A river with yellow boats, a bridge, and tall buildings.

Find Romantic Hotels in The Loop, Chicago from CA $169

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Check availability on The Loop Romantic Hotels

Our top choices for The Loop romantic hotels

1. Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,715 reviews)
"Beautiful hotel with wonderful staff!"
United States
Christy
The price is CA $272
CA $366 total
includes taxes & fees
Oct 31 - Nov 1
Palmer House a Hilton Hotel

2. Hilton Vacation Club Hotel Blake Chicago

Hilton Vacation Club Hotel Blake Chicago
4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,230 reviews)
"Great location!"
United States
Mario
The price is CA $245
CA $292 total
includes taxes & fees
Nov 3 - Nov 4
Hilton Vacation Club Hotel Blake Chicago

3. InterContinental Chicago Magnificent Mile by IHG

InterContinental Chicago Magnificent Mile by IHG
4.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (3,385 reviews)
"This was my second time staying and it was wonderful."
United States
Reginald
The price is CA $303
CA $410 total
includes taxes & fees
Oct 31 - Nov 1
InterContinental Chicago Magnificent Mile by IHG

4. Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,569 reviews)
"Great stay"
United States
Hilary
The price is CA $379
CA $501 total
includes taxes & fees
Oct 25 - Oct 26
Swissotel - Chicago

5. Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very good, (10,177 reviews)
"It was a wonderful stay!"
United States
Ashya
The price is CA $142
CA $169 total
includes taxes & fees
Nov 11 - Nov 12
Congress Plaza Hotel

6. The Allegro Royal Sonesta Hotel Chicago Loop

The Allegro Royal Sonesta Hotel Chicago Loop
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2,949 reviews)
"Very helpful staff and excellent location."
United States
David
The price is CA $191
CA $273 total
includes taxes & fees
Nov 12 - Nov 13
The Allegro Royal Sonesta Hotel Chicago Loop

7. Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,500 reviews)
"Beautiful hotel in a great location!"
United States
Mercy
Hyatt Regency Chicago

8. Hampton Inn Majestic Chicago Theatre District

Hampton Inn Majestic Chicago Theatre District
3.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,003 reviews)
"we liked our stay here"
United States
Michael
The price is CA $214
CA $255 total
includes taxes & fees
Nov 1 - Nov 2
Hampton Inn Majestic Chicago Theatre District

9. DoubleTree by Hilton Chicago - Magnificent Mile

DoubleTree by Hilton Chicago - Magnificent Mile
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (2,592 reviews)
"Nice stay for the weekend."
United States
Poua
The price is CA $196
CA $232 total
includes taxes & fees
Nov 1 - Nov 2
DoubleTree by Hilton Chicago - Magnificent Mile

10. Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,187 reviews)
"Great stay"
United States
RaeQuan
The price is CA $239
CA $326 total
includes taxes & fees
Nov 1 - Nov 2
Staypineapple, An Iconic Hotel, The 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.

Find out more about The Loop

The Loop attractions for couples

The Loop, the vibrant heart of Chicago, offers a wealth of experiences that cater to the discerning traveller. Begin your adventure at Millennium Park, where you can marvel at the iconic Cloud Gate sculpture, affectionately known as "The Bean," and enjoy the lush gardens surrounding it. Just a short stroll away is the Art Institute of Chicago, home to an extensive collection of Impressionist masterpieces and contemporary works, perfect for art enthusiasts. For a taste of Chicago’s history, visit the Chicago Cultural Center, renowned for its stunning Tiffany stained-glass dome and free cultural events. Families will delight in the interactive exhibits at the Field Museum, where you can encounter ancient fossils and explore the wonders of our planet. After a day of exploration, unwind in one of The Loop’s luxurious hotels, such as the JW Marriott Chicago, where you can indulge in a lavish spa treatment or enjoy a fine dining experience with views overlooking the city. The Loop’s central location means you can easily access top attractions while enjoying the convenience of high-top hotels, making it a perfect base for adventurous families seeking both comfort and culture.

Top The Loop Hotel Reviews

Frequently asked questions

Searching for romantic hotels in The Loop?
If you and your partner need some romantic time away, we've got just the ticket. Couples choose The Loop for its popular theater scene and top-notch restaurants. If you want to spend some time strolling through captivating scenery with your love, you might make a visit to Millennium Park, Grant Park, or Maggie Daley Park. Whether you'd like to be pampered with breakfast in bed or have a romantic dinner by candlelight, you'll be sure to find accommodation in The Loop to make for the perfect couples' weekend.
What's the best hotel for a couple visiting The 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 The 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 The Loop. If you're hoping to experience some of the local culture, you'll love The Loop for its stunning architecture, top museums, and popular art scene. You might think about stopping by Michigan Avenue, Lake Michigan, or Daley Plaza while you're seeing the sights.
What's the best way to get to The Loop and around town during my romantic getaway?
These transportation options in The Loop might help your romantic getaway go off without a hitch: The closest major airport is Chicago Midway Airport (MDW), located 8.8 mi (14.1 km) away. Nearby metro stations include Washington Station, Lake Station, and State Station.

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