Cheap flights To Sanibel Captiva Island (FMY) from $44

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Cheap Flights to Sanibel Captiva Island from $44 One Way, $112 Round Trip

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

Sat, Sep 12 - Sat, Sep 19
MHT
Manchester-Boston Regional
RSW
Southwest Florida Intl.
$112 Roundtrip, found 1 hour ago
$112
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Sat, Sep 12 from Manchester-Boston Regional to Southwest Florida Intl., returning Sat, Sep 19, priced at $112 found 1 hour ago
Wed, Aug 26 - Sat, Sep 12
PVD
T.F. Green
RSW
Southwest Florida Intl.
$112 Roundtrip, found 1 hour ago
$112
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Wed, Aug 26 from T.F. Green to Southwest Florida Intl., returning Sat, Sep 12, priced at $112 found 1 hour ago
Wed, Aug 26 - Sat, Sep 12
PVD
T.F. Green
RSW
Southwest Florida Intl.
$117 Roundtrip, found 1 hour ago
$117
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Wed, Aug 26 from T.F. Green to Southwest Florida Intl., returning Sat, Sep 12, priced at $117 found 1 hour ago
Sun, Apr 19 - Thu, Apr 30
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$124 Roundtrip, found 1 hour ago
$124
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Sun, Apr 19 from O'Hare Intl. to Southwest Florida Intl., returning Thu, Apr 30, priced at $124 found 1 hour ago
Sun, Apr 19 - Thu, Apr 30
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$126 Roundtrip, found 1 hour ago
$126
Roundtrip
found 1 hour ago
Select Frontier Airlines flight, departing Sun, Apr 19 from O'Hare Intl. to Southwest Florida Intl., returning Thu, Apr 30, priced at $126 found 1 hour ago
Thu, Aug 20 - Fri, Aug 28
CAK
Akron-Canton
RSW
Southwest Florida Intl.
$138 Roundtrip, found 2 hours ago
$138
Roundtrip
found 2 hours ago
Select Breeze Airways flight, departing Thu, Aug 20 from Akron-Canton to Southwest Florida Intl., returning Fri, Aug 28, priced at $138 found 2 hours ago
Thu, Aug 20 - Tue, Aug 25
BDL
Bradley Intl.
RSW
Southwest Florida Intl.
$152 Roundtrip, found 1 hour ago
$152
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Thu, Aug 20 from Bradley Intl. to Southwest Florida Intl., returning Tue, Aug 25, priced at $152 found 1 hour ago
Thu, Aug 20 - Thu, Aug 27
CMH
John Glenn Columbus Intl.
RSW
Southwest Florida Intl.
$152 Roundtrip, found 1 hour ago
$152
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Thu, Aug 20 from John Glenn Columbus Intl. to Southwest Florida Intl., returning Thu, Aug 27, priced at $152 found 1 hour ago
Sat, Apr 11 - Wed, Apr 15
PSM
Portsmouth Intl.
RSW
Southwest Florida Intl.
$178 Roundtrip, found 5 days ago
$178
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Sat, Apr 11 from Portsmouth Intl. to Southwest Florida Intl., returning Wed, Apr 15, priced at $178 found 5 days ago
Sat, Apr 11 - Wed, Apr 22
EWR
Newark Liberty Intl. Airport
RSW
Southwest Florida Intl.
$180 Roundtrip, found 1 hour ago
$180
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Sat, Apr 11 from Newark Liberty Intl. Airport to Southwest Florida Intl., returning Wed, Apr 22, priced at $180 found 1 hour ago

Sanibel Captiva Island Flight Information

Traveling To
Sanibel Captiva Island
Destination Airport IATA Code
FMY
Number of Airlines Serving
Airlines
Spirit Airlines, Frontier Airlines, Breeze Airways
Flight Price
$112
Earliest Departing Flight
Latest Departing Flight

Book Your Flight & Hotel Together & Save

Sanibel Captiva Island economy flight packages

Price found within the past 48 hours. Click for updated prices.
The Suites at Fishermen’s Village- 2 Bedroom Suites
3.0-star property

The Suites at Fishermen’s Village- 2 Bedroom Suites

May 6 - May 9

3 night stay

Boston (BOS) to Fort Myers (RSW)

JetBlue Airways • Roundtrip • Coach
Save 100% on your flight
Price was $701, price is now $474 per person
$474
per person
found 1 day ago
LaPlaya Beach & Golf Resort - A Noble House Resort
4.5-star property

LaPlaya Beach & Golf Resort - A Noble House Resort

May 25 - May 29

4 night stay

Boston (BOS) to Fort Myers (RSW)

American Airlines • Roundtrip • Coach
Save 100% on your flight
Price was $1,696, price is now $907 per person
$907
per person
found 2 days ago
The Perry Hotel Naples
4.5-star property

