What's it like visiting Chicago?

If lounging by a pool is your idea of a great vacation, you may want to consider lively Chicago, which offers 74 places to stay with pools. While you're here, you can explore attractions like Art Institute of Chicago and Millennium Park, and then kick back and relax poolside at one of the accommodations in Chicago that guests like for their pools.

How many hotels with pools will I be able to find in Chicago?

Expedia's 74 hotels in Chicago give you a great choice for your poolside getaway.

What is there to see and do in Chicago?

Explore places like Millennium Park, Navy Pier, and Art Institute of Chicago while you're in Chicago. Surround yourself with nature at Chicago Riverwalk and Grant Park. Visitors have positive things to say about the popular theater scene and stunning architecture in Chicago.

When is the best time to book a hotel with a pool in Chicago?

You may want to think about a place to stay that offers an outdoor pool if you're planning to visit Chicago in the warmest months of July, June, or August when the average temperature is 72°F. Lodging offering an indoor pool may be the way to go if you visit during the coldest months of January, February, or December when the average temperature is 30°F.

What's the best way to travel around Chicago?

Knowing the transportation options in Chicago can help you enjoy the area beyond your hotel pool. Take advantage of metro transit at Monroe Station (Red Line), Monroe Station (Blue Line), and Adams-Wabash Station. If you'd like to venture out around the area, you may want to rent a car for your trip.

Find Hotels with Pools in Chicago, IL from $80

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Frequently asked questions

Congress Plaza Hotel: Features a rooftop terrace, an indoor pool, and flat-screen TVs. 21c Museum Hotel Chicago: 4-star hotel, 4-minute walk from Michigan Avenue. Offers a rooftop terrace, an outdoor pool, and LED TVs. Royal Sonesta Chicago Downtown: 4-star hotel, 4-minute walk from Chicago Riverwalk. Offers free buffet breakfast, an indoor pool, and LCD TVs. Warwick Allerton - Chicago: 3-star hotel, 3-minute walk from Michigan Avenue. Offers a snack bar, a pool, and free WiFi. LondonHouse Chicago, Curio Collection by Hilton: 3-star hotel, 9-minute walk from Allstate Arena. Provides a snack bar, a pool, and free breakfast.

Recent reviews of Chicago hotels
expedia verified reviews

Royal Sonesta Chicago Downtown
5/5 Excellent
"Very good"
A verified traveler stayed at Royal Sonesta Chicago Downtown
Posted 6 days ago
Royal Sonesta Chicago Downtown
Aloft Chicago Mag Mile
5/5 Excellent
"Modern and the staff was helpful"
A verified traveler stayed at Aloft Chicago Mag Mile
Posted 6 days ago
Aloft Chicago Mag Mile
Congress Plaza Hotel
5/5 Excellent
"建物が歴史があって重厚感があります。部屋も清潔にしてあって広かったです。"
A verified traveler from Cambridge stayed at Congress Plaza Hotel
Posted 6 days ago
Congress Plaza Hotel
LondonHouse Chicago, Curio Collection by Hilton
5/5 Excellent
"Is the place to stay if you want to be in the heart of chicago, really nice hotel, I recomment paying extra for the king river view is totally worth it, also good breakfast and the rooftop is a hot spot in chicago, good to be a guest and have preferences on seating, overall excellent choice"
A verified traveler stayed at LondonHouse Chicago, Curio Collection by Hilton
Posted 6 days ago
LondonHouse Chicago, Curio Collection by Hilton
Sable at Navy Pier Chicago, Curio Collection by Hilton
5/5 Excellent
"The property is clean and new with the gorgeous views of lake and the city. I’ll definitely stay here again "
A verified traveler stayed at Sable at Navy Pier Chicago, Curio Collection by Hilton
Posted 6 days ago
Sable at Navy Pier Chicago, Curio Collection by Hilton
Club Quarters Hotel, Central Loop
5/5 Excellent
"Nice "
A verified traveler stayed at Club Quarters Hotel, Central Loop
Posted 6 days ago
Club Quarters Hotel, Central Loop
Claridge House
5/5 Excellent
"The room numbers were very confusing to find at first but the room was in perfect condition when we arrived "
A verified traveler stayed at Claridge House
Posted 7 days ago
Claridge House
The Whitehall Hotel
5/5 Excellent
"Beautiful rooms. Incredibly friendly and accommodating staff"
A verified traveler stayed at The Whitehall Hotel
Posted 7 days ago
The Whitehall Hotel
Hyatt Place Chicago/O'Hare Airport
5/5 Excellent
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A verified traveler stayed at Hyatt Place Chicago/O'Hare Airport
Posted 7 days ago
Hyatt Place Chicago/O'Hare Airport