Cheap flights To Keewaydin Island (APF) from $29

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Cheap Flights to Keewaydin Island from $29 One Way, $56 Round Trip

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Sat, May 9 - Sat, May 16
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$56 Roundtrip, just found
$56
Roundtrip
just found
Select Frontier Airlines flight, departing Sat, May 9 from O'Hare Intl. to Southwest Florida Intl., returning Sat, May 16, priced at $56 just found
Mon, Apr 20 - Fri, Apr 24
CVG
Cincinnati - Northern Kentucky Intl.
RSW
Southwest Florida Intl.
$74 Roundtrip, found 16 hours ago
$74
Roundtrip
found 16 hours ago
Select Frontier Airlines flight, departing Mon, Apr 20 from Cincinnati - Northern Kentucky Intl. to Southwest Florida Intl., returning Fri, Apr 24, priced at $74 found 16 hours ago
Sun, May 3 - Tue, May 12
PHL
Philadelphia Intl.
RSW
Southwest Florida Intl.
$80 Roundtrip, just found
$80
Roundtrip
just found
Select Frontier Airlines flight, departing Sun, May 3 from Philadelphia Intl. to Southwest Florida Intl., returning Tue, May 12, priced at $80 just found
Sat, Apr 18 - Sat, Apr 25
DEN
Denver Intl.
RSW
Southwest Florida Intl.
$88 Roundtrip, found 1 hour ago
$88
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Sat, Apr 18 from Denver Intl. to Southwest Florida Intl., returning Sat, Apr 25, priced at $88 found 1 hour ago
Tue, Mar 10 - Wed, Mar 11
BOS
Logan Intl.
RSW
Southwest Florida Intl.
$92 Roundtrip, found 13 hours ago
$92
Roundtrip
found 13 hours ago
Select Spirit Airlines flight, departing Tue, Mar 10 from Logan Intl. to Southwest Florida Intl., returning Wed, Mar 11, priced at $92 found 13 hours ago
Sat, Apr 25 - Fri, May 1
CLE
Hopkins Intl.
RSW
Southwest Florida Intl.
$92 Roundtrip, found 14 hours ago
$92
Roundtrip
found 14 hours ago
Select Frontier Airlines flight, departing Sat, Apr 25 from Hopkins Intl. to Southwest Florida Intl., returning Fri, May 1, priced at $92 found 14 hours ago
Mon, Mar 9 - Wed, Mar 18
DTW
Detroit Metropolitan Wayne County
RSW
Southwest Florida Intl.
$98 Roundtrip, found 12 hours ago
$98
Roundtrip
found 12 hours ago
Select Frontier Airlines flight, departing Mon, Mar 9 from Detroit Metropolitan Wayne County to Southwest Florida Intl., returning Wed, Mar 18, priced at $98 found 12 hours ago
Mon, Sep 7 - Fri, Sep 11
PIT
Pittsburgh Intl.
RSW
Southwest Florida Intl.
$102 Roundtrip, found 1 day ago
$102
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Mon, Sep 7 from Pittsburgh Intl. to Southwest Florida Intl., returning Fri, Sep 11, priced at $102 found 1 day ago
Thu, Apr 23 - Thu, Apr 30
HVN
Tweed - New Haven Regional
RSW
Southwest Florida Intl.
$102 Roundtrip, found 1 day ago
$102
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, Apr 23 from Tweed - New Haven Regional to Southwest Florida Intl., returning Thu, Apr 30, priced at $102 found 1 day ago
Wed, Sep 9 - Sat, Sep 12
MHT
Manchester-Boston Regional
RSW
Southwest Florida Intl.
$112 Roundtrip, found 1 day ago
$112
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Wed, Sep 9 from Manchester-Boston Regional to Southwest Florida Intl., returning Sat, Sep 12, priced at $112 found 1 day ago

Keewaydin Island Flight Information

Traveling To
Keewaydin Island
Destination Airport IATA Code
APF
Number of Airlines Serving
Airlines
Frontier Airlines, Spirit Airlines, Avelo Airlines, Breeze Airways
Flight Price
$56
Earliest Departing Flight
Latest Departing Flight

Book Your Flight & Hotel Together & Save

Keewaydin Island economy flight packages

Price found within the past 48 hours. Click for updated prices.
The Perry Hotel Naples
4.5-star property

