Cheap flights To Captiva Island (FMY) from $42

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Cheap Flights to Captiva Island from $42 One Way, $72 Round Trip

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

Wed, Aug 27 - Wed, Sep 3
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$72 Roundtrip, found 2 days ago
$72
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Wed, Aug 27 from O'Hare Intl. to Southwest Florida Intl., returning Wed, Sep 3, priced at $72 found 2 days ago
Mon, Aug 25 - Wed, Sep 3
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$75 Roundtrip, found 1 hour ago
$75
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Mon, Aug 25 from O'Hare Intl. to Southwest Florida Intl., returning Wed, Sep 3, priced at $75 found 1 hour ago
Mon, Sep 1 - Wed, Sep 3
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$85 Roundtrip, found 9 hours ago
$85
Roundtrip
found 9 hours ago
Select Spirit Airlines flight, departing Mon, Sep 1 from O'Hare Intl. to Southwest Florida Intl., returning Wed, Sep 3, priced at $85 found 9 hours ago
Fri, Aug 22 - Sun, Aug 24
RDU
Raleigh - Durham Intl.
RSW
Southwest Florida Intl.
$86 Roundtrip, just found
$86
Roundtrip
just found
Select Breeze Airways flight, departing Fri, Aug 22 from Raleigh - Durham Intl. to Southwest Florida Intl., returning Sun, Aug 24, priced at $86 just found
Thu, Sep 11 - Mon, Sep 15
PVD
T.F. Green
RSW
Southwest Florida Intl.
$91 Roundtrip, found 2 days ago
$91
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Thu, Sep 11 from T.F. Green to Southwest Florida Intl., returning Mon, Sep 15, priced at $91 found 2 days ago
Fri, Aug 22 - Tue, Aug 26
PIT
Pittsburgh Intl.
RSW
Southwest Florida Intl.
$103 Roundtrip, just found
$103
Roundtrip
just found
Select Breeze Airways flight, departing Fri, Aug 22 from Pittsburgh Intl. to Southwest Florida Intl., returning Tue, Aug 26, priced at $103 just found
Wed, Dec 10 - Sat, Dec 13
PSM
Portsmouth Intl.
RSW
Southwest Florida Intl.
$107 Roundtrip, found 3 days ago
$107
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Wed, Dec 10 from Portsmouth Intl. to Southwest Florida Intl., returning Sat, Dec 13, priced at $107 found 3 days ago
Thu, Oct 2 - Thu, Oct 16
DTW
Detroit Metropolitan Wayne County
RSW
Southwest Florida Intl.
$108 Roundtrip, just found
$108
Roundtrip
just found
Select Spirit Airlines flight, departing Thu, Oct 2 from Detroit Metropolitan Wayne County to Southwest Florida Intl., returning Thu, Oct 16, priced at $108 just found
Wed, Feb 11 - Wed, Feb 18
BOS
Logan Intl.
RSW
Southwest Florida Intl.
$111 Roundtrip, found 3 hours ago
$111
Roundtrip
found 3 hours ago
Select Spirit Airlines flight, departing Wed, Feb 11 from Logan Intl. to Southwest Florida Intl., returning Wed, Feb 18, priced at $111 found 3 hours ago
Sat, Sep 20 - Tue, Sep 23
BOS
Logan Intl.
RSW
Southwest Florida Intl.
$120 Roundtrip, found 3 hours ago
$120
Roundtrip
found 3 hours ago
Select Southwest Airlines flight, departing Sat, Sep 20 from Logan Intl. to Southwest Florida Intl., returning Tue, Sep 23, priced at $120 found 3 hours ago

Captiva Island Flight Information

Traveling To
Captiva Island
Destination Airport IATA Code
FMY
Number of Airlines Serving
Airlines
Breeze Airways, Spirit Airlines, Southwest Airlines
Flight Price
$72
Earliest Departing Flight
Latest Departing Flight

Book Your Flight & Hotel Together & Save

Captiva Island economy flight packages

Price found within the past 48 hours. Click for updated prices.
Hyatt Place Fort Myers/at The Forum
3.0-star property

Hyatt Place Fort Myers/at The Forum

Sep 3 - Sep 9

6 night stay

Boston (BOS) to Fort Myers (RSW)

JetBlue Airways • Roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
Tween Waters Island Resort & Spa
3.0-star property

Tween Waters Island Resort & Spa

Sep 19 - Sep 26

7 night stay

Boston (BOS) to Fort Myers (RSW)

JetBlue Airways • Roundtrip • Coach
per person
found 1 day ago
Edison Beach House
3.5-star property

Edison Beach House

Sep 19 - Sep 26

7 night stay

Boston (BOS) to Fort Myers (RSW)

