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Truckland

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Truckland Flights as Low as $177

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

Delta
Sat, Sep 19 - Tue, Sep 22
JFK
John F. Kennedy Intl.
RSW
Southwest Florida Intl.
$177 Roundtrip, found 2 days ago
$177
Roundtrip
found 2 days ago
Select Delta flight, departing Sat, Sep 19 from John F. Kennedy Intl. to Southwest Florida Intl., returning Tue, Sep 22, priced at $177 found 2 days ago
Delta
Wed, Aug 19 - Wed, Sep 2
BOS
Logan Intl.
RSW
Southwest Florida Intl.
$177 Roundtrip, found 1 hour ago
$177
Roundtrip
found 1 hour ago
Select Delta flight, departing Wed, Aug 19 from Logan Intl. to Southwest Florida Intl., returning Wed, Sep 2, priced at $177 found 1 hour ago
Delta
Wed, Aug 19 - Tue, Sep 1
BOS
Logan Intl.
RSW
Southwest Florida Intl.
$187 Roundtrip, found 1 hour ago
$187
Roundtrip
found 1 hour ago
Select Delta flight, departing Wed, Aug 19 from Logan Intl. to Southwest Florida Intl., returning Tue, Sep 1, priced at $187 found 1 hour ago
JetBlue Airways
Tue, Aug 18 - Wed, Sep 2
BOS
Logan Intl.
RSW
Southwest Florida Intl.
$187 Roundtrip, found 22 hours ago
$187
Roundtrip
found 22 hours ago
Select JetBlue Airways flight, departing Tue, Aug 18 from Logan Intl. to Southwest Florida Intl., returning Wed, Sep 2, priced at $187 found 22 hours ago
American Airlines
Sat, Aug 22 - Tue, Sep 1
BOS
Logan Intl.
RSW
Southwest Florida Intl.
$197 Roundtrip, found 1 hour ago
$197
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Sat, Aug 22 from Logan Intl. to Southwest Florida Intl., returning Tue, Sep 1, priced at $197 found 1 hour ago
United
Sat, Aug 22 - Tue, Sep 1
BOS
Logan Intl.
RSW
Southwest Florida Intl.
$197 Roundtrip, found 1 hour ago
$197
Roundtrip
found 1 hour ago
Select United flight, departing Sat, Aug 22 from Logan Intl. to Southwest Florida Intl., returning Tue, Sep 1, priced at $197 found 1 hour ago
Delta
Tue, Aug 18 - Tue, Aug 25
DTW
Detroit Metropolitan Wayne County
RSW
Southwest Florida Intl.
$199 Roundtrip, found 15 hours ago
$199
Roundtrip
found 15 hours ago
Select Delta flight, departing Tue, Aug 18 from Detroit Metropolitan Wayne County to Southwest Florida Intl., returning Tue, Aug 25, priced at $199 found 15 hours ago
United
Tue, Sep 15 - Tue, Oct 6
BOS
Logan Intl.
RSW
Southwest Florida Intl.
$202 Roundtrip, found 1 day ago
$202
Roundtrip
found 1 day ago
Select United flight, departing Tue, Sep 15 from Logan Intl. to Southwest Florida Intl., returning Tue, Oct 6, priced at $202 found 1 day ago
