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
Price found within the past 48 hours. Click for updated prices.
Level Chicago – Old Town
Downtown Chicago
Price was CA $3,637, price is now CA $2,438 per person
CA $2,438
per person
Sep 12 - Sep 18
found 1 day ago
Roundtrip non-stop flight included
Montreal (YUL) to Chicago (ORD)
9/10 Wonderful! (495 reviews)
Front desk people was very helpful Eric was amazing was on top of everything and helped with everything as well
Reviewed on Jun 26, 2026
Pendry Chicago
Downtown Chicago
Price was CA $1,665, price is now CA $1,162 per person
CA $1,162
per person
Sep 3 - Sep 6
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,134 reviews)
The Pendry is in the heart of everything downtown. The blue line in from the airport was about a 7 minute walk from the lake stop. Rooftop bar is a nice visit as well as the lobby bar. Great staff, good vibes.
Reviewed on Jun 29, 2026
Omni Chicago Hotel
Downtown Chicago
Price was CA $1,403, price is now CA $1,007 per person
CA $1,007
per person
Sep 3 - Sep 6
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.2/10 Wonderful! (1,821 reviews)
Staff was extremely friendly and helpful! Very clean and inviting environment!
Reviewed on Jun 29, 2026
Olympia Fields Hotel Deals
Holiday Inn Chicago – Midway Airport S by IHG
7353 S Cicero Avenue Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $173 per night from Jul 2 to Jul 3
CA $173
CA $217 total
Jul 2 - Jul 3
includes taxes & fees
8.2/10 Very good! (1,015 reviews)
"Room was clean, spacious and hotel staff was friendly and accommodating. Most definitely will book this hotel for future trips to Chicago"
Reviewed on Jun 29, 2026
Sleep Inn Midway Airport Bedford Park
6650 S Cicero Ave Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $148 per night from Jul 1 to Jul 2
CA $148
CA $174 total
Jul 1 - Jul 2
includes taxes & fees
8/10 Very good! (1,952 reviews)
"Excellent"
Reviewed on Jun 30, 2026
Motel 6 - Chicago, IL
10022 South Halsted Street Chicago IL
Fully refundableReserve now, pay when you stay
The price is CA $141 per night from Jul 16 to Jul 17
CA $141
CA $165 total
Jul 16 - Jul 17
includes taxes & fees
7.4/10 Good! (378 reviews)
"If u wanna be on some low budget cheap stay, thats cool. but for me, its not worth staying there n it was very uncomfortable for me. I only stayed one night! On the day that I arrived because I was too tired n didn't want to drive anymore. The next morning, I got the hell outta there quick! Checked ..."
Reviewed on Jun 29, 2026
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.
Explore a world of travel with Expedia
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
