Photo by by Midway Intl Airport

Luxury Hotels & Resorts in Southwest Side from NZ$181
- Change your mindBook hotels with free cancellation
- Be pickySearch almost a million properties worldwide
Check availability on Southwest Side Luxury Hotels
Our top choices for Southwest Side luxury hotels

1. The LaSalle Chicago, Autograph Collection by Marriott
The LaSalle Chicago, Autograph Collection by MarriottDowntown Chicago
9.4 out of 10, Exceptional, (408 reviews)
cleanliness Elegant city centre Chicago luxury with 24-hour fitness and upscale dining steps from Willis Tower.
The price is NZ$394
includes taxes & fees
22 Nov - 23 Nov

2. JW Marriott Chicago
JW Marriott ChicagoDowntown Chicago
9.2 out of 10, Wonderful, (1,000 reviews)
cleanliness Spa indulgence awaits in city centre Chicago where luxurious treatments and premium dining create memorable moments.
The price is NZ$463
includes taxes & fees
27 Nov - 28 Nov

3. Swissotel - Chicago
Swissotel - ChicagoDowntown Chicago
9.0 out of 10, Wonderful, (3,585 reviews)
The price is NZ$332
includes taxes & fees
13 Dec - 14 Dec

4. Le Méridien Chicago - Oakbrook Center
Le Méridien Chicago - Oakbrook CenterOak Brook
9.0 out of 10, Wonderful, (1,001 reviews)
cleanliness Luxurious escape with spa indulgence and dining excellence awaits at this Oak Brook hotel connected to upscale shopping.
The price is NZ$300
includes taxes & fees
22 Nov - 23 Nov

5. Wind Creek Chicago Southland Casino and Hotel
Wind Creek Chicago Southland Casino and HotelEast Hazel Crest
9.4 out of 10, Exceptional, (874 reviews)
The price is NZ$253
includes taxes & fees
1 Dec - 2 Dec

6. Hotel 505 River North
Hotel 505 River NorthDowntown Chicago
9.2 out of 10, Wonderful, (3,021 reviews)
cleanliness Luxury boutique indulgence meets Chicago vibrancy at this River North hotel with indoor pool and restaurant.
The price is NZ$321
includes taxes & fees
15 Dec - 16 Dec

7. DoubleTree Suites by Hilton Htl & Conf Cntr Downers Grove
DoubleTree Suites by Hilton Htl & Conf Cntr Downers GroveDowners Grove
8.4 out of 10, Very good, (1,001 reviews)
The price is NZ$230
includes taxes & fees
13 Dec - 14 Dec

8. Radisson Blu Aqua Hotel Chicago
Radisson Blu Aqua Hotel ChicagoDowntown Chicago
8.6 out of 10, Excellent, (2,182 reviews)
cleanliness Indulgent city retreat offers a seasonal outdoor pool, indoor spa sanctuary, and breathtaking skyline views in city centre Chicago.
The price is NZ$414
includes taxes & fees
13 Dec - 14 Dec

9. LondonHouse Chicago, Curio Collection by Hilton
LondonHouse Chicago, Curio Collection by HiltonDowntown Chicago
9.4 out of 10, Exceptional, (3,894 reviews)
cleanliness Unwind in city centre Chicago's LondonHouse with rejuvenating spa treatments and riverfront luxury.
The price is NZ$374
includes taxes & fees
22 Nov - 23 Nov

10. The Westin Michigan Avenue Chicago
The Westin Michigan Avenue ChicagoDowntown Chicago
8.8 out of 10, Excellent, (1,225 reviews)
cleanliness Indulgent spa retreats and upscale comforts define this luxury Michigan Avenue hotel.
The price is NZ$312
includes taxes & fees
22 Nov - 23 Nov
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 Southwest Side Hotel Reviews

