Best Luxury Hotels in Southwest Side
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check availability on Southwest Side Luxury Hotels
Tonight
11 Aug - 12 AugTomorrow
12 Aug - 13 AugThis weekend
14 Aug - 16 AugNext weekend
21 Aug - 23 AugOur top choices for Southwest Side luxury hotels
1. Sable at Navy Pier Chicago, Curio Collection by Hilton
Sable at Navy Pier Chicago, Curio Collection by HiltonDowntown Chicago
RM744
RM1,026 total
includes taxes & fees
7 Sept - 8 Sept
RM692
RM943 total
includes taxes & fees
7 Sept - 8 Sept
RM978
RM1,282 total
includes taxes & fees
30 Aug - 31 Aug
4. Bluegreen Vacations Hotel Blake, an Ascend Collection Hotel
Bluegreen Vacations Hotel Blake, an Ascend Collection HotelDowntown Chicago
RM684
RM813 total
includes taxes & fees
7 Sept - 8 Sept
RM619
RM846 total
includes taxes & fees
31 Aug - 1 Sept
RM539
RM770 total
includes taxes & fees
7 Sept - 8 Sept
7. Sofitel Chicago Magnificent Mile
Sofitel Chicago Magnificent MileDowntown Chicago
- Art deco elegance and city views blend at this city centre Chicago hotel near Michigan Avenue.
RM990
RM1,299 total
includes taxes & fees
7 Sept - 8 Sept
RM569
RM797 total
includes taxes & fees
7 Sept - 8 Sept
View all properties
Top Southwest Side Hotel Reviews
Hilton Chicago/Magnificent Mile Suites
10/10 Excellent
"Room was very clean. I would absolutely stay here again"
L7 Chicago by LOTTE
8/10 Good
"Check in was slow. Had to ask about breakfast. Then service for breakfast was really slow. Food was great though."
Fairmont Chicago at Millennium Park
10/10 Excellent
"Good location, room was spacious, big bathroom."
The Royal Sonesta Chicago Downtown
10/10 Excellent
"This place is awesome with family. It’s in a very nice and centrally located downtown area. There are many things to do and nice restaurants nearby."
Crowne Plaza Chicago West Loop by IHG
10/10 Excellent
"Regina should receive more pay(that’s my 2 cents. She didn’t mention or ask me to say this about her pay)! She was everything!! Friendly, helpful and very informative. Peaceful location. I enjoyed the sounds of the city, ASMR for sure. The room was clean, the water pressure was perfect. Bed was comfortable and the pillows had the right amount of fluff!"
Eurostars Magnificent Mile
10/10 Excellent
"Hotel was great and most of the staff was helpful, I did however have to wait an hour for my check luggage and missed my train."
Hyatt Regency O'Hare Chicago
10/10 Excellent
"Breakfast is top notch"
Omni Chicago Hotel
10/10 Excellent
"We had a wonderful suite; the staff was very accommodating and friendly - from check in through to the doormen who were very helpful with directions, etc. when we exited the hotel for our daily adventures. Great menu in the dining room (breakfast and afternoon snacks) - and friendly bar. HIGHLY RECOMMEND."
Explore a world of travel with Expedia
- Hotels near Abbott Park
- Gay friendly Hotels in Bedford Park
- Hotels with free parking in Brookfield
- Beach Resorts in Chicago
- Boutique Hotels in Chicago
- Budget Hotels in Chicago
- Family friendly Hotels in Chicago
- Gay friendly Hotels in Chicago
- Hotels with kitchenette in Chicago
- Hotels with Swimming Pools in Chicago
- Luxury Hotels in Chicago
- Nh Hotels in Chicago
- Pet friendly Hotels in Chicago
- Romantic Hotels in Chicago
- Hotels with Spa in Chicago
- Aparthotels in Chicago
- Chinatown Hotels
- Cicero Hotels
- Budget Hotels in Cook County
- Hotels with Bars / Lounges in Downtown Chicago
- Hotels with Gyms in Downtown Chicago
- Hotels with Views in Downtown Chicago
- Luxury Hotels in Downtown Chicago
- Romantic Hotels in Downtown Chicago
- Forest View Hotels
- Hotels with indoor pool in Hillside
- Pet friendly Hotels in Hillside
- Hometown Hotels
- Gay friendly Hotels in Hyde Park
- Hilton Hotels in Hyde Park
- Hotels with Gyms in Hyde Park
- Aparthotels in Indiana Station
- Kenwood Hotels
- B&B in LaSalle Street Station
- Boutique Hotels in Magnificent Mile
- Hotels with smoking rooms in Magnificent Mile
- Hotels near McCormick Place
- Oak Lawn Hotels
- Hostels in Quincy Metro Station
- Gay friendly Hotels in Sleepy Hollow
- Beach Resorts in South Loop
- Boutique Hotels in The Loop
- Gay friendly Hotels in The Loop
- Hotels near University of Chicago
- Hotels near University of Illinois Chicago
- Hotels with Gyms in West Loop
- Woodlawn Hotels
- Flights from Albuquerque (ABQ) to Chicago (MDW)
- Flights from Athens (AHN) to Chicago (MDW)
- Flights from Amsterdam (AMS) to Chicago (MDW)
- Flights from Anchorage (ANC) to Chicago (MDW)
- Flights from Ann Arbor (ARB) to Chicago (MDW)
- Flights from Hartford (BDL) to Chicago (MDW)
- Flights from Seattle (BFI) to Chicago (MDW)
- Flights from Baton Rouge (BTR) to Chicago (MDW)
- Flights from Burlington (BTV) to Chicago (MDW)
- Flights from Denver (DEN) to Chicago (MDW)
- Flights from Dubai (DXB) to Chicago (MDW)
- Flights from Galesburg (GBG) to Chicago (MDW)
- Flights from Helsinki (HEM) to Chicago (MDW)
- Flights from Horsham (HSM) to Chicago (MDW)
- Flights from Seoul (ICN) to Chicago (MDW)
- Flights from Iowa City (IOW) to Chicago (MDW)
- Flights from New York (JFK) to Chicago (MDW)
- Flights from Joplin (JLN) to Chicago (MDW)
- Flights from Kuala Lumpur (KUL) to Chicago (ORD)
- Flights from Chennai (MAA) to Chicago (MDW)
- Flights from Madrid (MAD) to Chicago (MDW)
- Flights from Majuro (MAJ) to Chicago (MDW)
- Flights from Orlando (MCO) to Chicago (MDW)
- Flights from Miami (MIA) to Chicago (MDW)
- Flights from Monterey (MRY) to Chicago (MDW)
- Flights from New Orleans (MSY) to Chicago (MDW)
- Flights from Portland (PDX) to Chicago (MDW)
- Flights from St. Petersburg (PIE) to Chicago (MDW)
- Flights from Pittsburgh (PIT) to Chicago (MDW)
- Flights from Pueblo (PUB) to Chicago (MDW)
- Flights from Raleigh (RDU) to Chicago (MDW)
- Flights from South Bend (SBN) to Chicago (MDW)
- Flights from Louisville (SDF) to Chicago (MDW)
- Flights from Panglao (TAG) to Chicago (MDW)
- Flights from Tanna (TAH) to Chicago (MDW)
- Flights from Voronezh (VOZ) to Chicago (MDW)
- Flights from Yanbo (YNB) to Chicago (MDW)
- Flights from Montreal (YUL) to Chicago (MDW)