Find Romantic Hotels in The Loop, IL

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check availability on The Loop Romantic Hotels

Tonight
Feb 5 - Feb 6
Tomorrow
Feb 6 - Feb 7
This weekend
Feb 6 - Feb 8
Next weekend
Feb 13 - Feb 15

Our top choices for The Loop romantic hotels

Lobby

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,064 reviews)
"Great location and friendly staff. "
United States
Pablo
The price is ₩127,117
₩149,222 total
includes taxes & fees
Feb 15 - Feb 16
Aloft Chicago Mag Mile
Lobby

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very Good, (9,849 reviews)
"Clean room, centrally located hotel. Food menu at bar a bit limited but loads of places around to eat at. Great stay"
United Kingdom
Jeff
The price is ₩130,404
₩153,081 total
includes taxes & fees
Feb 8 - Feb 9
Congress Plaza Hotel
Reception

Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,277 reviews)
"Excellent stay, we loved it "
United States
Melani
The price is ₩196,490
₩267,187 total
includes taxes & fees
Feb 21 - Feb 22
Palmer House a Hilton Hotel
Exterior

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (3,035 reviews)
"Great place"
United States
Omar
The price is ₩99,355
₩159,524 total
includes taxes & fees
Feb 17 - Feb 18
Warwick Allerton - Chicago
Premium bedding, in-room safe, desk, blackout drapes

Courtyard by Marriott Chicago Magnificent Mile

Courtyard by Marriott Chicago Magnificent Mile
3.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,720 reviews)
"Would definitely stay again…location was perfect "
United States
Ashley
The price is ₩146,750
₩172,270 total
includes taxes & fees
Feb 16 - Feb 17
Courtyard by Marriott Chicago Magnificent Mile
Ice skating

Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown
4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2,232 reviews)
"Amazing hotel and staff!"
United States
Corey
The price is ₩112,800
₩176,674 total
includes taxes & fees
Feb 12 - Feb 13
Silversmith Hotel Chicago Downtown
Shopping mall

Millennium Knickerbocker Chicago

Millennium Knickerbocker Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,003 reviews)
"Very clean, quiet, and warm reception and service from the staff. "
United States
tim
The price is ₩127,609
₩183,848 total
includes taxes & fees
Mar 1 - Mar 2
Millennium Knickerbocker Chicago
Lobby

Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (5,639 reviews)
"Always a great stay, clean, great breakfast, great pool. "
United States
Zachary
The price is ₩149,764
₩175,808 total
includes taxes & fees
Feb 11 - Feb 12
Embassy Suites by Hilton Chicago Downtown River North
2 bars/lounges

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3,461 reviews)
"Clean room, great staff, great location "
United States
Tiffany
The price is ₩246,928
₩332,753 total
includes taxes & fees
Feb 21 - Feb 22
Hyatt Regency Chicago
Reception hall

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3,215 reviews)
"Nice location, friendly staff and room was nice"
United States
DeAshley
The price is ₩140,266
₩164,657 total
includes taxes & fees
Feb 8 - Feb 9
Eurostars Magnificent Mile
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.
View all properties

Top The Loop Hotel Reviews

Hilton Chicago

Hilton Chicago

10/10 Excellent
"Great location and great hotel!"
Daniel 2-night trip
Posted 2 days ago
Hilton Chicago

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.

Explore a world of travel with Expedia