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Search Romantic Hotels in Near South Side

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Check prices for these dates

Tonight
13 Nov - 14 Nov
Tomorrow
14 Nov - 15 Nov
This weekend
13 Nov - 15 Nov
Next weekend
20 Nov - 22 Nov

Our top choices for Near South Side romantic hotels

A spacious room with a geometric ceiling design, large windows offering a city view, and a patterned floor.

1. Marriott Marquis Chicago

Marriott Marquis Chicago
4.0 star property
South Loop
9.2 out of 10, Wonderful, (1,000 reviews)
"Overall stay was awesome would definitely recommend booking."
United States
Terrance
The price is Rp3.264.781
Rp4.523.875 total
includes taxes & fees
4 Dec - 5 Dec
Marriott Marquis Chicago
A modern living room with a sofa, two blue chairs, a round coffee table, and a unique ceiling design.

2. SpringHill Suites by Marriott Chicago Chinatown

SpringHill Suites by Marriott Chicago Chinatown
3.5 star property
Chinatown
9.6 out of 10, Exceptional, (1,000 reviews)
"Nice and convenient location, with nice breakfast and friendly staff."
United States
Shouan
The price is Rp1.789.246
Rp2.127.234 total
includes taxes & fees
7 Dec - 8 Dec
SpringHill Suites by Marriott Chicago Chinatown
A hotel entrance with a marquee sign, a blue carpet, and a flag.

3. Hilton Vacation Club Hotel Blake Chicago

Hilton Vacation Club Hotel Blake Chicago
4.0 star property
Downtown Chicago
9.6 out of 10, Exceptional, (1,209 reviews)
"Great location from both airports. Lovely hotel clean and convenient"
United Kingdom
Kanokkan
The price is Rp2.019.984
Rp2.401.476 total
includes taxes & fees
10 Dec - 11 Dec
Hilton Vacation Club Hotel Blake Chicago
A modern living room with a sofa, armchairs, and a coffee table. There are bookshelves and a decorative wall panel.

4. Le Méridien Essex Chicago

Le Méridien Essex Chicago
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,001 reviews)
"Fantastic location and facility. Comfortable bed and nice shower! Perfect hotel for the Bears Game!"
United States
Taso
The price is Rp2.032.688
Rp2.740.260 total
includes taxes & fees
14 Dec - 15 Dec
Le Méridien Essex Chicago
A modern living room with a large window overlooking a body of water, a tripod, and a sofa.

5. 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, (2,760 reviews)
"Best stay, wonderful property."
Canada
Bonnie
The price is Rp2.067.171
Rp3.083.436 total
includes taxes & fees
14 Dec - 15 Dec
Sable at Navy Pier Chicago, Curio Collection by Hilton
A spacious lobby with a central sofa, multiple seating areas, and a decorative ceiling.

6. Congress Plaza Hotel

Congress Plaza Hotel
3.5 star property
Downtown Chicago
8.0 out of 10, Very good, (10,073 reviews)
"Great stay!"
United States
Rafael
The price is Rp2.107.099
Rp2.505.129 total
includes taxes & fees
23 Nov - 24 Nov
Congress Plaza Hotel
A grand staircase with blue carpet and gold railings leading to a store named 'Mercat'.

7. The Blackstone, Autograph Collection

The Blackstone, Autograph Collection
4.0 star property
Downtown Chicago
9.0 out of 10, Wonderful, (1,001 reviews)
"The hotel is charming and well-maintained in a great location. Easy access to public transportation to get you anywhere in the city. Rooms are large with fantastic bathrooms. Only negative was the $82 per night valet parking."
United States
Suzanne
The price is Rp2.608.177
Rp3.636.360 total
includes taxes & fees
13 Dec - 14 Dec
The Blackstone, Autograph Collection
The exterior of the Majestic Building with a prominent entrance, a neon sign, and decorative elements.

