Find Romantic Hotels in Near South Side, IL

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Check availability on Near South Side Romantic Hotels

Our top choices for Near South Side romantic hotels

Meeting facility
Marriott Marquis Chicago

Marriott Marquis Chicago

Marriott Marquis Chicago
4.0 star property
Near South Side
9.2 out of 10, Wonderful, (1005)
"Great stay "
United States
Daniel
The price is AED 621
AED 858 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, (1038)
"Great stay. Staff was wonderful."
United States
Debra
The price is AED 657
AED 858 total
includes taxes & fees
21 Dec - 22 Dec
Hyatt Regency McCormick Place Chicago
Signature Suite, 1 Bedroom | Premium bedding, pillowtop 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
Lobby
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

Aloft Chicago Mag Mile
3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2966)
"Great location and great staff!!"
United States
lynne
The price is AED 290
AED 341 total
includes taxes & fees
14 Jan - 15 January 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
8.4 out of 10, Very Good, (2747)
"Clean room and friendly staff, overall good stay "
United States
eesaa saalik
The price is AED 285
AED 442 total
includes taxes & fees
11 Jan - 12 January 2026
Embassy Suites by Hilton Chicago Downtown Magnificent Mile
Ballroom
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, (3155)
"The location, hotel, and views are absolutely fantastic!"
United States
Frederick
The price is AED 419
AED 609 total
includes taxes & fees
12 Jan - 13 January 2026
The Royal Sonesta Chicago Downtown
Terrace/patio
Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (2263)
"Great staff and restaurants!!"
United States
Abigale
The price is AED 340
AED 525 total
includes taxes & fees
6 Jan - 7 January 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Exterior
Warwick Allerton - Chicago

Warwick Allerton - Chicago

Warwick Allerton - Chicago
4.0 star property
Downtown Chicago
8.4 out of 10, Very Good, (3014)
"Enjoyed this hotel stay. "
United States
Kimberly
The price is AED 291
AED 449 total
includes taxes & fees
21 Dec - 22 Dec
Warwick Allerton - Chicago
Reception hall
Eurostars Magnificent Mile

Eurostars Magnificent Mile

Eurostars Magnificent Mile
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3161)
"Amazing stay very clean and beautiful views "
United States
Deigo
The price is AED 344
AED 404 total
includes taxes & fees
13 Jan - 14 January 2026
Eurostars Magnificent Mile
View from room
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites
3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3490)
"Great place to stay "
United States
RaShawna
The price is AED 298
AED 350 total
includes taxes & fees
5 Jan - 6 January 2026
Hilton Chicago/Magnificent Mile Suites
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.
View all properties

Top Near South Side Hotel Reviews

Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

10/10 Excellent
"👍"
Cesar 2-night trip
Posted 9 hours ago
Hilton Chicago/Magnificent Mile Suites

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Frequently asked questions

Searching for romantic hotels in Near South Side?
If you and your partner need a romantic escape, we've got just the ticket. Our guests also love Near South Side for its array of dining options and sporting events. If you'd like to explore some of the area's notable sights, you might make a stop by Soldier Field, Lake Michigan, or Wintrust Arena. If you'd like to stay close to a certain attraction, you can sort properties by neighborhood or distance to top landmarks, so you and your partner will get to see everything on your list.
What is there to do in Near South Side?
There's nothing better than experiencing a new place with your sweetheart, so consider checking out all that Near South Side has to offer. Couples looking for a little of everything will enjoy Near South Side for its museums, restaurants, and lakeside setting. You might think about visiting Soldier Field, Lake Michigan, or Wintrust Arena.
What's the best way to get to Near South Side and around town during my romantic getaway?
These transportation options in Near South Side might help your romantic trip go off without a hitch: The closest major airport is Chicago Midway Airport (MDW), located 7.9 mi (12.7 km) away. Nearby metro stations include Cermak-McCormick Place Station and Roosevelt Station.