Shannon 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
Top Shannon vacation deals
- Swissotel - Chicago
Sept 23 - Sept 26Swissotel - Chicago + Flight
Downtown Chicago3 nights4.5 star property9.0/10 - Wonderful (3,507 reviews)"The fact that the keep their own bees and incorporate their honey into their Food. The cocktails in the lounge and the Hummus platter were amazing. Maria was our Server all weekend, she took extremely good care of us!! Breakfast by room room service was really good and convenient. The one Thing that I didn’t like about room service was there was a two different extra charges. One was a Service Charge and one was a Convenience charge, which, really are one and the same. Seemed completely..."Reviewed July 23, 2026Roundtrip • Toronto (YTO) - Chicago (ORD)YTZ - ORD • Nonstop ORD - YTZ • NonstopCA $1,625CA $1,115found 1 day agoper traveller - Hotel Riu Plaza Chicago
Sept 27 - Oct 3Hotel Riu Plaza Chicago + Flight
Downtown Chicago6 nights4.0 star property9.4/10 - Exceptional (4,798 reviews)"Perfect location,superb breakfast buffet, rooftop bar was outstanding and a great option for happy hour!!! We will definitely stay here again on our next trip to Chicago"Reviewed July 24, 2026Roundtrip • Toronto (YTO) - Chicago (ORD)YTZ - MDW • Nonstop MDW - YTZ • NonstopCA $2,554CA $1,492found 1 day agoper traveller - Level Chicago Fulton Market
Sept 27 - Oct 3Level Chicago Fulton Market + Flight
Downtown Chicago6 nights4.0 star property9.2/10 - Wonderful (537 reviews)"Will be back great experience room was amazing."Reviewed July 23, 2026Roundtrip • Toronto (YTO) - Chicago (ORD)YTZ - MDW • Nonstop MDW - YTZ • NonstopCA $2,909CA $1,818found 1 day agoper traveller - Level Chicago – Old Town
Sept 27 - Oct 3Level Chicago – Old Town + Flight
Downtown Chicago6 nights4.0 star property9.0/10 - Wonderful (507 reviews)"We only stayed one night but we definitely want to go back and stay at least two nights. It really was beautiful, clean and very secure."Reviewed July 23, 2026Roundtrip • Toronto (YTO) - Chicago (ORD)YTZ - MDW • Nonstop MDW - YTZ • NonstopCA $2,672CA $1,722found 1 day agoper traveller - Sable at Navy Pier Chicago, Curio Collection by Hilton
Sept 27 - Oct 3Sable at Navy Pier Chicago, Curio Collection by Hilton + Flight
Downtown Chicago6 nights4.0 star property9.4/10 - Exceptional (2,616 reviews)Roundtrip • Toronto (YTO) - Chicago (ORD)YTZ - MDW • Nonstop MDW - YTZ • NonstopCA $2,147CA $1,443found 1 day agoper traveller
Shannon Hotel Deals
Country Inn & Suites by Radisson, Freeport, IL
Country Inn & Suites by Radisson, Freeport, IL
City Express By Marriott Freeport
City Express By Marriott Freeport
SureStay Hotel by Best Western Thomson
SureStay Hotel by Best Western Thomson
Frequently Asked Questions
How much does a Shannon vacation package cost?
Offering great value package deals from CA $1,115 on Expedia, you'll be surprised at how little a vacation to Shannon costs! Expedia's packages make travel planning easier and your savings go further.
What are the cheapest months to go to Shannon?
You can typically find lower prices and greater availability in January, February and November. Take a look at our cheap Shannon vacation packages and you could land some excellent off-season deals.
How many days is enough for Shannon?
The ideal duration for your Shannon vacation depends on what you'd like to do. Typically, a few days to a week will give you enough time to visit all the major sights and explore some hidden spots along the way.
How to find the best Shannon package deals?
Use Expedia's filter tool to find some great Shannon package deals. When you start your search, just set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your trip for midweek, or look for Shannon package deals in the off-peak season. Play around with your travel dates and you may score even bigger discounts. As a rule of thumb, it's usually best to book your vacation package as early as possible.
Is it cheaper to book a Shannon vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your flight, hotel and car rental into one great-value price and enjoy significant savings. You'll generally snag a better deal than booking each component individually. And you'll still enjoy the flexibility to create a personalized Shannon vacation by choosing your preferred type of stay, airline and car class.
When to book a vacation package to Shannon?
If you have your Shannon vacation dates confirmed, book as early as you can to snap up some awesome deals. With Expedia, you can often reserve some flights up to a year in advance. Prefer spontaneous getaways? Our last-minute deals are perfect for quick escapes.
How to plan a trip to Shannon?
- Choose your travel dates: The things you'd like to do in Shannon and your preferred season can help you decide when to travel.
- Work out your budget: Make sure you have enough money to cover everything from transportation and meals to activities and flights. Your hotel will probably be the biggest expense during your trip to Shannon.
- Work out your trip length: Think about how long you want to spend discovering Shannon. Plan your days so you can get to all the attractions and activities you're interested in at a comfortable pace.
- Combine your accommodations and airfare: After you've nailed down your trip dates and duration, lock in the right Shannon vacation package for you.