Central Chicago Vacation Packages
Book a Stay + Flight or Car to save on your trip
Top Central Chicago vacation package deals
Price found within the past 48 hours. Click for updated prices.
4.0-star property
Eurostars Magnificent Mile
Downtown Chicago
9/10 Wonderful! (3,314 reviews)
May 27 - May 30
3 night stay
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
American Airlines • Coach
Chicago (ORD) to Newark Liberty Intl. Airport (EWR)
Spirit Airlines • Coach
Save 100% on your flight
Price was $1,075, price is now $723 per person
$723
per person
found 1 day ago
In convenient area either by walking or uber
Reviewed on Oct 18, 2025
4.0-star property
Hotel Riu Plaza Chicago
Downtown Chicago
9.4/10 Exceptional! (3,495 reviews)
Jun 4 - Jun 7
3 night stay
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
American Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,471, price is now $953 per person
$953
per person
found 1 day ago
I recommend 100% Everything was good, the staff, room and the food. Also, it is located in a good area.
Reviewed on Jan 14, 2026
4.0-star property
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
9.4/10 Exceptional! (2,401 reviews)
May 27 - May 30
3 night stay
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
American Airlines • Coach
Chicago (ORD) to Newark Liberty Intl. Airport (EWR)
Spirit Airlines • Coach
Save 100% on your flight
Price was $1,651, price is now $1,157 per person
$1,157
per person
found 1 day ago
Courteous staff, clean room, conveniently located right on the pier.
Reviewed on Nov 3, 2025
4.5-star property
Pendry Chicago
Downtown Chicago
9.4/10 Exceptional! (1,140 reviews)
May 21 - May 24
3 night stay
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
Spirit Airlines • Coach
Chicago (ORD) to Newark Liberty Intl. Airport (EWR)
American Airlines • Coach
Save 100% on your flight
Price was $1,042, price is now $741 per person
$741
per person
found 1 day ago
Room was clean and comfortable. We really appreciated the chocolates and water!
Reviewed on Feb 25, 2026
4.5-star property
Fairmont Chicago at Millennium Park
Downtown Chicago
8.6/10 Excellent! (2,076 reviews)
Jun 5 - Jun 8
3 night stay
Newark Liberty Intl. Airport (EWR) to Chicago (ORD)
American Airlines • Coach
Chicago (ORD) to Newark Liberty Intl. Airport (EWR)
Spirit Airlines • Coach
Save 100% on your flight
Price was $1,248, price is now $892 per person
$892
per person
found 1 day ago
The room was great the service was good
Reviewed on Feb 16, 2026
Top rated hotels for your Central Chicago vacation package
Hilton Chicago/Magnificent Mile Suites
198 E Delaware Pl Chicago IL
Free Cancellation
Reserve now, pay when you stay
1.27 mi from city center
$119 nightly
The price is $140 total per night
$140 total
Apr 12 - Apr 13
Total with taxes and fees
At Hilton Chicago/Magnificent Mile Suites, guests enjoy features like an indoor pool, a gym, and free WiFi in public areas. Valet parking is available for USD 82 per night. The front desk has multilingual staff on hand 24/7 to help with dry cleaning/laundry, securing valuables, and luggage storage. Additional amenities include conference space, a business center, and express check-out.
Pool
Pet friendly
Congress Plaza Hotel
520 South Michigan Avenue Chicago IL
Free Cancellation
Reserve now, pay when you stay
0.48 mi from city center
$110 nightly
The price is $129 total per night
$129 total
Apr 5 - Apr 6
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 dry cleaning/laundry. Additional amenities include conference space, a business center, and express check-out.
Free WiFi
Restaurant
Embassy Suites by Hilton Chicago Downtown River North
600 N State St Chicago IL
Free Cancellation
Reserve now, pay when you stay
0.76 mi from city center
$127 nightly
The price is $149 total per night
$149 total
Apr 12 - Apr 13
Total with taxes and fees
Guests of Embassy Suites by Hilton Chicago Downtown River North have access to an indoor pool, a gym, and WiFi in public areas. Valet parking is available for USD 79.00 per night. Multilingual staff at the front desk are standing by 24/7 to help with dry cleaning/laundry, concierge services, and luggage storage. Additional amenities include meeting rooms, conference space, and a business center.
Pool
Breakfast included
Don't see what you're looking for?
See all available properties in Central Chicago
View all propertiesLowest 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 with Balconies in Downtown Chicago
- Hotels with Free Parking in Downtown Chicago
- Downtown Chicago Hotels
- Hotels near Michigan Avenue
- Hotels near United Center
- Hotels near Navy Pier
- Hotels near Grant Park
- Casino Resorts & in Chicago
- Cheap Hotels in Chicago
- Hotels with Free Airport Shuttle in Chicago
- Hotels with Hot Tubs in Chicago
- Romantic Getaways & Hotels in Chicago
- Chicago Hotels
- Motels in Chicago
- Resorts in Chicago
- Magnificent Mile Hotels
- 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 Indianapolis 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 Mexico City 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 Antonio 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 Vancouver to Chicago
- Flights from Washington to Chicago
- Flights from Charleston to Chicago
- Flights from Hartford to Chicago
- Flights from Sacramento 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 Richmond to Chicago
- Flights from Buffalo to Chicago
- Flights from San Jose to Chicago
- Flights from Oklahoma City to Chicago
- Flights from Knoxville to Chicago
- Flights from Tampa to Chicago
- Flights from Jacksonville to Chicago
- Flights from Louisville to Chicago
- Flights from Hyderabad to Chicago
- American Medical Association Headquarters
- Harris Theater
- Downtown Chicago Vacations
- Chicago Riverwalk
- Illinois Institute of Technology
- United Center
- Water Tower Place
- Navy Pier
- Peggy Notebaert Nature Museum
- Museum of Contemporary Art Chicago
- Wicker Park Vacations
- Art Institute of Chicago
- Goose Island Vacations
- Ping Tom Memorial Park
- Grant Park
- Marina City
- Cooper Dual Language Academy
- Chicago Loop Synagogue
- Chicago Vacations
- Lincoln Hall
- Mccormick Place
- St. Stanislaus Kostka Church
- Magnificent Mile Vacations
- Museum of Broadcast Communications
- Holy Innocents Church
- Chicago Children's Museum
- Willis Tower
- Buckingham Fountain
- Chicago Theatre
- Chicago Museum Campus Vacations
- Visit Navy Pier
- Luxury Hotels in Downtown Chicago
- Cheap Hotels in Chicago
- Chicago vacations
- Hotels with Free Airport Shuttle in Chicago
- Hotels with Free Parking in Chicago
- Flights to Chicago
- Hotels in River North
- Hotels near Millennium Park
- Hotels near Chicago Riverwalk
- Romantic Hotels in Chicago
- Hotels in The Loop
- Hotels near Grant Park
- Hotels near Navy Pier
- Hotels near Michigan Avenue
- Things to do in Chicago
- Hotels in Downtown Chicago
- Hotels in Chicago
- Hotels in Magnificent Mile
- Car rentals in Chicago
