Photo by trenton.badillo

Find hotels with pools in Old Town Chicago, Chicago from $165

Start date: Check-in selected.
To Date
End date: Check-out

Check availability on Old Town Chicago Hotels with a Pool

This weekend
Next weekend

Top Old Town Chicago Hotels with a Pool

The Hoxton Chicago

4.0 star property
9.0 out of 10, Wonderful, (1007)
"Beautiful hotel in a great location "
$213 nightly
The price is $251
Oct 19 - Oct 20
Total with taxes and fees
The Hoxton Chicago

DoubleTree by Hilton Chicago - Magnificent Mile

4.0 star property
8.8 out of 10, Excellent, (2074)
"Great location and very nice staff!!"
$183 nightly
The price is $215
Oct 19 - Oct 20
Total with taxes and fees
DoubleTree by Hilton Chicago - Magnificent Mile

Level Chicago – Old Town

4.0 star property
9.0 out of 10, Wonderful, (359)
"Great place to stay. Loved it!"
$278 nightly
The price is $327
Oct 19 - Oct 20
Total with taxes and fees
Level Chicago – Old Town

Best Western River North Hotel

2.5 star property
7.8 out of 10, Good, (1013)
"It was a great stay"
$140 nightly
The price is $165
Oct 1 - Oct 2
Total with taxes and fees
Best Western River North Hotel

Viceroy Chicago

4.5 star property
9.4 out of 10, Exceptional, (1107)
"Hotel and staff were very pleasant "
$344 nightly
The price is $404
Oct 26 - Oct 27
Total with taxes and fees
Viceroy Chicago

JW Marriott Chicago

4.5 star property
9.2 out of 10, Wonderful, (1007)
"Great staff and location."
$281 nightly
The price is $329
Oct 24 - Oct 25
Total with taxes and fees
JW Marriott Chicago

Radisson Blu Aqua Hotel Chicago

4.5 star property
8.4 out of 10, Very Good, (1716)
"Great location"
$254 nightly
The price is $298
Oct 30 - Oct 31
Total with taxes and fees
Radisson Blu Aqua Hotel Chicago

Level Chicago Fulton Market

4.0 star property
9.2 out of 10, Wonderful, (308)
"The staff are super friendly and helpful. The amenities are amazing and it’s so close to Fulton market restaurants and markets. Will definitely stay again. "
$250 nightly
The price is $293
Oct 30 - Oct 31
Total with taxes and fees
Level Chicago Fulton Market

Aloft Chicago Mag Mile

3.0 star property
8.6 out of 10, Excellent, (2865)
"Had a great stay!"
$161 nightly
The price is $189
Oct 5 - Oct 6
Total with taxes and fees
Aloft Chicago Mag Mile

Hyatt House Chicago West Loop

3.5 star property
8.8 out of 10, Excellent, (1049)
"Great location near lots of restaurants. "
$195 nightly
The price is $229
Oct 26 - Oct 27
Total with taxes and fees
Hyatt House Chicago West Loop
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.

Top Old Town Chicago Hotel Reviews

Frequently asked questions

What are some accommodations with pools in Old Town Chicago?
Congress Plaza Hotel: Hotel, 4-minute walk from Michigan Avenue. Provides complimentary wired internet access, an indoor pool, and LCD televisions. Hilton Chicago/Magnificent Mile Suites: Hotel steps from Michigan Avenue. Offers 2 restaurants, an indoor pool, and a steam room. Hilton Garden Inn Chicago Downtown/Magnificent Mile: Hotel, 4-minute walk from Michigan Avenue. Features full, an indoor pool, and flat-screen televisions. Hilton Chicago O'Hare Airport: Hotel, 8-minute walk from Lake Michigan. Offers a 24-hour fitness center, an indoor pool, and flat-screen televisions. CitizenM Chicago Downtown: Hotel, 4-minute walk from State Street. Offers 2 restaurants, an indoor pool, and a health club.
What is there to see and do in Old Town Chicago?
While you're in the area, consider exploring places like Michigan Avenue, Navy Pier, and Wrigley Field. Make a point to visit attractions like North Avenue Beach and International Museum of Surgical Science. Old Town Chicago appeals to visitors with its beautiful lakeside setting, bar scene, and array of dining options.
When is the best time to book a hotel with a pool in Old Town Chicago?
You may want to consider a place to stay that offers an outdoor if you plan to visit in the hottest months of July, August, or June when the average temp is 70°F. Lodging with an indoor pool may be the way to go if you visit during the coldest months of January, February, or December when the average temp is 31°F.

Explore a world of travel with Expedia

Explore a world of travel with Expedia