Cheap Flights to Osprey from $45

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How Much Does it Cost To Fly To Osprey?

The cheapest prices found with in the last 7 days for return flights were $84 and $45 for one-way flights to Osprey for the period specified. Prices and availability are subject to change. Additional terms apply

Sun, Dec 13 - Sun, Dec 20
SDF
Louisville Intl.
SRQ
Sarasota-Bradenton Intl.
$84 Roundtrip, found 9 hours ago
$84
Roundtrip
found 9 hours ago
Select Allegiant Air flight, departing Sun, Dec 13 from Louisville Intl. to Sarasota-Bradenton Intl., returning Sun, Dec 20, priced at $84 found 9 hours ago
OriginDestinationTravel DatesFlights From*
RFDSarasotaJanuary 24 to January 28$90
BOSSarasotaJanuary 25 to February 5$104
MSPSarasotaDecember 20 to December 24$207
JFKSarasotaDecember 9 to December 16$209
ORDSarasotaJanuary 27 to February 6$339
CLESarasotaJanuary 19 to January 20$347
DTWSarasotaJanuary 23 to January 30$357
EWRSarasotaDecember 7 to December 17$359
PHLSarasotaDecember 12 to December 16$378
YYZSarasotaFebruary 2 to February 13$425
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
MSPSarasotaNovember 22 to November 22$386
RFDSarasotaNovember 22 to November 28$447
JFKSarasotaNovember 22 to November 26$467
BOSSarasotaNovember 21 to November 23$541
ORDSarasotaNovember 20 to November 22$578
PHLSarasotaNovember 22 to November 24$596
YYZSarasotaNovember 21 to November 26$631
EWRSarasotaNovember 20 to November 23$704
CLESarasotaNovember 20 to November 28$709
DTWSarasotaNovember 20 to December 1$1,030
*Prices include taxes and fees

Osprey Flight Information

Traveling to
Osprey
Lowest Price
$84
Number of Airlines Serving
Airlines Serving
Allegiant Air
Number of Daily Flights
Airlines with Direct Flights

Find The Perfect Hotel For After Your Flight

Amazing Osprey Accommodation Deals

Casey Key Resorts - Mainland

Casey Key Resorts - Mainland

4 out of 5
1650 South Tamiami Trail Osprey FL
$92 nightly
The price is $104 total per night from Dec 12 to Dec 13
$104 total
Dec 12 - Dec 13
Total with taxes and fees
Stay at this hotel in Osprey. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the restaurant in our reviews. Popular ...
8.6/10 Excellent! (1,255 reviews)
"Tiki bar and outside pool was great"

Reviewed on Nov 12, 2026

Opens in a new windowCasey 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

4 out of 5
1650 South Tamiami Trail Osprey FL
$92 nightly
The price is $104 total per night from Dec 12 to Dec 13
$104 total
Dec 12 - Dec 13
Total with taxes and fees
Stay at this hotel in Osprey. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the restaurant in our reviews. Popular ...
8.6/10 Excellent! (1,255 reviews)
"Tiki bar and outside pool was great"

Reviewed on Nov 12, 2026

Opens in a new windowCasey 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

4 out of 5
1650 South Tamiami Trail Osprey FL
$92 nightly
The price is $104 total per night from Dec 12 to Dec 13
$104 total
Dec 12 - Dec 13
Total with taxes and fees
Stay at this hotel in Osprey. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the restaurant in our reviews. Popular ...
8.6/10 Excellent! (1,255 reviews)
"Tiki bar and outside pool was great"

Reviewed on Nov 12, 2026

Opens in a new windowCasey 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.
Escape Coastal Resort on Casey Key

Escape Coastal Resort on Casey Key

2.5 out of 5
Price was $580, price is now $491 per person
$491
per person
Dec 18 - Dec 21
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Sarasota (SRQ)
Landing Palmetto Apartments

Landing Palmetto Apartments

4.5 out of 5
Price was $1,021, price is now $789 per person
$789
per person
Jan 6 - Jan 10
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Sarasota (SRQ)
Holiday Inn Express & Suites Nokomis Sarasota South by IHG

Holiday Inn Express & Suites Nokomis Sarasota South by IHG

2.5 out of 5
Price was $1,022, price is now $899 per person
$899
per person
Jan 2 - Jan 9
found 9 hours ago
Roundtrip flight included
Detroit (DTW) to Sarasota (SRQ)
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See all available trips from Detroit to Osprey
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Osprey flight + hotel packages - premium economy flights

Price found within the past 48 hours. Click for updated prices.
Holiday Inn Express & Suites Nokomis Sarasota South by IHG

Holiday Inn Express & Suites Nokomis Sarasota South by IHG

2.5 out of 5
Price was $730, price is now $713 per person
$713
per person
Dec 26 - Dec 29
found 14 hours ago
Roundtrip non-stop flight included
Chicago (ORD) to Sarasota (SRQ)
Don't see what you're looking for?
See all available trips from Chicago to Osprey
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Need a Car For After Your Flight?

Economy

Chevrolet Spark
  • 4 people
Chevrolet Spark
Economy Chevrolet Spark

Compact

Ford Focus
  • 4 people
Ford Focus
Compact Ford Focus

Midsize

Toyota Corolla
  • 5 people
Toyota Corolla
Midsize Toyota Corolla

SUV

Jeep Compass
  • 5 people
Jeep Compass
SUV Jeep Compass

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!

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*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.