Chicago Accommodation with Pool

More Flash, Less Cash - Take advantage of our Price Pledge** (even on luxey stays)

We keep it easy with the option to pay now or later on select accommodation

Book up 'til the last second - millions of rooms to crash tonight^

Check hotel availability in Chicago

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 AU$245 per night from 24 Nov to 25 Nov
AU$245
includes taxes & fees
24 Nov - 25 Nov
With a stay at Radisson Blu Aqua Hotel Chicago, you'll be centrally located in Chicago, just a 5-minute walk from Michigan Avenue and 5 minutes by foot from ...
Radisson Blu Aqua Hotel Chicago
InterContinental Chicago Magnificent Mile, an IHG Hotel

InterContinental Chicago Magnificent Mile, an IHG Hotel

4.5 out of 5
505 N Michigan Ave, Chicago, IL
Fully refundable
The price is AU$297 per night from 24 Nov to 25 Nov
AU$297
includes taxes & fees
24 Nov - 25 Nov
InterContinental Chicago Magnificent Mile, an IHG Hotel is centrally located in Chicago, a 1-minute walk from Shops at Northbridge and 10 minutes by foot from ...
InterContinental Chicago Magnificent Mile, an IHG Hotel
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 refundableReserve now, pay when you stay
The price is AU$154 per night from 24 Nov to 25 Nov
AU$154
includes taxes & fees
24 Nov - 25 Nov
Located in Bensenville, Country Inn & Suites by Radisson, Chicago O'Hare South, IL is in the business district, a 4-minute drive from Edge Ice Arena and 10 minutes ...
Country Inn & Suites by Radisson, Chicago O'Hare South, IL
Save an average of 15% on thousands of hotels when you're signed in
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 AU$316 per night from 24 Nov to 25 Nov
AU$316
includes taxes & fees
24 Nov - 25 Nov
A stay at Swissotel - Chicago places you in the heart of Chicago, within a 10-minute walk of Michigan Avenue and Millennium Park.
Swissotel - Chicago
Holiday Inn Chicago - Schaumburg, an IHG Hotel

Holiday Inn Chicago - Schaumburg, an IHG Hotel

3.5 out of 5
1998 North Roselle Road, Schaumburg, IL
Fully refundable
The price is AU$214 per night from 10 Nov to 11 Nov
AU$214
includes taxes & fees
10 Nov - 11 Nov
When you stay at Holiday Inn Chicago - Schaumburg, an IHG Hotel in Schaumburg, you'll be in the business district, within a 5-minute drive of Schaumburg Medieval ...
Holiday Inn Chicago - Schaumburg, an IHG Hotel
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 AU$191 per night from 25 Nov to 26 Nov
AU$191
includes taxes & fees
25 Nov - 26 Nov
With a stay at DoubleTree by Hilton Chicago - Magnificent Mile in Chicago (Downtown Chicago), you'll be a 4-minute walk from Michigan Avenue and 12 minutes by ...
DoubleTree 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 AU$270 per night from 27 Nov to 28 Nov
AU$270
includes taxes & fees
27 Nov - 28 Nov
Palmer House a Hilton Hotel is centrally located in Chicago, a 3-minute walk from Millennium Park and 5 minutes by foot from Art Institute of Chicago.
Palmer 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 AU$329 per night from 24 Nov to 25 Nov
AU$329
includes taxes & fees
24 Nov - 25 Nov
With a stay at Hilton Chicago, you'll be centrally located in Chicago, within a 10-minute walk of Buckingham Fountain and Art Institute of Chicago.
Hilton 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 AU$161 per night from 24 Nov to 25 Nov
AU$161
includes taxes & fees
24 Nov - 25 Nov
With a stay at Country Inn & Suites by Radisson, Schaumburg, IL in Schaumburg, you'll be in a shopping district, within a 10-minute drive of Woodfield Mall and ...
Country Inn & Suites by Radisson, Schaumburg, IL
Don't see what you're looking for?
See all available properties in Chicago
View all properties
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.com.au, 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
4,813 hotels
Lowest Price
AU$154
Highest Price
AU$329
Popular hotels
Radisson Blu Aqua Hotel Chicago, InterContinental Chicago Magnificent Mile, an IHG Hotel, Country Inn & Suites by Radisson, Chicago O'Hare South, IL, Swissotel - Chicago, Holiday Inn Chicago - Schaumburg, an IHG Hotel, 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