Find Romantic Hotels in South Loop, IL

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Pick from 7 South Loop Romantic Hotels and compare room rates, reviews, and availability. Most hotels are fully refundable.

The Blackstone, Autograph Collection
4.0 star property
9.0 out of 10, Wonderful, (1001)
"Great hotel, great design... Stayed here because the ballroom was used for the movie The untouchables and I wanted to see and experience it for my podcast... Had a great time..."
The price is NT$4,549
NT$5,340 total
includes taxes & fees
Dec 22 - Dec 23
The Blackstone, Autograph Collection
Bluegreen Vacations Hotel Blake, Ascend Resort Collection
4.0 star property
9.6 out of 10, Exceptional, (1006)
"Beautiful hotel . Great locations . Wonderful staff"
The price is NT$2,934
NT$3,445 total
includes taxes & fees
Nov 25 - Nov 26
Bluegreen Vacations Hotel Blake, Ascend Resort Collection
Hyatt Regency McCormick Place Chicago
4.0 star property
9.0 out of 10, Wonderful, (1000)
"Excellent location with great good options within walking distance."
The price is NT$4,351
NT$5,107 total
includes taxes & fees
Dec 22 - Dec 23
Hyatt Regency McCormick Place Chicago
Congress Plaza Hotel
3.5 star property
7.8 out of 10, Good, (8135)
"I thought the staff was really helpful. I wasn’t a fan of the parking situation but the garage next door was nice to deal with. They just kept calling with stipulations like you can’t come and go with the car easily and because of concerts we wouldn’t have access at times, that kind of thing. It was convenient for transportation, walking, food and other conveniences which was nice. The room was really nice but the air conditioning/heat kept getting stuck on high blast and was too warm for our...
The price is NT$2,784
NT$3,268 total
includes taxes & fees
Nov 24 - Nov 25
Congress Plaza Hotel
Hilton Chicago
4.0 star property
8.4 out of 10, Very Good, (1463)
"The room was excellent but the hotel did not have a room available for me by 4pm, even when check in is at 3pm. Housekeeping was excellent. "
The price is NT$3,862
NT$5,484 total
includes taxes & fees
Dec 22 - Dec 23
Hilton Chicago
The Wheeler Mansion
4.0 star property
8.8 out of 10, Excellent, (135)
"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$19,459
NT$23,524 total
includes taxes & fees
Nov 22 - Nov 23
The Wheeler Mansion
Travelodge by Wyndham Downtown Chicago
2.0 star property
6.8 out of 10, (2013)
"Friendly staff, clean room, great location"
The price is NT$2,632
NT$3,090 total
includes taxes & fees
Nov 25 - Nov 26
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, Grant Park, or Lake Michigan. 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, Grant Park, and Lake Michigan 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.