Chicago Luxury hotels

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Booking Insights
Recommended by KAYAK

Best Chicago luxury hotels

These are the best prices for May 5 - 12.
Riu Plaza Chicago - Chicago - Lounge
Riu Plaza Chicago
Near North Side
9.2Wonderful(2507)
Free Wi-Fi
$306+
Check availability
Sofitel Chicago Magnificent Mile - Chicago - Building
Sofitel Chicago Magnificent Mile
Near North Side
8.9Very good(2843)
Free Wi-Fi
Pet friendly
$416+
Check availability
Viceroy Chicago - Chicago - Restaurant
Viceroy Chicago
Near North Side
9.0Wonderful(1503)
Free Wi-Fi
Pool
Pet friendly
$544+
Check availability
L7 Chicago by LOTTE - Chicago - Lounge
L7 Chicago by LOTTE
Downtown
9.1Wonderful(1810)
Free Wi-Fi
Pet friendly
$395+
Check availability
Waldorf Astoria Chicago - Chicago - Balcony
Waldorf Astoria Chicago
Near North Side
9.2Wonderful(352)
Pool
Pet friendly
Spa
$846+
Check availability
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel - Chicago - Bedroom
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
Downtown
9.1Wonderful(1718)
Free Wi-Fi
$277+
Check availability
Four Seasons Hotel Chicago - Chicago - Lobby
Four Seasons Hotel Chicago
Near North Side
8.6Very good(356)
Free Wi-Fi
Pool
Pet friendly
Spa
$835+
Check availability
The Ritz-Carlton Chicago - Chicago - Lounge
The Ritz-Carlton Chicago
Near North Side
8.5Very good(241)
Pool
Pet friendly
Spa
$803+
Check availability
Hotel Zachary, Chicago, a Tribute Portfolio Hotel - Chicago - Dining room
Hotel Zachary, Chicago, a Tribute Portfolio Hotel
Wrigleyville
9.0Wonderful(306)
Free Wi-Fi
Pet friendly
$654+
Check availability
Nobu Hotel Chicago - Chicago - Balcony
Nobu Hotel Chicago
Near West Side
9.0Wonderful(353)
Free Wi-Fi
Pool
Pet friendly
Spa
$648+
Check availability
Park Hyatt Chicago - Chicago - Lounge
Park Hyatt Chicago
Near North Side
9.1Wonderful(376)
Free Wi-Fi
Pool
Pet friendly
Spa
$832+
Check availability
Kasa Magnificent Mile Chicago - Chicago - Balcony
Kasa Magnificent Mile Chicago
Near North Side
9.0Wonderful(567)
Free Wi-Fi
Pet friendly
$338+
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
9.0Wonderful(293)
Pet friendly
$658+
Check availability
The Study at the University of Chicago - Chicago - Restaurant
The Study at the University of Chicago
South Side
9.1Wonderful(448)
Pet friendly
$375+
Check availability
The Penthouse at Grand Plaza - Chicago - Pool
The Penthouse at Grand Plaza
Near North Side
9.3Wonderful(274)
Free Wi-Fi
Pool
$711+
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.

How much does a luxury hotel room in Chicago cost?

The average price for a luxury hotel in Chicago is $269 but this can vary depending on the season, the star rating of the hotel and when you’ve booked. In the last 7 days, the cheapest price found on KAYAK was $160.

Which month has the cheapest rates for luxury hotels?

Luxury hotels in Chicago are cheapest in January, with an average rate of $268. On the other hand, they are at their most expensive in June, where the average price is $761.

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

The lowest prices can usually be found on Monday, where the average nightly price is $239. The most expensive night is generally Thursday, where the average price is $675.

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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

Lowest hotel price

January
June
$480
$510
$145
Cheapest month to stay with an average 36% drop in price.
Most expensive month to stay with an average 82% 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 November.
  • Luxury room prices can vary depending on different factors. However, generally rooms cost less on a Monday. The most expensive night for a stay is Thursday.
  • The cheapest luxury hotel room in Chicago found on KAYAK in the last 2 weeks was $105. The most expensive cost $634.

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