A cornfield, barns, and silo towers under a clear sky.

Homer Glen 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 Homer Glen Vacation

The fascinating city of Homer Glen is calling your name. Immerse yourself in everything it has to offer with a Homer Glen vacation package that's customized to you. Fill your days with tours of Cog Hill Golf & Country Club, Orland Park Sportsplex and Orland Square, some of the attractions you should see during a trip to Homer Glen. A few clicks is all it takes to craft your perfect Homer Glen vacation on Expedia.

Top Homer Glen vacation deals

Price found within the past 48 hours. Click for updated prices.
  • Dec 19 - Dec 23

    Sheraton Grand Chicago Riverwalk + Flight

    Downtown Chicago
    4 nights
    4.0 star property
    8.6/10 - Excellent (1,876 reviews)
    Roundtrip • Hamilton (YHM) - Chicago (ORD)
    YHM - ORD • 1 stop ORD - YHM • 1 stop
    CA $2,739
    CA $1,191
    per traveller
    found 1 day ago
    Sheraton Grand Chicago Riverwalk
  • Jan 17 - Jan 20

    The Peninsula Chicago + Flight

    Downtown Chicago
    3 nights
    5.0 star property
    9.8/10 - Exceptional (1,008 reviews)
    Roundtrip • Calgary (YYC) - Chicago (ORD)
    YYC - ORD • 1 stop ORD - YYC • 1 stop
    CA $1,909
    CA $1,330
    per traveller
    found 1 day ago
    The Peninsula Chicago
  • Dec 27 - Jan 2

    Kimpton Gray Hotel by IHG + Flight

    Downtown Chicago
    6 nights
    4.5 star property
    9.4/10 - Exceptional (1,003 reviews)
    "Rooms were dated and carpeting was old. There was just a sense that it had seen better days. Beds were good. Would not stay in that neighborhood next time."
    Reviewed November 6, 2026
    Roundtrip • Toronto (YTO) - Chicago (ORD)
    YTZ - ORD • Nonstop ORD - YTZ • Nonstop
    Save 100% on your flight
    CA $2,098
    CA $1,465
    per traveller
    found 1 day ago
    Kimpton Gray Hotel by IHG
  • Dec 27 - Jan 2

    Park Hyatt Chicago + Flight

    Downtown Chicago
    6 nights
    5.0 star property
    9.6/10 - Exceptional (1,001 reviews)
    "Given the price point and other reviews, we came here expecting a luxury stay similar to the Waldorf Astoria, Four Seasons, and Peninsula, which are some of our favorite properties to stay at. However, everything from the service and cleanliness to the ambiance of the entrance and lobby and the amenities (other than the gym, which was excellent) is best described as an upgraded version of an average Hilton, Hyatt, or Marriott. For example, there was a hair in the bed. When we reported it, the..."
    Reviewed November 4, 2026
    Roundtrip • Toronto (YTO) - Chicago (ORD)
    YTZ - ORD • Nonstop ORD - YTZ • Nonstop
    Save 100% on your flight
    CA $3,612
    CA $2,536
    per traveller
    found 1 day ago
    Park Hyatt Chicago
  • Dec 24 - Dec 28

    Trump International Hotel & Tower Chicago + Flight

    Downtown Chicago
    4 nights
    5.0 star property
    9.6/10 - Exceptional (2,077 reviews)
    "Beautiful hotel situated perfectly for most downtown Chicago activities. Attentive staff and amazing views from our 14th floor lake view room. This stay has been on my bucket list for awhile. This hotel experience did not disappoint"
    Reviewed November 6, 2026
    Roundtrip • Toronto (YTO) - Chicago (ORD)
    YTZ - ORD • Nonstop ORD - YTZ • Nonstop
    CA $2,457
    CA $1,902
    per traveller
    found 1 day ago
    Trump International Hotel & Tower Chicago

Homer Glen 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 Homer Glen vacation package cost?

Offering great value package deals from CA $1,191 on Expedia, you'll be thrilled with how little a vacation to Homer Glen costs! Our packages mean less travel planning for you and greater savings.

What are the cheapest months to go to Homer Glen?

The off-season is the best time to visit Homer Glen if you're trying to keep costs down. Another tip for finding cheap Homer Glen vacation packages? Avoid visiting during public holidays and any major festivals.

How many days is enough for Homer Glen?

Usually, a few days is great for a Homer Glen vacation. With a well-planned itinerary, you can visit all the major attractions including Orland Park Sportsplex, as well as explore some hidden treasures along the way.

How to find the best Homer Glen package deals?

Landing a cheap Homer Glen package deal is a breeze with Expedia. After you've entered your preferred dates and destination under our "Packages" tab, set your budget range, add a couple of filters and browse what's available. You can personalize your search by "Area," "Amenities," "Property type" and more. Sort the results by "Price: low to high" to view the most wallet-friendly Homer Glen package deals. Want a simple trick to score the biggest savings? Have some flexibility with your departure dates and consider travelling on a weekday, when prices are often lower.

Is it cheaper to book a Homer Glen vacation as a package?

An Expedia vacation package could score you significant savings when compared to booking accommodations and flights individually. Better still, you can personalize your Homer Glen getaway to match your exact needs. Choose your preferred flight time, select the hotel type and add a car rental. Check out our great deals to see how much you can save.

When to book a vacation package to Homer Glen?

Secure fantastic discounts by booking your flights early with Expedia. If being spontaneous is more your thing, snap up one of our last-minute deals for a spur-of-the-moment Homer Glen adventure.

How to plan a trip to Homer Glen?

  1. Choose the ideal time to travel: Your schedule, preferred season and the type of weather you enjoy can all influence your decision on when to visit Homer Glen.
  2. Set a budget: Consider expenses such as flights, meals and transportation when working out how much to set aside for your trip to Homer Glen. Then, select a property that works with your budget, whether that's a wallet-friendly stay or a swankier getaway.
  3. Decide how long to go away for: Now that you're up to speed on Homer Glen, you can figure out the right length of your vacation. Create a rough plan and allocate enough time to cover everything you want to do.
  4. Bundle your hotel and flights: Awesome destination, check. Length of stay, check. Now all that's left is to choose a Homer Glen vacation package that brings all your bookings together.

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