$50 Cheap Flights to Truckland, FL

View $50 flight on Mon, Oct 6, 2025Opens in a new window

Popular airlines

How much is the cheapest flight to Truckland?

Prices were available within the past 7 days and start at $50 for one-way flights and $100 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Spirit Airlines
Thu, Nov 13 - Mon, Nov 17
ORD
Chicago
RSW
Fort Myers
$100 Roundtrip, just found
$100
Roundtrip
just found
Select Spirit Airlines flight, departing Thu, Nov 13 from Chicago to Fort Myers, returning Mon, Nov 17, priced at $100 just found
Breeze Airways
Sat, Jan 17 - Sat, Jan 24
PSM
Portsmouth
RSW
Fort Myers
$102 Roundtrip, found 6 hours ago
$102
Roundtrip
found 6 hours ago
Select Breeze Airways flight, departing Sat, Jan 17 from Portsmouth to Fort Myers, returning Sat, Jan 24, priced at $102 found 6 hours ago
JetBlue Airways
Mon, Dec 15 - Wed, Dec 17
EWR
New York
RSW
Fort Myers
$125 Roundtrip, found 1 day ago
$125
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Mon, Dec 15 from New York to Fort Myers, returning Wed, Dec 17, priced at $125 found 1 day ago
Delta
Wed, Oct 29 - Sun, Nov 2
LGA
New York
RSW
Fort Myers
$127 Roundtrip, just found
$127
Roundtrip
just found
Select Delta flight, departing Wed, Oct 29 from New York to Fort Myers, returning Sun, Nov 2, priced at $127 just found
United
Wed, Oct 29 - Sun, Nov 2
EWR
New York
RSW
Fort Myers
$127 Roundtrip, just found
$127
Roundtrip
just found
Select United flight, departing Wed, Oct 29 from New York to Fort Myers, returning Sun, Nov 2, priced at $127 just found

Find the cheapest month to fly from Columbus (CMH) to Fort Myers (RSW)

April is typically the cheapest month to fly

From $84 - $338 per traveler.

Alternative airports near Truckland

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Southwest Florida Intl. RSW. Cheapest option available. Average driving time to city center is 27 minutes. Flights from $232
RSW
Southwest Florida Intl.
Cheapest
Average driving time to city center27 min
Flights from $232

Tips to find the cheapest flights to Truckland

The cheapest day to fly

Get started finding a cheap flight to Truckland on Expedia by either choosing a deal on this page or entering into the search bar your travel dates, origin airport, and whether you want roundtrip or one-way airfare. You can filter for flexibility, number of stops, airline, and departure/arrival times to find the best flight for you.

The cheapest month to fly

November is the cheapest month to fly to Truckland. This coincides with the low season when fewer people travel. Whichever month you travel in, though, be sure to book at least a month in advance if you want to score cheap tickets to Truckland. ARC's data shows that domestic flights booked 28 days or more before departure are typically 24% cheaper than those booked last minute.

The most affordable time to book a flight

Typically, a Sunday can be the cheapest time to book a flight to Truckland, according to ARC’s data. On average, you could save between 6% and 13% by booking on a Sunday instead of a Friday, which is the most expensive day to make a reservation.

The cheapest round-trip tickets to Truckland

The lowest price for round-trip flights to Truckland in 2025 starts from from $100, while one-way tickets start from from $50. Expedia's effective search tool is one of the best ways to find a budget airfare. Simply enter your dates, and within seconds, it'll show you a vast selection of the cheapest flights to Truckland. If you have a preferred departure time or airline, you can use the handy filters to customize your search.

The cheapest airlines flying to Truckland

Spirit Airlines, Breeze Airways, Frontier Airlines, United, American Airlines, JetBlue Airways, Delta are just some of the airlines that can typically offer cheap tickets to Truckland. You can find their most affordable flights by using the “airline” search filter and then sorting prices from low to high. As a trusted partner of the world's leading airlines, Expedia offers you some of the best airfare deals to Truckland and countless more destinations worldwide.

The most affordable airports to fly into

To view the cheapest airports to fly into for Truckland, simply order your search results from lowest to highest price. Expedia's search tool compares flight prices for all airports close to your destination, so you don't have to manually search them one by one to find the cheapest flight to Truckland. If you have a preferred place to fly into, take advantage of the “arrival airport” filter to narrow down your search on Expedia.

Save with a package

With Expedia's amazing package deals, you could save hundreds of dollars by booking your Truckland plane tickets together with your accommodations, car rental, or activities. Just select the search wizard's “package” option to view some of the cheapest deals. Look out for the green savings label to see how much you're saving.

Date flexibility for the cheapest flights to Truckland

If you can be flexible with your travel dates, it's a good idea to broaden your search by comparing prices on different days. This will open up more options, meaning you could uncover a less expensive flight to Truckland.

Stopover savings

The cheapest tickets to Truckland are sometimes those with a stopover. Book one of these flights, and you'll change planes at an airport en route to Truckland. While the overall travel time might be longer than a non-stop flight, you may decide it's worth it for the money saved.

Get Expedia's Price Drop Protection

Price Drop Protection means that if your flight gets cheaper after booking, you'll be credited the difference*. This gives you peace of mind that you're getting one of the cheapest flights to Truckland for your chosen departure. Expedia's Price Drop Protection is available for a small fee but is free to One Key Gold and Platinum tier members.

*Terms apply.

Use our Price Tracking feature

Expedia's Price Tracking feature is another great tool that removes the guesswork from finding cheap flights to Truckland. Simply download the free Expedia app to your smart device and activate Truckland flight price alerts for your travel dates. There's even a price predictor tool that uses historical data to indicate the best time to book, giving you peace of mind that you'll nab the lowest prices.

