Cheap flights To Little Gasparilla Island (RSW) from $48

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Cheap Flights to Little Gasparilla Island from $48 One Way, $92 Round Trip

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

Fri, May 23 - Fri, May 23
CLE
Hopkins Intl.
SRQ
Sarasota-Bradenton Intl.
$92 Roundtrip, found 4 days ago
$92
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Fri, May 23 from Hopkins Intl. to Sarasota-Bradenton Intl., returning Fri, May 23, priced at $92 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 16 hours ago
$102
Roundtrip
found 16 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 16 hours ago
Sat, Sep 6 - Tue, Sep 9
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$114 Roundtrip, found 2 hours ago
$114
Roundtrip
found 2 hours 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 2 hours ago
Wed, Jul 16 - Wed, Jul 23
CLE
Hopkins Intl.
RSW
Southwest Florida Intl.
$119 Roundtrip, found 8 hours ago
$119
Roundtrip
found 8 hours ago
Select United flight, departing Wed, Jul 16 from Hopkins Intl. to Southwest Florida Intl., returning Wed, Jul 23, priced at $119 found 8 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
Mon, May 19 - Thu, May 22
MSP
Minneapolis - St. Paul Intl.
RSW
Southwest Florida Intl.
$148 Roundtrip, found 7 hours ago
$148
Roundtrip
found 7 hours ago
Select Sun Country Airlines flight, departing Mon, May 19 from Minneapolis - St. Paul Intl. to Southwest Florida Intl., returning Thu, May 22, priced at $148 found 7 hours ago
Tue, Jul 8 - Tue, Jul 15
CLE
Hopkins Intl.
RSW
Southwest Florida Intl.
$151 Roundtrip, found 2 days ago
$151
Roundtrip
found 2 days ago
Select Southwest Airlines flight, departing Tue, Jul 8 from Hopkins Intl. to Southwest Florida Intl., returning Tue, Jul 15, priced at $151 found 2 days ago
Wed, Jul 23 - Tue, Jul 29
MSP
Minneapolis - St. Paul Intl.
RSW
Southwest Florida Intl.
$159 Roundtrip, found 13 hours ago
$159
Roundtrip
found 13 hours ago
Select Delta flight, departing Wed, Jul 23 from Minneapolis - St. Paul Intl. to Southwest Florida Intl., returning Tue, Jul 29, priced at $159 found 13 hours ago
Fri, May 16 - Sat, May 17
BOS
Logan Intl.
RSW
Southwest Florida Intl.
$161 Roundtrip, found 3 days ago
$161
Roundtrip
found 3 days ago
Select Delta flight, departing Fri, May 16 from Logan Intl. to Southwest Florida Intl., returning Sat, May 17, priced at $161 found 3 days ago

Little Gasparilla Island Flight Information

Traveling To
Little Gasparilla Island
Destination Airport IATA Code
RSW
Number of Airlines Serving
Airlines
Frontier Airlines, Breeze Airways, Spirit Airlines, Sun Country Airlines, Southwest Airlines, United, Delta
Flight Price
$92
Earliest Departing Flight
Latest Departing Flight

Book Your Flight & Hotel Together & Save

Little Gasparilla 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
The Residences at Siesta Key Beach by Hyatt Vacation Club
3.5-star property

The Residences at Siesta Key Beach by Hyatt Vacation Club

Jun 17 - Jun 24

7 night stay

Boston (BOS) to Sarasota (SRQ)

Frontier Airlines • Roundtrip • Coach
Save 100% on your flight
per person
found 1 day ago
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Little Gasparilla Island premium economy flight packages

Price found within the past 48 hours. Click for updated prices.
Captiva Beach Resort
2.0-star property

Captiva Beach Resort

9/10 Wonderful! (1,081 reviews)

Jun 19 - Jun 23

4 night stay

Chicago (ORD) to Sarasota (SRQ)

Delta • Non-stop roundtrip • PremiumEconomy
per person
found 1 day ago
Loved the location and the quietness.

Reviewed on Feb 9, 2023

Twin Palms at Siesta
3.0-star property

Twin Palms at Siesta

9.6/10 Exceptional! (529 reviews)

Jun 19 - Jun 23

4 night stay

Chicago (ORD) to Sarasota (SRQ)

Delta • Non-stop roundtrip • PremiumEconomy
per person
found 1 day ago
We loved our stay at Twin Palm at Siesta! Very clean room and property with a few steps to walk to self parking area. The room has all kitchen supplies as in appartment rentals. Easy check in and check out. The location is very convenient with five minutes walking to private beach and ten walking minutes to restaurants and bars. Yet, there were sandflies in beach area, therefore if you have a bad reaction to their bites like I do prepare wearing long clothes

Reviewed on Sep 19, 2024

Legacy Hotel at IMG Academy
4.0-star property

Legacy Hotel at IMG Academy

9/10 Wonderful! (777 reviews)

Jun 19 - Jun 23

4 night stay

Chicago (ORD) to Sarasota (SRQ)

Delta • Non-stop roundtrip • PremiumEconomy
per person
found 1 day ago
Modern. Clean, conveniently located next to the sports center

Reviewed on Apr 13, 2024

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Little Gasparilla 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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Little Gasparilla Island

End your search for discount fares on flights to Little Gasparilla Island. Orbitz has all the best prices on Little Gasparilla Island flights. With Orbitz, you can expect:

Cheap Deals on Flights to Little Gasparilla Island

We offer big discounts and last-minute savings on Little Gasparilla Island flights. We make it easy for you to research, plan, and book your flight to Little Gasparilla Island — all while offering great low fares. With guaranteed low prices and cutting-edge mobile tools, the perfect trip begins on Orbitz.

