Luxury Hotels in Chicago, Illinois

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Our top choices for Chicago luxury hotels

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,853 reviews)
  • cleanliness
    Immerse in riverside elegance at this 5-star Chicago hotel offering deep-soaking tubs, pillowtop beds, and full-service spa indulgence.
The price is P27,348
P32,516 total
includes taxes & fees
May 25 - May 26
Trump International Hotel & Tower Chicago

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, (2,481 reviews)
The price is P11,460
P15,713 total
includes taxes & fees
May 26 - May 27
Sable at Navy Pier Chicago, Curio Collection by Hilton

The LaSalle Chicago, Autograph Collection by Marriott

The LaSalle Chicago, Autograph Collection by Marriott
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (350 reviews)
  • cleanliness
    Elegant downtown Chicago luxury with 24-hour fitness and upscale dining steps from Willis Tower.
The price is P17,405
P20,694 total
includes taxes & fees
May 25 - May 26
The LaSalle Chicago, Autograph Collection by Marriott

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,003 reviews)
  • cleanliness
    The Gwen invites travelers to indulge in downtown Chicago luxury with rooftop terrace and Mediterranean dining experiences.
The price is P17,099
P22,129 total
includes taxes & fees
May 8 - May 9
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

Viceroy Chicago

Viceroy Chicago
4.5 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,214 reviews)
  • cleanliness
    Luxurious retreat in downtown Chicago offers rooftop terrace and seasonal pool near Michigan Avenue.
The price is P15,706
P20,713 total
includes taxes & fees
May 25 - May 26
Viceroy Chicago

Pendry Chicago

Pendry Chicago
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,124 reviews)
  • cleanliness
    Indulge in architectural splendor and upscale amenities at this Art Deco Chicago hotel, where luxury meets downtown convenience.
The price is P15,706
P21,206 total
includes taxes & fees
May 10 - May 11
Pendry Chicago

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,500 reviews)
The price is P13,360
P18,071 total
includes taxes & fees
May 25 - May 26
Hyatt Regency Chicago

Sheraton Grand Chicago Riverwalk

Sheraton Grand Chicago Riverwalk
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (1,625 reviews)
The price is P13,182
P17,860 total
includes taxes & fees
May 25 - May 26
Sheraton Grand Chicago Riverwalk

Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,293 reviews)
The price is P12,204
P16,679 total
includes taxes & fees
May 27 - May 28
Swissotel - Chicago

Level Chicago – Old Town

Level Chicago – Old Town
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (470 reviews)
The price is P13,570
P17,449 total
includes taxes & fees
May 26 - May 27
Level Chicago – Old Town
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.

Top Chicago Hotel Reviews

Frequently asked questions

Are you searching for a great accommodation for your luxury getaway to Chicago?
Travel to Chicago Midway Airport (MDW) Airport or Chicago O'Hare Intl. Airport (ORD) Airport, and then treat yourself to a stay at one of 41 Chicago luxury hotels. Known for its great views and art, Chicago also has some interesting things to see and do including Navy Pier and Wrigley Field, so you may want to take in the local sights during your visit.
What's the best luxury accommodation in Chicago?
Swissotel - Chicago is a luxury hotel with 2 bars and spa services, and it's a popular choice for Expedia travelers looking for an elegant place to stay. Palmer House a Hilton Hotel and LondonHouse Chicago, Curio Collection by Hilton are other upscale choices for your stay.
How many luxury hotels should I expect to find in Chicago?
Lie in the lap of luxury during your getaway to Chicago in one of Expedia's 41 luxury hotels.
When can I expect good weather in Chicago?
Planning for the weather is a good way to make your trip to Chicago relaxing and enjoyable, especially when you're splurging. The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 31°F. Average annual precipitation for Chicago is 50 inches.
What's there to see and do in Chicago?
Enjoy all that Chicago has to offer and visit Navy Pier, Wrigley Field, and Naval Base Great Lakes. If you have extra time while you're in the area, you might want to stop by Michigan Avenue and Soldier Field.
How can I get around Chicago?
It's easier to get around town comfortably when you know your options. Take advantage of metro transit at Monroe Station (Red Line), Monroe Station (Blue Line), and Adams-Wabash Station.

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