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

The Blackstone, Autograph Collection

4.0 star property
9.0 out of 10, Wonderful, (1006)
"Convenient location"
The price is SAR 477
SAR 560 total
includes taxes & fees
26 Jan - 27 January 2025
The Blackstone, Autograph Collection
Bluegreen Vacations Hotel Blake, Ascend Resort Collection
Exterior

Bluegreen Vacations Hotel Blake, Ascend Resort Collection

4.0 star property
9.6 out of 10, Exceptional, (1011)
"Overall the experience for Chicago winter was enhanced by our stay at the convenient location of hotel Blake "
The price is SAR 447
SAR 525 total
includes taxes & fees
5 Jan - 6 January 2025
Bluegreen Vacations Hotel Blake, Ascend Resort Collection
Hyatt Regency McCormick Place Chicago
Exterior

Hyatt Regency McCormick Place Chicago

4.0 star property
9.0 out of 10, Wonderful, (1003)
"Cool hotel close to soldier field. Clean and nice view!"
The price is SAR 567
SAR 666 total
includes taxes & fees
13 Jan - 14 January 2025
Hyatt Regency McCormick Place Chicago
Congress Plaza Hotel
Exterior detail

Congress Plaza Hotel

3.5 star property
7.8 out of 10, Good, (8338)
"Our stay was great. The staff are very professional. Very nice hotel. "
The price is SAR 402
SAR 472 total
includes taxes & fees
8 Jan - 9 January 2025
Congress Plaza Hotel
Hilton Chicago
Pool

Hilton Chicago

4.0 star property
8.4 out of 10, Very Good, (1568)
"Beautiful hotel! More than I expected. I’d definitely stay here again when in Chicago."
The price is SAR 525
SAR 727 total
includes taxes & fees
8 Jan - 9 January 2025
Hilton Chicago
The Wheeler Mansion
Property entrance

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 SAR 2,249
SAR 2,718 total
includes taxes & fees
1 Jan - 2 January 2025
The Wheeler Mansion
Travelodge by Wyndham Downtown Chicago
Lobby

Travelodge by Wyndham Downtown Chicago

2.0 star property
6.8 out of 10, (2026)
"Nice place. "
The price is SAR 330
SAR 388 total
includes taxes & fees
1 Jan - 2 January 2025
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.
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.