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.
THE MIDLAND HOTEL, Chicago, a Tribute Portfolio Hotel
Downtown Chicago
CA $1,030
per person
Dec 2 - Dec 9
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
8.6/10 Excellent! (1,011 reviews)
Staff very helpful and friendly.
Room size great and had what was needed for my 1 night stay. Shower was temperamental in the morning for hot water.
Reviewed on Sep 21, 2026
Hotel Riu Plaza Chicago
Downtown Chicago
CA $1,119
per person
Dec 2 - Dec 9
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9.4/10 Exceptional! (5,174 reviews)
Only the wall outlet near the beds didn't work ...just that...everything was great !! Excelent hotel
Reviewed on Sep 21, 2026
Level Chicago – Old Town
Downtown Chicago
CA $1,508
per person
Dec 2 - Dec 9
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Chicago (ORD)
9.2/10 Wonderful! (520 reviews)
Amazing stay. Love the balcony view. Parking was easy and accessible. Will be back!
Reviewed on Sep 19, 2026
Ready to book your vacation to Frankfort?
Frankfort Hotel Deals
Holiday Inn Chicago – Midway Airport S by IHG
7353 S Cicero Avenue Chicago IL
Fully refundable
CA $213
CA $264 total
Sep 27 - Sep 28
includes taxes & fees
Red Roof Inn PLUS+ Chicago - Willowbrook
7535 Kingery Highway Willowbrook IL
Fully refundableReserve now, pay when you stay
CA $88
CA $99 total
Sep 28 - Sep 29
includes taxes & fees
6.4/10 (1,280 reviews)
"Lights wouldn’t come on and the plugs weren’t working. The phones didn’t work. The sheets and covers were dirty. The rooms smell like pee. The keys didn’t work. Disgusting over all. Never again."
Reviewed on Sep 21, 2026
Sleep Inn Midway Airport Bedford Park
6650 S Cicero Ave Chicago IL
Fully refundableReserve now, pay when you stay
CA $152
CA $179 total
Sep 29 - Sep 30
includes taxes & fees
8/10 Very good! (2,117 reviews)
"Room smelled like smoke."
Reviewed on Sep 21, 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.
Stay near popular Frankfort attractions
Green Garden Country Club
7.4/10 (3 reviews)
Enjoy a round of golf in Frankfort at Green Garden Country Club. Take in the great live music while you're in the area.
Frequently asked questions
How much does a Frankfort vacation package cost?
You'll find cheap prices from CA $1,030 on Expedia for your Frankfort break. However, factors like the hotel choice, length of stay and season will influence how much your vacation to Frankfort costs.
What are the cheapest months to go to Frankfort?
Plan your trip for the low or shoulder season and you're likely to get cheap Frankfort vacation packages. Bear in mind that public holidays and major local events can impact prices, so do a little research before you go.
How many days is enough for Frankfort?
You can see all the main attractions in Frankfort in a few days, including the popular Green Garden Country Club. If you're looking for a longer Frankfort vacation, look at what sort of activities and day trips are available close by.
How to find the best Frankfort package deals?
Landing a cheap Frankfort package deal is a cinch with Expedia. After you've entered your trip dates and destination under our "Packages" tab, set your maximum budget, add a couple of filters and see what's available. You can tailor your search by "Popular locations," "Property type," "Guest rating" and more. Order the results by "Price: low to high" to discover the most wallet-friendly Frankfort package deals. Want a simple trick to score even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are typically lower.
Is it cheaper to book a Frankfort vacation as a package?
Expedia vacation packages are designed to give you more bang for your buck. Bundle your hotel, car rental and flight into one great-value price and you could save hundreds of dollars. You'll typically land a better deal than booking each component individually. And you'll still enjoy the freedom to create a tailored Frankfort vacation by choosing your favourite airline, accommodation type and car class.
When to book a vacation package to Frankfort?
Secure fantastic discounts by reserving your flights early with Expedia. If being spontaneous is more your thing, grab one of our last-minute deals for a spur-of-the-moment Frankfort escape.
How to plan a trip to Frankfort?
- Choose when to get away: Check your diary and pack your bags. Your preferred time of year and the type of activities on offer will also help you decide when to escape to Frankfort.
- Calculate your budget: Ensure you have enough money to pay for everything from meals and transportation to activities and flights. Your hotel will likely be the biggest expense during your trip to Frankfort.
- Set the duration of your trip: Start by listing all the sights and activities you want to get to in Frankfort. Then, estimate how long you'll need for each, along with any travel time.
- Bundle your bookings: With your travel dates in place, you can combine your car rental, hotels, flights and more into a personalized Frankfort vacation package.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.
