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Chicago Luxury Hotels

Search and compare hundreds of travel sites at once for luxury hotels in Chicago, Illinois

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Best Chicago luxury hotels

Most recommended Chicago luxury hotels

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Viceroy Chicago - Chicago - Restaurant
Viceroy Chicago
Near North Side
9.1Wonderful(1393)
Free Wi-Fi
Pool
Pet-friendly
Air conditioning
£359+
Check availability
Pendry Chicago - Chicago - Balcony
Pendry Chicago
Downtown
9.0Wonderful(1347)
Free Wi-Fi
Pet-friendly
Air conditioning
£311+
Check availability
Kimpton Gray Hotel - Chicago - Bar
Kimpton Gray Hotel
Downtown
8.9Very Good(655)
Pet-friendly
Air conditioning
£353+
Check availability
Sable At Navy Pier Chicago, Curio Collection By Hilton - Chicago - Bedroom
Sable At Navy Pier Chicago, Curio Collection By Hilton
Near North Side
8.9Very Good(935)
Free Wi-Fi
Air conditioning
£324+
Check availability
Sofitel Chicago Magnificent Mile - Chicago - Patio
Sofitel Chicago Magnificent Mile
Near North Side
8.9Very Good(2676)
Free Wi-Fi
Pet-friendly
Air conditioning
£275+
Check availability
LondonHouse Chicago, Curio Collection by Hilton - Chicago - Lounge
LondonHouse Chicago, Curio Collection by Hilton
Downtown
8.9Very Good(2072)
Free Wi-Fi
Air conditioning
£328+
Check availability
Waldorf Astoria Chicago - Chicago - Balcony
Waldorf Astoria Chicago
Near North Side
8.7Very Good(330)
Pool
Pet-friendly
Air conditioning
£637+
Check availability
The Ritz-Carlton Chicago - Chicago - Lounge
The Ritz-Carlton Chicago
Near North Side
8.4Very Good(259)
Pool
Pet-friendly
Air conditioning
£547+
Check availability
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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 luxury hotel rates in Chicago?

Luxury hotels are cheapest in Chicago in February, with average rates of £85. In comparison, December is the most expensive month, with prices at £287.

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

Tuesday offers the lowest rates in Chicago, with an average nightly price of £103. The highest prices are found on Sunday, with average rates at £300.

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 £221. River Hotel, Central Loop Hotel, and Congress Plaza Hotel rank among the highest-rated hotels in Downtown.

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 £186, while a 4-star luxury hotel the lowest price was £125. The cheapest room found overall was for £125.

How early should you book a hotel in Chicago?

Book at least 58 days before your stay begins to get the best price for your Chicago hotel.
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Good to know

Low season

February

High season

December

Average price (weeknight)

£259

Average price (weekend night)

£329
Cheapest month to stay with an average 63% drop in price.
Most expensive month to stay with an average 24% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

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 September.
  • Luxury room prices can vary depending on different factors. However, generally, rooms cost less on a Tuesday. The most expensive night for a stay is Sunday.
  • The most expensive cost city.

FAQs about Chicago luxury hotels

  • How much does a room in a luxury hotel in Chicago cost?

    On average, luxury hotel rooms in Chicago cost £579. Depending on when you make your booking, when you book for, and other factors, it is possible to get better deals. The cheapest price booked on KAYAK in the last 3 days was £161.

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

Chicago Luxury Hotel Deals. Search for luxury hotels in Chicago. Find luxury hotel rooms in Chicago. KAYAK searches hundreds of travel sites to help you find luxury hotels and book the room that suits you best.

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