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Chicago Hotels With a Pool

Search and compare hundreds of travel sites at once for hotels with a pool in Chicago, Illinois

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Best Chicago hotels with a pool

Most recommended Chicago hotels with a pool

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The Peninsula Chicago - Chicago - Patio
The Peninsula Chicago
Near North Side
9.4Wonderful(562)
Free Wi-Fi
Pool
Pet-friendly
Air conditioning
£652+
Check availability
The Langham Chicago - Chicago - Lounge
The Langham Chicago
Near North Side
9.4Wonderful(921)
Free Wi-Fi
Pool
Pet-friendly
Air conditioning
£565+
Check availability
Viceroy Chicago - Chicago - Restaurant
Viceroy Chicago
Near North Side
9.1Wonderful(1393)
Free Wi-Fi
Pool
Pet-friendly
Air conditioning
£356+
Check availability
Loews Chicago Hotel - Chicago - Bedroom
Loews Chicago Hotel
Near North Side
9.1Wonderful(2065)
Free Wi-Fi
Pool
Pet-friendly
Air conditioning
£358+
Check availability
Trump International Hotel & Tower Chicago - Chicago - Building
Trump International Hotel & Tower Chicago
Near North Side
9.1Wonderful(2066)
Free Wi-Fi
Pool
Pet-friendly
Air conditioning
£444+
Check availability
Waldorf Astoria Chicago - Chicago - Balcony
Waldorf Astoria Chicago
Near North Side
8.7Very Good(330)
Pool
Pet-friendly
Air conditioning
£630+
Check availability
JW Marriott Chicago - Chicago - Property amenity
JW Marriott Chicago
Downtown
8.6Very Good(461)
Pool
Air conditioning
£376+
Check availability
Renaissance Chicago Downtown Hotel - Chicago - Building
Renaissance Chicago Downtown Hotel
Downtown
8.6Very Good(668)
Free Wi-Fi
Pool
Pet-friendly
Air conditioning
£320+
Check availability
Hyatt Regency Mccormick Place - Chicago - Patio
Hyatt Regency Mccormick Place
Near South Side
8.6Very Good(2821)
Free Wi-Fi
Pool
Air conditioning
£321+
Check availability
The Royal Sonesta Chicago River North - Chicago - Lounge
The Royal Sonesta Chicago River North
Near North Side
8.5Very Good(884)
Free Wi-Fi
Pool
Pet-friendly
Air conditioning
£241+
Check availability
Hampton Inn & Suites Chicago-Downtown - Chicago - Lobby
Hampton Inn & Suites Chicago-Downtown
Near North Side
8.5Very Good(2481)
Free Wi-Fi
Pool
Pet-friendly
Air conditioning
£228+
Check availability
Hyatt Centric Chicago Magnificent Mile - Chicago - Restaurant
Hyatt Centric Chicago Magnificent Mile
Near North Side
8.5Very Good(2210)
Free Wi-Fi
Pool
Pet-friendly
Air conditioning
£299+
Check availability
Hilton Chicago/Magnificent Mile Suites - Chicago - Lounge
Hilton Chicago/Magnificent Mile Suites
Near North Side
8.4Very Good(1918)
Free Wi-Fi
Pool
Pet-friendly
Air conditioning
£218+
Check availability
The Ritz-Carlton Chicago - Chicago - Lounge
The Ritz-Carlton Chicago
Near North Side
8.4Very Good(259)
Pool
Pet-friendly
Air conditioning
£543+
Check availability
Homewood Suites by Hilton Chicago - Downtown - Chicago - Lounge
Homewood Suites by Hilton Chicago - Downtown
Near North Side
8.3Very Good(2768)
Free Wi-Fi
Pool
Pet-friendly
Air conditioning
£217+
Check availability
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KAYAK’s insights for hotels with a pool in Chicago

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Chicago with confidence.

How much is a hotels with a pool in Chicago for tonight?

The best deal for a 3-star hotels with a pool room in Chicago found by KAYAK users in the last 3 days was £131, while a 4-star hotels with a pool the lowest price was £124. The cheapest room found overall was for £124.

How much is a hotels with a pool in Chicago for this weekend?

The cheapest hotels with a pool room in Chicago for the upcoming weekend found on KAYAK in the last 3 days was for £111 per night. For the same dates, 3-star hotels with a pool rooms have been found for as low as £111 per night and 4-star hotels with a pool rooms from £130 per night.

How early should you book a hotel in Chicago?

Book at least 58 days before your stay begins to get the best price for your Chicago hotel.
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FAQs about Chicago hotels with a pool

  • How much does a room in hotel with a pool in Chicago cost?

    On average, rooms in hotels with pools in Chicago cost £454. 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 £174.

Where to stay in a hotel with a pool 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

Deals for hotels in Chicago that have a swimming pool. Search for hotels with a pool in Chicago. KAYAK searches hundreds of travel sites to help you find hotels with a pool and book the room that suits you best.

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