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

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Check availability on The Loop Romantic Hotels

Our top choices for The Loop romantic hotels

An indoor swimming pool with a glass ceiling, wooden walls, and seating areas.

1. Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,717 reviews)
"Beautiful hotel with wonderful staff!"
United States
Christy
The price is NT$6,078
NT$8,176 total
includes taxes & fees
Oct 31 - Nov 1
Palmer House a Hilton Hotel
A hotel room with a large bed, a nightstand with a lamp, a wall clock, and a window with curtains.

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 NT$5,486
NT$6,522 total
includes taxes & fees
Nov 3 - Nov 4
Hilton Vacation Club Hotel Blake Chicago
The Intercontinental hotel facade with a large American flag and a floral display.

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 NT$6,818
NT$9,232 total
includes taxes & fees
Oct 31 - Nov 1
InterContinental Chicago Magnificent Mile by IHG
A dining table set for six with a cityscape view through large windows.

4. Swissotel - Chicago

Swissotel - Chicago
4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,572 reviews)
"Great stay"
United States
Hilary
The price is NT$8,105
NT$10,768 total
includes taxes & fees
Nov 14 - Nov 15
Swissotel - Chicago
A spacious lobby with a central sofa, multiple seating areas, and a decorative ceiling.

5. Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very good, (10,191 reviews)
"It was a wonderful stay!"
United States
Ashya
The price is NT$3,706
NT$4,407 total
includes taxes & fees
Nov 10 - Nov 11
Congress Plaza Hotel
Lobby

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, (2,954 reviews)
"Very helpful staff and excellent location."
United States
David
The price is NT$4,792
NT$6,726 total
includes taxes & fees
Nov 12 - Nov 13
The Allegro Royal Sonesta Hotel Chicago Loop
A spacious bar area with high ceilings and large windows, offering views of a cityscape.

7. Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,504 reviews)
"Beautiful hotel in a great location!"
United States
Mercy
The price is NT$7,598
NT$10,172 total
includes taxes & fees
Oct 31 - Nov 1
Hyatt Regency Chicago
A hotel reception desk with a framed cityscape poster, a sign for Hilton Honors, and a counter with a display of toiletries.

8. Hampton Inn Majestic Chicago Theatre District

Hampton Inn Majestic Chicago Theatre District
3.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,000 reviews)
"we liked our stay here"
United States
Michael
The price is NT$4,795
NT$5,701 total
includes taxes & fees
Nov 1 - Nov 2
Hampton Inn Majestic Chicago Theatre District
A swimming pool with lounge chairs and umbrellas, surrounded by tall buildings.

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, (2,593 reviews)
"Nice stay for the weekend."
United States
Poua
The price is NT$4,423
NT$5,259 total
includes taxes & fees
Nov 1 - Nov 2
DoubleTree by Hilton Chicago - Magnificent Mile
A corridor with ornate black metal railings and a patterned carpet.

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 NT$5,338
NT$7,293 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.
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Top The Loop Hotel Reviews

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

10/10 Excellent
"Great location."
Byron 2-night trip
Posted 1 hour ago
The Royal Sonesta Chicago Downtown

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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