Book Hotels in Southwest Side, IL
Cabins, apartments, houseboats! We offer comfortable & private vacation rentals
Save an extra 10% or more on select hotels with Member Discounts
Access exclusive hotel deals, only with the Travelocity app
Check prices for these dates
Top Southwest Side hotels
citizenM Chicago Downtown
80 East Wacker Place, Chicago, IL
Fully refundableReserve now, pay when you stay
$173 nightly
The price is $204 total per night from Nov 3 to Nov 4
$204 total
Nov 3 - Nov 4
Total with taxes and fees
This hotel features a restaurant, a gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. ...
"This hotel is right off of Michigan Ave with many restaurants, stores, and museums. Excellent location."
Reviewed on Sep 30, 2025
InterContinental Chicago Magnificent Mile by IHG
505 N Michigan Ave, Chicago, IL
Fully refundable
$281 nightly
The price is $324 total per night from Nov 2 to Nov 3
$324 total
Nov 2 - Nov 3
Total with taxes and fees
This luxury hotel includes 2 restaurants, an indoor pool, and a gym. Enjoy the steam room and perks like free WiFi. A bar/lounge, a 24-hour front desk, and a ...
"Great Location."
Reviewed on Oct 6, 2025
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl, Chicago, IL
Fully refundableReserve now, pay when you stay
$144 nightly
The price is $170 total per night from Nov 3 to Nov 4
$170 total
Nov 3 - Nov 4
Total with taxes and fees
A gym, valet parking, and concierge services are featured at this hotel. WiFi in public areas is free. Traveling on business? Take advantage of the 8 conference ...
"Our stay was great"
Reviewed on Oct 6, 2025
The Allegro Royal Sonesta Hotel Chicago Loop
171 W Randolph St, Chicago, IL
Fully refundableReserve now, pay when you stay
$196 nightly
The price is $230 total per night from Nov 2 to Nov 3
$230 total
Nov 2 - Nov 3
Total with taxes and fees
This hotel features a 24-hour gym and a bar/lounge. Traveling on business? Take advantage of the 15 conference rooms on site, along with the valet parking and ...
"Great hotel and very friendly staff"
Reviewed on Oct 5, 2025
Embassy Suites by Hilton Chicago Downtown River North
600 N State St, Chicago, IL
Fully refundableReserve now, pay when you stay
$169 nightly
The price is $199 total per night from Nov 5 to Nov 6
$199 total
Nov 5 - Nov 6
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the gym and free full breakfast each morning. Valet parking, a business center, and ...
"Everything was perfect"
Reviewed on Oct 5, 2025
Hilton Garden Inn Chicago Downtown/Magnificent Mile
10 E Grand Ave, Chicago, IL
Fully refundableReserve now, pay when you stay
$175 nightly
The price is $206 total per night from Oct 20 to Oct 21
$206 total
Oct 20 - Oct 21
Total with taxes and fees
This hotel features a restaurant, an indoor pool, and a bar/lounge. Enjoy the gym and perks like free WiFi. Express check-out, luggage storage, and concierge ...
"Rooms are clean, public transportation is close by and there is a lot of walkable food options."
Reviewed on Oct 6, 2025
Warwick Allerton - Chicago
701 North Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
$113 nightly
The price is $133 total per night from Nov 3 to Nov 4
$133 total
Nov 3 - Nov 4
Total with taxes and fees
This hotel features a 24-hour gym and a bar/lounge. Families will appreciate the onsite laundry facilities and babysitting. WiFi in public areas is free.
"We chose this hotel due to location, and previous stays there."
Reviewed on Oct 2, 2025
Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
Fully refundableReserve now, pay when you stay
$145 nightly
The price is $170 total per night from Nov 2 to Nov 3
$170 total
Nov 2 - Nov 3
Total with taxes and fees
This smoke-free hotel's 2 restaurants, 2 bars/lounges, and gym are some of the featured amenities. Traveling on business? Take advantage of the business center ...
"Multiple shopping options"
Reviewed on Oct 3, 2025
Freehand Chicago
19 East Ohio Street, Chicago, IL
Fully refundableReserve now, pay when you stay
$92 nightly
The price is $109 total per night from Nov 4 to Nov 5
$109 total
Nov 4 - Nov 5
Total with taxes and fees
This hotel features a restaurant, a 24-hour gym, and a bar/lounge. WiFi in public areas is free. Self parking, a coffee shop, and a snack bar/deli are also ...
Good for 3 nights
"The price was right, the location excellent for shopping, riverwalk, other attractions within walking distance. The rooms are tiny, the bar and breakfast inconsistent. The mattress was terrible and needs to be replaced. The lobby area is beautifully refurbished and a place to spend time reading, ..."
Reviewed on Sep 30, 2025
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.
Recent Southwest Side hotel reviews by fellow wanderers
InterContinental Chicago Magnificent Mile by IHG
5 out of 5
Posted 17 hours ago
Travelocity Verified Review
"Great Location."
