Chicago Luxury hotels

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Booking Insights
Recommended by KAYAK

Best Chicago luxury hotels

These are the best prices for 7-14 Sep.
Sable At Navy Pier Chicago, Curio Collection By Hilton - Chicago - Bedroom
Sable At Navy Pier Chicago, Curio Collection By Hilton
Near North Side
8.8Very Good(1200)
Free Wi-Fi
Air conditioning
£396+
Check availability
L7 Chicago by LOTTE - Chicago - Lounge
L7 Chicago by LOTTE
Loop
9.1Wonderful(1901)
Free Wi-Fi
Pet-friendly
Air conditioning
£336+
Check availability
Hotel Riu Plaza Chicago - Chicago - Lounge
Hotel Riu Plaza Chicago
Near North Side
9.1Wonderful(3027)
Free Wi-Fi
Air conditioning
£308+
Check availability
Park Hyatt Chicago - Chicago - Lounge
Park Hyatt Chicago
Near North Side
9.0Wonderful(368)
Free Wi-Fi
Pool
Pet-friendly
Air conditioning
£633+
Check availability
Sofitel Chicago Magnificent Mile - Chicago - Lobby
Sofitel Chicago Magnificent Mile
Near North Side
8.8Very Good(2705)
Free Wi-Fi
Pet-friendly
Air conditioning
£355+
Check availability
The Ritz-Carlton Chicago - Chicago - Lounge
The Ritz-Carlton Chicago
Near North Side
8.4Very Good(233)
Pool
Pet-friendly
Air conditioning
£690+
Check availability
Nobu Hotel Chicago - Chicago - Balcony
Nobu Hotel Chicago
Near West Side
9.1Wonderful(373)
Free Wi-Fi
Pool
Pet-friendly
Air conditioning
£525+
Check availability
Waldorf Astoria Chicago - Chicago - Bar
Waldorf Astoria Chicago
Near North Side
9.2Wonderful(353)
Pool
Pet-friendly
Air conditioning
£756+
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(288)
Pet-friendly
Air conditioning
£528+
Check availability
Kasa Magnificent Mile Chicago - Chicago - Living room
Kasa Magnificent Mile Chicago
Near North Side
8.8Very Good(583)
Free Wi-Fi
Pet-friendly
Air conditioning
£263+
Check availability
Thompson Chicago - Chicago - Lobby
Thompson Chicago
Near North Side
8.9Very Good(581)
Free Wi-Fi
Pet-friendly
Air conditioning
£443+
Check availability
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel - Chicago - Bedroom
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
Loop
9.1Wonderful(1745)
Free Wi-Fi
Air conditioning
£261+
Check availability
Lower level luxury - Chicago
Lower level luxury
Portage Park
9.3Wonderful(7)
House
Parking
Free Wi-Fi
Air conditioning
£75+
Check availability
Four Seasons Hotel Chicago - Chicago - Lobby
Four Seasons Hotel Chicago
Near North Side
8.9Very Good(351)
Free Wi-Fi
Pool
Pet-friendly
Air conditioning
£742+
Check availability
Kasa River North Chicago - Chicago - Balcony
Kasa River North Chicago
Near North Side
9.2Wonderful(122)
Free Wi-Fi
Pool
Pet-friendly
Air conditioning
£241+
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 £227 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 £446.

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

The lowest prices can usually be found on Wednesday, where the average nightly price is £168. The most expensive night is generally Sunday, where the average price is £650.

Which neighbourhood do KAYAK users most love to book their luxury hotel in Chicago?

The most popular neighbourhood in Chicago among KAYAK users to search for a luxury hotel is Downtown, with an average price of £122. River Hotel, Sports Illustrated Resorts Chicago, and Hyatt Place Chicago Downtown/The Loop rank among the highest-rated hotels in Downtown.

How early should you book a luxury hotel in Chicago?

Book at least 74 days before your stay begins to get the best price for your Chicago luxury hotel.

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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

Lowest hotel price

April
July
£398
£334
£75
Cheapest month to stay with an average 75% drop in price.
Most expensive month to stay with an average 45% 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 April and November.
  • Luxury room prices can vary depending on different factors. However, generally, rooms cost less on a Wednesday. 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