Photo by by Midway Intl Airport
Find Romantic Hotels in South Side, IL
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check availability on South Side Romantic Hotels
Top South Side Romantic Hotels
Sophy Hyde Park
Hyde Park
9.6 out of 10, Exceptional, (1001)
"Room and location were great"
Latasha
The price is ￥26,455
￥35,256 total
includes taxes & fees
Nov 25 - Nov 26
Hilton Chicago/Magnificent Mile Suites
Downtown Chicago
9.0 out of 10, Wonderful, (3334)
"Great stay!"
Rose
The price is ￥12,956
￥15,209 total
includes taxes & fees
Dec 7 - Dec 8
Swissotel - Chicago
Downtown Chicago
9.0 out of 10, Wonderful, (2959)
"Beautiful hotel and within walking distance to so many great restaurants and landmarks."
Daniel
The price is ￥13,597
￥20,517 total
includes taxes & fees
Dec 17 - Dec 18
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
9.4 out of 10, Exceptional, (2239)
"Room was spotless…staff was great!"
Tamika
The price is ￥13,391
￥21,017 total
includes taxes & fees
Dec 16 - Dec 17
Hyatt Regency Chicago
Downtown Chicago
9.4 out of 10, Exceptional, (3393)
"Great location and hotel."
Travis
The price is ￥21,650
￥29,978 total
includes taxes & fees
Dec 14 - Dec 15
Warwick Allerton - Chicago
Downtown Chicago
8.4 out of 10, Very Good, (2993)
"Beautiful hotel, very well situated near restaurants shopping and mass transit "
Joan
The price is ￥11,198
￥17,710 total
includes taxes & fees
Nov 23 - Nov 24
Silversmith Hotel Chicago Downtown
Downtown Chicago
9.2 out of 10, Wonderful, (2074)
"Lovely hotel in a great spot!"
Natasha
The price is ￥11,422
￥18,156 total
includes taxes & fees
Dec 7 - Dec 8
Aloft Chicago Mag Mile
Downtown Chicago
8.6 out of 10, Excellent, (2915)
"Great location!!"
sarah e
The price is ￥15,086
￥17,709 total
includes taxes & fees
Nov 25 - Nov 26
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.
Top South Side Hotel Reviews
Hyatt Place Chicago-South/University Medical Center
10/10 Excellent
Chinatown Hotel Chicago
10/10 Excellent
Explore a world of travel with Expedia
Find More Hotels near South Side
More Hotel Options in South Side
- Adults Only Resorts & Hotels in South Side
- Adventure Hotels in South Side
- Beach Hotels in South Side
- Boutique Hotels in South Side
- Business Hotels in South Side
- Casinos in South Side
- Cheap Hotels in South Side
- Family Hotels in South Side
- Gay friendly Hotels in South Side
- Golf Hotels in South Side
- Green Hotels in South Side
- Historic Hotels in South Side
- Hotel Wedding Venues in South Side
- Hotel with a Concierge in South Side
- Hotels with Bars in South Side
- Hotels with Early Check-in in South Side
- Hotels with Free Parking in South Side
- Hotels with Hot Tubs in South Side
- Hotels with WiFi in South Side
- Hotels with a Pool in South Side
- Hotels with an Indoor Pool in South Side
- Hotels with smoking rooms in South Side
- Luxury Hotels in South Side
- Pet-friendly Hotels in South Side
- Resorts & Hotels with Spas in South Side
- Shopping Hotels in South Side
South Side Hotels by Star Rating
Explore more hotels
- Best Motel By OYO Chicago I-90
- Chicago Lake Shore Hotel
- Rainbow Motel
- Skylark Motel
- Admiral Motel By Oyo Chicago I-94
- Stylish Apartment near Chicago Downtown
- LakeHouse
- Capital O Empire Motel Chicago I-94
- Come experience The Lake Shore!
- House with garage, outdoor dining and basement bar
- South Shore Chicago Condo-1 Block to Lake-WiFi-AC-Elevator-420 Friendly
- Modern Studio Near UChicago
- Spacious Bronzeville Gem Garden lvl Near Downtown, University of Chicago, Museum
- Bright 2 Bed/2 Bath Condo With Patio Less Than 10 Mins From Major Attractions
- Stay, Relax & Explore Chicago
- Penthouse Condo in Chicago featuring Zero Gravity Massage Chair
- A Home Away From Home!
More ways to book
Expedia's Latest Trends
Hotels
- Polynesian Residences Waikiki Beach
- Kamenoi Hotel Aso
- Hotel Wedding Venues in Ipoh
- Orchard Hotel Singapore
- Rydges Sydney Airport Hotel
- Sapporo Tokyu REI Hotel
- Hotel Indigo Hakone Gora by IHG
- Hotel Nikko Kanazawa
- Regent Hong Kong
- Dormy Inn Premium Namba Natural Hot Spring
- Wyndham Casablanca Jakarta
- Hakone Yunohana Prince Hotel
- Capsule Hotels Yamagata District
- HI New York City - Hostel
- Holiday Inn Munich - City Centre by IHG
Flights
- Flights from San Francisco (SFO) to Incheon (ICN)
- Flights from Los Angeles (LAX) to Nashville (BNA)
- Flights from Chofu
- Flights from Tokyo (HND) to San Antonio (SAT)
- Flights from New York (JFK) to Mexico City (MEX)
- Flights from Narita (NRT) to San Francisco (SFO)
- Flights from Misawa (MSJ) to Iwakuni (IWK)
- Flights from Narita (NRT) to Milan (MXP)
- Flights from Narita (NRT) to Chek Lap Kok (HKG)
- Flights from Fukuoka (FUK) to Newcastle-upon-Tyne (NCL)
- Malaysia Airlines Dhaka (DAC) to Narita (NRT) flights
Packages