Cheap flights To Captiva Island (FMY) from $39

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Cheap Flights to Captiva Island from $39 One Way, $87 Round Trip

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

Sun, Aug 10 - Sun, Aug 10
CVG
Cincinnati - Northern Kentucky Intl.
RSW
Southwest Florida Intl.
$87 Roundtrip, found 1 day ago
$87
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sun, Aug 10 from Cincinnati - Northern Kentucky Intl. to Southwest Florida Intl., returning Sun, Aug 10, priced at $87 found 1 day ago
Thu, May 29 - Thu, May 29
CVG
Cincinnati - Northern Kentucky Intl.
RSW
Southwest Florida Intl.
$88 Roundtrip, found 6 days ago
$88
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Thu, May 29 from Cincinnati - Northern Kentucky Intl. to Southwest Florida Intl., returning Thu, May 29, priced at $88 found 6 days ago
Sun, May 25 - Sun, May 25
CVG
Cincinnati - Northern Kentucky Intl.
RSW
Southwest Florida Intl.
$90 Roundtrip, found 6 days ago
$90
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Sun, May 25 from Cincinnati - Northern Kentucky Intl. to Southwest Florida Intl., returning Sun, May 25, priced at $90 found 6 days ago
Tue, Aug 5 - Sun, Aug 10
CVG
Cincinnati - Northern Kentucky Intl.
RSW
Southwest Florida Intl.
$92 Roundtrip, found 1 day ago
$92
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Tue, Aug 5 from Cincinnati - Northern Kentucky Intl. to Southwest Florida Intl., returning Sun, Aug 10, priced at $92 found 1 day ago
Sun, May 25 - Fri, May 30
PIT
Pittsburgh Intl.
RSW
Southwest Florida Intl.
$99 Roundtrip, found 4 days ago
$99
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Sun, May 25 from Pittsburgh Intl. to Southwest Florida Intl., returning Fri, May 30, priced at $99 found 4 days ago
Sat, Dec 6 - Wed, Dec 10
PSM
Portsmouth Intl.
RSW
Southwest Florida Intl.
$102 Roundtrip, found 5 days ago
$102
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Sat, Dec 6 from Portsmouth Intl. to Southwest Florida Intl., returning Wed, Dec 10, priced at $102 found 5 days ago
Wed, May 28 - Wed, May 28
CLE
Hopkins Intl.
RSW
Southwest Florida Intl.
$102 Roundtrip, found 15 hours ago
$102
Roundtrip
found 15 hours ago
Select Frontier Airlines flight, departing Wed, May 28 from Hopkins Intl. to Southwest Florida Intl., returning Wed, May 28, priced at $102 found 15 hours ago
Sat, Sep 6 - Tue, Sep 9
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$114 Roundtrip, found 1 hour ago
$114
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Sat, Sep 6 from O'Hare Intl. to Southwest Florida Intl., returning Tue, Sep 9, priced at $114 found 1 hour ago
Wed, Jul 16 - Wed, Jul 23
CLE
Hopkins Intl.
RSW
Southwest Florida Intl.
$119 Roundtrip, found 7 hours ago
$119
Roundtrip
found 7 hours ago
Select United flight, departing Wed, Jul 16 from Hopkins Intl. to Southwest Florida Intl., returning Wed, Jul 23, priced at $119 found 7 hours ago
Mon, May 19 - Sun, May 25
DTW
Detroit Metropolitan Wayne County
RSW
Southwest Florida Intl.
$125 Roundtrip, found 5 days ago
$125
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Mon, May 19 from Detroit Metropolitan Wayne County to Southwest Florida Intl., returning Sun, May 25, priced at $125 found 5 days ago

Captiva Island Flight Information

Traveling To
Captiva Island
Destination Airport IATA Code
FMY
Number of Airlines Serving
Airlines
Spirit Airlines, Frontier Airlines, Breeze Airways, United
Flight Price
$87
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.
Lani Kai Beachfront Resort
3.5-star property

Lani Kai Beachfront Resort

Jun 8 - Jun 11

3 night stay

Boston (BOS) to Fort Myers (RSW)

