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Find Romantic Hotels in The Loop, IL

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Check availability on The Loop Romantic Hotels

This weekend
Jul 31 - Aug 2
Next weekend
Aug 7 - Aug 9

Our top choices for The Loop romantic hotels

Interior detail

1. Staypineapple, An Iconic Hotel, The Loop

Staypineapple, An Iconic Hotel, The Loop
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (1,158 reviews)
"It was nice and in the perfect location."
United States
Teresa
The price is NT$6,138
NT$8,260 total
includes taxes & fees
Aug 30 - Aug 31
Staypineapple, An Iconic Hotel, The Loop
Property amenity

2. Cambria Hotel Chicago Loop - Theatre District

Cambria Hotel Chicago Loop - Theatre District
4.0 star property
Downtown Chicago
8.8 out of 10, Excellent, (1,667 reviews)
"Great location, friendly staff, clean room, felt safe"
United States
Jamie
The price is NT$5,039
NT$5,991 total
includes taxes & fees
Aug 30 - Aug 31
Cambria Hotel Chicago Loop - Theatre District
Breakfast, lunch, dinner and brunch served

3. Arlo Chicago

Arlo Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2,224 reviews)
"Loved the location and all around great hotel."
United States
Robert
The price is NT$5,815
NT$7,933 total
includes taxes & fees
Aug 30 - Aug 31
Arlo Chicago
Lobby

4. Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,329 reviews)
"Fantastic hotel!"
Canada
Gillian
The price is NT$5,191
NT$7,162 total
includes taxes & fees
Aug 30 - Aug 31
Silversmith Hotel Chicago Downtown
Lobby

5. Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very Good, (10,169 reviews)
"Great place to stay"
United States
ERIC
The price is NT$5,114
NT$6,080 total
includes taxes & fees
Aug 30 - Aug 31
Congress Plaza Hotel
Exterior

6. La Quinta Inn & Suites by Wyndham Chicago Downtown

La Quinta Inn & Suites by Wyndham Chicago Downtown
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,848 reviews)
"Location is very good and staff is nice!"
United States
Diana
The price is NT$5,583
NT$7,216 total
includes taxes & fees
Aug 30 - Aug 31
La Quinta Inn & Suites by Wyndham Chicago Downtown
Exterior

7. Hampton Inn Chicago Downtown/N Loop/Michigan Ave

Hampton Inn Chicago Downtown/N Loop/Michigan Ave
3.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (1,196 reviews)
"location and staff are excellent"
United States
Nada
The price is NT$4,664
NT$5,545 total
includes taxes & fees
Aug 30 - Aug 31
Hampton Inn Chicago Downtown/N Loop/Michigan Ave
Lunch, dinner and brunch served

8. Hyatt Place Chicago/River North

Hyatt Place Chicago/River North
3.5 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,886 reviews)
"Great location, good breakfast and super nice staff"
United States
Michelle
The price is NT$5,519
NT$6,562 total
includes taxes & fees
Aug 16 - Aug 17
Hyatt Place Chicago/River North
Exterior

9. Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel

Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,293 reviews)
"Very helpful front desk staff and friendly cleaners. Very pleasant stay"
United States
Aleace
The price is NT$5,428
NT$6,454 total
includes taxes & fees
Aug 30 - Aug 31
Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
Property amenity

10. citizenM Chicago Downtown

citizenM Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (4,324 reviews)
"Great place to stay!"
United States
lakadria
The price is NT$5,812
NT$6,909 total
includes taxes & fees
Aug 30 - Aug 31
citizenM Chicago Downtown
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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Top The Loop Hotel Reviews

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel

10/10 Excellent
"Very high scale historic hotel. I enjoyed learning about the history, from entertainers who performed at the Empire Room and that the brownie was first developed there. I was surprised there was not a coffee pot in the room."
DEDRA 3-night trip
Posted 4 hours ago
Palmer House a Hilton Hotel

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 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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