A river with yellow boats, a bridge, and tall buildings.

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Check availability on The Loop Luxury Hotels

This weekend
Oct 30 - Nov 1
Next weekend
Nov 6 - Nov 8

Our top choices for The Loop luxury hotels

A high-rise hotel with multiple floors, large windows, and a prominent Tiffany & Co. store on the ground level.

1. The Peninsula Chicago

The Peninsula Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,002 reviews)
  • cleanliness
    Unwind in Chicago's premier luxury hotel with a full-service spa, indoor pool, and 2 exquisite restaurants in a prime location.
The price is ￥98,606
￥117,235 total
includes taxes & fees
Nov 24 - Nov 25
The Peninsula Chicago
A modern hotel lobby with a reception desk, seating area, and large windows offering city views.

2. The Langham, Chicago

The Langham, Chicago
5.0 star property
Downtown Chicago
9.8 out of 10, Exceptional, (1,009 reviews)
  • cleanliness
    Indulge in refined riverside luxury at this Chicago hotel with deep-soaking tubs, a seven-treatment-room spa, and exceptional service.
The price is ￥82,471
￥98,050 total
includes taxes & fees
Nov 22 - Nov 23
The Langham, Chicago
A modern hotel lobby with a large seating area, a view of the city, and a green accent wall.

3. The St. Regis Chicago

The St. Regis Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (136 reviews)
  • cleanliness
    Downtown Chicago's newest luxury icon offers indulgent spa treatments, fine dining, and poolside relaxation steps from Millennium Park.
The price is ￥84,683
￥100,679 total
includes taxes & fees
Nov 22 - Nov 23
The St. Regis Chicago
A modern living room with a sofa, chairs, a coffee table, and a TV. A large window offers a view of a cityscape and a tower.

4. Park Hyatt Chicago

Park Hyatt Chicago
5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,000 reviews)
  • cleanliness
    Indulge in sophisticated luxury at this Art Deco hotel featuring a full-service spa, indoor pool, and al fresco dining in Downtown Chicago.
The price is ￥81,252
￥96,601 total
includes taxes & fees
Nov 24 - Nov 25
Park Hyatt Chicago
A high-rise hotel with a prominent 'TRUMP' sign, reflecting in the water, surrounded by other tall buildings.

5. Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago
5.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (2,060 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 ￥72,771
￥86,518 total
includes taxes & fees
Nov 8 - Nov 9
Trump International Hotel & Tower Chicago
A person sitting by a window with a view of a cityscape, including a tall tower.

6. Four Seasons Hotel Chicago

Four Seasons Hotel Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,000 reviews)
  • cleanliness
    Indulge in sophisticated luxury at this five-star Chicago retreat with a full-service spa, heated indoor pool, and newly renovated spaces.
The price is ￥78,205
￥92,978 total
includes taxes & fees
Nov 22 - Nov 23
Four Seasons Hotel Chicago
A rooftop lounge with outdoor seating, a fire pit, and a large reflective sculpture.

7. The Ritz-Carlton, Chicago

The Ritz-Carlton, Chicago
5.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,000 reviews)
  • cleanliness
    Downtown Chicago luxury at the Ritz-Carlton offers spa, pool, and Italian steakhouse near Michigan Avenue.
The price is ￥78,205
￥92,980 total
includes taxes & fees
Nov 22 - Nov 23
The Ritz-Carlton, Chicago
A hotel entrance with a fountain, a car, and a person standing by the entrance.

8. Waldorf Astoria Chicago

Waldorf Astoria Chicago
5.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,000 reviews)
  • cleanliness
    Indulge in urban sophistication at this 5-star Chicago retreat, where spa treatments, poolside relaxation, and Art Deco elegance await.
The price is ￥77,218
￥91,806 total
includes taxes & fees
Nov 22 - Nov 23
Waldorf Astoria Chicago
A rooftop terrace with a city skyline view, featuring a mix of modern and classic architecture, and several potted plants.

9. 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, (1,002 reviews)
  • cleanliness
    The Gwen invites travelers to indulge in downtown Chicago luxury with rooftop terrace and Mediterranean dining experiences.
The price is ￥44,120
￥57,145 total
includes taxes & fees
Nov 24 - Nov 25
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
A Fairmont hotel with a prominent entrance, large windows, and a sculpture on the facade.

10. Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park
4.5 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,311 reviews)
The price is ￥31,396
￥42,958 total
includes taxes & fees
Nov 24 - Nov 25
Fairmont Chicago at Millennium Park
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.
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Top The Loop Hotel Reviews

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

10/10 Excellent
"Central location, great staff, great facilities."
Jonathan 6-night trip
Posted 2 hours ago
LondonHouse Chicago, Curio Collection by Hilton

Frequently asked questions

Are you searching for a great accommodation for your luxury trip to The Loop?
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 14 The Loop luxury hotels. Known for its art and shopping, The Loop also has some interesting things to see and do including Michigan Avenue and Lake Michigan, so you may want to take in the local sights during your visit.
What's the best luxury hotel in The Loop?
LondonHouse Chicago, Curio Collection by Hilton is a luxury hotel with 2 restaurants and 2 bars, and it's a popular choice for Expedia travelers looking for an elegant place to stay. TheWit Chicago, a Hilton Hotel and L7 Chicago by LOTTE are two other upscale options for your stay.
How many luxury hotels can I expect to find in The Loop?
Lie in the lap of luxury during your getaway to The Loop in one of Expedia's 14 luxury hotels.
What's there to see and do in The Loop?
Take in the sights and attractions that The Loop offers with a visit to Michigan Avenue, Lake Michigan, and Daley Plaza. If you have a little extra time during your trip, you might want to make a stop at Richard J. Daley Center and James M. Nederlander Theatre.
How can I get around The Loop?
It's easier to get around town in style when you know your options. You can take advantage of metro transit at Washington Station, Lake Station, and State Station.

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