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Truckland

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Truckland Flights as Low as $84

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

Spirit Airlines
Thu, Sep 4 - Sun, Sep 7
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$84 Roundtrip, found 1 day ago
$84
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Thu, Sep 4 from O'Hare Intl. to Southwest Florida Intl., returning Sun, Sep 7, priced at $84 found 1 day ago
Spirit Airlines
Fri, Sep 19 - Sun, Sep 21
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$94 Roundtrip, found 1 hour ago
$94
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Fri, Sep 19 from O'Hare Intl. to Southwest Florida Intl., returning Sun, Sep 21, priced at $94 found 1 hour ago
Spirit Airlines
Thu, Sep 18 - Thu, Sep 25
ATL
Hartsfield-Jackson Atlanta Intl.
RSW
Southwest Florida Intl.
$138 Roundtrip, just found
$138
Roundtrip
just found
Select Spirit Airlines flight, departing Thu, Sep 18 from Hartsfield-Jackson Atlanta Intl. to Southwest Florida Intl., returning Thu, Sep 25, priced at $138 just found
Frontier Airlines
Thu, Sep 18 - Thu, Sep 25
ATL
Hartsfield-Jackson Atlanta Intl.
RSW
Southwest Florida Intl.
$142 Roundtrip, just found
$142
Roundtrip
just found
Select Frontier Airlines flight, departing Thu, Sep 18 from Hartsfield-Jackson Atlanta Intl. to Southwest Florida Intl., returning Thu, Sep 25, priced at $142 just found
JetBlue Airways
Tue, Sep 30 - Mon, Oct 6
JFK
John F. Kennedy Intl.
RSW
Southwest Florida Intl.
$151 Roundtrip, found 6 days ago
$151
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Tue, Sep 30 from John F. Kennedy Intl. to Southwest Florida Intl., returning Mon, Oct 6, priced at $151 found 6 days ago
Delta
Wed, Oct 1 - Wed, Oct 8
JFK
John F. Kennedy Intl.
RSW
Southwest Florida Intl.
$151 Roundtrip, found 19 hours ago
$151
Roundtrip
found 19 hours ago
Select Delta flight, departing Wed, Oct 1 from John F. Kennedy Intl. to Southwest Florida Intl., returning Wed, Oct 8, priced at $151 found 19 hours ago
United
Sat, Sep 13 - Sat, Sep 13
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$152 Roundtrip, found 2 days ago
$152
Roundtrip
found 2 days ago
Select United flight, departing Sat, Sep 13 from O'Hare Intl. to Southwest Florida Intl., returning Sat, Sep 13, priced at $152 found 2 days ago
American Airlines
Mon, Sep 29 - Fri, Oct 10
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$154 Roundtrip, found 5 days ago
$154
Roundtrip
found 5 days ago
Select American Airlines flight, departing Mon, Sep 29 from O'Hare Intl. to Southwest Florida Intl., returning Fri, Oct 10, priced at $154 found 5 days ago
Sun Country Airlines
Wed, Feb 25 - Wed, Mar 4
MSP
Minneapolis - St. Paul Intl.
RSW
Southwest Florida Intl.
$167 Roundtrip, found 5 hours ago
$167
Roundtrip
found 5 hours ago
Select Sun Country Airlines flight, departing Wed, Feb 25 from Minneapolis - St. Paul Intl. to Southwest Florida Intl., returning Wed, Mar 4, priced at $167 found 5 hours ago
Delta
Sat, Nov 15 - Mon, Nov 17
CLT
Charlotte-Douglas Intl.
RSW
Southwest Florida Intl.
$177 Roundtrip, found 1 day ago
$177
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Nov 15 from Charlotte-Douglas Intl. to Southwest Florida Intl., returning Mon, Nov 17, priced at $177 found 1 day ago
American Airlines
Wed, Sep 24 - Mon, Oct 6
IND
Indianapolis Intl.
RSW
Southwest Florida Intl.
$187 Roundtrip, found 1 day ago
$187
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, Sep 24 from Indianapolis Intl. to Southwest Florida Intl., returning Mon, Oct 6, priced at $187 found 1 day ago
Delta
Tue, Oct 7 - Thu, Oct 16
DEN
Denver Intl.
RSW
Southwest Florida Intl.
$237 Roundtrip, found 4 days ago
$237
Roundtrip
found 4 days ago
Select Delta flight, departing Tue, Oct 7 from Denver Intl. to Southwest Florida Intl., returning Thu, Oct 16, priced at $237 found 4 days ago
Delta
Tue, Sep 9 - Wed, Sep 10
MKE
General Mitchell Intl.
RSW
Southwest Florida Intl.
$245 Roundtrip, found 1 day ago
$245
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Sep 9 from General Mitchell Intl. to Southwest Florida Intl., returning Wed, Sep 10, priced at $245 found 1 day ago
Delta
Tue, Feb 3 - Wed, Feb 11
MSN
Dane County Regional
RSW
Southwest Florida Intl.
$251 Roundtrip, found 1 day ago
$251
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Feb 3 from Dane County Regional to Southwest Florida Intl., returning Wed, Feb 11, priced at $251 found 1 day ago
United
Thu, Nov 27 - Sat, Nov 29
LAX
Los Angeles Intl.
RSW
Southwest Florida Intl.
$410 Roundtrip, found 2 days ago
$410
Roundtrip
found 2 days ago
Select United flight, departing Thu, Nov 27 from Los Angeles Intl. to Southwest Florida Intl., returning Sat, Nov 29, priced at $410 found 2 days ago
Alaska Airlines
Sat, Sep 13 - Sat, Sep 13
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$11,648 Roundtrip, found 2 days ago
$11,648
Roundtrip
found 2 days ago
Select Alaska Airlines flight, departing Sat, Sep 13 from O'Hare Intl. to Southwest Florida Intl., returning Sat, Sep 13, priced at $11,648 found 2 days 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 $84, 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 $84 right now, why wait?

