Find Boutique Hotels in South Side, IL
Change your mind
Book hotels with free cancellation
Be picky
Search almost a million properties worldwide
Check availability on South Side Boutique Hotels
Top South Side Boutique Hotels
Our top choices for South Side boutique hotels

Central Loop Hotel
Central Loop Hotel
8.6 out of 10, Excellent, (1809)
The price is ¥14,532
¥17,059 total
includes taxes & fees
Sep 3 - Sep 4

The Chicago Hotel Collection - Magnificent Mile
The Chicago Hotel Collection - Magnificent Mile
7.4 out of 10, Good, (1162)
The price is ¥20,025
¥23,506 total
includes taxes & fees
Aug 24 - Aug 25

Ivy Boutique Hotel
Ivy Boutique Hotel
8.8 out of 10, Excellent, (1012)
The price is ¥19,083
¥22,403 total
includes taxes & fees
Aug 25 - Aug 26

Hotel Felix River North/Magnificent Mile
Hotel Felix River North/Magnificent Mile
8.2 out of 10, Very Good, (2070)

Eurostars Magnificent Mile
Eurostars Magnificent Mile
8.8 out of 10, Excellent, (3061)
The price is ¥23,618
¥27,724 total
includes taxes & fees
Aug 24 - Aug 25

The Talbott, Autograph Collection
The Talbott, Autograph Collection
9.4 out of 10, Exceptional, (29)
The price is ¥29,817
¥38,693 total
includes taxes & fees
Sep 1 - Sep 2

Bluegreen Vacations Hotel Blake, Ascend Resort Collection
Bluegreen Vacations Hotel Blake, Ascend Resort Collection
9.6 out of 10, Exceptional, (1010)
The price is ¥24,931
¥29,266 total
includes taxes & fees
Sep 3 - Sep 4

The Whitehall Hotel, BW Premier Collection
The Whitehall Hotel, BW Premier Collection
8.2 out of 10, Very Good, (3528)
The price is ¥17,011
¥19,970 total
includes taxes & fees
Sep 2 - Sep 3
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

Jaslin Hotel
10/10 Excellent
Explore a world of travel with Expedia
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
- 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
- Romantic Hotels in South Side
- Shopping Hotels in South Side
Hotels near popular Chicago Attractions
South Side Hotels by Star Rating
Explore more hotels
- Admiral Motel By Oyo Chicago I-94
- Rainbow Motel
- Best Motel By OYO Chicago I-90
- Skylark Motel
- Chicago Lake Shore Hotel
- Capital O Empire Motel Chicago I-94
- Cozy Studio in Hyde Park-Walk to Lake & University
- Come experience The Lake Shore!
- LakeHouse
- 3BR Prime Hyde Park Location Near University of Chicago and Dining
- Comfortable Condo in the Heart of Bronzeville by RedAwning
- House with garage, outdoor dining and basement bar
- Cozy & Bright 1BR Apartment
- Marvelous 3-bedroom apartment with WiFi, AC 18 minutes from downtown Chicago
- Spacious apartment in awesome Chicago with WiFi, AC- 4 Bedrooms
- Cheerful 4 bedroom smart home w/ indoor fireplace
- Furnished 3BR Apt w/ Laundry
- Ideal for Groups – 4BR Unit
More ways to book
Expedia's Latest Trends
Hotels
- Hearton Hotel Shinsaibashi Nagahoridori
- Hilton San Francisco Union Square
- Hotels near Kitakyushu Shimonoseki Station
- Cheap Hotels in Roppongi
- Chisun Grand Nagano
- Marriott Executive Apartments London, Canary Wharf
- Hotels in Nisshin
- Campanile Paris Est - Porte de Bagnolet
- Grande Centre Point Sukhumvit 55
- 4♯ 6 minutes from Tokyo Disneyland / Tokyo Disney Sea / 24h supermarket nearby / wifi /
- Hotels in Las Vegas
- Hotel Buena Vista
- Kerry Hotel Pudong Shanghai
- Fujisan Onsen Bessho SASA
- Hotels in Marshall Islands
Flights
- Flights from Osaka (KIX) to Phu Quoc (PQC)
- Flights from Tokyo (HND) to Tottori (TTJ)
- Flights from Lapu-Lapu (CEB) to Narita (NRT)
- Flights from Fukuoka (FUK) to Sydney (SYD)
- Flights from Fukuoka (FUK) to Cairo (CAI)
- Flights from Narita (NRT) to Ho Chi Minh City (SGN)
- Flights to Ireland
- Flights from John F. Kennedy Intl.
- Flights from Osaka (KIX) to Chiang Mai (CNX)
Packages