Chicago Luxury hotels

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Best Chicago luxury hotels

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£81 - £191£191 - £299£299 - £408£408 - £517£517+ 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(1237)
Free Wi-Fi
Air conditioning
£267+
Check availability
L7 Chicago by LOTTE - Chicago - Lounge
L7 Chicago by LOTTE
Downtown
9.1Wonderful(1430)
Free Wi-Fi
Pet-friendly
Air conditioning
£307+
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
£314+
Check availability
Viceroy Chicago - Chicago - Restaurant
Viceroy Chicago
Near North Side
9.0Wonderful(1450)
Free Wi-Fi
Pool
Pet-friendly
Air conditioning
£439+
Check availability
Waldorf Astoria Chicago - Chicago - Balcony
Waldorf Astoria Chicago
Near North Side
9.0Wonderful(339)
Pool
Pet-friendly
Air conditioning
£680+
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 £61. On the other hand, they are at their most expensive in September, where the average price is £377.

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 £206. The most expensive night is generally Monday, where the average price is £373.

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 Near North Side, with an average price of £280. Warwick Allerton Chicago, Eurostars Magnificent Mile, and Hotel Felix rank among the highest-rated hotels in Near North Side.

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 £233, while a 4-star luxury hotel the lowest price was £199. The cheapest room found overall was for £204.
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Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

Lowest hotel price

February
September
£359
£359
£81
Cheapest month to stay with an average 79% drop in price.
Most expensive month to stay with an average 28% 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 November.
  • 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 Monday.
  • 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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