Chicago Luxury hotels

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Recommended by KAYAK

Best Chicago luxury hotels

These are the best prices for 11-18 May.
L7 Chicago by LOTTE - Chicago - Lounge
L7 Chicago by LOTTE
Downtown
9.2Wonderful(1813)
Free Wi-Fi
Pet-friendly
Air conditioning
£297+
Check availability
Riu Plaza Chicago - Chicago - Lounge
Riu Plaza Chicago
Near North Side
9.2Wonderful(2655)
Free Wi-Fi
Air conditioning
£234+
Check availability
Sofitel Chicago Magnificent Mile - Chicago - Building
Sofitel Chicago Magnificent Mile
Near North Side
8.9Very Good(2837)
Free Wi-Fi
Pet-friendly
Air conditioning
£316+
Check availability
Viceroy Chicago - Chicago - Restaurant
Viceroy Chicago
Near North Side
9.0Wonderful(1503)
Free Wi-Fi
Pool
Pet-friendly
Air conditioning
£420+
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(292)
Pet-friendly
Air conditioning
£495+
Check availability
Park Hyatt Chicago - Chicago - Lounge
Park Hyatt Chicago
Near North Side
9.1Wonderful(376)
Free Wi-Fi
Pool
Pet-friendly
Air conditioning
£623+
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Kasa Magnificent Mile Chicago - Chicago - Balcony
Kasa Magnificent Mile Chicago
Near North Side
9.0Wonderful(567)
Free Wi-Fi
Pet-friendly
Air conditioning
£257+
Check availability
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel - Chicago - Bedroom
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
Downtown
9.1Wonderful(1719)
Free Wi-Fi
Air conditioning
£208+
Check availability
Waldorf Astoria Chicago - Chicago - Balcony
Waldorf Astoria Chicago
Near North Side
9.2Wonderful(351)
Pool
Pet-friendly
Air conditioning
£671+
Check availability
The Penthouse at Grand Plaza - Chicago - Pool
The Penthouse at Grand Plaza
Near North Side
9.3Wonderful(274)
Free Wi-Fi
Pool
Air conditioning
£694+
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
Air conditioning
£645+
Check availability
The Ritz-Carlton Chicago - Chicago - Lounge
The Ritz-Carlton Chicago
Near North Side
8.5Very Good(241)
Pool
Pet-friendly
Air conditioning
£622+
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 April, with an average rate of £96. On the other hand, they are at their most expensive in September, where the average price is £484.

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 £176. The most expensive night is generally Sunday, where the average price is £395.

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 £282. HI Chicago Hostel, Club Quarters Hotel Central Loop, Chicago, and River Hotel rank among the highest-rated hotels in Downtown.

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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

Lowest hotel price

April
September
£282
£333
£111
Cheapest month to stay with an average 71% drop in price.
Most expensive month to stay with an average 46% 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 June.
  • 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 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