Find Hotels with a Swim-up Bar in The Loop, IL

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

  • Upfront pricing

    Our total price for your stay includes taxes and fees

  • Treat yourself

    Save 10% or more on over 100,000 hotels worldwide with Member Prices
    Learn about One Key

  • Be picky

    Search almost a million properties worldwide

Check availability on The Loop Hotels with a Swim-up Bar

No exact matches found, but these alternatives could be just right

Recommended hotels in The Loop

Cocktail bar
Freehand Chicago

Freehand Chicago

Freehand Chicago
4.0 star property
Downtown Chicago
8.0 out of 10, Very Good, (2638)
"The room was spotless and the staff where great!"
United States
Maria
$65 nightly
The price is $77
Jan 4 - Jan 5, 2026
Total with taxes and fees
Freehand Chicago
Lobby
River Hotel

River Hotel

River Hotel
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (4851)
"Great location, comfortable room, and nice staff."
United States
Claudia
$88 nightly
The price is $103
Dec 21 - Dec 22
Total with taxes and fees
River Hotel
Lobby
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2956)
"Great location and great staff!!"
United States
lynne
$81 nightly
The price is $95
Jan 4 - Jan 5, 2026
Total with taxes and fees
Aloft Chicago Mag Mile
Exterior
Hilton Chicago

Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (2374)
"We had a great stay and will be back again."
United States
Amber
$114 nightly
The price is $134
Dec 21 - Dec 22
Total with taxes and fees
Hilton Chicago
Lobby
Congress Plaza Hotel

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very Good, (9646)
"Great hotel and staff. "
Canada
Dane
$113 nightly
The price is $132
Jan 2 - Jan 3, 2026
Total with taxes and fees
Congress Plaza Hotel
Exterior
Warwick Allerton - Chicago

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (3008)
"Enjoyed this hotel stay. "
United States
Kimberly
$88 nightly
The price is $104
Dec 22 - Dec 23
Total with taxes and fees
Warwick Allerton - Chicago
2 bars/lounges
Hyatt Regency Chicago

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3391)
"I always love staying at this place when I visit"
Canada
William
$161 nightly
The price is $189
Dec 28 - Dec 29
Total with taxes and fees
Hyatt Regency Chicago
Exterior
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Downtown Chicago
8.2 out of 10, Very Good, (2742)
"Clean room and friendly staff, overall good stay "
United States
eesaa saalik
$104 nightly
The price is $122
Jan 11 - Jan 12, 2026
Total with taxes and fees
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Indoor pool
Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile

Hilton Garden Inn Chicago Downtown/Magnificent Mile
3.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (4236)
"Clean room, very friendly staff and great location "
United States
Marcia
$82 nightly
The price is $96
Dec 21 - Dec 22
Total with taxes and fees
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Terrace/patio
DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2186)
"The staff was amazing , can’t wait to return "
United States
Jasmin
$89 nightly
The price is $105
Dec 21 - Dec 22
Total with taxes and fees
DoubleTree by Hilton Chicago - Magnificent Mile
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.
View all properties

Top The Loop Hotel Reviews

Frequently asked questions

Why book your hotel with a swim-up bar in The Loop with Expedia?
Whether you're after an affordable stay or someplace luxurious where you can sip a mojito from the water, Expedia will help you find your perfect property. Type in your destination (The Loop), choose your travel dates and then compare our fabulous deals. Our search filters make it a cinch to narrow your results further by price, star rating and more.

Explore a world of travel with Expedia