Olympia Fields Vacation Packages
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to CA $4,200 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
Your Olympia Fields Vacation
Take the hassle out of travel planning with a Olympia Fields vacation package. One of the best neighborhoods to base yourself in this captivating city is Flossmoor, which is good for golfing and much more. Fill your spare time with tours of Hollywood Casino Amphitheatre, Odyssey Fun World and Coyote Run Golf Course, some of the attractions you shouldn't miss during a trip to Olympia Fields. Check out Expedia's extensive range of travel options and book your perfect vacation to Olympia Fields today.
Top Olympia Fields vacation deals
- Sheraton Grand Chicago Riverwalk
Dec 19 - Dec 25Sheraton Grand Chicago Riverwalk + Flight
Downtown Chicago6 nights4.0 star property8.6/10 - Excellent (1,889 reviews)Roundtrip • Toronto (YTO) - Chicago (ORD)YYZ - ORD • Nonstop ORD - YYZ • NonstopCA $1,794CA $1,127found 1 day agoper traveller - The Emily Hotel
Dec 19 - Dec 25The Emily Hotel + Flight
Downtown Chicago6 nights4.0 star property9.2/10 - 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, 2026Roundtrip • Toronto (YTO) - Chicago (ORD)YYZ - ORD • Nonstop ORD - YYZ • NonstopCA $1,734CA $1,159found 1 day agoper traveller - The Peninsula Chicago
Jan 22 - Jan 25The Peninsula Chicago + Flight
Downtown Chicago3 nights5.0 star property9.8/10 - Exceptional (1,000 reviews)Roundtrip • Toronto (YTO) - Chicago (ORD)YTZ - ORD • Nonstop ORD - YTZ • NonstopCA $4,165CA $2,806found 1 hour agoper traveller - Park Hyatt Chicago
Dec 28 - Jan 2Park Hyatt Chicago + Flight
Downtown Chicago5 nights5.0 star property9.6/10 - Exceptional (1,000 reviews)"This place was amazing and the hotel staff was extremely helpful"Reviewed November 10, 2026Roundtrip • Toronto (YTO) - Chicago (ORD)YYZ - ORD • Nonstop ORD - YYZ • NonstopCA $3,057CA $2,112found 22 hours agoper traveller - Sable at Navy Pier Chicago, Curio Collection by Hilton
Jan 22 - Jan 25Sable at Navy Pier Chicago, Curio Collection by Hilton + Flight
Downtown Chicago3 nights4.0 star property9.4/10 - Exceptional (2,763 reviews)Roundtrip • Toronto (YTO) - Chicago (ORD)YTZ - ORD • Nonstop ORD - YTZ • NonstopCA $1,821CA $1,272found 1 hour agoper traveller
Olympia Fields Hotel Deals
Hampton Inn & Suites Chicago Southland-Matteson
Hampton Inn & Suites Chicago Southland-Matteson"Rachel at the front desk was amazing. Warm, friendly and so welcoming. She makes the place worth coming back to."
Spark by Hilton Matteson Chicago I 57
Spark by Hilton Matteson Chicago I 57"Clean room and spacious"
Fairfield by Marriott Inn & Suites Matteson Chicago
Fairfield by Marriott Inn & Suites Matteson Chicago"Perfect recommend"
Wingate by Wyndham Tinley Park
Wingate by Wyndham Tinley Park"The rooms are always clean and comfortable, front desk staff is so welcoming and friendly. The are always there to help out. This is one of my favorite hotels to come too when I need to get away from home."
Quality Inn & Suites Matteson near I-57
Quality Inn & Suites Matteson near I-57
"Very nice rooms and the hotel bar and restaurant are excellent. Variety of food and drink options within walking distance as is Amtrak and Metra access to the city."
Wind Creek Chicago Southland Casino and Hotel
Wind Creek Chicago Southland Casino and Hotel"This is a beautiful hotel the staff is amazing. The rooms are clean and beautiful. The restaurant Alto is amazing there the steak is delicious the service was awesome . This was our second stay."
Holiday Inn Express & Suites Chicago - Oak Forest by IHG
Holiday Inn Express & Suites Chicago - Oak Forest by IHGFrequently Asked Questions
How much does an Olympia Fields vacation package cost?
Offering great value package deals from CA $1,127 on Expedia, you'll be thrilled with how little a vacation to Olympia Fields costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Olympia Fields?
You can typically find lower rates and greater availability in January, February and November. Take a look at our cheap Olympia Fields vacation packages and you could get some excellent off-season deals.
How many days is enough for Olympia Fields?
With about 2 days, you'll have enough time to enjoy popular neighbourhoods like East Hazel Crest and Country Club Hills during your Olympia Fields vacation. Be sure to also add Coyote Run Golf Course and Ravisloe Country Club to your must-do list. In the mood for more adventures? Consider venturing outside of Olympia Fields on day trips and tours.
How to find the best Olympia Fields package deals?
Use Expedia's handy filters to find some unbeatable Olympia Fields package deals. When you begin your search, simply set your maximum budget and then sort the results by "Price: low to high." If you want to save, plan your break for midweek, or browse for Olympia Fields package deals in the low season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's usually best to lock in your vacation package well in advance.
Is it cheaper to book an Olympia Fields vacation as a package?
An Expedia vacation package could land you significant savings when compared to booking flights and stays separately. Better still, you can customize your Olympia Fields getaway to fit your exact style. Choose your preferred flight time, select the hotel type and add a car rental. Browse our great deals to see how much you can save.
When to book a vacation package to Olympia Fields?
If you have your Olympia Fields travel dates finalized, book early to grab some unbeatable deals. With Expedia, you can often reserve some flights up to one year in advance. Prefer spontaneous trips? Our last-minute deals are ideal for jetting off on a whim.
How to plan a trip to Olympia Fields?
- Choose the perfect time to travel: Your schedule, favourite season and the type of weather you like can all influence your decision on when to go to Olympia Fields.
- Calculate your budget: Ensure you have enough money to cover everything from transportation and meals to airfares and activities. Your hotel will likely be the largest expense during your trip to Olympia Fields.
- Decide how long to go away for: Now that you're up to speed on Olympia Fields, you can work out the right length of your vacation. Create a rough plan and allocate enough time to cover everything you want to do.
- Combine your accommodations and airfare: Once you've nailed down your trip dates and duration, book the perfect Olympia Fields vacation package for you.