Find Romantic Hotels in The Loop, IL

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Pick from 38 The Loop Romantic Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

Front of property
L7 Chicago by LOTTE
4.5 star property
9.4 out of 10, Exceptional, (1004)
"Great place in the middle of everything. Loved the window seat, the filtered tap water in the bathroom and the very generous-sized complimentary pastries and tea/coffee for breakfast. Hotel restaurant is still under construction, but there are a ton of restaurants within walking distance so not a problem at all. Valet parking has in/out privileges. Staff very friendly, helpful and responsive. "
The price is AED 731
AED 841 total
includes taxes & fees
27 May - 28 May
L7 Chicago by LOTTE
Exterior
Pendry Chicago
4.5 star property
9.4 out of 10, Exceptional, (694)
"Beautiful property, lovely staff, very well-located for a weekend trip to Chicago where we needed to be near the Loop. "
The price is AED 1,561
AED 1,989 total
includes taxes & fees
6 Jun - 7 Jun
Pendry Chicago
Exterior
LondonHouse Chicago, Curio Collection by Hilton
4.5 star property
9.2 out of 10, Wonderful, (3522)
"Great hotel with a great staff, the lobby bar is relaxing and the rooftop bar is great as well."
The price is AED 724
AED 834 total
includes taxes & fees
27 May - 28 May
LondonHouse Chicago, Curio Collection by Hilton
Rooftop terrace
Virgin Hotels Chicago
4.5 star property
9.2 out of 10, Wonderful, (1000)
"We have a plenty staying at this hotel has the best locations and restaurant is so good "
The price is AED 863
AED 1,112 total
includes taxes & fees
27 May - 28 May
Virgin Hotels Chicago
Front of property
Staypineapple, An Iconic Hotel, The Loop
4.0 star property
9.2 out of 10, Wonderful, (1001)
"Super cute hotel; I appreciate the attention to detail! And the complimentary water bottle and glass of wine hit the spot after a long day of travel!"
The price is AED 1,174
AED 1,464 total
includes taxes & fees
6 Jun - 7 Jun
Staypineapple, An Iconic Hotel, The Loop
Exterior
The Royal Sonesta Chicago Downtown
4.0 star property
9.0 out of 10, Wonderful, (1925)
"Fantastic place to stay. Great location& staff professional and friendly! "
The price is AED 731
AED 954 total
includes taxes & fees
27 May - 28 May
The Royal Sonesta Chicago Downtown
Exterior
Hyatt Regency Chicago
4.0 star property
9.0 out of 10, Wonderful, (3483)
"Paid for a suite but it was very loud at night from other room and cleaning staff. Even as late as midnight. "
The price is AED 574
AED 772 total
includes taxes & fees
27 May - 28 May
Hyatt Regency Chicago
Lobby
The Blackstone, Autograph Collection
4.0 star property
9.0 out of 10, Wonderful, (1000)
"I like the location, equiments, staff serve"
The price is AED 1,025
AED 1,188 total
includes taxes & fees
5 Jun - 6 Jun
The Blackstone, Autograph Collection
Pool
Chicago Athletic Association, a Hyatt Hotel
4.5 star property
9.0 out of 10, Wonderful, (1000)
"Wonderful old Building full of amazing history. "
The price is AED 731
AED 948 total
includes taxes & fees
27 May - 28 May
Chicago Athletic Association, a Hyatt Hotel
Exterior
theWit Chicago, a Hilton Hotel
4.5 star property
8.8 out of 10, Excellent, (1000)
"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 AED 860
AED 1,212 total
includes taxes & fees
26 May - 27 May
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.

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.
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.

Recent reviews of The Loop hotels
Expedia verified reviews