Hotels with a Pool in South Loop, Chicago
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Featured South Loop Hotels with Pool

Hilton Chicago
720 S Michigan Ave Chicago IL
Free Cancellation
Reserve now, pay when you stay
$114 nightly
The price is $134 total per night
$134 total
Dec 21 - Dec 22
Total with taxes and fees
Guests staying at Hilton Chicago enjoy an indoor pool, a gym, and a sauna. Valet parking is offered for USD 88.00 per day. The 24-hour front desk has multilingual staff ready to assist with luggage storage, dry cleaning/laundry, and securing valuables. Other amenities at this historic hotel include free WiFi in public areas, a hot tub, and a conference center.
Pool
Hot Tub

Hyatt Regency McCormick Place Chicago
2233 S Martin Luther King Dr Chicago IL
Free Cancellation
Reserve now, pay when you stay
$199 nightly
The price is $234 total per night
$234 total
Dec 21 - Dec 22
Total with taxes and fees
At Hyatt Regency McCormick Place Chicago , guests have access to a gym, a sauna, and free WiFi in public areas. Parking is available for USD 40 per night (USD 60 per day for valet parking), and there's also a free casino shuttle. Multilingual staff at the 24-hour front desk can assist with concierge services, dry cleaning/laundry, and luggage storage. Additional amenities include meeting rooms, a conference center, and a 24-hour business center.
Free WiFi
Restaurant

Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Free Cancellation
Reserve now, pay when you stay
$100 nightly
The price is $118 total per night
$118 total
Jan 2 - Jan 3, 2026
Total with taxes and fees
Guests of Congress Plaza Hotel enjoy a gym, free WiFi in public areas, and meeting rooms. Self parking is offered for USD 62.00 per night. Multilingual staff at the front desk are standing by 24/7 to help with concierge services, securing valuables, and dry cleaning/laundry. Additional amenities include conference space, a business center, and express check-out.
Free WiFi
Restaurant

Best Western Grant Park Hotel
1100 S Michigan Ave Chicago IL
Free Cancellation
Reserve now, pay when you stay
$72 nightly
The price is $85 total per night
$85 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
Guests of Best Western Grant Park Hotel enjoy a 24-hour gym, free WiFi in public areas, and microwave in a common area. Valet parking is available for USD 58.00 per night. Multilingual staff at the front desk are standing by 24/7 to help with dry cleaning/laundry, concierge services, and luggage storage. Additional amenities include a computer station and a vending machine.
Free WiFi
Restaurant

The Blackstone, Autograph Collection
636 S Michigan Ave Chicago IL
Free Cancellation
Reserve now, pay when you stay
$149 nightly
The price is $175 total per night
$175 total
Dec 21 - Dec 22
Total with taxes and fees
The Blackstone, Autograph Collection features a 24-hour gym, free WiFi in public areas, and conference space. Self parking is offered for USD 70 per day. Front-desk staff can answer questions 24/7, and assist with luggage storage, tours or tickets, and dry cleaning/laundry. Additional amenities include a 24-hour business center, a computer station, and express check-in.
Spa
Pet friendly

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
500 South Dearborn Street Chicago IL
Free Cancellation
$95 nightly
The price is $112 total per night
$112 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
Renovated in 2020, Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel offers a 24-hour gym, free WiFi in public areas, and a 24-hour business center. Valet parking is offered for USD 60 per night. The 24-hour front desk has multilingual staff ready to assist with dry cleaning/laundry, securing valuables, and concierge services. Other amenities at this boutique hotel include express check-out, an ATM, and a porter/bellhop.
Free WiFi
Restaurant
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.
South Loop hotels essential information
Accommodation | 4,756 hotels |
|---|---|
Lowest Price | $85 |
Highest Price | $234 |
Popular hotels | Hilton Chicago, Hyatt Regency McCormick Place Chicago , Congress Plaza Hotel, Best Western Grant Park Hotel, The Blackstone, Autograph Collection, Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel |
Recent Hotels with Pool Reviews

Hilton Chicago
5/5 Excellent
"Everything was wonderful. We did not have breakfast"
A verified traveler stayed at Hilton Chicago
Posted 3 days ago
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