Chicago Luxury hotels

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Booking Insights
Recommended by KAYAK

Best Chicago luxury hotels

These are the best prices for Mar 28 - Apr 4.
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel - Chicago - Bedroom
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
Downtown
9.1Wonderful(1653)
Free Wi-Fi
Air conditioning
R3 881+
Check availability
Riu Plaza Chicago - Chicago - Lounge
Riu Plaza Chicago
Near North Side
9.1Wonderful(1652)
Free Wi-Fi
Air conditioning
R4 647+
Check availability
Sofitel Chicago Magnificent Mile - Chicago - Building
Sofitel Chicago Magnificent Mile
Near North Side
8.8Very Good(2836)
Free Wi-Fi
Pet-friendly
Air conditioning
R5 141+
Check availability
Viceroy Chicago - Chicago - Restaurant
Viceroy Chicago
Near North Side
9.0Wonderful(1485)
Free Wi-Fi
Pool
Pet-friendly
Air conditioning
R6 419+
Check availability
Waldorf Astoria Chicago - Chicago - Balcony
Waldorf Astoria Chicago
Near North Side
9.2Wonderful(348)
Pool
Pet-friendly
Air conditioning
R10 152+
Check availability
L7 Chicago by LOTTE - Chicago - Lounge
L7 Chicago by LOTTE
Downtown
9.2Wonderful(1622)
Free Wi-Fi
Pet-friendly
Air conditioning
R4 324+
Check availability
Hotel Zachary, Chicago, a Tribute Portfolio Hotel - Chicago - Dining room
Hotel Zachary, Chicago, a Tribute Portfolio Hotel
Wrigleyville
9.0Wonderful(300)
Free Wi-Fi
Pet-friendly
Air conditioning
R7 860+
Check availability
Four Seasons Hotel Chicago - Chicago - Lobby
Four Seasons Hotel Chicago
Near North Side
8.6Very Good(355)
Free Wi-Fi
Pool
Pet-friendly
Air conditioning
R9 829+
Check availability
The Ritz-Carlton Chicago - Chicago - Lounge
The Ritz-Carlton Chicago
Near North Side
8.5Very Good(238)
Pool
Pet-friendly
Air conditioning
R10 409+
Check availability
Nobu Hotel Chicago - Chicago - Balcony
Nobu Hotel Chicago
Near West Side
8.9Very Good(345)
Free Wi-Fi
Pool
Pet-friendly
Air conditioning
R9 129+
Check availability
Park Hyatt Chicago - Chicago - Lounge
Park Hyatt Chicago
Near North Side
9.1Wonderful(377)
Free Wi-Fi
Pool
Pet-friendly
Air conditioning
R9 339+
Check availability
The St. Regis Chicago - Chicago - Restaurant
The St. Regis Chicago
Downtown
7.9Good(18)
Pool
Pet-friendly
Air conditioning
R11 148+
Check availability
Kasa Magnificent Mile Chicago - Chicago - Balcony
Kasa Magnificent Mile Chicago
Near North Side
9.0Wonderful(558)
Free Wi-Fi
Pet-friendly
Air conditioning
R3 755+
Check availability
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago - Chicago - Bar
The Gwen, a Luxury Collection Hotel, Michigan Avenue Chicago
Near North Side
9.1Wonderful(293)
Pet-friendly
Air conditioning
R6 597+
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 February, with an average rate of R2 758. On the other hand, they are at their most expensive in June, where the average price is R14 115.

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

The lowest prices can usually be found on Friday, where the average nightly price is R2 877. The most expensive night is generally Sunday, where the average price is R9 257.

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 R5 187, while a 4-star luxury hotel the lowest price was R2 956. The cheapest room found overall was for R3 665.

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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

Lowest hotel price

February
June
R5 458
R3 406
R2 459
Cheapest month to stay with an average 64% drop in price.
Most expensive month to stay with an average 86% 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 February and May.
  • Luxury room prices can vary depending on different factors. However, generally, rooms cost less on a Friday. The most expensive night for a stay is Sunday.
  • 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