Book with Expedia

As well as Price Drop Protection and Price Tracking, Expedia's close partnership with a vast selection of the world's leading airlines means you're sure to find cheap flights to Truckland. Plus, the One Key rewards program lets you earn real cash rewards on most bookings that you can use to save money on future trips. Best of all, it's free to join, and members often unlock exclusive discounts, too.

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

Frequently asked questions

Where can I learn more about changing or canceling my flight to Truckland?
Most flights are free to cancel within 24 hours of making the reservation. However, some flights are non-refundable, and you may receive a flight credit from the airline to use for a future booking. For more information, please visit our Customer Service Portal.
How do I find cheap flights to Truckland that have flexible change policies?
At Expedia, we've been channeling our inner Olympic gymnast to bring you the most flexible fares around. Just click on "No change fee" under the filter heading "Flexible change policies" to find your perfect flight to Truckland.
What is the name of Truckland's airport?
Truckland has several airports, but most people fly into Southwest Florida Intl. Airport (RSW).
How far is RSW from central Truckland?
RSW is 13 mi from central Truckland, so be prepared for a bit of a commute into the center of the city.
What airport is best to fly into Truckland?
If you're planning on hopping on a flight to Truckland, you'll most likely hit the tarmac at Southwest Florida Intl. Airport (RSW) (13 mi from downtown). FMY (9 mi from downtown) is the other main airport that services the city.
How many airlines fly to Truckland?
There are 14 airlines connecting Truckland to 41 airports from all over the globe.
How many nonstop flights are there to Truckland?
With approximately 693 nonstop flights every week, you'll be touching down in Truckland before you can ask, "Are we there yet?"
Where are the most popular flights to Truckland departing from?
Travelers often set off from Chicago, Atlanta and New York airports when heading to Truckland.
How long is the flight to Truckland Airport?
Which airport you depart from determines how much of the in-flight entertainment you'll get to enjoy. From Chicago to Truckland, the average flight time is 2 hours and 50 minutes. From Atlanta it's roughly 1 hour and 37 minutes, and from New Jersey it's 3 hours and 11 minutes.
How to book the cheapest flight to Truckland?
Don't leave booking your flight to Truckland until the very last minute. That's one move frequent travelers use to get the best deals. Booking in advance means more options and less expensive flights. Another good way to score the most affordable fare is to compare all options. If your destination has several airports, don't forget to research the cost of flying into a smaller terminal. Last of all, another easy way to save some money is be ready to book at a moment's notice. If you see a terrific bargain, don't hesitate — snap it up while you've got the chance.
How to survive the flight to Truckland?
If you're not prepared, airports and flying can be overwhelming. But there's no need to worry. Follow these handy hints and enjoy a hassle-free start to your getaway in Truckland.What to pack in your hand luggage:

  • The secret to having a hassle-free flight experience is to pack ahead. First up, the essentials: passport, official ID, bank cards and important medications. Next, take on board items that'll help while away those hours, like your laptop or a good read. It's also a wise idea to bring your chargers, a quality neck pillow and a pair of earphones. And of course, be sure to chuck in toiletry items like a toothbrush, cleansing wipes and a spare set of clothes.

Do not pack the following items in your hand luggage:

  • Make sure you don't have a Swiss Army knife hiding in one of the compartments of your hand luggage. Other prohibited items include explosive or flammable products, like aerosols and matches, and gels and liquids in containers larger than 3.4 ounces (100 milliliters).

What to wear on a flight:

  • Comfort should be the goal when choosing what to wear on your flight. Consider your footwear with care too, as swelling of the feet and ankles are a common occurrence. Flat, slightly roomy shoes are always a smart option.
  • The result of sustained periods of immobility, DVT (deep vein thrombosis) is a blood clotting condition that can affect some passengers on long-distance flights. But the great news is there are numerous ways to lower your risk of developing it. Stay hydrated, get up and wander the aisles as much as possible and wear compression socks or tights.

How to get through airport security fast when flying to Truckland?
The answer is — be prepared. We've pulled together some useful tips for a fuss-free trip through airport security. Look out Truckland, here you come:

  • First things first. Your travel ID and boarding pass will need to be shown to security personnel. Keep them at hand so you don't hold up the line.
  • The X-ray machine comes next. Empty your pockets and remove anything metal that is likely to beep. This includes things like earphones or headphones, as well as bulky coats or jackets. They'll all need to go on the X-ray conveyor belt.
  • For just a few moments, you'll have to unplug from technology. Your laptop, phone and any other electronic gadgets must also be sent through the scanner.
  • Any liquids or gels, such as perfume or toothpaste, that you want to bring on board must be no larger than 3.4 ounces (100 milliliters). They must also all fit inside a quart-size (one liter), clear zip-close bag.
  • Slip-on shoes are a sensible footwear choice as you're less likely to be required to remove them when passing through security. Safety boots and other bulky shoes are usually subjected to extra screening.
  • Sharp items are not allowed on board. They'll be seized at security, so put them in your checked suitcase.

Flights to Truckland information
Destination airport
Southwest Florida Intl.
Destination airport IATA code
RSW
Destination city name
Fort Myers
Roundtrip price
$100

Trending flights to Truckland

Prices were available within the past 7 days and start at $50 for one-way flights and $100 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Spirit Airlines
Thu, Nov 13 - Mon, Nov 17
ORD
Chicago
RSW
Fort Myers
$100 Roundtrip, just found
$100
Roundtrip
just found
Select Spirit Airlines flight, departing Thu, Nov 13 from Chicago to Fort Myers, returning Mon, Nov 17, priced at $100 just found

Explore a world of travel with Expedia

*Available to One Key members.