8. Hampton Inn Majestic Chicago Theatre District

Hampton Inn Majestic Chicago Theatre District
3.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (1,001 reviews)
"Nice clean hotel with nice breakfast."
United States
Alicia
The price is Rp2.068.623
Rp2.459.385 total
includes taxes & fees
23 Nov - 24 Nov
Hampton Inn Majestic Chicago Theatre District
A grand lobby with a staircase, ornate chandeliers, and a clock on the wall.

9. Palmer House a Hilton Hotel

Palmer House a Hilton Hotel
4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2,725 reviews)
"Beautiful hotel with wonderful staff!"
United States
Christy
The price is Rp2.371.982
Rp3.362.294 total
includes taxes & fees
24 Nov - 25 Nov
Palmer House a Hilton Hotel
A multi-story hotel with a prominent 'La Quinta' sign, featuring a modern architectural design with large windows and a flat facade.

10. La Quinta Inn & Suites by Wyndham Chicago Downtown

La Quinta Inn & Suites by Wyndham Chicago Downtown
3.0 star property
Downtown Chicago
8.4 out of 10, Very good, (2,953 reviews)
"Overall a great stay. It was clean and we had a comfortable place to stay."
United States
Andres
The price is Rp1.796.751
Rp2.459.753 total
includes taxes & fees
23 Nov - 24 Nov
La Quinta Inn & Suites by Wyndham 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.
View all properties

Compare popular hotels in Near South Side

Property
Property class
Guest rating
Breakfast included
Pool
Spa
Pet-friendly
WiFi included
A spacious room with a geometric ceiling design, large windows offering a city view, and a patterned floor.
Marriott Marquis Chicago
4.0 star property
9.2
Wonderful
1,000 reviews
View
A modern living room with a sofa, two blue chairs, a round coffee table, and a unique ceiling design.
SpringHill Suites by Marriott Chicago Chinatown
3.5 star property
9.6
Exceptional
1,000 reviews
View
A hotel entrance with a marquee sign, a blue carpet, and a flag.
Hilton Vacation Club Hotel Blake Chicago
4.0 star property
9.6
Exceptional
1,209 reviews
View
A modern living room with a sofa, armchairs, and a coffee table. There are bookshelves and a decorative wall panel.
Le Méridien Essex Chicago
4.0 star property
9.0
Wonderful
1,001 reviews
View
A modern living room with a large window overlooking a body of water, a tripod, and a sofa.
Sable at Navy Pier Chicago, Curio Collection by Hilton
4.0 star property
9.4
Exceptional
2,760 reviews
View

Top Near South Side Hotel Reviews

A spacious lobby with modern seating, large windows, and a high ceiling.
Hyatt Regency McCormick Place Chicago

Hyatt Regency McCormick Place Chicago

Hyatt Regency McCormick Place Chicago
South Loop

10/10 Excellent

As a solo female traveller, this was perfection - the front of house staff in particular were charming and helpful at all times, and at the eateries I tried, always friendly and super efficient. The room was fabulous, very clean and comfortable with a view of both the city skyline and lake. In addition, small thoughtful touches make it very user friendly such as "comfort lights" which come on in the dark from under the bed or dimly in the bathroom so you don't stub a toe or blind yourself with...
United Kingdom
Stephanie
Reviewed September 2, 2026
Hyatt Regency McCormick Place Chicago

Frequently Asked Questions

Searching for romantic hotels in Near South Side?

If you and your partner need a romantic holiday, we'd like to help you plan for it. 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're interested in staying near a certain attraction, you can sort properties by neighbourhood and proximity to top sights, so you'll be able to see everything on your list.

What is there to do in Near South Side?

There's nothing better than wandering around a new destination with your sweetheart, so consider taking time to discover all there is to see and do in Near South Side. 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 getaway go off without a hitch: The closest major airport is Chicago Midway Airport (MDW), located 7.9 mi (12.7 km) away. Metro stations nearby include Cermak-McCormick Place Station and Roosevelt Station.