Chicago Luxury hotels

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Booking Insights
Recommended by KAYAK

Best Chicago luxury hotels

LondonHouse Chicago, Curio Collection by Hilton - Chicago - Lounge
LondonHouse Chicago, Curio Collection by Hilton
Downtown
8.9Very Good(2153)
Free Wi-Fi
Air conditioning
R3 464+
Check availability
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel - Chicago - Bedroom
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
Downtown
9.0Wonderful(1635)
Free Wi-Fi
Air conditioning
R1 961+
Check availability
Residence Inn by Marriott Chicago Downtown Magnificent Mile - Chicago - Lobby
Residence Inn by Marriott Chicago Downtown Magnificent Mile
Near North Side
8.9Very Good(148)
Free Wi-Fi
Pet-friendly
Air conditioning
R2 792+
Check availability
Riu Plaza Chicago - Chicago - Lounge
Riu Plaza Chicago
Near North Side
9.1Wonderful(1524)
Free Wi-Fi
Air conditioning
R2 627+
Check availability
Sofitel Chicago Magnificent Mile - Chicago - Bar
Sofitel Chicago Magnificent Mile
Near North Side
8.8Very Good(2766)
Free Wi-Fi
Pet-friendly
Air conditioning
R3 635+
Check availability
Viceroy Chicago - Chicago - Restaurant
Viceroy Chicago
Near North Side
9.0Wonderful(1477)
Free Wi-Fi
Pool
Pet-friendly
Air conditioning
R4 883+
Check availability
L7 Chicago by LOTTE - Chicago - Lounge
L7 Chicago by LOTTE
Downtown
9.1Wonderful(1562)
Free Wi-Fi
Pet-friendly
Air conditioning
R3 115+
Check availability
Waldorf Astoria Chicago - Chicago - Balcony
Waldorf Astoria Chicago
Near North Side
8.9Very Good(343)
Pool
Pet-friendly
Air conditioning
R8 892+
Check availability
Hotel Zachary, Chicago, a Tribute Portfolio Hotel - Chicago - Dining room
Hotel Zachary, Chicago, a Tribute Portfolio Hotel
Wrigleyville
9.0Wonderful(299)
Free Wi-Fi
Pet-friendly
Air conditioning
R4 770+
Check availability
Four Seasons Hotel Chicago - Chicago - Lounge
Four Seasons Hotel Chicago
Near North Side
8.7Very Good(360)
Free Wi-Fi
Pool
Pet-friendly
Air conditioning
R8 581+
Check availability
The Ritz-Carlton Chicago - Chicago - Lounge
The Ritz-Carlton Chicago
Near North Side
8.5Very Good(238)
Pool
Pet-friendly
Air conditioning
R8 204+
Check availability
Park Hyatt Chicago - Chicago - Lounge
Park Hyatt Chicago
Near North Side
9.1Wonderful(374)
Free Wi-Fi
Pool
Pet-friendly
Air conditioning
R7 952+
Check availability
Nobu Hotel Chicago - Chicago - Balcony
Nobu Hotel Chicago
Near West Side
8.9Very Good(342)
Free Wi-Fi
Pool
Pet-friendly
Air conditioning
R6 797+
Check availability
Kasa Magnificent Mile Chicago - Chicago - Balcony
Kasa Magnificent Mile Chicago
Near North Side
9.0Wonderful(553)
Free Wi-Fi
Pet-friendly
Air conditioning
R3 287+
Check availability
Sophy Hyde Park - Chicago - Living room
Sophy Hyde Park
South Side
9.1Wonderful(413)
Free Wi-Fi
Pet-friendly
Air conditioning
R4 011+
Check availability
Booking Insights

KAYAK’s insights for luxury hotels in Chicago

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Chicago with confidence.

Which month has the cheapest rates for luxury hotels?

Luxury hotels in Chicago are cheapest in January, with an average rate of R2 948. On the other hand, they are at their most expensive in October, where the average price is R9 552.

What is the cheapest day of the week to book a luxury hotel in Chicago?

The lowest prices can usually be found on Thursday, where the average nightly price is R2 193. The most expensive night is generally Wednesday, where the average price is R8 263.

How much is a luxury hotel in Chicago for tonight?

The best deal for a 3-star luxury hotel room in Chicago found by KAYAK users in the last 3 days was R4 052, while a 4-star luxury hotel the lowest price was R2 436. The cheapest room found overall was for R4 052.

Find deals

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

Lowest hotel price

January
October
R4 792
R6 666
R1 425
Cheapest month to stay with an average 57% drop in price.
Most expensive month to stay with an average 41% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.
The cheapest luxury hotel room rate in the last 7 days

KAYAK's top tips for finding Chicago luxury hotel deals

  • Prices for luxury hotels in Chicago are cheaper in the low season, which is in January and February.
  • Luxury room prices can vary depending on different factors. However, generally, rooms cost less on a Thursday. The most expensive night for a stay is Wednesday.
  • The most expensive cost city.

FAQs about Chicago luxury hotels

Where to stay in a luxury hotel in Chicago?

Our map will help you find the perfect place to stay in Chicago by showing you the exact location of each hotel.

Everything you need to know for your stay in Chicago