Kankakee Vacation Packages

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    Better together

    Save up to CA $1,096 when you book a flight and hotel together*
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    With over 300,000 hotels worldwide, it's easy to create a perfect package
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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
The price is CA $171 per night from Aug 10 to Aug 11
CA $171
CA $199 total
Aug 10 - Aug 11
includes taxes & fees
9.2/10 Wonderful! (1,399 reviews)
Great staff, excellent dining, but early construct
"Pros: • Seamless check-in with friendly front desk staff • Kristina - with a “K” (bellhop) was incredibly helpful and energetic throughout our stay • Outstanding dining at The Copper Rock—excellent service and food • Travis (bellhop at checkout) also made a great impression with his professionalism ..."

Reviewed on Jul. 16, 2025

Four Winds Casino Resort – New Buffalo
Doubletree Hotel South Bend

Doubletree Hotel South Bend

4 out of 5
123 N Dr. Martin Luther King BLVD, South Bend, IN
Fully refundableReserve now, pay when you stay
The price is CA $146 per night from Aug 17 to Aug 18
CA $146
CA $167 total
Aug 17 - Aug 18
includes taxes & fees
7.6/10 Good! (1,003 reviews)
"Great folks, great location Hilton should be proud!"

Reviewed on Jun. 8, 2025

Doubletree Hotel 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 CA $141 per night from Jul 30 to Jul 31
CA $141
CA $162 total
Jul 30 - Jul 31
includes taxes & fees
9.2/10 Wonderful! (1,007 reviews)
"Love the fact that there is room service"

Reviewed on Jul. 13, 2025

The Inn at Saint Mary's
See all 565 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

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Frequently asked questions

How much does a Kankakee vacation package cost?
You can snap up a vacation package to this destination on Expedia. However, how much your vacation to Kankakee costs will depend on factors like your hotel choice, length of stay and season.
What are the cheapest months to go to Kankakee?
If you're hoping to score a cheap Kankakee vacation package, consider visiting in January, February and November. You'll typically find better rates on flights and accommodations during these quieter months --- perfect for travellers wishing to save money.
How many days is enough for Kankakee?
With a well-planned schedule, you can easily visit the most popular Kankakee sights in a handful of 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 great Kankakee package deals. When you start your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your trip for midweek, or look for Kankakee package deals in the off-peak season. Play around with 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 soon 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 arranging stays and flights individually. Better still, you can tailor your Kankakee getaway to fit your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Kankakee?
If you're considering a spontaneous Kankakee adventure, check out our last-minute deals that can be booked up to one week before you go. Prefer not to wait until the last minute? You can land incredible deals on your hotels and flights by booking ahead.
How to plan a trip to Kankakee?

  1. Pick the best time to travel: Your schedule, favourite season and the type of weather you enjoy can all influence your decision on when to go to Kankakee.
  2. Set a budget: Consider costs like flights, food and transportation when working out how much to save for your trip to Kankakee. Then, select a hotel that works with your budget, whether that's a wallet-friendly option or a lavish getaway.
  3. Work out your trip length: Consider how much time you'd like to spend exploring Kankakee. Plan your itinerary so you can get to all the attractions and experiences you're interested in at a leisurely pace.
  4. Bundle your bookings: With your travel dates in place, you can combine your car rental, hotels, flights and more into a customized Kankakee vacation package.

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