United
Sat, Oct 3 - Sat, Oct 10
EWR
Newark Liberty Intl. Airport
RSW
Southwest Florida Intl.
$202 Roundtrip, found 13 hours ago
$202
Roundtrip
found 13 hours ago
Select United flight, departing Sat, Oct 3 from Newark Liberty Intl. Airport to Southwest Florida Intl., returning Sat, Oct 10, priced at $202 found 13 hours ago
Delta
Sat, Oct 3 - Wed, Oct 7
EWR
Newark Liberty Intl. Airport
RSW
Southwest Florida Intl.
$207 Roundtrip, found 2 days ago
$207
Roundtrip
found 2 days ago
Select Delta flight, departing Sat, Oct 3 from Newark Liberty Intl. Airport to Southwest Florida Intl., returning Wed, Oct 7, priced at $207 found 2 days ago
Frontier Airlines
Tue, Aug 11 - Wed, Aug 12
ATL
Hartsfield-Jackson Atlanta Intl.
RSW
Southwest Florida Intl.
$210 Roundtrip, found 15 hours ago
$210
Roundtrip
found 15 hours ago
Select Frontier Airlines flight, departing Tue, Aug 11 from Hartsfield-Jackson Atlanta Intl. to Southwest Florida Intl., returning Wed, Aug 12, priced at $210 found 15 hours ago
United
Wed, Oct 7 - Wed, Oct 14
IAD
Washington Dulles Intl.
RSW
Southwest Florida Intl.
$233 Roundtrip, found 23 hours ago
$233
Roundtrip
found 23 hours ago
Select United flight, departing Wed, Oct 7 from Washington Dulles Intl. to Southwest Florida Intl., returning Wed, Oct 14, priced at $233 found 23 hours ago
Delta
Sun, Jul 19 - Tue, Jul 28
LGA
LaGuardia
RSW
Southwest Florida Intl.
$247 Roundtrip, found 1 day ago
$247
Roundtrip
found 1 day ago
Select Delta flight, departing Sun, Jul 19 from LaGuardia to Southwest Florida Intl., returning Tue, Jul 28, priced at $247 found 1 day ago
United
Tue, Aug 4 - Mon, Aug 10
IAH
George Bush Intercontinental
RSW
Southwest Florida Intl.
$279 Roundtrip, found 3 days ago
$279
Roundtrip
found 3 days ago
Select United flight, departing Tue, Aug 4 from George Bush Intercontinental to Southwest Florida Intl., returning Mon, Aug 10, priced at $279 found 3 days ago
Delta
Tue, Sep 29 - Wed, Sep 30
MKE
General Mitchell Intl.
RSW
Southwest Florida Intl.
$283 Roundtrip, found 2 days ago
$283
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Sep 29 from General Mitchell Intl. to Southwest Florida Intl., returning Wed, Sep 30, priced at $283 found 2 days ago
Delta
Fri, Jul 3 - Tue, Jul 21
XNA
Northwest Arkansas Regional
RSW
Southwest Florida Intl.
$305 Roundtrip, found 1 day ago
$305
Roundtrip
found 1 day ago
Select Delta flight, departing Fri, Jul 3 from Northwest Arkansas Regional to Southwest Florida Intl., returning Tue, Jul 21, priced at $305 found 1 day ago

