Chicago Luxury hotels

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Best Chicago luxury hotels

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R2 012 - R4 579R4 579 - R7 146R7 146 - R9 713R9 713 - R12 280R12 280+ 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(1233)
Free Wi-Fi
Air conditioning
R6 355+
Check availability
L7 Chicago by LOTTE - Chicago - Lounge
L7 Chicago by LOTTE
Downtown
9.1Wonderful(1429)
Free Wi-Fi
Pet-friendly
Air conditioning
R7 340+
Check availability
Sofitel Chicago Magnificent Mile - Chicago - Patio
Sofitel Chicago Magnificent Mile
Near North Side
8.9Very Good(2730)
Free Wi-Fi
Pet-friendly
Air conditioning
R7 454+
Check availability
Viceroy Chicago - Chicago - Restaurant
Viceroy Chicago
Near North Side
9.0Wonderful(1450)
Free Wi-Fi
Pool
Pet-friendly
Air conditioning
R10 459+
Check availability
Waldorf Astoria Chicago - Chicago - Balcony
Waldorf Astoria Chicago
Near North Side
9.0Wonderful(339)
Pool
Pet-friendly
Air conditioning
R16 102+
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 February, with an average rate of R85 038. On the other hand, they are at their most expensive in September, where the average price is R211 069.

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

The lowest prices can usually be found on Tuesday, where the average nightly price is R115 188. The most expensive night is generally Saturday, where the average price is R377 513.

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 R5 511, while a 4-star luxury hotel the lowest price was R4 712. The cheapest room found overall was for R4 824.
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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

Lowest hotel price

February
September
R9 017
R12 502
R1 997
Cheapest month to stay with an average 44% drop in price.
Most expensive month to stay with an average 39% 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 February and December.
  • 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 Saturday.
  • 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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