Search Romantic Hotels in Near South Side

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Check availability on Near South Side Romantic Hotels

Tonight
4 Dec - 5 Dec
Tomorrow
5 Dec - 6 Dec
This weekend
5 Dec - 7 Dec
Next weekend
12 Dec - 14 Dec

Top Near South Side Romantic Hotels

Meeting facility
Marriott Marquis Chicago

Marriott Marquis Chicago

4.0 star property
Near South Side
9.0 out of 10, Wonderful, (1000)
"Great stay "
United States
Daniel
The price is 4.457.037 ₫
6.161.524 ₫ total
includes taxes & fees
18 Dec - 19 Dec
Marriott Marquis Chicago
City view
Hyatt Regency McCormick Place Chicago

Hyatt Regency McCormick Place Chicago

4.0 star property
Near South Side
9.2 out of 10, Wonderful, (1036)
"Great stay. Staff was wonderful."
United States
Debra
The price is 4.720.767 ₫
6.160.944 ₫ total
includes taxes & fees
14 Dec - 15 Dec
Hyatt Regency McCormick Place Chicago
Lobby
Silversmith Hotel Chicago Downtown

Silversmith Hotel Chicago Downtown

4.0 star property
Downtown Chicago
9.2 out of 10, Wonderful, (2096)
"Lovely hotel in a great spot!"
United States
Natasha
Silversmith Hotel Chicago Downtown
Ballroom
Hilton Chicago/Magnificent Mile Suites

Hilton Chicago/Magnificent Mile Suites

3.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (3430)
"Great hotel located in nice area."
United States
Robert
The price is 2.196.871 ₫
2.578.907 ₫ total
includes taxes & fees
7 Dec - 8 Dec
Hilton Chicago/Magnificent Mile Suites
Reception
Swissotel - Chicago

Swissotel - Chicago

4.5 star property
Downtown Chicago
9.0 out of 10, Wonderful, (2987)
"Great stay"
Canada
Lorrington Ashford
The price is 1.925.639 ₫
3.034.613 ₫ total
includes taxes & fees
2 Jan - 3 Jan 2026
Swissotel - Chicago
American cuisine, al fresco dining
The Godfrey Hotel Chicago

The Godfrey Hotel Chicago

4.5 star property
Downtown Chicago
8.6 out of 10, Excellent, (1909)
"Awesome staff and great location "
United States
Luis C
The price is 2.379.272 ₫
3.412.265 ₫ total
includes taxes & fees
29 Dec - 30 Dec
The Godfrey Hotel Chicago
Cocktail bar
Aloft Chicago Mag Mile

Aloft Chicago Mag Mile

3.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (2941)
"Great location and great staff!!"
United States
lynne
The price is 2.373.570 ₫
2.786.334 ₫ total
includes taxes & fees
1 Jan - 2 Jan 2026
Aloft Chicago Mag Mile
Lobby
Embassy Suites by Hilton Chicago Downtown River North

Embassy Suites by Hilton Chicago Downtown River North

4.0 star property
Downtown Chicago
8.6 out of 10, Excellent, (5351)
"excellent hotel "
United States
Myounghee
The price is 2.486.974 ₫
2.919.459 ₫ total
includes taxes & fees
18 Dec - 19 Dec
Embassy Suites by Hilton Chicago Downtown River North
Lobby sitting area
Warwick Allerton - Chicago

Warwick Allerton - Chicago

4.0 star property
Downtown Chicago
8.4 out of 10, Very good, (2993)
"Beautiful hotel, very well situated near restaurants shopping and mass transit "
United States
Joan
The price is 1.793.364 ₫
2.879.405 ₫ total
includes taxes & fees
9 Dec - 10 Dec
Warwick Allerton - Chicago
2 bars/lounges
Hyatt Regency Chicago

Hyatt Regency Chicago

4.0 star property
Downtown Chicago
9.4 out of 10, Exceptional, (3375)
"Nice hotel"
United States
Dick
The price is 3.586.728 ₫
4.984.508 ₫ total
includes taxes & fees
22 Dec - 23 Dec
Hyatt Regency 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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Top Near South Side Hotel Reviews

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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.