A river with a yellow boat, surrounded by tall buildings and a bridge.

Luxury Hotels in Chicago, Illinois

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on Chicago Luxury Hotels

Tonight
Sep 26 - Sep 27
Tomorrow
Sep 27 - Sep 28
Next weekend
Oct 2 - Oct 4
In two weeks
Oct 9 - Oct 11

Our top choices for Chicago luxury hotels

A rooftop terrace with a city skyline view, featuring a mix of modern and classic architecture, and several potted plants.
A modern hotel room with a green sofa, two round tables, a city view, and a chandelier.
A modern urban street with high-rise buildings, including a prominent 'The Gwent' and 'Nordstrom' sign.
A modern staircase with glass railings and pendant lighting.

1. The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago

The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
Downtown Chicago
  • The Gwen invites travelers to indulge in downtown Chicago luxury with rooftop terrace and Mediterranean dining experiences.
P44,920
P55,264 total
includes taxes & fees
Oct 2 - Oct 3
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
A rooftop pool with lounge chairs and a city skyline in the background.
A modern dining area with a round table and chairs, large windows with a city view, and a decorative light fixture.

2. Viceroy Chicago

Viceroy Chicago
Downtown Chicago
  • Luxurious retreat in downtown Chicago offers rooftop terrace and seasonal pool near Michigan Avenue.
P26,752
P33,874 total
includes taxes & fees
Oct 25 - Oct 26
Viceroy Chicago
A rooftop lounge with outdoor seating and a city skyline view.
A spacious living area with a green sofa, a coffee table, and a bookshelf filled with plants and decorative items.
A revolving door with intricate designs, leading to a well-lit interior with a polished floor.
An indoor cafe with tables and chairs, large windows, and a view of the cityscape.

3. Pendry Chicago

Pendry Chicago
Downtown Chicago
  • Indulge in architectural splendor and upscale amenities at this Art Deco Chicago hotel, where luxury meets downtown convenience.
P26,864
P34,506 total
includes taxes & fees
Oct 24 - Oct 25
Pendry Chicago
A modern reception area with a marble reception desk, a sofa, armchairs, and a coffee table.
A grand hotel lobby with a high ceiling, a large chandelier, and a staircase leading to an upper floor.
A historic building with large windows and a marquee sign for a hotel.
A couple in white robes sitting in a bathtub with candles and a bottle of champagne.

4. JW Marriott Chicago

JW Marriott Chicago
Downtown Chicago
  • Spa indulgence awaits in downtown Chicago where luxurious treatments and premium dining create memorable moments.
P21,270
P27,526 total
includes taxes & fees
Oct 24 - Oct 25
JW Marriott Chicago
An outdoor seating area with tables and chairs, surrounded by city buildings and a view of the urban skyline.
A spacious lobby with a high ceiling, large windows, and a central seating area with sofas and a coffee table.
A bar area with a long counter, metal bar stools, hanging pendant lights, and a variety of bottles on shelves.
A modern interior with a spacious layout, a large window offering a city view, and a variety of seating options.

5. Renaissance Chicago Downtown Hotel

Renaissance Chicago Downtown Hotel
Downtown Chicago
P22,167
P28,593 total
includes taxes & fees
Oct 4 - Oct 5
Renaissance Chicago Downtown Hotel
A modern dining area with round tables and chairs, large windows, and a view of a cityscape.
A modern high-rise building with a curved glass facade, surrounded by other tall buildings.
Two people at a table with a tiered dessert display and glasses of champagne.
A person in a white robe sitting by a window with a view of modern high-rise buildings.

6. Sofitel Chicago Magnificent Mile

Sofitel Chicago Magnificent Mile
Downtown Chicago
  • Art deco elegance and city views blend at this downtown Chicago hotel near Michigan Avenue.
P22,429
P28,523 total
includes taxes & fees
Oct 25 - Oct 26
Sofitel Chicago Magnificent Mile
A spacious bar area with high ceilings and large windows, offering views of a cityscape.
A cityscape with modern high-rise buildings, a river, and a boat.
A hotel room with a bed, a sofa with cushions, a large window with a view of a cityscape and water.
A bar with a circular liquor display, seating with stools, and a city view through large windows.