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Great Customer Care

We want to make your travel booking experience smooth and easy, from planning and researching Little Gasparilla Island flights to the actual booking. If you want to cancel your flight to Little Gasparilla Island, many tickets can be conveniently cancelled online. Contact our Customer Service to make changes to your air ticket.

Miles or Points Toward Frequent Flyer Programs

Much like booking with an airline directly, you can earn frequent flyer miles or points on qualified flights to Little Gasparilla Island with Orbitz. When completing your booking, just fill in your frequent flyer number for the airline you are flying with or for one of its available partner airlines.

Frequently asked questions

Which airlines fly to Little Gasparilla Island?
With 20 airlines ready to help you get away to Little Gasparilla Island, finding the ideal flight will be easy. Lock in your airfare with one of these popular carriers that offer services to Southwest Florida Intl. Airport (RSW):

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

How much is a flight to Little Gasparilla Island?
Travelers from far and wide landed round-trip flight bargains ranging between $92 and $161 this week. Kicking off your journey from Cleveland (CLE)? The lowest one-way tickets started at just $48.
How to book the cheapest flight to Little Gasparilla Island?
Picking up cheap flights to Little Gasparilla Island is as easy as booking with Orbitz. But if you’d love to make sure you’re nabbing the best flight deals around, here are some suggestions to keep in mind:

  • Taking off from or arriving at other airports can be more affordable. Enter your preferred departure and arrival airports. Next, select the ‘Nearby airports’ function below to look through your options.
  • If you’re flexible with your schedule, click on the ‘Show flexible dates’ option. It’ll bring up flight deals for the days either side of your chosen departure. Fares often vary depending on what day it is.
  • Hit ‘Show options’ to filter your search results. You can pick your preferred airline and seating class here. Under ‘Sort & Filter’ to the left, you can even specify whether you want to fly in the morning, afternoon or evening.
  • Book as soon as you know your travel dates. While it does happen now and then, airfares rarely get more affordable as your date of departure gets closer.
  • Bundle your hotels, flights and car rentals into a package deal and enjoy discounts. Save your hard-earned dollars for things that really excite you, like discovering every corner of Little Gasparilla Island.
  • Don’t fly during peak seasons if you can. By steering clear of summer and school vacations, you can save plenty on your airfares.

What is the best time to book a flight to Little Gasparilla Island?
Generally speaking, January is the best month to purchase your plane ticket. This is followed by February and August. Bear this in mind while you browse for a cheap flight to Little Gasparilla Island.
What day of the week is the cheapest to book a flight to Little Gasparilla Island?
To land an incredible flight deal, book on a Tuesday, Wednesday or Saturday. Usually, these are the cheapest days to book flights to Little Gasparilla Island.
What is the cheapest day of the week to fly to Little Gasparilla Island?
You can grab cheap flights to Little Gasparilla Island by hopping on a plane on a Monday, according to Orbitz data from 2020. Tuesday is the next most affordable day, while Saturday has the most expensive ticket prices. Whether you prefer to stretch your travel budget or start your trip on whichever day is convenient, you’ll always find a great deal with Orbitz.
What is the cheapest month to fly to Little Gasparilla Island?
To pick up cheap flights to Little Gasparilla Island, you should fly out in August. If saving money on your plane ticket is your main concern, Orbitz data has found that this is generally the best month to jet off. June is when fares are at their highest.
Which airlines allow free cancellation?
Flexibility is important, that’s why Orbitz lets you search for airlines that won’t hit you with a fee for amendments to your reservation. Fill out your departure and arrival points, then select “Filter by flexible change policies.” We’ll show you all the options that include free cancellation and no change fees.
What do I need for the flight to Little Gasparilla Island?
There is so much to sort out for any big trip, so it’s great to get a little bit of help along the way. Here’s a handy checklist to ensure that you’re prepared for take off:

  • Make sure you’ve packed your travel documents and some identification. For international trips, you’ll need your passport. When you book your seats, always use the same details that are indicated on your government-issued ID.
  • A properly packed carry-on bag is the key to a great flight experience. Given your flight to Little Gasparilla Island is no short hop, take some snacks and activities to keep you occupied. Something to read or listen to will help pass the time.
  • Air conditioning and high altitudes can create a cool environment. No matter what the weather is in Little Gasparilla Island, bring an extra layer along to keep warm while on the plane.

How do I get cheap first-class/business deals to Little Gasparilla Island?
Smart travelers have a way of finding first or business-class flights to Little Gasparilla Island without the hefty price tag. Be like them with these handy tips:

  • Flexibility doesn’t just help with your yoga. Avoid locking in your travel dates so you can snap up cheaper airfares when a huge sale drops.
  • Find a low-cost carrier that has seats in business class. They usually come with extra space and a glass of Champagne — but without the premium price.
  • Take advantage of your airline’s loyalty scheme and upgrade your seat. Alternatively, you can try bidding for an upgrade in an online auction if available.

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.