Olympia Fields Vacation Packages

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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

Price found within the past 48 hours. Click for updated prices.
Level Chicago - River North

Level Chicago - River North

4 out of 5
Downtown Chicago
Price was CA $1,516, price is now CA $1,090 per person
CA $1,090
per person
Aug 27 - Aug 30
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,020 reviews)
Clean rooms, nice pool, location great

Reviewed on Jul 12, 2026

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was CA $2,113, price is now CA $1,436 per person
CA $1,436
per person
Aug 24 - Aug 28
found 1 hour ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (497 reviews)
Overall, I had a pleasant stay. The room was clean, and the staff were helpful. The property was comfortable and family-friendly. The only improvement would be better Wi-Fi and more breakfast options. I would still recommend this place.

Reviewed on Jul 14, 2026

Omni Chicago Hotel

Omni Chicago Hotel

4.5 out of 5
Downtown Chicago
Price was CA $1,871, price is now CA $1,286 per person
CA $1,286
per person
Sep 18 - Sep 22
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,819 reviews)
Great stay downtown. Great location. Staff was friendly and helpful.

Reviewed on Jul 14, 2026

Sable at Navy Pier Chicago, Curio Collection by Hilton

Sable at Navy Pier Chicago, Curio Collection by Hilton

4 out of 5
Downtown Chicago
Price was CA $2,089, price is now CA $1,466 per person
CA $1,466
per person
Sep 18 - Sep 22
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.4/10 Exceptional! (2,566 reviews)
Very clean nice workers and amazing views

Reviewed on Jul 14, 2026

Level Chicago Fulton Market

Level Chicago Fulton Market

4 out of 5
Downtown Chicago
Price was CA $1,546, price is now CA $1,103 per person
CA $1,103
per person
Aug 30 - Sep 3
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (512 reviews)
We booked a two bedroom unit, but the unit clearly wasn't intended for a 2 bedroom. It was obviously a sitting area or something with a bed squeezed in. There was no vent so it made it impossible to shut the door, but then it was open to the living space and a full wall of windows. In addition, they list housekeeping as an amenity, and advertise one day or long term stays, however, for our 4 night stay, this didn't get housekeeping services. Meaning we had to get towels and coffee each day from the front desk, had piles of trash from cooking and such, and a heap of dirty towels from the week. Staff was friendly, but not really provided agency or capacity to do anything to fix the experience. Even a request for a fan to try to cool the space was impossible for them to solve (although they certainly had one for the front desk to keep staff comfortable).

Reviewed on Jul 14, 2026

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Olympia Fields Hotel Deals

Holiday Inn Chicago – Midway Airport S by IHG

Holiday Inn Chicago – Midway Airport S by IHG

2.5 out of 5
7353 S Cicero Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $165 per night from Aug 9 to Aug 10
CA $165
CA $208 total
Aug 9 - Aug 10
includes taxes & fees
8.2/10 Very good! (1,041 reviews)
"The room was clean and nice and the breakfast was good but expensive. The main thing that really bothered me was that the Wi-Fi didn’t work at all. It kept dropping the connection and it was really hard to figure out the next day of our trip when I couldn’t use the Internet.The employees were nice ..."

Reviewed on Jul 14, 2026

Holiday Inn Chicago – Midway Airport S by IHG
Sleep Inn Midway Airport Bedford Park

Sleep Inn Midway Airport Bedford Park

2.5 out of 5
6650 S Cicero Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $165 per night from Aug 10 to Aug 11
CA $165
CA $194 total
Aug 10 - Aug 11
includes taxes & fees
8/10 Very good! (1,988 reviews)
"We stayed one night and had 2 rooms. MJ was very friendly and accommodating. She gave us 2 adjoining rooms which was perfect for a ladies night. Thanks MJ"

Reviewed on Jul 14, 2026

Sleep Inn Midway Airport Bedford Park
Wind Creek Southland Casino and Hotel

Wind Creek Southland Casino and Hotel

4 out of 5
17300 S Halsted St Hazel Crest IL
Fully refundableReserve now, pay when you stay
The price is CA $196 per night from Jul 21 to Jul 22
CA $196
CA $220 total
Jul 21 - Jul 22
includes taxes & fees
9.4/10 Exceptional! (505 reviews)
"Fun place to stay"

Reviewed on Jul 14, 2026

Wind Creek Southland Casino and Hotel
See all 699 properties in Olympia Fields
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
All Inclusive Vacations
Beach Vacations
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Frequently asked questions

How much does an Olympia Fields vacation package cost?
Offering great value package deals from CA $1,090 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?

  1. 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.
  2. 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.
  3. 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.
  4. Combine your accommodations and airfare: Once you've nailed down your trip dates and duration, book the perfect Olympia Fields vacation package for you.

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