Name: Hampton Inn by Hilton Chicago-Midway Airport
Price range: CA $186

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.

The Allegro Royal Sonesta Hotel Chicago Loop

Downtown Chicago

CA $550

per person

Nov 13 - Nov 16

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

9/10 Wonderful! (1,992 reviews)

Perfect place in the Loop. Customer service was perfect on all fronts.

Reviewed on Sep. 9, 2025

Trump International Hotel & Tower Chicago

Downtown Chicago

CA $1,115

per person

Oct 19 - Oct 22

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

9.4/10 Exceptional! (1,714 reviews)

We picked the Trump Hotel-Chicago to celebrate our 35th Wedding Anniversary mainly for the location and the amenities. The hotel EXCEEDED our expectations in every way. (1) The staff is so warm, kind, compassionate and extremely professional in such a friendly down-to-earth way. (2) The property itself is immaculate. (3) The amenities: Terrace 16- the view will take your breath away! The food/cocktails were fabulous as was the service. (3) Pablo - Director of Rooms, Curtis -Concierge were off the charts fabulous. I wish I could remember all the staff names that went out of their way to make our weekend so special. I cannot wait to stay here again. As another reviewer said: put any political opinions aside and treat yourself to a stay here. YOU WILL LOVE IT. (There is no political aura here...only a fantastic team that wants you to enjoy your stay and they go out of their way to make sure you do).

Reviewed on Sep. 8, 2025

Level Chicago - River North

Downtown Chicago

CA $1,142

per person

Oct 24 - Oct 29

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

9/10 Wonderful! (679 reviews)

Rooms could be updated. Staff was under trained. Amenities very nice, used family room daily with our toddler. Pool deck very modern and new

Reviewed on Sep. 8, 2025

The Langham, Chicago

Downtown Chicago

CA $1,357

per person

Oct 19 - Oct 22

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

9.8/10 Exceptional! (1,005 reviews)

Phenomenal service. Exactly how a 5* hotel should be run. Everything was perfect.

Reviewed on Aug. 12, 2025

Level Chicago – Old Town

Downtown Chicago

CA $679

per person

Nov 13 - Nov 16

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Chicago (ORD)

9/10 Wonderful! (347 reviews)

Pool area was great

Reviewed on Sep. 4, 2025

Ready to book your vacation to Olympia Fields?

Choose your dates

Olympia Fields Hotel Deals

Hilton Chicago/Oak Lawn

9333 S Cicero Ave, Oak Lawn, IL

Fully refundableReserve now, pay when you stay

CA $170

CA $196 total

Sep 15 - Sep 16

includes taxes & fees

Hyatt Place Chicago Midway Airport

6550 S Cicero Ave, Chicago, IL

CA $190

CA $223 total

Sep 14 - Sep 15

includes taxes & fees

Hampton Inn by Hilton Chicago-Midway Airport

6540 S Cicero Ave, Chicago, IL

Fully refundableReserve now, pay when you stay

CA $186

CA $218 total

Sep 14 - Sep 15

includes taxes & fees

See all 652 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.