The Perry Hotel Naples

Mar 17 - Mar 19

2 night stay

Boston (BOS) to Fort Myers (RSW)

Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $765, price is now $526 per person
$526
per person
found 1 day ago
Hyatt Vacation Club at Coconut Cove, Bonita Springs
4.0-star property

Hyatt Vacation Club at Coconut Cove, Bonita Springs

Mar 25 - Mar 29

4 night stay

Boston (BOS) to Fort Myers (RSW)

Spirit Airlines • Coach

Fort Myers (RSW) to Boston (BOS)

Frontier Airlines • Coach
Price was $2,030, price is now $1,453 per person
$1,453
per person
found 1 day ago
Landing Apartments - Cape Coral
4.5-star property

Landing Apartments - Cape Coral

Mar 24 - Mar 31

7 night stay

Boston (BOS) to Fort Myers (RSW)

Spirit Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,388, price is now $995 per person
$995
per person
found 21 hours ago
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Keewaydin Island premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
Marriott Sanibel Harbour Resort & Spa
4.0-star property

Marriott Sanibel Harbour Resort & Spa

8.4/10 Very Good! (1,005 reviews)

Mar 21 - Mar 27

6 night stay

Philadelphia (PHL) to Fort Myers (RSW)

Delta • Non-stop roundtrip • PremiumEconomy
Save 100% on your flight
Price was $2,033, price is now $1,411 per person
$1,411
per person
found 2 hours ago
The property was very nice. Still rebuilding after the hurricane, main pool was under construction, secondary pool was open. Skeleton staff as it is not peek season. Make sure to bring bug spray, there are little mosquitos that are around all day in Sanibel and Captiva Island. They are actually insane, not eager to return to this area of FL.

Reviewed on Aug 7, 2024

Casa Ybel Resort
2.5-star property

Casa Ybel Resort

8.8/10 Excellent! (289 reviews)

Mar 21 - Mar 27

6 night stay

Philadelphia (PHL) to Fort Myers (RSW)

Delta • Non-stop roundtrip • PremiumEconomy
Save 100% on your flight
Price was $2,967, price is now $2,171 per person
$2,171
per person
found 2 hours ago
Great family friendly resort. Beach is amazing. Room was close to beach with screened in porch - had ceiling fan so it was always comfortable sitting outside.

Reviewed on Apr 3, 2021

Pink Shell Beach Resort and Marina
4.0-star property

Pink Shell Beach Resort and Marina

9.4/10 Exceptional! (1,159 reviews)

Mar 21 - Mar 27

6 night stay

Philadelphia (PHL) to Fort Myers (RSW)

Delta • Non-stop roundtrip • PremiumEconomy
Save 100% on your flight
Price was $4,139, price is now $3,072 per person
$3,072
per person
found 2 hours ago
Pink Shell is an awesome place to stay! Clean, staff is very attentive, can’t beat the

Reviewed on Nov 3, 2025

Don't see what you're looking for?
See all available trips from Philadelphia to Keewaydin Island
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Keewaydin Island

Orbitz makes it easy for you to find cheap prices for flights to Keewaydin Island. When you search for your tickets on Orbitz, you don’t have to look any further for the best Keewaydin Island flights available ever again.

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Orbitz understands that your travel plans may change. That’s why we make it simple to cancel your ticket for Keewaydin Island flights if necessary. All you have to do is contact the Orbitz Customer Service department to adjust your travel plans after booking. When you’re ready book your trip, just do a fresh search for the perfect flights to Keewaydin Island again.

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Low Prices for Keewaydin Island Flights

Orbitz has the scoop on cheap tickets and bargain airfare for flights to Keewaydin Island. You can research the best flights for your trip and make your reservations all on our website with the confidence that you’re getting a great price.

