A frozen river with snow-covered banks and trees in the background during sunset.

Matteson Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*
  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package
  • Rest easy

    Plan, book, and manage your trip all in one place

Your Matteson Vacation

Prepare to experience Matteson on your own terms with a custom Matteson vacation package! Discovering the treasures of this interesting city is simple with a base in a neighborhood such as Flossmoor, which is great for golfing, among other things. Eager to venture out and explore? Hollywood Casino Amphitheatre, Odyssey Fun World and Coyote Run Golf Course are just a few of the top-rated places to visit during a trip to Matteson. Expedia has what you need to escape your routine. Tailor your vacation to Matteson to suit your travel style, whatever that may be.

Top Matteson vacation deals

Price found within the past 48 hours. Click for updated prices.
  • Jan 21 - Jan 24

    Hotel Saint Clair- Magnificent Mile + Flight

    Downtown Chicago
    3 nights
    4.0 star property
    8.6/10 - Excellent (2,408 reviews)
    Roundtrip • Toronto (YTO) - Chicago (ORD)
    YTZ - ORD • 1 stop ORD - YYZ • Nonstop
    CA $913
    CA $688
    per traveller
    found 1 day ago
    Hotel Saint Clair- Magnificent Mile
  • Dec 19 - Dec 25

    The Emily Hotel + Flight

    Downtown Chicago
    6 nights
    4.0 star property
    9.2/10 - Wonderful (1,360 reviews)
    "Great location in the West Loop. The rooms are big and the beds are comfy. We’ve stayed there three times. The outdoor theatre shows great films and has an outdoor bar. Coffee shop is in the lobby. There’s not really a fun bar, but lots of places to have cocktails in the neighborhood. A lobby fireplace would be a nice addition in the lobby for cold Chicago nights."
    Reviewed November 13, 2026
    Roundtrip • Toronto (YTO) - Chicago (ORD)
    YYZ - ORD • Nonstop ORD - YYZ • Nonstop
    CA $1,734
    CA $1,159
    per traveller
    found 0 hours ago
    The Emily Hotel
  • Jan 21 - Jan 24

    The Peninsula Chicago + Flight

    Downtown Chicago
    3 nights
    5.0 star property
    9.8/10 - Exceptional (1,000 reviews)
    Roundtrip • Toronto (YTO) - Chicago (ORD)
    YTZ - ORD • 1 stop ORD - YYZ • Nonstop
    CA $1,944
    CA $1,379
    per traveller
    found 1 day ago
    The Peninsula Chicago
  • Jan 21 - Jan 24

    Sheraton Grand Chicago Riverwalk + Flight

    Downtown Chicago
    3 nights
    4.0 star property
    8.6/10 - Excellent (1,883 reviews)
    Roundtrip • Toronto (YTO) - Chicago (ORD)
    YTZ - ORD • 1 stop ORD - YYZ • Nonstop
    CA $1,111
    CA $797
    per traveller
    found 1 day ago
    Sheraton Grand Chicago Riverwalk
  • Jan 21 - Jan 24

    Le Méridien Essex Chicago + Flight

    Downtown Chicago
    3 nights
    4.0 star property
    9.0/10 - Wonderful (1,001 reviews)
    Roundtrip • Toronto (YTO) - Chicago (ORD)
    YTZ - ORD • 1 stop ORD - YYZ • Nonstop
    CA $955
    CA $711
    per traveller
    found 1 day ago
    Le Méridien Essex Chicago

Matteson Hotel Deals

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 Matteson vacation package cost?

You can grab a vacation package to this popular destination from CA $688 on Expedia. But how much your vacation to Matteson costs will depend on factors like your hotel choice, season and length of stay.

What are the cheapest months to go to Matteson?

December, January and February are the best times to search for cheap Matteson vacation packages. Opting to travel in quieter periods means you can typically find reduced prices on hotels and flights.

How many days is enough for Matteson?

With around 2 days, you'll have plenty of time to experience popular neighbourhoods like Country Club Hills and Flossmoor during your Matteson vacation. Be sure to also add George Dunne National Golf Club and Ravisloe Country Club to your list of must-sees. Looking for more adventures? Consider exploring outside of Matteson on tours and day trips.

How to find the best Matteson package deals?

Begin your search for a Matteson package deal by entering your destination and preferred travel dates under our "Packages" tab. Then apply some filters, like "Guest rating" and "Property type," to fine-tune the results to your exact style. You can also sort by "Package discount" and browse offers that come with unbeatable savings. If you don't find the ideal Matteson package deal right away, simply change your dates and search again. Remember that deals are only available for a limited time, so book early and get your Matteson adventure underway.

Is it cheaper to book a Matteson vacation as a package?

You can enjoy significant savings on your Matteson break by booking a tailored vacation package. Click on the "Package" heading, then select your travel dates and destination to browse some great hotel prices and airfares. Bundling can save travellers hundreds of dollars. Consider adding a rental car and you may score a better deal.

When to book a vacation package to Matteson?

If you have your Matteson travel dates finalized, book as early as you can to grab some fantastic deals. With Expedia, you can generally reserve some flights up to a year in advance. Prefer spontaneous adventures? Our last-minute deals are perfect for impromptu escapes.

How to plan a trip to Matteson?

  1. Choose the best time to travel: Your schedule, preferred season and the type of weather you like can all influence your decision on when to visit Matteson.
  2. Set a budget: Consider costs such as flights, food and transportation when calculating how much to set aside for your trip to Matteson. Then, choose a hotel that works with your budget, whether that's a low-cost option or a more luxurious getaway.
  3. Decide how long to go away for: Now that you know more about Matteson, you can figure out the perfect length of your break. Put together a draft itinerary and give yourself enough time for all the things you want to do.
  4. Bundle your bookings: With your travel dates in order, you can combine your flights, car rental, hotels and more into a tailored Matteson vacation package.

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