Spirit Airlines • Coach

Fort Myers (RSW) to Boston (BOS)

American Airlines • Coach
Save 100% on your flight
per person
found 1 day ago
Bellasera Resort
4.0-star property

Bellasera Resort

Jun 17 - Jun 22

5 night stay

Boston (BOS) to Fort Myers (RSW)

Delta • Roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
Shell Island Beach Club
2.0-star property

Shell Island Beach Club

Jun 21 - Jun 28

7 night stay

Newark Liberty Intl. Airport (EWR) to Fort Myers (RSW)

Spirit Airlines • Non-stop • Coach

Fort Myers (RSW) to Newark Liberty Intl. Airport (EWR)

JetBlue Airways • Non-stop • Coach
Save 100% on your flight
per person
found 1 day ago
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Captiva Island first class flight packages

Price found within the past 48 hours. Click for updated prices.
Bellasera Resort
4.0-star property

Bellasera Resort

9.6/10 Exceptional! (2,127 reviews)

Jun 26 - Jun 30

4 night stay

Chicago (ORD) to Fort Myers (RSW)

Delta • Non-stop roundtrip • FirstClass
per person
found 12 hours ago
I love staying at Bella. It’s like an oasis away from the hustle and bustle but a short distance from all the shopping you could even walk if you wanted to and a short distance from the beach, Bella Sarah provides transportation so you don’t have to worry about parking and also the beach chairs and umbrella and towels, this is a wonderful beautiful property with very thoughtful amenities

Reviewed on Jul 8, 2024

Marco Beach Ocean Suites
3.0-star property

Marco Beach Ocean Suites

9.2/10 Wonderful! (613 reviews)

Jun 26 - Jun 30

4 night stay

Chicago (ORD) to Fort Myers (RSW)

Delta • Non-stop roundtrip • FirstClass
per person
found 12 hours ago
I stayed in a balcony room, excellent view of the ocean, walking distance to the ocean, chairs and umbrellas avail at the beach, valet very nice. All staff I encountered were wonderful. The room was quiet and clean, bed was excellent both tub and shower clean and perfect. The kitchenet was also nice to have, there were also some supplies like silver wear and bakeware avail for my use.I loved this hotel and will stay here whenever I visit. Highly recommend.

Reviewed on Jul 23, 2024

Inn on Fifth
4.0-star property

Inn on Fifth

9.2/10 Wonderful! (1,003 reviews)

Jun 26 - Jun 30

4 night stay

Chicago (ORD) to Fort Myers (RSW)

Delta • Non-stop roundtrip • FirstClass
per person
found 12 hours 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 Chicago to Captiva Island
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Captiva Island

Reach your destination without breaking your budget by booking your flights to Captiva Island using Orbitz. We offer access to all of the best discounts on airfare, travel accommodations and even car rentals. Planning your trip and saving money are easier with Orbitz.

Get Discount Rates On Your Captiva Island Flight

Whether planning ahead or deciding to book your trip at the last minute, Orbitz will provide the lowest rates on Captiva Island flights. Using our free mobile phone apps will make you privy to a number of discounts that are unique to mobile phone users. These are perfect for harried travelers who want to find deals that they can qualify for on the same day.

Make Orbitz Your Official Travel Planner

Orbitz can be used for much more than comparing and booking a discount flight to Captiva Island. We also offer a variety of resources for securing the ideal travel accommodations while staying on budget. Travel tips, hotel reviews, customized suggestions and even detailed images can all be accessed through your mobile phone.

Build A Comprehensive Travel Itinerary

In addition to booking a low cost flight to Captiva Island, you can learn about the best places to visit, the best hotels to stay in and the preferred times for traveling. When you use Orbitz mobile phone apps you can also share your travel itineraries with friends and family members, all with just a few quick taps.

Using Orbitz to secure your Captiva Island flights can save you money and time. Perfect for both the early travel planner and the last minute journey: Orbitz offers phenomenal customer service and unbeatable convenience.

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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 $87 and $125. But it was travelers beginning their trip from Pittsburgh (PIT) who snapped up the really big bargains. One-way flights to Captiva Island started at just $39.
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.

Nearby

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.