Find Romantic Hotels in The Loop, IL

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Check availability on The Loop Romantic Hotels

Tonight
Dec 22 - Dec 23
Tomorrow
Dec 23 - Dec 24
This weekend
Dec 26 - Dec 28
Next weekend
Jan 2 - Jan 4

Our top choices for The Loop romantic hotels

Exterior
Hilton Chicago

Hilton Chicago

Hilton Chicago
4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (2408)
"The room was clean and the staff was outstanding. "
United States
Albert
The price is ₩168,404
₩241,054 total
includes taxes & fees
Dec 29 - Dec 30
Hilton Chicago
Lobby
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2972)
"Great place to stay"
United States
Elisha
The price is ₩122,632
₩143,957 total
includes taxes & fees
Jan 15 - Jan 16, 2026
Aloft Chicago Mag Mile
Lobby
Congress Plaza Hotel

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very Good, (9684)
"Wonderful stay!"
United States
Zach
The price is ₩304,511
₩357,465 total
includes taxes & fees
Dec 31 - Jan 1, 2026
Congress Plaza Hotel
Exterior
Warwick Allerton - Chicago

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (3017)
"Enjoyed this hotel stay. "
United States
Kimberly
The price is ₩94,559
₩154,367 total
includes taxes & fees
Dec 28 - Dec 29
Warwick Allerton - Chicago
Ballroom
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3174)
"Staff, location, views and rooms were amazing!!"
United States
Gabriela Michelle Riveiro
The price is ₩168,434
₩245,004 total
includes taxes & fees
Jan 19 - Jan 20, 2026
The Royal Sonesta Chicago Downtown
2 bars/lounges
Hyatt Regency Chicago

Hyatt Regency Chicago

Hyatt Regency Chicago
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3409)
"The Hotel was amazing great location "
United States
Donnisha
The price is ₩205,371
₩284,450 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Hyatt Regency Chicago
Exterior
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Downtown Chicago
8.2 out of 10, Very Good, (2754)
"Excellent place to stay "
United States
Teniesha
The price is ₩115,717
₩179,203 total
includes taxes & fees
Jan 11 - Jan 12, 2026
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
55-inch LCD TV with cable channels, TV, pay movies
L7 Chicago by LOTTE

L7 Chicago by LOTTE

L7 Chicago by LOTTE
4.5 star property
Downtown Chicago
9.6 out of 10, Exceptional, (3414)
"Enjoyed my stay"
United States
Karen
The price is ₩171,537
₩201,368 total
includes taxes & fees
Dec 24 - Dec 25
L7 Chicago by LOTTE
Reception hall
Eurostars Magnificent Mile

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3169)
"Amazing stay very clean and beautiful views "
United States
Deigo
The price is ₩138,293
₩162,343 total
includes taxes & fees
Jan 22 - Jan 23, 2026
Eurostars Magnificent Mile
City view
Millennium Knickerbocker Chicago

Millennium Knickerbocker Chicago

Millennium Knickerbocker Chicago
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2010)
"Great location, clean hotel"
United States
Andre
The price is ₩118,199
₩173,445 total
includes taxes & fees
Dec 28 - Dec 29
Millennium Knickerbocker Chicago
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

Club Quarters Hotel, Central Loop, Chicago

Club Quarters Hotel, Central Loop, Chicago

10/10 Excellent
"Great stay here as always. Very convenient option within walking distance of Amtrak station and Loop stations. Great working spaces if you want to get a cup of coffee. Service from staff was warm and welcoming. Will definitely plan to stay here again!"
Anand 1-night trip
Posted 7 hours ago
Club Quarters Hotel, Central Loop, 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.

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