Kankakee Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Kankakee Vacation
There's loads to like about Kankakee, from its rich history to its lively atmosphere. When you're ready to say hello to this interesting city, our Kankakee vacation packages are calling your name. Ready to explore? Olivet Nazarene University, Northfield Square Mall and Kankakee Community College are three of the leading places to visit during your trip to Kankakee. A few clicks is all it takes to put together your perfect Kankakee vacation on Expedia.
Top Kankakee Vacation Deals
Price found within the past 48 hours. Click for updated prices.
Baymont by Wyndham Glenview
Price was CA $768, price is now CA $557 per person
CA $557
per person
Jul 30 - Aug 2
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
7.6/10 Good! (1,004 reviews)
Breakfast was there but not a lot
Look at moving in individuals using it as a home
Good location though nice area around the place
Reviewed on May 9, 2026
Swissotel - Chicago
Downtown Chicago
Price was CA $2,632, price is now CA $1,645 per person
CA $1,645
per person
Jul 30 - Aug 2
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (3,303 reviews)
The view is fantastic. You can see the Chicago river on one side, abd skyscraper on tge other side. The small items that the hotel provides, makes the stay, pleasant and homely.
Reviewed on May 10, 2026
Sable at Navy Pier Chicago, Curio Collection by Hilton
Downtown Chicago
Price was CA $2,355, price is now CA $1,579 per person
CA $1,579
per person
Jul 30 - Aug 2
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,489 reviews)
If you plan on staying in this hotel by all means the view is great, but if you plan on moving your vehicle at all the hotel does not validate In-N-Out parking. You have to pay every time you want to leave and come back. Unlike the normal hotel, La Quinta downtown Chicago validate parking yes it’s $70 but you can drive in and out as many times as you want during your stay. Unlike this hotel.
Reviewed on May 8, 2026
Pendry Chicago
Downtown Chicago
Price was CA $1,700, price is now CA $1,206 per person
CA $1,206
per person
Jun 25 - Jun 28
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,124 reviews)
Great staff and perfect place to be in the middle of everything!
Reviewed on Apr 27, 2026
Kimpton Gray Hotel by IHG
Downtown Chicago
Price was CA $1,874, price is now CA $1,364 per person
CA $1,364
per person
Jul 30 - Aug 2
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (1,004 reviews)
Beautiful property. Convenient location for anything in the Loop area. Love the coffee and wine hours. Great restaurant in Boleo, too!
Reviewed on May 5, 2026
Kankakee Hotel Deals
Red Roof Inn PLUS+ Chicago - Willowbrook
7535 Kingery Highway Willowbrook IL
Fully refundableReserve now, pay when you stay
The price is CA $90 per night from May 17 to May 18
CA $90
CA $100 total
May 17 - May 18
includes taxes & fees
6.4/10 (1,104 reviews)
Property was old and rundown. In our room, there were holes in the wall in the bathroom, the light above the sink did not work, only a couple of channels worked on the t.v., the WiFi only worked during the daytime, and the worst part is the ROACHES. We checked in at night and did not see any bugs...but ...
Reviewed on May 9, 2026
DoubleTree by Hilton Chicago - Alsip
5000 W 127th St Alsip IL
Fully refundableReserve now, pay when you stay
The price is CA $173 per night from May 19 to May 20
CA $173
CA $196 total
May 19 - May 20
includes taxes & fees
8.6/10 Excellent! (1,042 reviews)
Clean room
Reviewed on May 7, 2026
The Champagne Lodge & Luxury Suites
16 W 621 S. Frontage Rd Willowbrook IL
The price is CA $139 per night from May 26 to May 27
CA $139
CA $182 total
May 26 - May 27
includes taxes & fees
8.6/10 Excellent! (1,505 reviews)
Room had broken glass from previous stay under bed when we took are used bedding off from are night before leaving we found four other fitted sheets understand it not sure if they were used an jus put a new one on ares but there was also rose peddles we never used that fell out or the sheets we took ...
Reviewed on May 10, 2026
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 a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
