Find Romantic Hotels in South Loop, Chicago from $98

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Top South Loop Romantic Hotels

Palmer House a Hilton Hotel

4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (2124)
"Loved and enjoyed our stay"
United States
Luis
$128 nightly
The price is $145
Dec 28 - Dec 29
Total with taxes and fees
Palmer House a Hilton Hotel

Hilton Chicago/Magnificent Mile Suites

3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3423)
"Great stay!"
United States
Rose
$83 nightly
The price is $98
Dec 7 - Dec 8
Total with taxes and fees
Hilton Chicago/Magnificent Mile Suites

Swissotel - Chicago

4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2986)
"Great stay"
Canada
Lorrington Ashford
$98 nightly
The price is $115
Jan 2 - Jan 3, 2026
Total with taxes and fees
Swissotel - Chicago

Congress Plaza Hotel

3.5 star property
Downtown Chicago
8.0 out of 10, Very Good, (9698)
"Great stay comfortable bed and great location!"
United States
Kimberly Noel
$104 nightly
The price is $122
Dec 5 - Dec 6
Total with taxes and fees
Congress Plaza Hotel

Hilton Chicago

4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (2334)
"We had a great stay and will be back again."
United States
Amber
$131 nightly
The price is $154
Dec 21 - Dec 22
Total with taxes and fees
Hilton Chicago

The Blackstone, Autograph Collection

4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1000)
"Best location to stay"
United States
Supriya
$152 nightly
The price is $179
Dec 21 - Dec 22
Total with taxes and fees
The Blackstone, Autograph Collection

Marriott Marquis Chicago

4.0 star property
Near South Side
9.0 out of 10, Wonderful, (1000)
"Great stay "
United States
Daniel
$199 nightly
The price is $234
Dec 18 - Dec 19
Total with taxes and fees
Marriott Marquis Chicago

Hyatt Regency McCormick Place Chicago

4.0 star property
Near South Side
9.2 out of 10, Wonderful, (1036)
"Great stay. Staff was wonderful."
United States
Debra
$199 nightly
The price is $234
Dec 14 - Dec 15
Total with taxes and fees
Hyatt Regency McCormick Place Chicago

Silversmith Hotel Chicago Downtown

4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2094)
"Lovely hotel in a great spot!"
United States
Natasha
$103 nightly
The price is $121
Jan 1 - Jan 2, 2026
Total with taxes and fees
Silversmith Hotel Chicago Downtown

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

4.0 star property
Downtown Chicago
8.2 out of 10, Very Good, (2767)
"Great food clean room friendly staff"
United States
MARINA
$112 nightly
The price is $132
Dec 23 - Dec 24
Total with taxes and fees
Embassy Suites by Hilton Chicago Downtown 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.

Find out more about South Loop

South Loop attractions for couples

In the vibrant South Loop neighborhood, travelers can immerse themselves in the rich cultural tapestry of Chicago. Start your exploration at the iconic Field Museum, where you can marvel at ancient artifacts and the legendary Sue the T. rex. Just a short stroll away, the Shedd Aquarium invites families to encounter marine life up close, from playful dolphins to mesmerizing jellyfish exhibits. For a breath of fresh air, Grant Park offers expansive green spaces perfect for picnicking or a leisurely bike ride, while the picturesque Buckingham Fountain provides a stunning backdrop for family photos. History buffs will appreciate the nearby Bronzeville, known for its significant role in the African American cultural movement, where you can discover art galleries and historical landmarks. After a day of adventure, retreat to one of South Loop's upscale hotels, where attentive staff ensure your family feels pampered. Many accommodations feature spacious suites, rooftop lounges with stunning skyline views, and on-site dining options that highlight local cuisine, making your stay both comfortable and convenient.

Top South Loop Hotel Reviews

Frequently asked questions

Searching for romantic hotels in South Loop?
Are you in need of a romantic vacation? Couples choose South Loop for its scenic lake views and top-notch restaurants. If you want to spend some time strolling through captivating scenery with your love, you might make a visit to Burnham Park, Grant Park, or Fred Anderson Park. Whether you want to sip a glass of champagne or watch the sunset from your balcony, you'll be sure to find your ideal accommodation in South Loop to make for a relaxing weekend away.
What's the best accommodation for a romantic vacation to South Loop?
Downtown Printer Row district Hotel style room is a favorite hotel for couples, and features jetted bathtubs and a fitness center.
What is there to do in South Loop?
There's nothing better than seeing a new destination with your sweetheart, so consider checking out all there is to see and do in South Loop. If you're hoping to see some of the area's cultural attractions, you and your partner will love South Loop for its top museums and major shopping area. Soldier Field, Lake Michigan, and Field Museum of Natural History are worth a stop when you're out and about.
What's the best way to get to South Loop and around town during my romantic getaway?
These transportation options in South Loop might help your romantic trip get off to a smooth start: If you're looking to fly in, the closest major airport is Chicago Midway Airport (MDW), located 7.8 mi (12.5 km) away. Take advantage of metro transit at Roosevelt Station, Cermak-McCormick Place Station, and Harrison Station.

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