Kankakee Vacations

Book a Hotel + Flight or Car together to unlock savings

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    Better together
    Save up to ￥45,448 when you book a flight and hotel together*
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    Find the right fit
    With over 300,000 hotels worldwide, it's easy to create a perfect package
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    Rest easy
    Plan, book, and manage your trip all in one place

Find the Best Kankakee Vacation Packages

Kankakee Hotel Deals

Four Winds Casino Resort – New Buffalo
Four Winds Casino Resort – New Buffalo
3.5 out of 5
11111 Wilson Road, New Buffalo, MI
9.2/10 Wonderful! (1,340 reviews)
Mom and Daughter adventure
"We had everything we needed, Restaurants close some days Pool is awesome Side trips and shopping good"

Reviewed on Jun 26, 2025

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Four Winds Casino Resort – New Buffalo
Four Winds Casino South Bend
Four Winds Casino South Bend
3 out of 5
3000 Prairie Ave, South Bend, IN
Fully refundableReserve now, pay when you stay
The price is ￥15,551 per night from Jun 30 to Jul 1
￥15,551
￥19,439 total
Jun 30 - Jul 1
includes taxes & fees
9.6/10 Exceptional! (534 reviews)
Wonderful surprise
"We had to be close by for business and stayed here because of the high ratings. We were pleasantly surprised. This is a beautiful and clean property. We ate at Timbers once and the food was very good. The bed was comfortable and the shower was hot, water pressure good. Elevators were fast."

Reviewed on Jun 23, 2025

Four Winds Casino South Bend
The Inn at Saint Mary's
The Inn at Saint Mary's
3.5 out of 5
53993 Indiana State Route 933, South Bend, IN
Fully refundableReserve now, pay when you stay
The price is ￥19,388 per night from Jul 10 to Jul 11
￥19,388
￥22,296 total
Jul 10 - Jul 11
includes taxes & fees
9.2/10 Wonderful! (1,000 reviews)
"Nothing. All is good."

Reviewed on Jun 24, 2025

The Inn at Saint Mary's
See all 561 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.

Frequently asked questions

How much does a Kankakee vacation package cost?
You'll find cheap prices on Expedia for your Kankakee escape. However, factors like your choice of hotel, the season and length of stay will influence how much your vacation to Kankakee costs.
What are the cheapest months to go to Kankakee?
If you're looking to score a cheap Kankakee vacation package, consider visiting in January, February and November. You'll usually find lower rates on flights and hotels during these quieter months --- ideal for travelers wishing to save money.
How many days is enough for Kankakee?
With a well-organized itinerary, you can easily tick off the most popular Kankakee sights in a few days. But if you prefer to discover hidden gems or go on day trips, consider booking your Kankakee vacation for longer.
How to find the best Kankakee package deals?
Use Expedia's filters to find some unbeatable Kankakee package deals. When you begin your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or look for Kankakee package deals in the off-season. Switch up your travel dates and you may score even better discounts. As a rule of thumb, it's typically best to book your vacation package as early as possible.
Is it cheaper to book a Kankakee vacation as a package?
An Expedia vacation package could score you significant savings when compared to booking flights and hotels separately. Better still, you can customize your Kankakee trip to fit your exact needs. Pick your preferred flight time, select the hotel type and add a car rental. Explore our bundles to see how much you can save.
When to book a vacation package to Kankakee?
If you're planning an impromptu Kankakee adventure, check out our last-minute deals that can be booked up to a week before you go. Prefer not to wait until the last minute? You can find awesome deals on your flights and hotels by booking well in advance.
How to plan a trip to Kankakee?

  1. Choose when to go: Check your diary and pack your bags. Your favorite season and the type of activities available will also help you decide when to escape to Kankakee.
  2. Figure out your budget: Make sure you have enough money to pay for everything from dining out and transportation to experiences and flights. Your accommodations will likely be the biggest expense during your trip to Kankakee.
  3. Decide how long to go for: Now that you're more familiar with Kankakee, you can figure out the right length of your vacation. Create a draft plan and give yourself enough time to get through everything on your must-do list.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, hotels, car rental and more into a tailored Kankakee vacation package.

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