Most Romantic Hotels in The Loop

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Check availability on The Loop Romantic Hotels

Tonight
2 Aug - 3 Aug
Tomorrow
3 Aug - 4 Aug
Next weekend
8 Aug - 10 Aug
In two weeks
15 Aug - 17 Aug

Top The Loop Romantic Hotels

We don't have any properties that match your exact search

Recommended hotels in The Loop

Freehand Chicago
Relax in style with plush seating and a classic design, featuring a sofa, armchairs, and a bookshelf.

Freehand Chicago

4.0 star property
8.0 out of 10, Very good, (2130)
"Location was just what needed and at an affordable price "
The price is RM457
RM738 total
includes taxes & fees
24 Aug - 25 Aug
Freehand Chicago
The Chicago Hotel Collection - Magnificent Mile
Relax in a serene urban setting with a spacious seating area and unobstructed city views.

The Chicago Hotel Collection - Magnificent Mile

4.0 star property
7.4 out of 10, Good, (1124)
"Enjoyed staying here!"
The price is RM179
RM813 total
includes taxes & fees
4 Aug - 5 Aug
The Chicago Hotel Collection - Magnificent Mile
Holiday Inn Express Chicago - Magnificent Mile by IHG
Hotel facade with a balcony featuring a variety of flowers and large windows with metal railings.

Holiday Inn Express Chicago - Magnificent Mile by IHG

2.5 star property
8.4 out of 10, Very good, (1003)
"Great stay"
The price is RM576
RM677 total
includes taxes & fees
24 Aug - 25 Aug
Holiday Inn Express Chicago - Magnificent Mile by IHG
FOUND Hotel Chicago River North
Experience the vibrant atmosphere of this historic building, featuring ornate details and a lively dining and entertainment area.

FOUND Hotel Chicago River North

2.0 star property
8.0 out of 10, Very good, (160)
"Great stay"
The price is RM472
RM554 total
includes taxes & fees
24 Aug - 25 Aug
FOUND Hotel Chicago River North
Hilton Garden Inn Chicago Downtown/Magnificent Mile
Experience the sleek, modern architecture of this urban hotel, featuring a prominent marquee sign and vertical windows.

Hilton Garden Inn Chicago Downtown/Magnificent Mile

3.0 star property
8.4 out of 10, Very good, (3625)
"Great stay. "
The price is RM615
RM721 total
includes taxes & fees
24 Aug - 25 Aug
Hilton Garden Inn Chicago Downtown/Magnificent Mile
The Chicago Hotel Collection River North
Enjoy a casual coffee break in our cozy coffee shop with a menu board, seating area, and unique decor.

The Chicago Hotel Collection River North

3.0 star property
7.2 out of 10, Good, (538)
"It was a wonderful place to stay! "
The price is RM289
RM690 total
includes taxes & fees
5 Aug - 6 Aug
The Chicago Hotel Collection River North
Millennium Knickerbocker Chicago
Experience the grandeur of our lobby, featuring a stunning chandelier, comfortable seating, and a beautiful staircase.

Millennium Knickerbocker Chicago

4.0 star property
8.6 out of 10, Excellent, (1914)
"Great stay"
The price is RM543
RM738 total
includes taxes & fees
24 Aug - 25 Aug
Millennium Knickerbocker Chicago
Travelodge by Wyndham Downtown Chicago
Relax in the hotel lobby's spacious seating area, surrounded by a city view and comfortable sofas and armchairs.

Travelodge by Wyndham Downtown Chicago

2.0 star property
7.2 out of 10, Good, (2268)
"Location, cleanness and staff were very good "
The price is RM458
RM537 total
includes taxes & fees
25 Aug - 26 Aug
Travelodge by Wyndham Downtown Chicago
Thompson Chicago, by Hyatt
Stairs lead to a bar area with a counter and seating on the upper level.

Thompson Chicago, by Hyatt

4.5 star property
9.0 out of 10, Wonderful, (1180)
"Perfect location, great staff and comfortable bed"
The price is RM505
RM719 total
includes taxes & fees
1 Sept - 2 Sept
Thompson Chicago, by Hyatt
Congress Plaza Hotel
Experience grandeur in this beautifully designed ballroom with high ceilings, arched windows, and elegant table settings.

Congress Plaza Hotel

3.5 star property
8.0 out of 10, Very good, (8938)
"Great place to stay."
The price is RM757
RM889 total
includes taxes & fees
4 Aug - 5 Aug
Congress Plaza Hotel
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.

Top The Loop Hotel Reviews

Swissotel - Chicago

Swissotel - Chicago

10/10 Excellent
"The view from my room "
pauline 3-night trip
Posted 18 hours ago
Swissotel - Chicago

Frequently asked questions

Searching for romantic hotels in The Loop?
If you and your partner need a romantic holiday, we'd like to help you plan for it. 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 Michigan Avenue, Lake Michigan or Daley Plaza. If you're interested in staying near a certain attraction, you can sort by neighbourhood and proximity to top sights, so you and your partner will get to see everything on your list.
What's the best hotel for couples in The Loop?
Kimpton Hotel Monaco Chicago, an IHG Hotel is a favourite hotel for couples, and features in-room massages and wedding services. Other good options for a romantic stay include LondonHouse Chicago, Curio Collection by Hilton and La Quinta Inn & Suites by Wyndham Chicago Downtown.
How many romantic hotels should we expect to 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?\n
  • Hottest months: July, August, June and September, with an average temperature of 21°C
  • 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 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 trip 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.