
Frankfort Vacation Packages
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Your Frankfort Vacation
Organizing your next big escape is a breeze with a Frankfort vacation package. The neighborhood of Flossmoor, which is great for golfing, makes a superb base to discover the wonders of this vibrant city. Make your trip to Frankfort even more fun and exciting by going sightseeing. Hollywood Casino Amphitheatre, Odyssey Fun World and Green Garden Country Club are some of the leading attractions you'll want to explore. That dream Frankfort vacation is a few clicks away. Explore accommodations, flights and more on Expedia for a getaway that's tailored to suit your style.
Top Frankfort Vacation Deals
Price found within the past 48 hours. Click for updated prices.

Level Chicago - River North
Downtown Chicago
Price was CA $1,317, price is now CA $789 per person
CA $789
per person
Sep 25 - Sep 28
found 22 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Chicago (ORD)
9/10 Wonderful! (666 reviews)
The hotel never got cool, hot everywhere, even the community areas. We had to use the TV in the communal area as ours didn't work. We called on day one and the girl laughed and never sent anyone to fix it. Our key cards didn't work multiple times during the stay. The party that happened at the pool on Sunday night of our stay was awful. I couldn't imagine what my kids saw even those this hotel said no parties.
Reviewed on Aug. 25, 2025

Park Hyatt Chicago
Downtown Chicago
Price was CA $1,838, price is now CA $1,118 per person
CA $1,118
per person
Nov 21 - Nov 24
found 11 hours ago
Roundtrip flight included
Toronto (YTO) to Chicago (ORD)
9.6/10 Exceptional! (1,000 reviews)
Nothing beats a stay at the Park Hyatt when in Chicago!
Reviewed on Aug. 10, 2025


Level Chicago – Old Town
Downtown Chicago
Price was CA $1,768, price is now CA $1,128 per person
CA $1,128
per person
Oct 13 - Oct 17
found 1 hour ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9/10 Wonderful! (339 reviews)
Centrally located. Close to subway stop.
Reviewed on Aug. 26, 2025

Trump International Hotel & Tower Chicago
Downtown Chicago
Price was CA $2,562, price is now CA $1,642 per person
CA $1,642
per person
Oct 13 - Oct 17
found 1 hour ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9.4/10 Exceptional! (1,690 reviews)
It is a beautiful, well maintained property. The staff is the true gem of the property. They elevate the visitors experience to a new level of excellence.
Reviewed on Aug. 25, 2025
Frankfort Hotel Deals

Red Roof Inn PLUS+ Chicago - Willowbrook
7535 Kingery Highway, Willowbrook, IL
Fully refundableReserve now, pay when you stay
The price is CA $82 per night from Sep 15 to Sep 16
CA $82
CA $92 total
Sep 15 - Sep 16
includes taxes & fees
6.2/10 (1,005 reviews)
"Chilis Target"
Reviewed on Aug. 16, 2025

The Champagne Lodge & Luxury Suites
16 W 621 S. Frontage Rd, Willowbrook, IL
The price is CA $123 per night from Sep 8 to Sep 9
CA $123
CA $165 total
Sep 8 - Sep 9
includes taxes & fees
8.4/10 Very Good! (1,212 reviews)
"Our stay was wonderful. The property was very clean. Staff were polite and welcoming. We really enjoyed soaking in the hot tub & winding down from our busy lives. I would highly recommend a getaway!"
Reviewed on Aug. 24, 2025

Hilton Chicago/Oak Lawn
9333 S Cicero Ave, Oak Lawn, IL
Fully refundableReserve now, pay when you stay
The price is CA $176 per night from Sep 2 to Sep 3
CA $176
CA $203 total
Sep 2 - Sep 3
includes taxes & fees
8.2/10 Very Good! (1,017 reviews)
"I was impressed with the staff's friendliness, helpfulness and willingness to help. Our flight was not until 5:30pm. We were given a late check out and allowed access to the pool for my 7 yr old grandson while we waited for our ride to the airport. My one and only complaint is that the toilets are ..."
Reviewed on Aug. 24, 2025
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.
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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.