Chicago Luxury hotels

Search hundreds of travel sites at once for luxury hotels in Chicago

Here is why travellers choose KAYAK

Free to useThere are no hidden charges or fees.

Filter your dealsFilter by free cancellation, free breakfast and more.

Millions of reviewsCheck ratings based on millions of real guest reviews.

Recommended by KAYAK
Booking Insights
Recommended by KAYAK

Best Chicago luxury hotels

These are the best prices for 18-25 Aug.
Free Wi-Fi
Pool
Pet friendly
Free Wi-Fi
Pool
Pet friendly
Spa
Free Wi-Fi
Pool
Pet friendly
Spa
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.

How early should you book a luxury hotel in Chicago?

Book at least 74 days before your stay begins to get the best price for your Chicago luxury hotel.

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

Lowest hotel price

February
May
$992
$1,600
$161
Cheapest month to stay with an average 34% drop in price.
Most expensive month to stay with an average 34% 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 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 Tuesday.
  • 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