A verified traveler stayed at InterContinental Chicago Magnificent Mile by IHG
Explore More Ways to Travel with Travelocity
Explore More Ways to Travel with Travelocity
- Guest Houses in Ashland-63rd Station
- Hotels near Ashland-63rd Station
- Hotels near Canalport Riverwalk Park
- Garfield Ridge Hotels
- Hotels near Marquette Park
- Apartments in 35th-Archer Station
- 4 Star Hotels in Ducktown
- Ducktown Hotels
- Armour Square Hotels
- Hotels near Midway Intl.
- West Englewood Hotels
- Hotels near Rate Field
- Motels in Kedzie Station
- Fuller Park Hotels
- 3 Star Hotels in Gage Park
- Gage Park Hotels
- Hotels near Zhou B Art Center
- Chicago Lawn Hotels
- West Elsdon Hotels
- Glendale Hotels
- Mckinley Park Hotels
- Condos in Garfield Station
- Hotels with Hot Tubs in Chicago
- Chicago Hotels
- Lower West Side Hotels
- Washington Park Hotels
- Hotels near Bridgeport Art Center
- Apartments in Midway Station
- Sleepy Hollow Hotels
- 3 Star Hotels in Canaryville
- Canaryville Hotels
- Little Village Hotels
- 5 Star Hotels in Corwith
- Arcade Hotels in Archer Heights
- Cheap Hotels in Archer Heights
- Hotels with Shopping in Archer Heights
- Archer Heights Hotels
- Bridgeport Hotels
- Downtown Chicago Hotels
- West Lawn Hotels
- Brighton Park Hotels
- Pet Friendly Hotels in Englewood
- Romantic Getaways & Hotels in Englewood
- Englewood Hotels
- Heart of Chicago Hotels
- Flights from Midway Intl.
- Delta Hartford (BDL) to Chicago (MDW) flights
- Delta Cincinnati (CVG) to Chicago (MDW) flights
- Delta Detroit (DTW) to Chicago (MDW) flights
- Delta Atlanta (ATL) to Chicago (MDW) flights
- Delta Minneapolis (MSP) to Chicago (MDW) flights
- Delta San Jose (SJC) to Chicago (MDW) flights
- Delta Washington (DCA) to Chicago (MDW) flights
- Volaris Durango (DGO) to Chicago (MDW) flights
- Flights from Atlanta (ATL) to Chicago (MDW)
- Flights from Austin (AUS) to Chicago (MDW)
- Flights from Nashville (BNA) to Chicago (MDW)
- Flights from Boston (BOS) to Chicago (MDW)
- Flights from Baltimore (BWI) to Chicago (MDW)
- Flights from Charlotte (CLT) to Chicago (MDW)
- Flights from Columbus (CMH) to Chicago (MDW)
- Flights from Denver (DEN) to Chicago (MDW)
- Flights from Dallas (DFW) to Chicago (MDW)
- Flights from Detroit (DTW) to Chicago (MDW)
- Flights from Newark Liberty Intl. Airport (EWR) to Chicago (MDW)
- Flights from Fort Lauderdale (FLL) to Chicago (MDW)
- Flights from Houston (IAH) to Chicago (MDW)
- Flights from Jacksonville (JAX) to Chicago (MDW)
- Flights from New York (JFK) to Chicago (MDW)
- Flights from Las Vegas (LAS) to Chicago (MDW)
- Flights from Los Angeles (LAX) to Chicago (MDW)
- Flights from New York (LGA) to Chicago (MDW)
- Flights from Kansas City (MCI) to Chicago (MDW)
- Flights from Orlando (MCO) to Chicago (MDW)
- Flights from Miami (MIA) to Chicago (MDW)
- Flights from Minneapolis (MSP) to Chicago (MDW)
- Flights from New Orleans (MSY) to Chicago (MDW)
- Flights from Oakland (OAK) to Chicago (MDW)
- Flights from Ontario (ONT) to Chicago (MDW)
- Flights from Portland (PDX) to Chicago (MDW)
- Flights from Philadelphia (PHL) to Chicago (MDW)
- Flights from Phoenix (PHX) to Chicago (MDW)
- Flights from Pittsburgh (PIT) to Chicago (MDW)
- Flights from Raleigh (RDU) to Chicago (MDW)
- Flights from Fort Myers (RSW) to Chicago (MDW)
- Flights from San Diego (SAN) to Chicago (MDW)
- Flights from San Francisco (SFO) to Chicago (MDW)
- Flights from Salt Lake City (SLC) to Chicago (MDW)
- Flights from Orange County (SNA) to Chicago (MDW)
- Flights from St. Louis (STL) to Chicago (MDW)
- Flights from Tampa (TPA) to Chicago (MDW)
- Flights to Chicago
- Hotels near United Center
- Car rentals at Chicago Airport (MDW)
- Cheap Hotels in Chicago
- Hotels near Grant Park
- Flights to Chicago
- Hotels near Chicago Riverwalk
- Hotels near Soldier Field
- Hotels in Chicago
- Car rentals in Chicago
- Hotels near McCormick Place
- Hotels in Hyde Park
- Hotels in Downtown Chicago