JetBlue Airways • Roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
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Captiva Island premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
TownePlace Suites by Marriott Fort Myers Gulf Coast
3.0-star property

TownePlace Suites by Marriott Fort Myers Gulf Coast

9/10 Wonderful! (53 reviews)

Sep 15 - Sep 20

5 night stay

Boston (BOS) to Fort Myers (RSW)

Delta • Roundtrip • PremiumEconomy
per person
found 3 hours ago
The staff was friendly and the hotel was kept clean. Breakfast seemed to be a struggle every morning. Always having to ask for something that was missing

Reviewed on Mar 9, 2025

Marriott Sanibel Harbour Resort & Spa
4.0-star property

Marriott Sanibel Harbour Resort & Spa

8.4/10 Very Good! (1,002 reviews)

Sep 15 - Sep 20

5 night stay

Boston (BOS) to Fort Myers (RSW)

Delta • Roundtrip • PremiumEconomy
per person
found 3 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

Luminary Hotel & Co., Autograph Collection
4.0-star property

Luminary Hotel & Co., Autograph Collection

9.2/10 Wonderful! (408 reviews)

Sep 15 - Sep 20

5 night stay

Boston (BOS) to Fort Myers (RSW)

Delta • Roundtrip • PremiumEconomy
per person
found 3 hours ago
The location of this hotel was superb. Scenic and also near awesome restaurants and shopping. The hotel itself was clean and quite quiet. Enjoyed a wonderful couple of days.

Reviewed on Jun 20, 2024

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Captiva Island first class flight packages

Price found within the past 48 hours. Click for updated prices.
Lani Kai Beachfront Resort
3.5-star property

Lani Kai Beachfront Resort

8.6/10 Excellent! (1,020 reviews)

Sep 18 - Sep 22

4 night stay

Boston (BOS) to Fort Myers (RSW)

Delta • FirstClass

Fort Myers (RSW) to Boston (BOS)

United • FirstClass
per person
found 1 day ago
Very terrific staff & met one of the grand daughters who worked in the gift shop on our day of departure, she was so sweet, my daughter & I thoroughly enjoyed ourself.

Reviewed on Jul 8, 2025

LaPlaya Beach & Golf Resort - A Noble House Resort
4.5-star property

LaPlaya Beach & Golf Resort - A Noble House Resort

8.8/10 Excellent! (1,002 reviews)

Sep 18 - Sep 22

4 night stay

Boston (BOS) to Fort Myers (RSW)

Delta • FirstClass

Fort Myers (RSW) to Boston (BOS)

United • FirstClass
per person
found 1 day ago
Great customer service and guest services. Nice resort and good food.....we will definitely be back again.....

Reviewed on Jul 1, 2025

Inn on Fifth
4.0-star property

Inn on Fifth

9.2/10 Wonderful! (1,009 reviews)

Sep 18 - Sep 22

4 night stay

Boston (BOS) to Fort Myers (RSW)

Delta • FirstClass

Fort Myers (RSW) to Boston (BOS)

United • FirstClass
per person
found 1 day ago
The location is a 10 but this isn’t a 5-star property. I’ve stayed at this hotel the past 5 years, always for 5 nights between Christmas and New Years. The value for the price is terrible. The hair dryers in the room are trash, the TV in our room flickered on and off during our entire stay in 2024, the rooms are clean but not immaculate, the elevator takes forever to move between floors. Overall this hotel could use a major refresh and I will be finding a different hotel to stay at in Dec 2025.

Reviewed on Jan 2, 2025

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See all available trips from Boston to Captiva Island
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Captiva Island

Orbitz is your one stop for guaranteed low prices on Captiva Island flights, as well as budget deals on hotels and rental cars. Use our state of the art mobile tools to get great deals and constant updates on the status of your trip.

Save Big On Car Rentals Too

Orbitz will find you discount air fare for flights to Captiva Island and you can rent a car at the same time. With Orbitzyou will get a discount on the rental and have your car waiting for you when you land.

Get Free Travel Advice By Calling the Orbitz Hotline

Our experts will make things even easier by helping you to find the best budget flights to Captiva Island Just call our toll free hotline at 1-800-649-9920 and one of our travel advisors will be happy to assist you with everything from your flight to hotel room.

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Our state of the art mobile apps will allow you to book cheap flights to Captiva Island from your smartphone too. Discount airfare is not all; you can also find mobile-only hotel deals or check the status of your flight using this free app. So, when you’re on the go, why not take Orbitz with you?