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Frequently asked questions

Which airlines fly to Keewaydin Island?
With 20 airlines operating services to Southwest Florida Intl. Airport (RSW), a major gateway to Keewaydin Island, you have loads of options. Grab an excellent deal among these top international airlines that'll fly you to this city:

  • Air Canada - 12 flights to Keewaydin Island per month
  • EW Discover - 3 flights to Keewaydin Island per month
  • WestJet - 3 flights to Keewaydin Island per month

How much is a flight to Keewaydin Island?
Travelers from near and far bagged return-flight bargains ranging from $56 to $112 this week to Keewaydin Island. Departing from Chicago (ORD)? The lowest one-way prices started at just $29.
How to book the cheapest flight to Keewaydin Island?
With Orbitz, you'll find some of the most amazing flight deals around from a wide range of airlines. But if you'd love to boost your chances of snapping up cheap flights to Keewaydin Island, here are a few pointers to bear in mind:

  • Consider departing from or arriving at nearby airports for a better deal. Enter your preferred departure and arrival airports in the form fields, then select the 'Nearby airports' function below. It will list your options, if any.
  • Also, click on the 'Show flexible dates' option to view the prices for days around your selected departure. You may be able to score cheaper flight deals if your travel plans are flexible.
  • You can also use the 'Show options' link to filter results for your preferred airline, seating class, and nonstop and refundable flights. Under 'Sort & Filter' to the left, you can even pick the time of day you'd like to fly.
  • Once you've settled on your travel dates, don't delay booking. Ticket prices normally climb as the departure date gets closer.
  • Think about combining your flights, hotels and car rental into a package deal with Orbitz to save cash.
  • If it's an option, don't fly during the busy season. Airfares are often at their most expensive during summer, school breaks and other vacation periods like Easter and Thanksgiving.

What is the best time to book a flight to Keewaydin Island?
Pick up a bargain and book your seats to Keewaydin Island in January. If you've missed this month, fear not. February and August often have low airfares as well. Be careful not to snooze on a sale — cheap flights emerge and disappear in the blink of an eye!
What day of the week is the cheapest to book a flight to Keewaydin Island?
Land a fantastic flight deal by making a booking on a Tuesday, Wednesday or Saturday. Typically, these are the best days of the week to score cheap airfares to Keewaydin Island.
What is the cheapest day of the week to fly to Keewaydin Island?
Everyone enjoys saving money, so think about going earlier in the week for cheap flights to Keewaydin Island. Orbitz data from 2020 suggests you can lock in the best prices on flights taking off on Mondays. Tuesdays are the next most affordable day, while Saturdays are the dearest. Many passengers prefer to travel on weekends, so leave those Saturdays for catching up with pals.
What is the cheapest month to fly to Keewaydin Island?
If you're flexible with your travel dates, think about leaving in August. Orbitz data shows that this is generally the best month to take off if you're after cheap flights to Keewaydin Island. As you might expect, airfares rise in June and flights fill up fast.
Which airlines allow free cancellation?
Flexibility is important, that's why Orbitz lets you search for fares that won't hit you with a fee for amending your reservation. Enter your departure and arrival points, then click on "Filter by flexible change policies." We'll show you options that include free cancellation and no change fees.
What do I need for the flight to Keewaydin Island?
There is so much to sort out for any big journey, so it's great to get a little help before you set out. Here are a few suggestions to ensure you're ready for departure:

  • You'll need to take all applicable travel documents and identification. How much will depend on where you're taking off from. When you book, you're encouraged to use the correct name, gender and birth date as listed on your current ID.
  • A properly packed carry-on bag is just the ticket for a comfortable flight experience. Given this journey to Keewaydin Island is no quick hop, take some snacks and things to keep you occupied. A book, magazine or e-reader is sure to help you pass the time.
  • Together, air conditioning and high altitudes can produce a chilly environment. No matter what the season is in Keewaydin Island, bring a sweater along to keep nice and toasty while on the plane.

How do I get cheap first-class/business deals to Keewaydin Island?
There are ways of booking business or first-class airfares to Keewaydin Island that won't burn through your wallet. Find a seat at the front of the plane for less with these useful tips:

  • Be flexible. By being open to other travel dates, you'll have more chances of picking up a deal on business or first-class airfares.
  • Search for a low-cost carrier that offers business-class seats. They often come with extra space and a glass of Champagne — and a more affordable price.
  • Make the most of your airline's customer loyalty program and use points to upgrade your seat. Alternatively, you can try bidding for an upgrade in online auctions.

What is the best time to go to Keewaydin Island?
You'll have tons of fun whatever time of the year you visit Keewaydin Island, but January, July and November are when this place is at its busiest. Want to pack your itinerary with warm-weather experiences? Book your vacation close to June 20. This is when summertime begins in the Northern Hemisphere. Expect the mercury to hover between 80 ºF and 90 ºF during this time of year.

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.