The Perry Hotel Naples

May 10 - May 17

7 night stay

Boston (BOS) to Fort Myers (RSW)

Delta • Coach

Fort Myers (RSW) to Boston (BOS)

Southwest Airlines • Coach
Save 100% on your flight
Price was $1,628, price is now $1,039 per person
$1,039
per person
found 1 day ago
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Sanibel Captiva Island first class 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! (1,013 reviews)

May 6 - May 11

5 night stay

Chicago (ORD) to Fort Myers (RSW)

American Airlines • FirstClass

Fort Myers (RSW) to Chicago (ORD)

United • FirstClass
Price was $1,737, price is now $1,432 per person
$1,432
per person
found 23 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

The Perry Hotel Naples
4.5-star property

The Perry Hotel Naples

9.6/10 Exceptional! (725 reviews)

May 22 - May 25

3 night stay

Chicago (ORD) to Fort Myers (RSW)

United • FirstClass

Fort Myers (RSW) to Chicago (ORD)

American Airlines • FirstClass
Price was $1,845, price is now $1,543 per person
$1,543
per person
found 8 hours ago
Nice and clean with a great view and pool area

Reviewed on Nov 13, 2025

Casa Ybel Resort
2.5-star property

Casa Ybel Resort

8.8/10 Excellent! (311 reviews)

May 22 - May 25

3 night stay

Chicago (ORD) to Fort Myers (RSW)

United • FirstClass

Fort Myers (RSW) to Chicago (ORD)

American Airlines • FirstClass
Price was $1,851, price is now $1,620 per person
$1,620
per person
found 8 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

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See all available trips from Chicago to Sanibel Captiva Island
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Sanibel Captiva Island

Orbitz uses cutting edge mobile technology to help get you the best deals on Sanibel Captiva Island flights. We offer guaranteed low prices on air tickets that can be combined with hotels and car rentals to save you even more money.

Find Cheap Sanibel Captiva Island Flights And Hotel Rooms Using Our Mobile App

Orbitz not only guarantees low prices for flights to Sanibel Captiva Island, we also offer Mobile Steals on our Orbitz on the Go mobile app where you can find great mobile-only deals on hotel rooms in the area.

Use the Orbitz Flight Matrix To Save Big On Car Rental

Discount flights to Sanibel Captiva Island can be combined with car rental to get you additional savings. Just use our Flight Matrix to see how your budget air ticket can be combined with a car rental to make your trip not only inexpensive but also more convenient.

Use Multiple Airlines To Ensure You Get The Best Deal

Orbitz allows you to use multiple airlines for flights to Sanibel Captiva Island. By using a combination of airlines for discount flights you are guaranteed to get the lowest fares each way and get the schedule that is most convenient for you.

Store Your Frequent Flyer Information on Orbitz For Easy Access

Booking with Orbitz will still allow you to apply miles for flights to Sanibel Captiva Island to your frequent flyer program. Not only that, but your frequent flyer information will be safely stored on our website, so it will be easy to access the next time you book a discount air ticket with Orbitz.

Frequently asked questions

Which airlines fly to Sanibel Captiva Island?
With 20 airlines to take your pick of, finding the ideal flight that suits your budget and travel plans will be easy. Southwest Florida Intl. Airport (RSW) is a major entry point to Sanibel Captiva Island and where you're likely to be landing. These popular international carriers are ready when you are:

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

What is the best airport to fly to in Sanibel Captiva Island?
Keep your eyes peeled for a rewarding flight deal to Southwest Florida Intl. Airport (RSW). It's the city's main terminal and is situated around 25 miles east of the center. After walking out of the arrivals area, it won't be long before you're exploring the wonders of Sanibel Captiva Island.
How much is a flight to Sanibel Captiva Island?
If you're after a round-trip, airfares fluctuated between $112 and $180 this past week. The cheapest price to travel one-way was $44, from Chicago (ORD).
How to book the cheapest flight to Sanibel Captiva Island?
Scoring cheap flights to Sanibel Captiva Island is as easy as booking with Orbitz. But if you want to make sure you're walking away with the best flight deals around, here are a few tips worth following:

  • Consider taking off from or landing at nearby airports to save money. Enter your preferred departure and arrival points in the form fields, then click on the 'Nearby airports' function below. It will list the available options.
  • If your travel plans aren't set in concrete, click on the 'Show flexible dates' option to scan the flight deals for a range of departure dates. You may find an amazing fare.
  • To optimize your results, hit 'Show options.' You can search based on seating class, airlines, nonstop flights and refundable flights. You can also select whether you want to fly in the morning, afternoon or evening under 'Sort & Filter' to the left.
  • Once you've settled on your travel dates, don't delay booking. Ticket prices normally rise as the departure date gets closer.
  • Save big on your getaway by combining your flights, hotels and car rental into a package. Your budget will thank you.
  • Don't travel during the busy season if you can. By steering clear of school vacations and summer, you can save loads on your airfares.