Truckland Flight Information
Destination airport
Southwest Florida Intl.
Destination airport IATA code
RSW
Roundtrip price
$84

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
Stay at this 3-star business-friendly hotel in Fort Myers. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in ...
7.8/10 Good! (1,002 reviews)
"Everything was fine, this was our fifth time at this hotel…the only thing was the mosquitoes…in previous times we had never suffered from their bites, especially around the pool…it should be fumigated to prevent it 😩 Otherwise, very good as always!"

Reviewed on Aug 5, 2025

Get rates
La Quinta Inn & Suites by Wyndham Ft. Myers-Sanibel Gateway
Margaritaville Beach Resort Fort Myers

Margaritaville Beach Resort Fort Myers

4 out of 5
251 Crescent Street, Fort Myers Beach, FL
Stay at this 4-star 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 ...
8.8/10 Excellent! (1,339 reviews)
"Nice place"

Reviewed on Aug 6, 2025

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Margaritaville Beach Resort Fort Myers
Lani Kai Beachfront Resort

Lani Kai Beachfront Resort

3.5 out of 5
1400 Estero Blvd, Fort Myers Beach, FL
Stay at this 3.5-star beach hotel in Fort Myers Beach. Enjoy free WiFi, an outdoor pool, and a beach locale. Popular attractions Key West Express and Crescent ...
8.6/10 Excellent! (1,003 reviews)
"Nice and clean."

Reviewed on Aug 8, 2025

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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
Stay at this 3-star beach hotel in Sanibel. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the restaurant in our reviews. ...
9/10 Wonderful! (1,259 reviews)
"This is our 2nd year staying here. We were able to get the same room, which was awesome!! Staff was more than nice and accommodating. We will be back again! Thank you!"

Reviewed on Aug 7, 2025

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Sanibel Island Beach Resort
Hilton Garden Inn Ft Myers

Hilton Garden Inn Ft Myers

3 out of 5
12600 University Dr, Fort Myers, FL
Stay at this 3-star business-friendly hotel in Fort Myers. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our ...
8.4/10 Very Good! (1,006 reviews)
"The property was well maintained, the staff was very friendly, the area felt safe and secure. I would definitely stay here again."

Reviewed on Aug 8, 2025

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Hilton Garden Inn Ft Myers
Doubletree by Hilton Fort Myers at Bell Tower Shops

Doubletree by Hilton Fort Myers at Bell Tower Shops

4 out of 5
13051 Bell Tower Drive, Fort Myers, FL
Stay at this 4-star business-friendly hotel in Fort Myers. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
8.8/10 Excellent! (1,001 reviews)
"Great place and location very central to many major stores and restaurants"

Reviewed on Aug 6, 2025

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Doubletree by Hilton Fort Myers at Bell Tower Shops
Pink Shell Beach Resort and Marina

Pink Shell Beach Resort and Marina

4 out of 5
275 Estero Blvd, Fort Myers Beach, FL
Stay at this 4-star 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! (1,024 reviews)
"Everything was perfect!"

Reviewed on Aug 7, 2025

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Pink Shell Beach Resort and Marina
Edison Beach House

Edison Beach House

3.5 out of 5
830 Estero Blvd., Fort Myers Beach, FL
Stay at this 3.5-star beach aparthotel in Fort Myers Beach. Enjoy free parking, a beach locale, and daily housekeeping. Our guests praise the helpful staff and ...
9.2/10 Wonderful! (1,449 reviews)
"very clean, friendly"

Reviewed on Aug 5, 2025

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Edison Beach House
See all 15,926 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.