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South Side Hotel Guide - Romantic Hotels in South Side, Chicago
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Top South Side Romantic Hotels
Sophy Hyde Park
Hyde Park
9.6 out of 10, Exceptional, (1000)
"Room and location were great"
Latasha
The price is €231
includes taxes & fees
15 Dec - 16 Dec
Swissotel - Chicago
Downtown Chicago
9.0 out of 10, Wonderful, (2986)
"Great stay"
Lorrington Ashford
The price is €99
includes taxes & fees
2 Jan - 3 Jan 2026
Hilton Chicago
Downtown Chicago
8.4 out of 10, Very good, (2334)
"We had a great stay and will be back again."
Amber
The price is €132
includes taxes & fees
26 Dec - 27 Dec
Silversmith Hotel Chicago Downtown
Downtown Chicago
9.2 out of 10, Wonderful, (2095)
"Lovely hotel in a great spot!"
Natasha
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
9.4 out of 10, Exceptional, (2268)
"Perfect environment and location"
YIWEI
The price is €126
includes taxes & fees
16 Dec - 17 Dec
Aloft Chicago Mag Mile
Downtown Chicago
8.6 out of 10, Excellent, (2941)
"Great location and great staff!!"
lynne
The price is €87
includes taxes & fees
7 Dec - 8 Dec
Hyatt Regency Chicago
Downtown Chicago
9.4 out of 10, Exceptional, (3423)
"Nice hotel"
Dick
The price is €163
includes taxes & fees
22 Dec - 23 Dec
Warwick Allerton - Chicago
Downtown Chicago
8.4 out of 10, Very good, (2987)
"Beautiful hotel, very well situated near restaurants shopping and mass transit "
Joan
The price is €94
includes taxes & fees
9 Dec - 10 Dec
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
Best Western Inn & Suites - Midway Airport
10/10 Excellent
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Top areas for Romantic Hotels
Hotel Theme
- Adventure Sport Hotels in South Side
- Beach Hotels in South Side
- Boutique Hotels in South Side
- Business Hotels in South Side
- Casino Hotels in South Side
- Cheap Hotels in South Side
- Family Friendly Hotels in South Side
- Golf Hotels in South Side
- Green / Sustainable Hotels in South Side
- Historic Hotels in South Side
- Hotels with Air Conditioning in South Side
- Hotels with Bar in South Side
- Hotels with Breakfast in South Side
- Hotels with Childcare in South Side
- Hotels with Connecting Rooms in South Side
- Hotels with Parking in South Side
- Hotels with Pool in South Side
- Hotels with Restaurant in South Side
- Hotels with Spa in South Side
- Hotels with WiFi in South Side
- LGBT-Friendly Hotels in South Side
- Luxury Hotels in South Side
- Pet Friendly Hotels in South Side
- Wedding Hotels in South Side
More accommodation types in South Side
Hotels near other Attractions
More top South Side Hotels
- Villa Dubois Guest House
- Rainbow Motel
- Chicago Marriott Midway
- Best Western Inn & Suites - Midway Airport
- Chicago Lake Shore Hotel
- Admiral Motel By Oyo Chicago I-94
- Stylish Apartment near Chicago Downtown
- Cozy Studio in Hyde Park-Walk to Lake & University
- LakeHouse
- A Home Away From Home!
- House with garage, outdoor dining and basement bar
- South Shore Chicago Condo-1 Block to Lake-WiFi-AC-Elevator-420 Friendly
- Bright 2 Bed/2 Bath Condo With Patio Less Than 10 Mins From Major Attractions
- Spacious Bronzeville Gem Garden lvl Near Downtown, University of Chicago, Museum
- Stay, Relax & Explore Chicago
- Luxury Apartment in Bronzeville, Just Minutes from Downtown - RSV Now!
- 1-bedroom condo next to Chicago Midway International Airport
- Comfy 4 bedroom Apartment in the center of CHICAGO! 15 mins from Downtown!
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