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Chicago 5-Star Hotels

Search and compare hundreds of travel sites at once for 5-star hotels in Chicago, Illinois

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Best Chicago 5-star hotels

Most recommended Chicago 5-star hotels

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The Peninsula Chicago - Chicago - Patio
The Peninsula Chicago
9.4 Wonderful
Near North SideC$ 884+
C$ 884+
Free Wi-Fi
Pool
Pet friendly
Spa
The Langham Chicago - Chicago - Lounge
The Langham Chicago
9.3 Wonderful
Near North SideC$ 673+
C$ 673+
Free Wi-Fi
Pool
Pet friendly
Spa
Trump International Hotel & Tower Chicago - Chicago - Building
Trump International Hotel & Tower Chicago - Chicago - Building
Trump International Hotel & Tower Chicago
9.1 Wonderful
Near North SideC$ 581+
C$ 581+
Free Wi-Fi
Pool
Pet friendly
Spa
Nobu Hotel Chicago - Chicago - Bar
Nobu Hotel Chicago - Chicago - Bar
Nobu Hotel Chicago
8.9 Very good
Near West SideC$ 662+
C$ 662+
Free Wi-Fi
Pool
Pet friendly
Spa
Waldorf Astoria Chicago - Chicago - Balcony
Waldorf Astoria Chicago - Chicago - Balcony
Waldorf Astoria Chicago
8.7 Very good
Near North SideC$ 776+
C$ 776+
Pool
Pet friendly
Spa
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C$ 70 - C$ 237C$ 237 - C$ 402C$ 402 - C$ 567C$ 567 - C$ 733C$ 733+ per night

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When to book a 5-star hotel in Chicago?

Price per night / 5-star hotel. Prices are not fixed and may vary with time.
Average nightly price per month
Average nightly price

Top tips for finding 5-star Chicago hotel deals

  • You should book at least 90 days ahead of your stay to get the best prices for 5 star hotel rooms in Chicago.

FAQs about Chicago 5 star hotels

  • How much does a room in a 5 star hotel in Chicago cost?

    On average, 5 star hotel rooms in Chicago cost C$ 774. 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 C$ 579.

  • How much does a 5 star hotel room in Chicago cost for tonight?

    If you’re looking last minute, KAYAK users have booked a 5 star hotel for tonight for as low as C$ 536 in the last 3 hours.

  • How much does a 5 star hotel room in Chicago cost for this weekend?

    Those looking to head away for the weekend can expect prices as low as C$ 304.

Where to stay in a 5-star 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 5-star Hotel Deals. Search for 5-star hotels in Chicago. Find 5-star hotel rooms in Chicago. KAYAK searches hundreds of travel sites to help you find 5-star hotels and book the room that suits you best.

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