Compare Hotels with Pool in Chicago

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Featured Chicago Hotels with Pool

Radisson Blu Aqua Hotel Chicago

Radisson Blu Aqua Hotel Chicago

4.5 out of 5
221 N Columbus Dr Chicago IL
Fully refundable
The price is NZ$328 per night from 29 Dec to 30 Dec
NZ$328
29 Dec - 30 Dec
includes taxes & fees
Stay at this luxury hotel in Chicago. Enjoy an outdoor pool, breakfast (surcharge) and room service. Our guests praise the pool and the helpful staff in their ...
Opens in a new windowRadisson Blu Aqua Hotel Chicago
InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG

4.5 out of 5
505 N Michigan Ave Chicago IL
Fully refundable
The price is NZ$352 per night from 13 Jan to 14 Jan
NZ$352
13 Jan - 14 Jan 2026
includes taxes & fees
Stay at this luxury hotel in Chicago. Enjoy free Wi-Fi, 2 restaurants and breakfast (surcharge). Our guests praise the pool and the helpful staff in their reviews. ...
Opens in a new windowInterContinental Chicago Magnificent Mile by IHG
Country Inn & Suites by Radisson, Chicago O'Hare South, IL

Country Inn & Suites by Radisson, Chicago O'Hare South, IL

3 out of 5
777 E Grand Avenue Bensenville IL
Fully refundable
The price is NZ$174 per night from 11 Jan to 12 Jan
NZ$174
11 Jan - 12 Jan 2026
includes taxes & fees
Stay at this golf hotel in Bensenville. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the helpful staff and the clean rooms in their reviews. ...
Opens in a new windowCountry Inn & Suites by Radisson, Chicago O'Hare South, IL
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Swissotel - Chicago

Swissotel - Chicago

4.5 out of 5
323 E Wacker Dr Chicago IL
Fully refundableReserve now, pay when you stay
The price is NZ$281 per night from 2 Jan to 3 Jan
NZ$281
2 Jan - 3 Jan 2026
includes taxes & fees
Stay at this luxury hotel in Chicago. Enjoy 2 bars/lounges, breakfast (surcharge) and 24-hour room service. Our guests praise the restaurant and the helpful ...
Opens in a new windowSwissotel - Chicago
Holiday Inn Chicago - Schaumburg by IHG

Holiday Inn Chicago - Schaumburg by IHG

3.5 out of 5
1998 North Roselle Road Schaumburg IL
Fully refundable
The price is NZ$234 per night from 18 Dec to 19 Dec
NZ$234
18 Dec - 19 Dec
includes taxes & fees
Stay at this business-friendly hotel in Schaumburg. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the helpful staff in their reviews. ...
Opens in a new windowHoliday Inn Chicago - Schaumburg by IHG
DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

4 out of 5
300 E Ohio St Chicago IL
Fully refundableReserve now, pay when you stay
The price is NZ$181 per night from 21 Dec to 22 Dec
NZ$181
21 Dec - 22 Dec
includes taxes & fees
Stay at this business-friendly hotel in Chicago. Enjoy an outdoor pool, a rooftop terrace and breakfast (surcharge). Our guests praise the pool and the helpful ...
Opens in a new windowDoubleTree by Hilton Chicago - Magnificent Mile
Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

4 out of 5
17 E Monroe St Chicago IL
Fully refundableReserve now, pay when you stay
The price is NZ$267 per night from 22 Dec to 23 Dec
NZ$267
22 Dec - 23 Dec
includes taxes & fees
Stay at this luxury hotel in Chicago. Enjoy a full-service spa, breakfast (surcharge) and a 24-hour health club. Our guests praise the helpful staff and the ...
Opens in a new windowPalmer House a Hilton Hotel
Hilton Chicago

Hilton Chicago

4 out of 5
720 S Michigan Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is NZ$230 per night from 22 Dec to 23 Dec
NZ$230
22 Dec - 23 Dec
includes taxes & fees
Stay at this 4-star historic hotel in Chicago. Enjoy 2 restaurants, breakfast (surcharge) and a health club. Our guests praise the helpful staff and the clean ...
Opens in a new windowHilton Chicago
Country Inn & Suites by Radisson, Schaumburg, IL

Country Inn & Suites by Radisson, Schaumburg, IL

3 out of 5
1401 North Roselle Road Schaumburg IL
Fully refundable
The price is NZ$215 per night from 4 Jan to 5 Jan
NZ$215
4 Jan - 5 Jan 2026
includes taxes & fees
Stay at this 3-star family-friendly hotel in Schaumburg. Enjoy free breakfast, free Wi-Fi and free parking. Our guests praise the breakfast and the helpful staff ...
Opens in a new windowCountry Inn & Suites by Radisson, Schaumburg, IL
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotels With Pools In Chicago

For those who are one with the water, finding Chicago accommodation with a pool is at the top of your requirements—just below sunshine and tiny umbrellas. And while you may not have a personal butler to serve your frosty adult beverages (although it’s probably an option), you will have fresh towels and cool water. Whether you want to channel your inner Michael Phelps or sprawl out on a lounge like a rich socialite (if only you had a yacht!), you know that no escape is complete without a pool.

Heat up with hotel activities, then cool off in the refreshing H2O…or just post up in the pool all day on your favourite alligator floating raft—we won’t judge. You were made for chillin’, and hotels with pools in Chicago were made for you. If you do want to get out and about, many accommodation options offer lounges and restaurants or are centrally located near popular shopping, dining and entertainment.

Live the “sun’s out, guns out” lifestyle on your next holiday. You’ll find such a huge variety of Chicago hotels with a pool on lastminute.co.nz, your toughest choice might be whether you want a swim-up bar or a complimentary cabana. Whatever your inner mermaid (or merman) desires, you’re sure to find it, plus all the best amenities for when you get back to dry land. Practice your swan dive and pack your sunnies and boardies—you’re about to take the plunge into deals that will have you saying, “Ahhh!”

Chicago hotels essential information

Accommodation
5,610 hotels
Lowest Price
NZ$174
Highest Price
NZ$352
Popular hotels
Radisson Blu Aqua Hotel Chicago, InterContinental Chicago Magnificent Mile by IHG, Country Inn & Suites by Radisson, Chicago O'Hare South, IL, Swissotel - Chicago, Holiday Inn Chicago - Schaumburg by IHG, DoubleTree by Hilton Chicago - Magnificent Mile, Palmer House a Hilton Hotel, Hilton Chicago, Country Inn & Suites by Radisson, Schaumburg, IL

Most recent Chicago hotel reviews