Kankakee Vacation Packages

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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.
Chicago Athletic Association, a Hyatt Hotel

Chicago Athletic Association, a Hyatt Hotel

4.5 out of 5
Downtown Chicago
Price was CA $1,354, price is now CA $817 per person
CA $817
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9/10 Wonderful! (1,001 reviews)
One of the tvs didnt work, and neither did the room phone. Dislike the texting communication, and having to go thru 3rd party just to call front desk.

Reviewed on Aug. 17, 2025

The Wade

The Wade

4.5 out of 5
Downtown Chicago
Price was CA $1,772, price is now CA $1,025 per person
CA $1,025
per person
Oct 5 - Oct 11
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
8.2/10 Very Good! (1,156 reviews)
The room and view were super nice. Even with not being on the waterfront side of the build we werent disappointed. Check in staff could be nicer but the bar staff was excellent. Nice and informative for travelers. The pier was i. Walking distance. Food and shopping all around and spotless insude and out. Really enjoyed the stay

Reviewed on Aug. 20, 2025

The Royal Sonesta Chicago River North

The Royal Sonesta Chicago River North

4.5 out of 5
Downtown Chicago
Price was CA $2,100, price is now CA $1,236 per person
CA $1,236
per person
Oct 5 - Oct 11
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,980 reviews)
Friendly staff, clean and comfortable, convenient location

Reviewed on Aug. 20, 2025

Park Hyatt Chicago

Park Hyatt Chicago

5 out of 5
Downtown Chicago
Price was CA $3,930, price is now CA $2,317 per person
CA $2,317
per person
Oct 5 - Oct 11
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
Nothing beats a stay at the Park Hyatt when in Chicago!

Reviewed on Aug. 10, 2025

Trump International Hotel & Tower Chicago

Trump International Hotel & Tower Chicago

5 out of 5
Downtown Chicago
Price was CA $1,851, price is now CA $1,121 per person
CA $1,121
per person
Oct 22 - Oct 25
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9.4/10 Exceptional! (1,679 reviews)
This property is beautiful and located in a great area.

Reviewed on Aug. 19, 2025

Ready to book your vacation to Kankakee?

 

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Kankakee Hotel Deals

Red Roof Inn PLUS+ Chicago - Willowbrook

Red Roof Inn PLUS+ Chicago - Willowbrook

2.5 out of 5
7535 Kingery Highway, Willowbrook, IL
Fully refundableReserve now, pay when you stay
The price is CA $82 per night from Sep 15 to Sep 16
CA $82
CA $92 total
Sep 15 - Sep 16
includes taxes & fees
6.2/10 (1,007 reviews)
"Chilis Target"

Reviewed on Aug. 16, 2025

Red Roof Inn PLUS+ Chicago - Willowbrook
The Champagne Lodge & Luxury Suites

The Champagne Lodge & Luxury Suites

3.5 out of 5
16 W 621 S. Frontage Rd, Willowbrook, IL
The price is CA $124 per night from Sep 8 to Sep 9
CA $124
CA $166 total
Sep 8 - Sep 9
includes taxes & fees
8.4/10 Very Good! (1,204 reviews)
"The oversized jacuzzi in the room"

Reviewed on Aug. 16, 2025

The Champagne Lodge & Luxury Suites
Motel 6 Bridgeview, IL

Motel 6 Bridgeview, IL

2 out of 5
9625 S 76th Ave, Bridgeview, IL
Fully refundableReserve now, pay when you stay
The price is CA $69 per night from Aug 25 to Aug 26
CA $69
CA $77 total
Aug 25 - Aug 26
includes taxes & fees
6.8/10 (1,206 reviews)
"Excellent"

Reviewed on Aug. 19, 2025

Motel 6 Bridgeview, IL
See all 575 properties in Kankakee
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Kankakee vacation package cost?
You can grab a vacation package to this destination from CA $817 on Expedia. However, how much your vacation to Kankakee costs will depend on the season, length of stay and hotel choice.
What are the cheapest months to go to Kankakee?
If you'd like to snag a cheap Kankakee vacation package, consider planning a trip in December, January and February. You'll generally find lower rates on hotels and airfares during these quieter months — ideal for a budget-friendly break.
How many days is enough for Kankakee?
The ideal duration of your Kankakee vacation depends on what you'd like to do and see. Typically, a few days to a week will give you time to tick off all the main sights and explore some hidden spots along the way.
Is it worth booking a vacation package to Kankakee?
It's easy to see why a Kankakee vacation is on the must-do list of many travellers. Top attractions like B. Harley Bradley House are just the beginning of things to see and do here.
How to find the best Kankakee package deals?
Use Expedia's handy filters to find some fabulous Kankakee package deals. When you begin your search, just set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your adventure for midweek, or look for Kankakee package deals in the off-season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to book your vacation package well in advance.
Is it cheaper to book a Kankakee vacation as a package?
You can enjoy significant savings on your Kankakee break by booking a personalized vacation package. Check the "Package" heading, then enter your destination and travel dates to see the best airfares and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Kankakee?
Enjoy incredible discounts by booking your flights ahead of time with Expedia. If spontaneity is more your thing, grab one of our last-minute deals for a spur-of-the-moment Kankakee trip.
How to plan a trip to Kankakee?

  1. Choose your travel dates: The things you'd like to do in Kankakee and your preferred season will help you decide when to travel.
  2. Calculate your budget: Ensure you have enough money to pay for everything from food and transportation to flights and activities. Your accommodations will probably be the largest expense during your trip to Kankakee.
  3. Work out your trip length: Consider how long you'd like to spend discovering Kankakee. Plan your itinerary so you can get to all the attractions and experiences you're interested in at a comfortable pace.
  4. Bundle your airfare and accommodations: Once you've nailed down your trip dates and duration, lock in the right Kankakee vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.