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Top South Loop Romantic Hotels

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 Rp2.060.194
Rp2.418.463 total
includes taxes & fees
12 Jan - 13 Jan 2025
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 Rp1.930.418
Rp2.266.117 total
includes taxes & fees
23 Dec - 24 Dec
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 Rp2.189.970
Rp2.570.805 total
includes taxes & fees
6 Jan - 7 Jan 2025
Hyatt Regency McCormick Place Chicago
Congress Plaza Hotel
Exterior

Congress Plaza Hotel

3.5 star property
7.8 out of 10, Good, (8294)
"Wallpaper in lobby is old. No working ice machines to be found."
The price is Rp1.693.577
Rp1.988.092 total
includes taxes & fees
23 Dec - 24 Dec
Congress Plaza Hotel
Hilton Chicago
Exterior

Hilton Chicago

4.0 star property
8.4 out of 10, Very good, (1510)
"Clean and quiet "
The price is Rp2.269.782
Rp3.140.614 total
includes taxes & fees
2 Jan - 3 Jan 2025
Hilton Chicago
The Wheeler Mansion
Luxury Suite, 1 Bedroom | Premium bedding, pillow-top 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 Rp9.714.220
Rp11.743.521 total
includes taxes & fees
23 Dec - 24 Dec
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 Rp1.155.006
Rp1.355.862 total
includes taxes & fees
24 Dec - 25 Dec
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 holiday, we’d like to help you plan for it. 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 neighbourhood or distance to top sights, so you’ll be able to see everything on your list.
What's the best place to stay for a romantic holiday to South Loop?
Hyatt Regency McCormick Place is a favourite hotel for couples, and features 3 restaurants and 2 bars.
How many romantic hotels will we be able 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?\n
  • Hottest months: July, August, June and September, with an average temperature of 21°C
  • 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 wandering around 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 getaway go off without a hitch: If you’re looking to fly in, the closest major airport is iChicago Midway Airport (MDW), located 7.8 mi (12.5 km) away. Take advantage of metro transport at Roosevelt Station, Cermak-McCormick Place Station and Harrison Station.