Find Romantic Hotels in South Loop, IL

April 2025

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Check availability on South Loop Romantic Hotels

Tonight
Apr 2 - Apr 3
Tomorrow
Apr 3 - Apr 4
This weekend
Apr 4 - Apr 6
Next weekend
Apr 11 - Apr 13

Compare South Loop Romantic Hotels room rates, reviews, and availability. Most hotels are fully refundable.

The Blackstone, Autograph Collection
Premium bedding, in-room safe, desk, blackout drapes

The Blackstone, Autograph Collection

4.0 star property
9.0 out of 10, Wonderful, (1047)
"Great property located near the park with nearby parking options. I felt the breakfast area could been better with more variety and the restaurant closes at 10pm. The rooms were clean the service was wonderful. "
The price is NT$4,958
NT$6,795 total
includes taxes & fees
Apr 13 - Apr 14
The Blackstone, Autograph Collection
Bluegreen Vacations Hotel Blake, Ascend Resort Collection
Breakfast, lunch, dinner served; Regional cuisine

Bluegreen Vacations Hotel Blake, Ascend Resort Collection

4.0 star property
9.6 out of 10, Exceptional, (1097)
"Fits the vibe of Printers Row. There were a few things not up to par but matched the price i paid. Staff was amazing "
The price is NT$3,925
NT$4,607 total
includes taxes & fees
Apr 20 - Apr 21
Bluegreen Vacations Hotel Blake, Ascend Resort Collection
Hyatt Regency McCormick Place Chicago
City view

Hyatt Regency McCormick Place Chicago

4.0 star property
9.0 out of 10, Wonderful, (1095)
"Can't say how awesome our stay was. The valets abd bell hops didn't like it but I was able to park my own car, keep my keys and access the vehicle whenever I need to. 27th floor room with a southward view."
The price is NT$7,171
NT$8,418 total
includes taxes & fees
Apr 6 - Apr 7
Hyatt Regency McCormick Place Chicago
Congress Plaza Hotel
Aerial view

Congress Plaza Hotel

3.5 star property
7.8 out of 10, Good, (9013)
"Property is a little outdated, but overall in great condition. "
The price is NT$3,561
NT$4,181 total
includes taxes & fees
Apr 6 - Apr 7
Congress Plaza Hotel
Hilton Chicago
Exterior

Hilton Chicago

4.0 star property
8.4 out of 10, Very Good, (1797)
"old and outdated, and some staffs are not professional."
The price is NT$5,521
NT$7,456 total
includes taxes & fees
May 1 - May 2
Hilton Chicago
The Wheeler Mansion
Signature Suite, 1 Bedroom | Premium bedding, pillowtop beds, individually decorated

The Wheeler Mansion

4.0 star property
8.8 out of 10, Excellent, (80)
The price is NT$19,753
NT$23,879 total
includes taxes & fees
Apr 3 - Apr 4
The Wheeler Mansion
Travelodge by Wyndham Downtown Chicago
Lobby

Travelodge by Wyndham Downtown Chicago

2.0 star property
6.8 out of 10, (2176)
"Just what we need for the night. Room is small, but had all we needed for a nights stay and at a decent price. Walkable to a lot of places downtown and right next to the rail station on Harrison Street."
The price is NT$2,659
NT$3,122 total
includes taxes & fees
Apr 6 - Apr 7
Travelodge by Wyndham Downtown 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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Frequently asked questions

Searching for romantic hotels in South Loop?
If you and your partner need a romantic vacation, we’ve got just the thing. Our guests also love South Loop for its top museums, major shopping area, and beautiful lakeside setting. If you want to explore the area, you might head to Soldier Field, Lake Michigan, or Film Row Cinema. If you’re interested in staying close to a certain attraction, you can sort properties by neighborhood or distance to top sights, so you’ll be able to see everything on your list.
What's the best accommodation for a romantic vacation to South Loop?
Hyatt Regency McCormick Place is a favorite hotel for couples, and features 3 restaurants and 2 bars.
How many romantic hotels should we expect to find in South Loop?
Expedia has 8 romantic South Loop hotels for you both to enjoy.
When is the best time to visit South Loop?
The hottest months are usually July and August with an average temperature of 70°F,
  • 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 South 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 South Loop. If you’re hoping to see some of the area’s cultural attractions, you and your partner will love South Loop for its top museums and major shopping area. Soldier Field, Lake Michigan, and Film Row Cinema are worth a stop when you’re out and about.
What's the best way to get to South Loop and around town during my romantic getaway?
These transportation options in South Loop might help your romantic trip get off to a smooth start: If you’re looking to fly in, the closest major airport is Chicago Midway Airport (MDW), located 7.8 mi (12.5 km) away. Take advantage of metro transit at Roosevelt Station, Cermak-McCormick Place Station, and Harrison Station.