Kankakee Holidays

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    Better together

    Save up to S$134 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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    Plan, book, and manage your trip all in one place

Top hotels in Kankakee

Four Winds Casino Resort – New Buffalo

Four Winds Casino Resort – New Buffalo

3.5 out of 5
11111 Wilson Road, New Buffalo, MI
Fully refundableReserve now, pay when you stay
9.2/10 Wonderful! (1,478 reviews)
"I loved everything about fourwinds. I have no complaints my stay was excellent and i will be back"

Reviewed on 25 Aug, 2025

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Four Winds Casino Resort – New Buffalo
Pine Lake Resort and Banquets

Pine Lake Resort and Banquets

2.5 out of 5
444 Pine Lake Ave, La Porte, IN
Fully refundableReserve now, pay when you stay
The price is S$132 per night from 31 Aug to 1 Sept
S$132
31 Aug - 1 Sept
includes taxes & fees
6.6/10 (507 reviews)
"Beautiful property. I love what they are going for and I believe the end result will be incredible. The evening staff gentleman was easy to understand and knowledgeable."

Reviewed on 18 Aug, 2025

Pine Lake Resort and Banquets
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 S$148 per night from 28 Sept to 29 Sept
S$148
28 Sept - 29 Sept
includes taxes & fees
The Inn at Saint Mary's
See all 564 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 holiday 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 holiday to Kankakee costs.
What are the cheapest months to go to Kankakee?
If you're looking to score a cheap Kankakee holiday package, consider visiting in January, February and November. You'll usually find lower rates on flights and hotels during these quieter months — ideal for travellers wishing to save money.
How many days is enough for Kankakee?
With a well-organised 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 holiday 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 holiday package as early as possible.
Is it cheaper to book a Kankakee holiday as a package?
An Expedia holiday package could score you significant savings when compared to booking flights and hotels separately. Better still, you can customise 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 holiday 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 favourite 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 accommodation 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 holiday. 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 holiday package.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.