Eurostars Magnificent Mile
10/10 Excellent
Explore a world of travel with Expedia
- Villas in South Side
- Apartments in Chicago 35th Street-Lou Jones-Bronzeville Station
- Holiday Homes in Southwest Side
- Cottages in Southwest Side
- Hotels near SR Crown Hall
- Chicago Hotels
- Hotels near Auburn Park
- Englewood Hotels
- Stickney Hotels
- Little Village Hotels
- Hotels near Hyde Park Hair Salon
- Hotels near University of Chicago
- Hotels near Midway Intl.
- South Loop Hotels
- Mckinley Park Hotels
- West Englewood Hotels
- Washington Park Hotels
- Chinatown Hotels
- Canaryville Hotels
- Luxury Hotels in Central Chicago
- Spa Hotels in South Side
- Cheap Hotels in South Side
- Business Hotels in South Side
- Luxury Hotels in Chicago
- Romantic Hotels in Chicago
- Business Hotels in Chicago
- Casino Hotels in Chicago
- All Inclusive Hotels in Chicago
- Boutique Hotels in Chicago
- Hotels with Parking in Chicago
- Family Hotels in Chicago
- Cheap Hotels in Chicago
- Cheap Hotels in Near South Side
- Cheap Hotels in Near West Side
- Lgbt Welcoming Hotels in West Loop
- Lgbt Welcoming Hotels in Little Village
- Lgbt Welcoming Hotels in South Loop
- Luxury Hotels in Hyde Park
- Pet Friendly Hotels in Hyde Park
- Cheap Hotels in Hyde Park
- Hotels with Pool in Hyde Park
- Lgbt Welcoming Hotels in Printers Row
- Family Hotels in Magnificent Mile
- Pet Friendly Hotels in Oak Lawn
- Hotels with Pool in Clearing
- Lgbt Welcoming Hotels in Clearing
- Family Hotels in Downtown Chicago
- Hotels with Parking in Downtown Chicago
- Hotels with Pool in Armour Square
- Kimpton Hotels in South Side
- Sonesta Hotel in South Side
- Kimpton Hotels in Southwest Side
- Sonesta Hotel in Southwest Side
- La Quinta Inn & Suites Hotels in Southwest Side
- Motel 6 Hotels in Hyde Park
- Motel 6 Hotels in Cicero
- Hard Rock Hotels in Grace Abbott Homes
- Flights from Vopnafjordur (VPN) to Chicago (MDW)
- Flights from Sacramento (SMF) to Chicago (MDW)
- Flights from Anchorage (ANC) to Chicago (MDW)
- Flights from Atlanta (ATL) to Chicago (MDW)
- Flights from Fort Wayne (FWA) to Chicago (MDW)
- Flights from Omaha (OMA) to Chicago (MDW)
- Flights from Huntsville (HSV) to Chicago (MDW)
- Flights from Kansas City (MCI) to Chicago (MDW)
- Flights from St. Louis (STL) to Chicago (MDW)
- Flights from Boston (BOS) to Chicago (MDW)
- Flights from Washington (DCA) to Chicago (MDW)
- Flights from Midland (MAF) to Chicago (MDW)
- Flights from Lake Of The Ozarks (AIZ) to Chicago (MDW)
- Flights from Harrisburg (MDT) to Chicago (MDW)
- Flights from Los Angeles (LAX) to Chicago (MDW)
- Flights from Midway Intl.
- Visit Gage Park
- Visit Ashburn
- Visit Jackson Park Highlands
- Visit McKinley Park
- Visit Chicago Lawn
- Visit Washington Park
- Visit North Lawndale
- Visit Canaryville
- Visit Greater Grand Crossing
- Visit Hometown
- Bridgeport Art Center
- Hyde Park Hair Salon
- Robie House
- Supreme Life Building
- Zhou B Art Center
- Pet-Friendly Holiday Packages Far Southwest Side
- Sixt Rental Cars in Hyde Park
- Enterprise Rental Cars in Hyde Park
- Hertz Rental Cars in South Side
- Hertz Rental Cars in Southwest Side
- Thrifty Car Rental Rental Cars in Far Southwest Side
- Thrifty Car Rental Rental Cars in Midway Intl.
- Ace Rental Cars in Midway Intl.
- Car hire near St Pius Church
- Car hire near Hyde Park Hair Salon





