Frequently asked questions

How much is a flight to Captiva Island?
Loads of incredible deals were up for grabs this week, with round-trip flights to Captiva Island ranging between $72 and $120. But it was travelers beginning their trip from Providence (PVD) who snapped up the really big bargains. One-way flights to Captiva Island started at just $42.
How to book the cheapest flight to Captiva Island?
With some of the most amazing flight deals around, you'll always get more for your money with Orbitz. The following handy hints will help you snap up cheap flights to Captiva Island — and leave you with more cash to splash:

  • Depending on where you're coming from, choose the 'Nearby airports' function (located under the departure and arrival options). In some cases, alternative departure points will have more competitive fares.
  • If you're flexible with your travel schedule, click on the 'Show flexible dates' option. It'll display the flight deals for the days before and after your chosen departure. Fares often vary depending on what day it is.
  • Select 'Show options' to refine your search results. You can choose your preferred airline and seating class here. Under 'Sort & Filter' to the left, you can even select whether you want to fly in the morning, afternoon or evening.
  • If you know your travel dates, book your flight. Prices usually increase as the departure date gets closer.
  • Make serious savings on your adventure by bundling your flights, hotels and car rentals into one convenient package deal. Your credit card will thank you for it.
  • Flying during busier seasons means higher airfares. Try to vacation outside of popular periods, such as school breaks, Thanksgiving and Easter.

How long is a flight to Captiva Island?
The United States is big, so that depends on which city you're taking off from. To make things simple, we've selected some of the most popular routes to Captiva Island and found their average flight times:

  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Southwest Florida Intl. Airport (RSW) - 1 hour and 46 minutes
  • Newark, NJ (EWR-Liberty Intl.) to Southwest Florida Intl. Airport (RSW) - 2 hours and 51 minutes
  • Chicago, IL (ORD-O'Hare Intl.) to Southwest Florida Intl. Airport (RSW) - 2 hours and 53 minutes

What is the best time to book a flight to Captiva Island?
Generally speaking, January is the best month to purchase your plane ticket. This is closely followed by February and August. Bear this in mind while you look for a cheap flight to Captiva Island.
What day of the week is the cheapest to book a flight to Captiva Island?
Make a booking on a Tuesday, Wednesday or Saturday. Typically, these are the cheapest days of the week to purchase fares to Captiva Island. The vacation of your dreams starts with a great flight deal!
What is the cheapest day of the week to fly to Captiva Island?
According to Orbitz data from 2020, you ought to start your trip on a Monday to get cheap flights to Captiva Island. Next most affordable day? Tuesday. Saturday is the most expensive. So, think about leaving early in the week if you'd like to score a wallet-friendly fare and stretch your travel budget.
What is the cheapest month to fly to Captiva Island?
To secure cheap flights to Captiva Island, you should pack your suitcase and take off in August. Orbitz data shows that this is generally a great month to save on your ticket. If you're thinking of flying to Captiva Island in June, keep in mind that this is the least affordable time of year to travel.
Which airlines allow free cancellation?
Orbitz makes it easy to find carriers that offer flexibility. Simply click on "Filter by flexible change policies" when searching for your flights and bada bing! We'll show you options that include free cancellation, no change fees and of course, an irresistible low price.
What do I need for the flight to Captiva Island?
There's so much to sort out for any big adventure, so it's useful to get a little help along the way. Here are a few pointers to make sure you're ready for take off:

  • Firstly, you'll need to take all relevant travel documents and your identification. How much is dependent on where you're taking off from. When booking, you're encouraged to use the correct name, gender and birth date as listed on your government-issued ID.
  • A properly packed carry-on bag is the key to a great flight experience. Given this journey to Captiva Island is no quick hop, take a few snacks and activities to keep you occupied. Something to read or listen to is sure to help you pass the time.
  • Regardless what the season is at your destination, aircraft cabins are known to get a little chilly. Carry an extra layer with you on your journey to stay warm and comfy.

How many direct flights are there to Captiva Island?
Currently, there are 188 direct flights every month to Captiva Island. When it comes to airlines that will fly you there, you have plenty of options. Southwest Airlines, Delta Air Lines and United Airlines are some of the most well-known. JetBlue Airways, American Airlines and Frontier Airlines are a few other respected carriers that provide nonstop services.
How do I get cheap first-class/business deals to Captiva Island?
If you think a business or first-class ticket is beyond your grasp, you may want to think again. Here are a few practical tips to help you book a premium flight to Captiva Island for less:

  • Being flexible isn't confined to yoga. Have some room to move around your travel dates so you can snap up more affordable airfares when they crop up.
  • Look for a budget carrier that offers business-class seats. They often come with extra legroom and a glass of bubbly — and a nicer price.
  • Make a bid for an upgrade. Some carriers hold online auctions that let you put down a price for a seat up the front. You may also be able to upgrade with points earned through a flight rewards program.

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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.