How long is a flight to Sanibel Captiva Island?
Where you're coming from and whether you have a stopover will determine your flight time. However, these leading routes to Sanibel Captiva Island will give you some idea:

  • 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 Sanibel Captiva Island?
If possible, purchase your flights to Sanibel Captiva Island in January. This is the best month to get low airfares, followed by February and August. With a bit of patience and planning, you're bound to find a cheap flight with Orbitz.
What day of the week is the cheapest to book a flight to Sanibel Captiva Island?
Land a fantastic flight deal by booking on a Tuesday, Wednesday or Saturday. Typically, these are the best days of the week to score cheap airfares to Sanibel Captiva Island.
What is the cheapest day of the week to fly to Sanibel Captiva Island?
According to Orbitz data from 2020, you ought to jump on a plane on a Monday to nab cheap flights to Sanibel Captiva Island. Next most affordable day? Tuesday. Saturday will set you back the most. So, consider leaving early in the week if you want to score a low-priced fare and stretch your travel budget.
What is the cheapest month to fly to Sanibel Captiva Island?
To score cheap flights to Sanibel Captiva Island, you should take off in August. If saving money on your ticket is your top priority, Orbitz data has found that this is generally an excellent month to go on a trip. June is when fares are at their peak.
Which airlines allow free cancellation?
We know that plans can change and flexibility is more important than ever. That's why you can search for flights that have free cancellation and no change fees on Orbitz. Just click on "Filter by flexible change policies" and we'll show you fares more flexible than candy in a car on a hot day!
What do I need for the flight to Sanibel Captiva Island?
There's so much to plan for any big journey, so it's useful to get some help before you set out. Here are a few pointers to ensure that you're organized for departure:

  • Travel paperwork such as e-tickets and identification are a must. To avoid any delays at check-in, make sure your booking is under the same name, birth date and gender as listed on your government-issued ID.
  • A well-packed carry-on bag is a must for any medium-haul journey. With at least a few hours up your sleeve, you'll need something to keep you amused while in the air. We recommend a good book or magazine, and something to munch on.
  • Together, air conditioning and high altitudes can create a cold environment. No matter what the weather is outside, pack a sweater to keep nice and warm during your flight.

How many direct flights are there to Sanibel Captiva Island?
Currently, there are 188 direct flights each month to Sanibel Captiva Island. When it comes to airlines that will take you there, you've got plenty to choose from. Southwest Airlines, Delta Air Lines and United Airlines are among the most sought-after. JetBlue Airways, American Airlines and Frontier Airlines are a few other respected carriers that offer nonstop services.
How do I get cheap first-class/business deals to Sanibel Captiva Island?
If you think a business or first-class ticket is out of your price range, think again. Here are a few practical tips to help you find a premium flight to Sanibel Captiva Island for a whole lot less:

  • Be more flexible with your travel dates and hold out for sales on business or first-class airfares.
  • Search for a low-cost airline that has business-class seats. They usually come with more space and a glass of bubbly — and a more appealing price.
  • Make the most of your airline's rewards program and use points to upgrade your seat. You can also bid for an upgrade in an online auction if available.

How to get into Sanibel Captiva Island from the airport?
Walk off the plane and then get into the driver's seat of a Southwest Florida Intl. Airport (RSW) car rental at Southwest Florida Intl. Airport (RSW). On-site provider Dollar has a nice variety of vehicles to pick from, so finding the perfect set of wheels will be a breeze. Set your GPS and then drive about 25 miles west of RSW to get to the center of Sanibel Captiva Island. You could also use public transportation or take a taxi into town after you land and rent a vehicle from central Sanibel Captiva Island with one of our Sanibel Captiva Island car rentals.
What is the best time to go to Sanibel Captiva Island?
Tourists come from all over the map to visit Sanibel Captiva Island in January, February and March. So if you'd love to explore this incredible destination during the popular months, this is the time to go. Like most places in the Northern Hemisphere, summer begins June 20 in Sanibel Captiva Island, with average daily temperatures ranging between 80 ºF and 90 ºF.
Travel tips for Sanibel Captiva Island

  • Step out in the downtown area and take yourself on a walking tour of the city's fantastic attractions. Sanibel Island Southern Beach and Bowman's Beach are a couple of favorites with tourists.
  • You'll discover rewarding day trip adventures a quick drive from Sanibel Captiva Island's hustle and bustle. Visit Barefoot Beach first and then make tracks to Naples Pier.
  • When it's time to get out and see more of Lee County, arrange a car rental and cruise to Lehigh Acres. Alva is another leading city with plenty to do and see.

More to Explore

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.