The Loop Hotel Guide - Romantic Hotels in The Loop, Chicago

Most hotels are fully refundable. Because flexibility matters.

Save an average of 15% on thousands of hotels with Expedia Rewards

Search over 2.9 million properties and 550 airlines worldwide

Top The Loop Romantic Hotels

L7 Chicago by LOTTE
Exterior
L7 Chicago by LOTTE
4.5 star property
9.4 out of 10, Exceptional, (1003)
"Nice neighborhood with great restaurant close by. Style of hotel was cool with window seat, great views."
The price is €251
includes taxes & fees
9 May - 10 May
L7 Chicago by LOTTE
Pendry Chicago
View from property
Pendry Chicago
4.5 star property
9.4 out of 10, Exceptional, (675)
"Good"
The price is €313
includes taxes & fees
27 May - 28 May
Pendry Chicago
LondonHouse Chicago, Curio Collection by Hilton
Lobby
LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
9.2 out of 10, Wonderful, (3497)
"Amazing stay and friendly staff "
The price is €222
includes taxes & fees
27 May - 28 May
LondonHouse Chicago, Curio Collection by Hilton
Virgin Hotels Chicago
Rooftop terrace
Virgin Hotels Chicago
4.5 star property
9.2 out of 10, Wonderful, (1008)
"Nice property,excellent location"
The price is €285
includes taxes & fees
27 May - 28 May
Virgin Hotels Chicago
Staypineapple, An Iconic Hotel, The Loop
Interior detail
Staypineapple, An Iconic Hotel, The Loop
4.0 star property
9.2 out of 10, Wonderful, (1007)
"It's luxurious"
The price is €185
includes taxes & fees
10 May - 11 May
Staypineapple, An Iconic Hotel, The Loop
The Royal Sonesta Chicago Downtown
Exterior
The Royal Sonesta Chicago Downtown
4.0 star property
9.0 out of 10, Wonderful, (1912)
"Amazing staff at the property. The venue was super clean and friendly. Close to tons of foods and shops and events. "
The price is €256
includes taxes & fees
27 May - 28 May
The Royal Sonesta Chicago Downtown
Hyatt Regency Chicago
Exterior
Hyatt Regency Chicago
4.0 star property
9.0 out of 10, Wonderful, (3489)
"Absolutely phenomenal "
The price is €236
includes taxes & fees
27 May - 28 May
Hyatt Regency Chicago
The Blackstone, Autograph Collection
Exterior
The Blackstone, Autograph Collection
4.0 star property
9.0 out of 10, Wonderful, (1002)
"Warm welcome from the bellman! Very clean property! We booked two more nights :)"
The price is €207
includes taxes & fees
10 May - 11 May
The Blackstone, Autograph Collection
Chicago Athletic Association, a Hyatt Hotel
2 restaurants, breakfast, lunch, dinner served; American cuisine
Chicago Athletic Association, a Hyatt Hotel
4.5 star property
9.0 out of 10, Wonderful, (1000)
"Such a beautiful place with so much history. "
The price is €277
includes taxes & fees
27 May - 28 May
Chicago Athletic Association, a Hyatt Hotel
theWit Chicago, a Hilton Hotel
Breakfast, lunch and dinner served
theWit Chicago, a Hilton Hotel
4.5 star property
8.8 out of 10, Excellent, (1000)
"Outstanding staff from check in to valet service. "
The price is €305
includes taxes & fees
10 May - 11 May
theWit Chicago, a Hilton Hotel
Don't see what you're looking for?
See all available properties in 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.

The Loop Romantic Hotels information

 

Romantic Hotels in The Loop

38

Highest price
€257
Cheapest price
€190
Number of guest reviews
15,678
Total number of hotels in The Loop
1,268

 

Frequently asked questions

Searching for romantic hotels in The Loop?
If you and your partner need a romantic holiday, we’d like to help you plan for it. 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 neighbourhood and proximity to top sights, so you and your partner will get to see everything on your list.
What's the best hotel for couples in The Loop?
Kimpton Hotel Monaco Chicago, an IHG Hotel is a favourite hotel for couples, and features in-room massages and wedding services. Other good options for a romantic stay include LondonHouse Chicago, Curio Collection by Hilton and La Quinta Inn & Suites by Wyndham Chicago Downtown.
How many romantic hotels should we expect to 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?\n
  • Hottest months: July, August, June and September, with an average temperature of 21°C
  • 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 trip 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.

Recent Reviews in The Loop
Expedia verified reviews

Hilton Garden Inn Chicago Downtown Riverwalk

Hilton Garden Inn Chicago Downtown Riverwalk

5/5 Excellent
Great comfortable stay
"I stayed for 5 nights. Had no issue during my stay. The room was clean, staff was friendly & the location was convenient. I got a room with a partial view and enjoyed looking over the river."
A verified traveller stayed at Hilton Garden Inn Chicago Downtown Riverwalk
Posted 19 hours ago
Hilton Garden Inn Chicago Downtown Riverwalk