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Check availability on South Loop Romantic Hotels

Our top choices for South Loop romantic hotels

Banquet hall
Congress Plaza Hotel

Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very good, (9648)
"Great hotel and staff. "
Canada
Dane
The price is Rp2.278.671
Rp2.674.932 total
includes taxes & fees
30 Dec - 31 Dec
Congress Plaza Hotel
Meeting facility
The Blackstone, Autograph Collection

The Blackstone, Autograph Collection

The Blackstone, Autograph Collection
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1003)
"Great staff, beds and pillows very comfortable "
United States
Marty
The price is Rp2.064.437
Rp2.912.051 total
includes taxes & fees
21 Dec - 22 Dec
The Blackstone, Autograph Collection
Meeting facility
Marriott Marquis Chicago

Marriott Marquis Chicago

Marriott Marquis Chicago
4.0 star property
Near South Side
9.2 out of 10, Wonderful, (1001)
"Great stay "
United States
Daniel
The price is Rp2.813.174
Rp3.888.658 total
includes taxes & fees
18 Dec - 19 Dec
Marriott Marquis Chicago
City view
Hyatt Regency McCormick Place Chicago

Hyatt Regency McCormick Place Chicago

Hyatt Regency McCormick Place Chicago
4.0 star property
Near South Side
9.2 out of 10, Wonderful, (1037)
"Great stay. Staff was wonderful."
United States
Debra
The price is Rp2.979.634
Rp3.888.639 total
includes taxes & fees
21 Dec - 22 Dec
Hyatt Regency McCormick Place Chicago
Signature Suite, 1 Bedroom | Premium bedding, pillow-top beds, individually decorated
The Wheeler Mansion

The Wheeler Mansion

The Wheeler Mansion
4.0 star property
Near South Side
9.0 out of 10, Wonderful, (4)
"A unique place to stay near the convention centre. "
United States
Leonardo
The Wheeler Mansion
Cocktail bar
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2957)
"Great location, the staff was friendly and the room was very clean. "
United States
Breanna
The price is Rp1.315.034
Rp1.543.717 total
includes taxes & fees
14 Jan - 15 Jan 2026
Aloft Chicago Mag Mile
Exterior
Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile

Embassy Suites by Hilton Chicago Downtown Magnificent Mile
4.0 star property
Downtown Chicago
8.2 out of 10, Very good, (2742)
"Clean room and friendly staff, overall good stay "
United States
eesaa saalik
The price is Rp1.291.730
Rp2.005.011 total
includes taxes & fees
11 Jan - 12 Jan 2026
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Lobby sitting area
Warwick Allerton - Chicago

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (3009)
"Enjoyed this hotel stay. "
United States
Kimberly
The price is Rp1.052.027
Rp1.723.360 total
includes taxes & fees
21 Dec - 22 Dec
Warwick Allerton - Chicago
Reception
Eurostars Magnificent Mile

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3150)
"Amazing stay very clean and beautiful views "
United States
Deigo
The price is Rp1.558.066
Rp1.829.014 total
includes taxes & fees
12 Jan - 13 Jan 2026
Eurostars Magnificent Mile
Exterior
The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown

The Royal Sonesta Chicago Downtown
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3143)
"The location, hotel, and views are absolutely fantastic!"
United States
Frederick
The price is Rp1.897.644
Rp2.760.315 total
includes taxes & fees
11 Jan - 12 Jan 2026
The Royal Sonesta Chicago Downtown
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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Top South Loop Hotel Reviews

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

10/10 Excellent
"The rooms are clean and well-maintained, and they’re conveniently located near a variety of shops."
Tyson 1-night trip
Posted 2 hours ago
Hilton Chicago/Magnificent Mile Suites

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Frequently asked questions

Searching for romantic hotels in South Loop?
Are you and your partner in need of a romantic escape? Couples choose South Loop for its scenic lake views and top-notch restaurants. If you want to spend some time strolling through captivating scenery with your love, you might make a visit to Burnham Park, Grant Park or Fred Anderson Park. Whether you want to sip a glass of champagne or have a romantic dinner by candlelight, you'll be sure to find your ideal accommodation in South Loop to make for a relaxing weekend away.
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, Lake Michigan and Field Museum of Natural History 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.