Find Romantic Hotels in South Loop, IL

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

The Blackstone, Autograph Collection
Lobby

The Blackstone, Autograph Collection

4.0 star property
9.0 out of 10, Wonderful, (1003)
"It’s cute! Our floor was messy. "
The price is NT$4,153
NT$4,875 total
includes taxes & fees
Jan 12 - 2025/1/13
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, (1005)
"Clean rooms and premises and excellent staff. A very enjoyable stay."
The price is NT$3,891
NT$4,568 total
includes taxes & fees
Dec 23 - Dec 24
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, (1006)
"Convenient if attending event at the convention center. You can walk across the bridge so there is no need to worry about weather. Beds are comfortable and clean, nice walk in shower. Rooms have a fridge but could use a microwave. Overall 4.5/5"
The price is NT$4,414
NT$5,182 total
includes taxes & fees
Jan 4 - 2025/1/5
Hyatt Regency McCormick Place Chicago
Congress Plaza Hotel
Exterior

Congress Plaza Hotel

3.5 star property
7.8 out of 10, Good, (8292)
"This is a very old property which is part of it's charm. Water pressure in the shower was very limited. Accomodations are simple. Really liked new vinyl flooring in room with throw rug. Much better than carpeting. I will return. "
The price is NT$3,414
NT$4,007 total
includes taxes & fees
Dec 23 - Dec 24
Congress Plaza Hotel
Hilton Chicago
Exterior

Hilton Chicago

4.0 star property
8.4 out of 10, Very Good, (1509)
"The room was comfortable and I enjoyed seeing the hotel beautifully decorated for Christmas. All staff members were polite and very helpful. Thank you for the experience."
The price is NT$4,575
NT$6,331 total
includes taxes & fees
Jan 2 - 2025/1/3
Hilton Chicago
The Wheeler Mansion
Luxury Suite, 1 Bedroom | Premium bedding, pillowtop beds, individually decorated

The Wheeler Mansion

4.0 star property
8.8 out of 10, Excellent, (136)
"Great staff. David was 4stars and nothing less that superb. Friendly knowledgeable efficient. Always available. On the downside the shower was terrible. 3 weak steams of water out of the head left me wanting more. Also I was hot at night. No AC in April, I get it, but I sweltered. "
The price is NT$19,581
NT$23,672 total
includes taxes & fees
Dec 23 - Dec 24
The Wheeler Mansion
Travelodge by Wyndham Downtown Chicago
Lobby

Travelodge by Wyndham Downtown Chicago

2.0 star property
6.8 out of 10, (2024)
"52"
The price is NT$2,328
NT$2,733 total
includes taxes & fees
Dec 24 - Dec 25
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, Field Museum of Natural History, or Wintrust Arena. 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, Field Museum of Natural History, and Wintrust Arena 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.