes & fees
Dec 19 - Dec 20
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.
The Westin Michigan Avenue Chicago

The Westin Michigan Avenue Chicago

909 North Michigan Ave, Chicago, IL
The price is ￥20,664 per night from Dec 20 to Dec 21
￥20,664
￥28,081 total
includes taxes & fees
Dec 20 - Dec 21
8.6/10 Excellent! (1,007 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.