Chicago Luxury hotels

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Best Chicago luxury hotels

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R1 471 - R4 032R4 032 - R6 594R6 594 - R9 155R9 155 - R11 699R11 699+ per night

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Most recommended Chicago luxury hotels

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Riu Plaza Chicago - Chicago - Lounge
Riu Plaza Chicago
Near North Side
9.1Wonderful(1396)
Free Wi-Fi
Air conditioning
R3 966+
Check availability
Residence Inn by Marriott Chicago Downtown Magnificent Mile - Chicago - Lobby
Residence Inn by Marriott Chicago Downtown Magnificent Mile
Near North Side
9.0Wonderful(132)
Free Wi-Fi
Pet-friendly
Air conditioning
R4 076+
Check availability
L7 Chicago by LOTTE - Chicago - Lounge
L7 Chicago by LOTTE
Downtown
9.1Wonderful(1492)
Free Wi-Fi
Pet-friendly
Air conditioning
R4 242+
Check availability
Sofitel Chicago Magnificent Mile - Chicago - Bar
Sofitel Chicago Magnificent Mile
Near North Side
8.9Very Good(2750)
Free Wi-Fi
Pet-friendly
Air conditioning
R5 074+
Check availability
Viceroy Chicago - Chicago - Restaurant
Viceroy Chicago
Near North Side
9.0Wonderful(1467)
Free Wi-Fi
Pool
Pet-friendly
Air conditioning
R6 396+
Check availability
Waldorf Astoria Chicago - Chicago - Balcony
Waldorf Astoria Chicago
Near North Side
9.1Wonderful(342)
Pool
Pet-friendly
Air conditioning
R13 227+
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 December, with an average rate of R4 659. On the other hand, they are at their most expensive in October, where the average price is R9 858.

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 R7 517. The most expensive night is generally Friday, where the average price is R14 102.

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 R4 298, while a 4-star luxury hotel the lowest price was R3 143. The cheapest room found overall was for R4 582.
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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

Lowest hotel price

December
October
R9 245
R10 037
R1 471
Cheapest month to stay with an average 36% drop in price.
Most expensive month to stay with an average 35% 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 December and January.
  • 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 Friday.
  • 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

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