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
Exterior
The Blackstone, Autograph Collection
4.0 star property
9.0 out of 10, Wonderful, (1000)
"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$6,035
NT$7,084 total
includes taxes & fees
Nov 24 - Nov 25
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, (1009)
"The room was spacious, quiet, and comfortable. The staff was wonderful. I loved the gym, too. It had all of the stuff I needed! Of course the location could not be beat. I would definitely recommend Hotel Blake to anyone."
The price is NT$3,295
NT$3,868 total
includes taxes & fees
Nov 24 - Nov 25
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, (1004)
"Awesome. "
The price is NT$5,073
NT$5,955 total
includes taxes & fees
Nov 25 - Nov 26
Hyatt Regency McCormick Place Chicago
Congress Plaza Hotel
Lobby
Congress Plaza Hotel
3.5 star property
7.8 out of 10, Good, (8034)
"This is an older hotel but very clean and quiet. The only complaint i have is the inability to control temperature. I was a little dissappointed that the room furnishings did not match the uniqueness of thevroom pictures to small but overall it was excellant and i would stay againStaff were polite and helpful. Website needs updated as it stated vallet parking "
The price is NT$4,345
NT$5,101 total
includes taxes & fees
Nov 7 - Nov 8
Congress Plaza Hotel
Hilton Chicago
Exterior
Hilton Chicago
4.0 star property
8.4 out of 10, Very Good, (1442)
"perf for lolla"
The price is NT$5,073
NT$6,892 total
includes taxes & fees
Nov 24 - Nov 25
Hilton Chicago
The Wheeler Mansion
Luxury Suite, 1 Bedroom | Premium bedding, pillowtop beds, individually decorated
The Wheeler Mansion
4.0 star property
8.6 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$19,106
NT$23,097 total
includes taxes & fees
Nov 6 - Nov 7
The Wheeler Mansion
Travelodge by Wyndham Downtown Chicago
Lobby
Travelodge by Wyndham Downtown Chicago
2.0 star property
6.8 out of 10, (1994)
"Great staff, nice location, and close to everything. Red line subway is a block away and same with Grant Park! "
The price is NT$3,360
NT$3,944 total
includes taxes & fees
Nov 24 - Nov 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, 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.