Cheap Flight Deals to Osprey FL from CA $99

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

How to find cheap flights to Osprey?

The cheapest prices found with in the last 7 days for return flights were CA $168 and CA $99 for one-way flights to Osprey for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel datesFlights from*
BOSSarasotaApril 7 to April 15CA $168
JFKSarasotaApril 5 to April 14CA $196
EWRSarasotaApril 8 to April 13CA $256
ORDSarasotaApril 9 to April 15CA $290
ORDSarasotaApril 9 to April 15CA $290
MSPSarasotaApril 7 to April 17CA $314
PHLSarasotaApril 7 to April 15CA $318
YYZSarasotaMay 3 to May 8CA $377
CLESarasotaApril 8 to April 17CA $393
DTWSarasotaApril 12 to April 15CA $456
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
JFKSarasotaApril 5 to April 14CA $196
BOSSarasotaApril 5 to April 8CA $228
EWRSarasotaApril 5 to April 13CA $327
MSPSarasotaApril 6 to April 16CA $345
YYZSarasotaApril 6 to April 6CA $407
PHLSarasotaApril 5 to April 12CA $413
CLESarasotaApril 6 to April 14CA $489
DTWSarasotaApril 6 to April 16CA $502
ORDSarasotaApril 5 to April 15CA $518
ORDSarasotaApril 5 to April 15CA $518
*Prices include taxes and fees

Your guide to flights to Osprey, FL

JetBlue Airways, Delta, American Airlines fly to Osprey, so use Travelocity to search, find, and compare some truly tempting deals from the 4 airlines—that way you can be sure you’ve found the best deal for you. A flight to Osprey FL currently costs between CA $168 and CA $518. Prices vary, but for the best fares, travel in June when prices are at their lowest.  

Top tips for finding cheap flights to Osprey  

The cheapest flight for a round trip to Osprey is currently CA $168. When you search for flights to Osprey, enter your preferred travel dates then click on ‘flexible dates’ to compare cheap flight tickets to Osprey for nearby days.  The cheapest month to travel to Osprey is April from our list of deals available.  

But if you’re flexible about when you travel, you can find great deals on flights across the year. If you’re planning a vacation, you can save more on Travelocity when you bundle flights with car rental and hotel bookings, too. Many airlines currently offer flexible booking options, so look for flights offering no change fees.   

How to cancel flights to Osprey 

We know plans change, that’s why at Travelocity, we make it as easy as possible for you to cancel or amend your plane tickets. Go to My Trips, enter your itinerary number, then follow the instructions. Many airlines let you cancel flights online free of charge if you booked it in the last 24 hours. Visit Customer Service for more advice.  

Why you should book your flight to Osprey with Travelocity 

We have top deals on plane tickets even for last minute flights to Osprey, so you can simply type in your travel dates and compare our best prices. Booking with Travelocity means you get flexible cancellation options, 24/7 support, and, thanks to our Price Match Promise, if the airfare drops after you book, you can get a refund! Whether you’re planning a business trip, weekend getaway, or a family vacation—let Travelocity get you to Osprey for less. 

Find The Perfect Hotel For After Your Flight

Amazing Place to Stay After Flight to Osprey

Casey Key Resorts - Mainland

Casey Key Resorts - Mainland

3 out of 5
1650 South Tamiami Trail, Osprey, FL
The price is CA $251 per night from Apr. 9 to Apr. 10
CA $251
CA $318 total
includes taxes & fees
9 Apr - 10 Apr
Stay at this 3-star business-friendly hotel in Osprey. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the restaurant ...
8.4/10 Very Good! (1,052 reviews)
"You need more help in the kitchen to provide faster and more accurate service with the food that we order"

Reviewed on 27 Mar. 2025

Casey Key Resorts - Mainland
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.

Luxury Hotels in Osprey

Casey Key Resorts - Mainland

Casey Key Resorts - Mainland

3 out of 5
1650 South Tamiami Trail, Osprey, FL
The price is CA $251 per night from Apr. 9 to Apr. 10
CA $251
CA $318 total
includes taxes & fees
9 Apr - 10 Apr
Stay at this 3-star business-friendly hotel in Osprey. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the restaurant ...
8.4/10 Very Good! (1,052 reviews)
"You need more help in the kitchen to provide faster and more accurate service with the food that we order"

Reviewed on 27 Mar. 2025

Casey Key Resorts - Mainland
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.

Family Friendly Hotels in Osprey

Casey Key Resorts - Mainland

Casey Key Resorts - Mainland

3 out of 5
1650 South Tamiami Trail, Osprey, FL
The price is CA $251 per night from Apr. 9 to Apr. 10
CA $251
CA $318 total
includes taxes & fees
9 Apr - 10 Apr
Stay at this 3-star business-friendly hotel in Osprey. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the restaurant ...
8.4/10 Very Good! (1,052 reviews)
"You need more help in the kitchen to provide faster and more accurate service with the food that we order"

Reviewed on 27 Mar. 2025

Casey Key Resorts - Mainland
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.

Best Osprey Flight and Hotel Packages

Osprey flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
Ramada by Wyndham Venice Hotel Venezia
Captiva Beach Resort
The Residences at Siesta Key Beach by Hyatt Vacation Club
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See all available trips from Calgary to Osprey
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Osprey flight + hotel packages - first class flights

Price found within the past 48 hours. Click for updated prices.
The Barrymore Hotel Tampa Riverwalk
The Westin Tampa Bay
The Pointe Condos by Barsala
Don't see what you're looking for?
See all available trips from Toronto to Osprey
View all trips

Need a car after flight to Osprey?

Plane Tickets To Osprey

Although you may try and resist the urge, you know that when the travel bug comes, there is only one way to get rid of it. Thankfully, Travelocity is here to help nip that travel bug in the bud with great deals on flights to Osprey. Browse through our inventory to explore a wide range of cheap flights to Osprey to solidify your next big trip out of town. Whether you are heading out on a business trip, exploring a place you have never been for pleasure or are bringing the family on the annual vacation, we have the perfect getaway waiting for you. In no time, you will be day dreaming of your plane landing in Osprey as you anxiously await to exit the plane and explore what Osprey has to offer. Considering all the amazing local food and culture in Osprey, we won't hold this against you.

When you are ready to embark on your next big adventure, Travelocity will be right here waiting to open the doors to the garden so that you can go and smell the roses. When you decide to book and travel is entirely up to you, but don't wait too long because we have some of the best deals on the web and they won't last long. Take time to go through our huge selection of cheap flights to Osprey to find the best deals that fit into your budget. If browsing on your phone while your boss isn't looking is more your thing (we promise we won't tell), consider checking out Travelocity's mobile app which allows you to take advantage of all our flights to Osprey without having to compromise your work computer's search history. If you are looking to save even more, you can easily save up to $537 when you bundle one of our cheap flights to Osprey with one of our hotels. So why are you waiting around? There is no better time than now to start booking that next trip. Start your search now to book one of our flights to Osprey today!

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.