Southwest Side Vacation Packages
Book a Stay + Flight or Car to save on your trip
Top rated hotels for your Southwest Side vacation package
Congress Plaza Hotel
520 South Michigan Avenue, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
6.99 mi from city center
$145 nightly
The price is $170 total per night
$170 total
Nov 2 - Nov 3
Total with taxes and fees
Guests of Congress Plaza Hotel enjoy a gym, free WiFi in public areas, and meeting rooms. Self parking is offered for USD 62.00 per night. Multilingual staff at the front desk are standing by 24/7 to help with concierge services, luggage storage, and securing valuables. Additional amenities include conference space, a business center, and express check-out.
Free WiFi
Restaurant
Freehand Chicago
19 East Ohio Street, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
7.92 mi from city center
$95 nightly
The price is $112 total per night
$112 total
Nov 10 - Nov 11
Total with taxes and fees
Guests of Freehand Chicago enjoy features like a 24-hour gym, free WiFi in public areas, and express check-in. Self parking is offered for USD 49 per night. Multilingual staff at the 24-hour front desk can assist with tours or tickets, dry cleaning/laundry, and luggage storage. Additional amenities include express check-out, laundry facilities, and a fireplace in the lobby.
Pet friendly
Free WiFi
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl, Chicago, IL
Free Cancellation
Reserve now, pay when you stay
8.49 mi from city center
$110 nightly
The price is $129 total per night
$129 total
Nov 16 - Nov 17
Total with taxes and fees
Guests of Hilton Chicago/Magnificent Mile Suites enjoy a gym, free WiFi in public areas, and conference space. Valet parking is available for USD 82 per night. The front desk has multilingual staff on hand 24/7 to help with securing valuables, dry cleaning/laundry, and luggage storage. Additional amenities include a business center, express check-out, and a porter/bellhop.
Pet friendly
Free WiFi
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.
Explore More Ways to Travel with Travelocity
- Hotels near United Center
- Pet Friendly Hotels in Glendale
- Apartments in Ashland-63rd Station
- Hotels near Ashland-63rd Station
- Inns in Ashland-63rd Station
- Cottages in Halsted Station
- Inns in Halsted Station
- Motels in Halsted Station
- Hotels near Midway Intl.
- Cheap Hotels in Chicago
- Hotels with Hot Tubs in Chicago
- Romantic Getaways & Hotels in Chicago
- Chicago Hotels
- New City Hotels
- Motels in Pulaski Station
- 4 Star Hotels in Brighton Park
- Boutique Hotels in Brighton Park
- Brighton Park Hotels
- 4 Star Hotels in Gage Park
- Gage Park Hotels
- 4 Star Hotels in West Elsdon
- 5 Star Hotels in West Elsdon
- West Elsdon Hotels
- Hotels near Marquette Park
- Apartments in 35th-Archer Station
- Englewood Hotels
- Hotels with Free Parking in Downtown Chicago
- Downtown Chicago Hotels
- Flights from Midway Intl.
- Flights to Chicago
- Flights from Atlanta to Chicago
- Flights from Austin to Chicago
- Flights from Boston to Chicago
- Flights from Charlotte to Chicago
- Flights from Chicago
- Flights from Cincinnati to Chicago
- Flights from Cleveland to Chicago
- Flights from Columbus to Chicago
- Flights from Dallas to Chicago
- Flights from Denver to Chicago
- Flights from Detroit to Chicago
- Flights from Houston to Chicago
- Flights from Kansas City to Chicago
- Flights from Las Vegas to Chicago
- Flights from Los Angeles to Chicago
- Flights from Memphis to Chicago
- Flights from Miami to Chicago
- Flights from Minneapolis - St. Paul to Chicago
- Flights from Nashville to Chicago
- Flights from New Orleans to Chicago
- Flights from New York to Chicago
- Flights from Orlando to Chicago
- Flights from Philadelphia to Chicago
- Flights from Phoenix to Chicago
- Flights from Portland to Chicago
- Flights from Raleigh to Chicago
- Flights from Salt Lake City to Chicago
- Flights from San Francisco to Chicago
- Flights from Seattle to Chicago
- Flights from St. Louis to Chicago
- Flights from Toronto to Chicago
- Flights from Washington to Chicago
- Flights from Omaha to Chicago
- Flights from Pittsburgh to Chicago
- Flights from Fort Lauderdale to Chicago
- Flights from Newark to Chicago
- Flights from Tampa to Chicago
- Flights from Jacksonville to Chicago
- United Center
- Oak Lawn Vacations
- Kam Isaiah Israel Congregation
- Holy Innocents Church
- Chicago Theatre
- Chicago Museum Campus Vacations
- Chicago Museum of Science and Industry
- Cicero Vacations
- American Medical Association Headquarters
- Harris Theater
- Magnificent Mile Vacations
- Illinois Institute of Technology
- Marina City
- Museum of Broadcast Communications
- Chicago Vacations
- Willis Tower
- Forest View Vacations
- Burbank Vacations
- Art Institute of Chicago
- Chicago Riverwalk
- Cooper Dual Language Academy
- Chicago Loop Synagogue
- Grant Park
- Mccormick Place
- Buckingham Fountain
- Elijah Muhammad House
- Ping Tom Memorial Park
- Downtown Chicago Vacations
- Seatgeek Stadium
- 4944 S Woodlawn Ave
