Find South Side 5 Star Hotels & Resorts from CA $197/night
Top South Side 5 Star Hotels
Trump International Hotel & Tower Chicago
Explore similar 4-star hotels
Embassy Suites by Hilton Chicago Downtown River North
Find out more about South Side
Find out more about South Side
Luxury is the name of the game at the best 5 Stars hotels in South Side. If you want to vacation like a true VIP, these are the places to go; from spacious resorts to boutique-inspired hot spots, the top South Side 5 Stars hotels are dedicated to immersing you in the ultimate experience. Want to relax with a serene treatment at a designer spa? These properties offer them.
Interested in tasting delicious dishes from top chefs? The gourmet restaurants at the 5 Stars South Side hotels have you covered. You’ll even find first-class hotels near the city’s must-see attractions and most upscale entertainment districts. Plus, when you book your trip with Expedia.ca, you’ll get access to fantastic rates and seasonal discounts, so you can take advantage of a cheap deal on 5 Stars hotels South Side without giving up even an inch of quality. Everything your heart desires (and a few perks designed to make it skip a beat): That’s what’s on offer when you plan a trip to the hotels with 5 Stars in South Side.
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South Side Hotels by Star Rating
Hotels near Popular South Side Attractions
More Hotel Options in South Side
- Adults Only Resorts & Hotels (1)
- Beach Hotel (8)
- Boutique Hotels (2)
- Business Hotels (8)
- Casino Hotels (2)
- Cheap Hotels (4)
- Family Hotels (14)
- Golf Hotels (2)
- Green Hotels (1)
- Historic Hotels (8)
- Honeymoon Resorts and Hotels (2)
- Hotel Wedding Venues (3)
- Hotels & Resorts for Couples (6)
- Hotels with Balconies (3)
- Hotels with Bar (5)
- Hotels with Childcare (1)
- Hotels with Early Check-in (3)
- Hotels with Free Breakfast (4)
- Hotels with Free Parking (4)
- Hotels with Hot Tubs (2)
- Hotels with Wifi (16)
- Hotels with a Pool (4)
- Hotels with an Indoor Pool (1)
- Hotels with smoking rooms (1)
- LGBT Friendly Hotels (1)
- Lake Hotels (4)
- Luxury Hotels (4)
- Pet-friendly Hotels (1)
- Romantic Hotels (3)
- Shopping Hotels (9)
- Spa Hotels (3)
More Accommodation Types in South Side
- Apartments in South Side (373)
- Vacation Homes in South Side (342)
- Condo Rentals in South Side (138)
- Motels in South Side (47)
- Aparthotels in South Side (34)
- Cottages in South Side (20)
- B&B in South Side (19)
- Cabin Rentals in South Side (7)
- Guest Houses in South Side (5)
- Hostels in South Side (4)
- RV Parks in South Side (2)
- Villas in South Side (2)
- Farmstay in South Side (1)
- Resorts in South Side (1)
- Residences in South Side (1)
Explore more hotels
- Hyatt Regency Chicago
- citizenM Chicago Downtown
- The Whitehall Hotel, BW Premier Collection
- Hyatt Centric The Loop Chicago
- DoubleTree by Hilton Chicago - Magnificent Mile
- Marriott Chicago O'Hare
- The Royal Sonesta Chicago Downtown
- Hilton Chicago
- Virgin Hotels Chicago
- Travelodge by Wyndham Downtown Chicago
- Hilton Garden Inn Chicago Downtown/Magnificent Mile
- Aloft Chicago Mag Mile
- Palmer House a Hilton Hotel
- Club Quarters Hotel Wacker at Michigan, Chicago
- Silversmith Hotel Chicago Downtown
- The Royal Sonesta Chicago River North
- La Quinta Inn & Suites by Wyndham Chicago Downtown
- voco Chicago Downtown, an IHG Hotel
- Hilton Chicago/Magnificent Mile Suites
- Best Western Grant Park Hotel