Olympia Fields Vacations from $237

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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.

The Latest Olympia Fields vacation packages

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Chicago - Schaumburg by IHG

Holiday Inn Chicago - Schaumburg by IHG

3.5 out of 5
Save 100% on your flight
Price was $447, price is now $237 per person
$237
per person
Dec 26 - Dec 31
found 21 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
16.4/10 Exceptional! (999 reviews)
Rooms were clean and overall the hotel was nice

Reviewed on Nov 1, 2025

Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
Downtown Chicago
Price was $3,257, price is now $1,529 per person
$1,529
per person
Dec 28 - Jan 3
found 17 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
18/10 Exceptional! (380 reviews)
Property was clean, centrally located with wonderful staff. Will definitely stay again.

Reviewed on Nov 9, 2025

Art Villa

Art Villa

5 out of 5
West Town
Price was $1,349, price is now $647 per person
$647
per person
Dec 25 - Dec 30
found 1 day ago
Roundtrip flight included
Miami (MIA) to Chicago (ORD)
20/10 Exceptional! (2 reviews)
The Westin Michigan Avenue Chicago

The Westin Michigan Avenue Chicago

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $970, price is now $486 per person
$486
per person
Dec 20 - Dec 23
found 3 hours ago
Roundtrip flight included
Dallas (DAL) to Chicago (ORD)
17.6/10 Exceptional! (1,075 reviews)
I didn’t have breakfast. Just coffee from the Starbucks kiosk.

Reviewed on Nov 17, 2025

Wind Creek Southland Casino and Hotel

Wind Creek Southland Casino and Hotel

4 out of 5
East Hazel Crest
Save 100% on your flight
Price was $743, price is now $400 per person
$400
per person
Dec 26 - Dec 31
found 21 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (MDW)
18.8/10 Exceptional! (160 reviews)
Everything was great

Reviewed on Nov 19, 2025

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Olympia Fields Hotel Deals

Hilton Chicago/Oak Lawn

Hilton Chicago/Oak Lawn

3.5 out of 5
9333 S Cicero Ave Oak Lawn IL
Fully refundableReserve now, pay when you stay
$130 nightly
The price is $150 total per night from Nov 26 to Nov 27
$150 total
Nov 26 - Nov 27
Total with taxes and fees
8.2/10 Very Good! (1,125 reviews)
It was convenient to the location I had to be at - it would have been nice to have a microwave in the room

Reviewed on Nov 13, 2025

Hilton Chicago/Oak Lawn
Hyatt Place Chicago Midway Airport

Hyatt Place Chicago Midway Airport

3 out of 5
6550 S Cicero Ave Chicago IL
Fully refundableReserve now, pay when you stay
$159 nightly
The price is $187 total per night from Nov 20 to Nov 21
$187 total
Nov 20 - Nov 21
Total with taxes and fees
9/10 Wonderful! (1,175 reviews)
Clean Room and staff was very professional .

Reviewed on Nov 14, 2025

Hyatt Place Chicago Midway Airport
Motel 6 Bridgeview, IL

Motel 6 Bridgeview, IL

2 out of 5
9625 S 76th Ave Bridgeview IL
Fully refundableReserve now, pay when you stay
$38 nightly
The price is $43 total per night from Nov 23 to Nov 24
$43 total
Nov 23 - Nov 24
Total with taxes and fees
7/10 Good! (1,283 reviews)
Michael at the front desk was very attentive and responded to my questions with confidence. The room was clean and smelled clean unlike the previous stay a couple years ago. Jon well done in bringing it to a better star review.

Reviewed on Nov 9, 2025

Motel 6 Bridgeview, IL
See all 663 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.

Find the Best Olympia Fields Vacation Packages

Olympia Fields Essential Information

Language
English
Currency
U.S dollars
Closest Airport
Midway Intl. Airport (MDW)
Population
5,000
Max Temp Winter
30ºF
Max Temp Summer
80ºF
Top Sights
Odyssey Fun World, Midwest Carvers Museum and Hollywood Casino Amphitheatre

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Frequently asked questions

How much does an Olympia Fields vacation package cost?
Offering great value package deals from $237 on Expedia, you'll be surprised at how little a vacation to Olympia Fields costs! Our packages make travel planning easier and your savings go further.
What are the cheapest months to go to Olympia Fields?
You can usually find reduced prices and better availability in December, January and February. Explore our cheap Olympia Fields vacation packages and you could get some great off-season discounts.
How many days is enough for Olympia Fields?
The ideal length of your Olympia Fields vacation depends on what you'd like to see and do. Generally, a handful of days to a week will give you enough time to tick off all the major sights and explore some hidden gems along the way.
How to find the best Olympia Fields package deals?
Use Expedia's handy filters to help you find some tempting Olympia Fields package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you want to save, plan your escape for midweek, or look for Olympia Fields package deals in the off-peak season. Switch up your travel dates and you may land even better discounts. As a rule of thumb, it's typically best to book your vacation package as early as possible.
Is it cheaper to book an Olympia Fields vacation as a package?
You can enjoy significant savings on your next Olympia Fields escape by booking a personalized vacation package. Check the "Package" heading, then enter your destination and travel dates to view some great flight and hotel prices. Bundle everything into a neat package and you can save hundreds of dollars. Consider adding a car rental and you may score a better deal.
When to book a vacation package to Olympia Fields?
Enjoy amazing discounts by reserving your flights early with Expedia. If spontaneity is more your thing, snap up one of our last-minute deals for an impromptu Olympia Fields trip.
Does Expedia offer Book Now, Pay Later Olympia Fields vacation packages?
Set off on your dream getaway to Olympia Fields with help from Expedia's Book Now, Pay Later vacations. No need to save like crazy or hold off until the next payday — we've joined forces with online lender Affirm to offer you flexibility with your finances. Our vacation packages with payment plans allow you to spread the total cost across 3, 6 or 12 months. With no hidden charges or late payment fees, you can easily stick to your budget and snap up travel deals while they last.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.