Olympia Fields Vacations from $525

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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.
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $790, price is now $525 per person
$525
per person
May 12 - May 15
found 1 day ago
Roundtrip flight included
Dallas (DAL) to Chicago (ORD)
9.4/10 Exceptional! (3,495 reviews)
Great breakfast for the price. A true gem for downtown Chicago. The only bad thing I experienced was the gentleman standing outside side the front doors smoking pot every night. He was a person staying at the RIU. I was there to see a Dr at Northwestern for my rare heart and lung condition and that smell was not good for my heart or lungs

Reviewed on Mar 30, 2026

LondonHouse Chicago, Curio Collection by Hilton

LondonHouse Chicago, Curio Collection by Hilton

4.5 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,810, price is now $1,122 per person
$1,122
per person
Jun 4 - Jun 8
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
9.4/10 Exceptional! (3,646 reviews)
Super clean, super friendly staff.

Reviewed on Mar 29, 2026

Eurostars Magnificent Mile

Eurostars Magnificent Mile

4 out of 5
Downtown Chicago
Save 100% on your flight
Price was $880, price is now $579 per person
$579
per person
Jun 19 - Jun 22
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
9/10 Wonderful! (3,314 reviews)
Room was clean, I loved that it had robes, amazing view, and couldn’t hear much noise from other rooms. One thing I will say was that it smelled humid when we arrived nothing too crazy.

Reviewed on Mar 30, 2026

Hilton Garden Inn Chicago Downtown South Loop

Hilton Garden Inn Chicago Downtown South Loop

3 out of 5
Downtown Chicago
Save 100% on your flight
Price was $1,538, price is now $1,030 per person
$1,030
per person
Jun 4 - Jun 8
found 3 hours ago
Roundtrip flight included
Dallas (DFW) to Chicago (ORD)
8.8/10 Excellent! (1,894 reviews)
Very clean and the location was perfect!

Reviewed on Mar 26, 2026

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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
$118 nightly
The price is $136 total per night from Apr 6 to Apr 7
$136 total
Apr 6 - Apr 7
Total with taxes and fees
8.4/10 Very Good! (1,253 reviews)
we are diamond members and free water was supposed to be inlucluded, 2 bottles. room was not stocked with towels and toilet was dirty

Reviewed on Mar 29, 2026

Hilton Chicago/Oak Lawn
DoubleTree by Hilton Chicago - Alsip

DoubleTree by Hilton Chicago - Alsip

4 out of 5
5000 W 127th St Alsip IL
Fully refundableReserve now, pay when you stay
$110 nightly
The price is $124 total per night from Apr 6 to Apr 7
$124 total
Apr 6 - Apr 7
Total with taxes and fees
8.4/10 Very Good! (1,013 reviews)
I had a member of the cleaning staff walk in my room at 8:41am. She said that she knocked, but I hadn't heard it.

Reviewed on Mar 30, 2026

DoubleTree by Hilton Chicago - Alsip
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 refundable
$99 nightly
The price is $114 total per night from Apr 5 to Apr 6
$114 total
Apr 5 - Apr 6
Total with taxes and fees
8.2/10 Very Good! (1,005 reviews)
But the parking 23$ omg

Reviewed on Mar 29, 2026

Holiday Inn Chicago – Midway Airport S by IHG
See all 692 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 $525 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.