Cheap Flights to Truckland

Fall in love at first flight with your vacation to Truckland by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Truckland on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Truckland, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Truckland

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Truckland with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the FMY airport.

What is the cheapest month to fly to Truckland?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Truckland are in September, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Truckland?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Truckland.

What airport is best to fly into Truckland?

When you’re planning your trip to Truckland, convenience is the name of the game. Luckily, Truckland Southwest Florida Intl. Airport is nearby so you can deplane and get going on checking off everything on your Truckland must-do list.

How much are flights to Truckland?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Truckland on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $177, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Truckland?

The trick to saving a stack of cash on your flight to Truckland? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $177 right now, why wait?

Truckland Flight Information
Destination airport
Southwest Florida Intl.
Destination airport IATA code
RSW
Roundtrip price
$177

Last Minute Hotel Deals in Truckland

La Quinta Inn & Suites by Wyndham Ft. Myers-Sanibel Gateway

La Quinta Inn & Suites by Wyndham Ft. Myers-Sanibel Gateway

3 out of 5
20091 Summerlin Road Fort Myers FL
Book a stay at this business-friendly hotel in Fort Myers. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in ...
8.2/10 Very Good! (1,199 reviews)
"I have stayed here many times it is clean, reasonably priced and local to the island"

Reviewed on Jun 9, 2026

Get rates
La Quinta Inn & Suites by Wyndham Ft. Myers-Sanibel Gateway
Marriott Sanibel Harbour Resort & Spa

Marriott Sanibel Harbour Resort & Spa

4 out of 5
17260 Harbour Pointe Dr Fort Myers FL
Book a stay at this spa resort in Fort Myers. Enjoy 3 outdoor pools, a full-service spa, and 4 restaurants. Our guests praise the helpful staff and the property ...
8.6/10 Excellent! (1,016 reviews)
"We were disappointed that the steakhouse was closed even though we were led to believe that it was. Additionally the ad clearly said that the hotel was on the beach. There is a beach that is about 20 feet long. We felt like the mock beach was a ploy to advertise it as beachfront although it is not ..."

Reviewed on Jun 10, 2026

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Marriott Sanibel Harbour Resort & Spa
Margaritaville Beach Resort Fort Myers

Margaritaville Beach Resort Fort Myers

4 out of 5
251 Crescent Street Fort Myers Beach FL
Book a stay at this beach hotel in Fort Myers Beach. Enjoy free WiFi, a full-service spa, and 4 restaurants. Our guests praise the pool and the helpful staff ...
9/10 Wonderful! (2,196 reviews)
"So far a jewel. Perfection in every way"

Reviewed on Jun 11, 2026

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Margaritaville Beach Resort Fort Myers
Baymont by Wyndham Fort Myers Central

Baymont by Wyndham Fort Myers Central

2.5 out of 5
4850 S Cleveland Ave Fort Myers FL
Book a stay at this business-friendly hotel in Fort Myers. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
6.8/10 (1,130 reviews)
"Un poco acequible"

Reviewed on Jun 8, 2026

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Baymont by Wyndham Fort Myers Central
Lani Kai Beachfront Resort

Lani Kai Beachfront Resort

3.5 out of 5
1400 Estero Blvd Fort Myers Beach FL
Book a stay at this beach hotel in Fort Myers Beach. Enjoy free WiFi, 3 restaurants, and a beach locale. Popular attractions Key West Express and Estero Boulevard ...
9/10 Wonderful! (1,601 reviews)
"The music being played outside was so loud we could hear it I. The rooms all daylong. Hard to hold a conversation when we were sitting on our balcony."

Reviewed on Jun 10, 2026

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Lani Kai Beachfront Resort
Sanibel Island Beach Resort

Sanibel Island Beach Resort

3 out of 5
1231 Middle Gulf Dr Sanibel FL
Book a stay at this beach hotel in Sanibel. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the restaurant in our reviews. ...
9.2/10 Wonderful! (1,988 reviews)
"Great place. Nice people and great tiki bar"

Reviewed on Jun 11, 2026

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Sanibel Island Beach Resort
The Perry Hotel Naples

The Perry Hotel Naples

4.5 out of 5
12155 Tamiami Trail N Naples FL
Book a stay at this luxury hotel in Naples. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Popular attractions Vanderbilt Beach and Barefoot Beach are ...
9.6/10 Exceptional! (854 reviews)
"the hotel stay was great overall , the only negative part of my stay was the rooftop bar, the staff was very cold and unhelpful 😣as a 74 year old Veteran I found that very distasteful for my wife and I. They where younger people maybe that is the way that our culture culture has evolved to these ..."

Reviewed on Jun 11, 2026

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The Perry Hotel Naples
Pink Shell Beach Resort and Marina

Pink Shell Beach Resort and Marina

4 out of 5
275 Estero Blvd Fort Myers Beach FL
Book a stay at this beach resort in Fort Myers Beach. Enjoy free breakfast, 3 outdoor pools, and 3 restaurants. Our guests praise the breakfast and the pool ...
9.4/10 Exceptional! (1,394 reviews)
"No se los recomiendo muy aburrido mala atención todo súper caro no hay diversión para los niños"

Reviewed on Jun 7, 2026

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Pink Shell Beach Resort and Marina
See all 17,299 properties in Truckland
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.