Find Romantic Hotels in The Loop, Chicago from CA $231

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Top The Loop Romantic Hotels

Exterior
L7 Chicago by LOTTE
4.5 star property
9.4 out of 10, Exceptional, (1006)
"All of the staff were very helpful and pleasant. The location was amazing and close to everything. Would definitely stay here again!"
The price is CA $250
CA $294 total
includes taxes & fees
May 27 - May 28
L7 Chicago by LOTTE
View from property
Pendry Chicago
4.5 star property
9.4 out of 10, Exceptional, (683)
"Great stay. Only thing was there was no gym available as stated. Although my room was big enough to do some exercise in it!"
The price is CA $320
CA $431 total
includes taxes & fees
May 27 - May 28
Pendry Chicago
Lobby
LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
9.2 out of 10, Wonderful, (3514)
"Excellent quality. Comfortable bed, nice view from 12th floor over river. Friendly staff. "
The price is CA $278
CA $326 total
includes taxes & fees
May 27 - May 28
LondonHouse Chicago, Curio Collection by Hilton
Rooftop terrace
Virgin Hotels Chicago
4.5 star property
9.2 out of 10, Wonderful, (1015)
"Just disappointed the rooftop was packed and had so many people on the elevator….would have liked to enjoy the rooftop just hotel guests.."
The price is CA $295
CA $387 total
includes taxes & fees
May 27 - May 28
Virgin Hotels Chicago
Interior detail
Staypineapple, An Iconic Hotel, The Loop
4.0 star property
9.2 out of 10, Wonderful, (1007)
"Great hotel in a great location! Very friendly, clean, fun, with a fun restaurant in the hotel."
The price is CA $256
CA $332 total
includes taxes & fees
May 23 - May 24
Staypineapple, An Iconic Hotel, The Loop
Exterior
The Royal Sonesta Chicago Downtown
4.0 star property
9.0 out of 10, Wonderful, (1933)
"Bright big rooms!"
The price is CA $269
CA $357 total
includes taxes & fees
May 27 - May 28
The Royal Sonesta Chicago Downtown
Exterior
Hyatt Regency Chicago
4.0 star property
9.0 out of 10, Wonderful, (3495)
"Its a great location to either walk or catch a ride to your favorite activities. I have stayed there many times for that reason. I am usually traveling with a group of 4 so i wish tne rooms were bigger with sofa-bed option. But convenience usually wins out when i decide which hotel to pick in downtown Chicago."
The price is CA $298
CA $389 total
includes taxes & fees
May 27 - May 28
Hyatt Regency Chicago
Exterior
The Blackstone, Autograph Collection
4.0 star property
9.0 out of 10, Wonderful, (1005)
"Warm welcome from the bellman! Very clean property! We booked two more nights :)"
The price is CA $299
CA $352 total
includes taxes & fees
May 27 - May 28
The Blackstone, Autograph Collection
2 restaurants, breakfast, lunch, dinner served; American cuisine
Chicago Athletic Association, a Hyatt Hotel
4.5 star property
9.0 out of 10, Wonderful, (1003)
"Such a nostalgic hotel with amazing service. Had a great time!"
The price is CA $290
CA $381 total
includes taxes & fees
May 27 - May 28
Chicago Athletic Association, a Hyatt Hotel
Breakfast, lunch, dinner served; American cuisine
theWit Chicago, a Hilton Hotel
4.5 star property
8.8 out of 10, Excellent, (1005)
"My husband and I loved this hotel!! It was within walking distance to everything we wanted to do during our stay! It was super clean, smelled great and staff were super friendly. It was an overall great stay! I think the only 2 complaints I have is that there was no iron and no dryer that we could use. We planned to go to The rooftop lounge one night and after my husband's shirt being packed up in the bag after our flight, it was wrinkled and we could hardly get the wrinkles out with the little...
The price is CA $295
CA $427 total
includes taxes & fees
May 27 - May 28
theWit Chicago, a Hilton Hotel
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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.

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Frequently asked questions

Searching for romantic hotels in The Loop?
If you and your partner need a romantic escape, we’ve got just the thing. Our guests also love The Loop for its stunning architecture, top museums, and popular art scene. If you want to explore the area, you might head to Grant Park, Millennium Park, or Willis Tower. If you’re interested in staying near a certain attraction, you can sort by neighborhood or distance to top sights, so you and your partner will get to see everything on your list.
What's the best hotel for a couple visiting The Loop?
Kimpton Hotel Monaco Chicago, an IHG Hotel is a favorite hotel for couples, and features in-room massages and wedding services. Other good options for a stay with your sweetheart include LondonHouse Chicago, Curio Collection by Hilton and La Quinta Inn & Suites by Wyndham Chicago Downtown.
How many romantic hotels will we find in The Loop?
Expedia has 6 romantic The Loop hotels for you both to enjoy.
When is the best time to visit The Loop?
The hottest months are usually July and August with an average temperature of 70°F,
  • Coldest months: January, February, December, and March
  • Driest months: November, January, February, and December
  • Rainiest months: June, May, April, and October
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 Grant Park, Millennium Park, or Willis Tower 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.