7. Hyatt Regency Chicago

Hyatt Regency Chicago
Downtown Chicago
P19,742
P25,700 total
includes taxes & fees
Oct 25 - Oct 26
Hyatt Regency Chicago
A modern hotel with a glass facade, outdoor seating, and a prominent 'ABT' sign.
A modern hotel room with a large bed, a desk, and a view of the cityscape.
A modern lobby with geometric patterned flooring, glass tables with candles, and a visible bar area with shelves.
A modern restaurant with a bar area, dining tables set with candles, and a kitchen in the background.

8. Hotel EMC2, Autograph Collection

Hotel EMC2, Autograph Collection
Downtown Chicago
P22,366
P26,591 total
includes taxes & fees
Oct 25 - Oct 26
Hotel EMC2, Autograph Collection
A modern lounge with a curved glass wall offering a city view, plush seating, and ambient lighting.
A modern interior with wooden shelves, a fireplace, and a round mirror.
A modern lobby with a large mirror, bookshelves, seating areas, and a reception desk.
A modern building with large glass windows and a sign reading "Thompson Chicago".

9. Thompson Chicago, by Hyatt

Thompson Chicago, by Hyatt
Downtown Chicago
  • Lavish downtown retreat offers pillowtop beds, rainfall showers, and two stylish bars in Chicago's heart.
P21,804
P27,766 total
includes taxes & fees
Sep 27 - Sep 28
Thompson Chicago, by Hyatt
A restaurant with tables and chairs arranged under a large open space with a view of the sea.
A spacious hall with high ceilings, large wooden pillars, and a view of the sea through expansive windows.
A grand lobby with a staircase, ornate columns, a fireplace, leather armchairs, and a coffee table with books and a plant.

10. Chicago Athletic Association, a Hyatt Hotel

Chicago Athletic Association, a Hyatt Hotel
Downtown Chicago
  • Historic Chicago landmark with designer rooms and rooftop terrace invites guests into elegant luxury steps from Millennium Park.
P21,270
P27,669 total
includes taxes & fees
Sep 27 - Sep 28
Chicago Athletic Association, a Hyatt Hotel
View all properties

Top Chicago Hotel Reviews

The Chicago Hotel Collection Ambassador Gold Coast

The Chicago Hotel Collection Ambassador Gold Coast

10/10 Excellent
"Clean room and easy check in"
Carly 1-night trip
Posted less than an hour ago
The Chicago Hotel Collection Ambassador Gold Coast
The Chicago Hotel Collection - Magnificent Mile

The Chicago Hotel Collection - Magnificent Mile

10/10 Excellent
"Great location, clean room, would stay there again!!"
Amber 1-night trip
Posted 2 hours ago
The Chicago Hotel Collection - Magnificent Mile
The Wade

The Wade

8/10 Good
"The only issues I had was that the shower gel pump wasn’t working and the tv would blink on and off on certain channels."
Ayanna 3-night trip
Posted 8 hours ago
The Wade
Hotel Saint Clair- Magnificent Mile

Hotel Saint Clair- Magnificent Mile

10/10 Excellent
"The staff was really nice. The room was very clean and they also respond promptly to your request."
Shaniece Marie 2-night trip
Posted 12 hours ago
Hotel Saint Clair- Magnificent Mile
Fairmont Chicago at Millennium Park

Fairmont Chicago at Millennium Park

8/10 Good
"Unfortunately our room had wet carpets so we had to change rooms. We would have preferred the original king instead of two doubles. Manager was helpful . Housekeeping was a bit lax, forgetting towels and replacement coffee mugs. Valet staff was friendly and helpful, It was a nice stay but not stellar."
Pia 3-night trip
Posted 14 hours ago
Fairmont Chicago at Millennium Park
Congress Plaza Hotel

Congress Plaza Hotel

10/10 Excellent
"Cool"
Carlos Joel 2-night trip
Posted 18 hours ago
Congress Plaza Hotel

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 42 Chicago luxury hotels. Known for its great views and art, Chicago also has some interesting things to see and do including Soldier Field and Navy Pier, so you may want to take in the local sights during your visit.
What's the best luxury accommodation in Chicago?
L7 Chicago by LOTTE is a luxury hotel with in-room massages and valet parking, and it's a popular choice for Expedia travelers looking for an elegant place to stay. The Godfrey Hotel Chicago and InterContinental Chicago Magnificent Mile by IHG 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 42 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 Soldier Field, Navy Pier, and Wrigley Field. If you have extra time while you're in the area, you might want to stop by Six Flags Great America and Michigan Avenue.
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.

Explore a world of travel with Expedia