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Truckland

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Truckland Flights as Low as $59

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

Frontier Airlines
Mon, Sep 15 - Fri, Sep 26
CLE
Hopkins Intl.
RSW
Southwest Florida Intl.
$59 Roundtrip, found 12 hours ago
$59
Roundtrip
found 12 hours ago
Select Frontier Airlines flight, departing Mon, Sep 15 from Hopkins Intl. to Southwest Florida Intl., returning Fri, Sep 26, priced at $59 found 12 hours ago
Frontier Airlines
Wed, Aug 13 - Thu, Aug 28
CLE
Hopkins Intl.
RSW
Southwest Florida Intl.
$68 Roundtrip, found 7 hours ago
$68
Roundtrip
found 7 hours ago
Select Frontier Airlines flight, departing Wed, Aug 13 from Hopkins Intl. to Southwest Florida Intl., returning Thu, Aug 28, priced at $68 found 7 hours ago
Spirit Airlines
Tue, Aug 26 - Sat, Aug 30
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$90 Roundtrip, found 22 hours ago
$90
Roundtrip
found 22 hours ago
Select Spirit Airlines flight, departing Tue, Aug 26 from O'Hare Intl. to Southwest Florida Intl., returning Sat, Aug 30, priced at $90 found 22 hours ago
United
Mon, Aug 4 - Thu, Aug 14
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$95 Roundtrip, found 1 day ago
$95
Roundtrip
found 1 day ago
Select United flight, departing Mon, Aug 4 from O'Hare Intl. to Southwest Florida Intl., returning Thu, Aug 14, priced at $95 found 1 day ago
JetBlue Airways
Sat, Nov 1 - Wed, Nov 5
BOS
Logan Intl.
RSW
Southwest Florida Intl.
$127 Roundtrip, found 6 hours ago
$127
Roundtrip
found 6 hours ago
Select JetBlue Airways flight, departing Sat, Nov 1 from Logan Intl. to Southwest Florida Intl., returning Wed, Nov 5, priced at $127 found 6 hours ago
Delta
Wed, Oct 29 - Tue, Nov 4
BOS
Logan Intl.
RSW
Southwest Florida Intl.
$127 Roundtrip, found 7 hours ago
$127
Roundtrip
found 7 hours ago
Select Delta flight, departing Wed, Oct 29 from Logan Intl. to Southwest Florida Intl., returning Tue, Nov 4, priced at $127 found 7 hours ago
United
Tue, Nov 11 - Tue, Nov 18
EWR
Newark Liberty Intl. Airport
RSW
Southwest Florida Intl.
$137 Roundtrip, found 1 day ago
$137
Roundtrip
found 1 day ago
Select United flight, departing Tue, Nov 11 from Newark Liberty Intl. Airport to Southwest Florida Intl., returning Tue, Nov 18, priced at $137 found 1 day ago
American Airlines
Sun, Sep 7 - Sat, Sep 13
ORD
O'Hare Intl.
RSW
Southwest Florida Intl.
$139 Roundtrip, found 10 hours ago
$139
Roundtrip
found 10 hours ago
Select American Airlines flight, departing Sun, Sep 7 from O'Hare Intl. to Southwest Florida Intl., returning Sat, Sep 13, priced at $139 found 10 hours ago
Delta
Wed, Sep 17 - Wed, Sep 24
MSP
Minneapolis - St. Paul Intl.
RSW
Southwest Florida Intl.
$139 Roundtrip, found 1 day ago
$139
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Sep 17 from Minneapolis - St. Paul Intl. to Southwest Florida Intl., returning Wed, Sep 24, priced at $139 found 1 day ago
JetBlue Airways
Mon, Aug 25 - Wed, Sep 3
JFK
John F. Kennedy Intl.
RSW
Southwest Florida Intl.
$142 Roundtrip, found 1 day ago
$142
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Mon, Aug 25 from John F. Kennedy Intl. to Southwest Florida Intl., returning Wed, Sep 3, priced at $142 found 1 day ago
American Airlines
Sat, Aug 9 - Thu, Aug 14
IAH
George Bush Intercontinental
RSW
Southwest Florida Intl.
$161 Roundtrip, found 1 day ago
$161
Roundtrip
found 1 day ago
Select American Airlines flight, departing Sat, Aug 9 from George Bush Intercontinental to Southwest Florida Intl., returning Thu, Aug 14, priced at $161 found 1 day ago
Sun Country Airlines
Tue, Nov 4 - Tue, Nov 11
MSP
Minneapolis - St. Paul Intl.
RSW
Southwest Florida Intl.
$167 Roundtrip, found 1 day ago
$167
Roundtrip
found 1 day ago
Select Sun Country Airlines flight, departing Tue, Nov 4 from Minneapolis - St. Paul Intl. to Southwest Florida Intl., returning Tue, Nov 11, priced at $167 found 1 day ago
Frontier Airlines
Tue, Jul 29 - Thu, Jul 31
PHL
Philadelphia Intl.
RSW
Southwest Florida Intl.
$171 Roundtrip, found 3 days ago
$171
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Tue, Jul 29 from Philadelphia Intl. to Southwest Florida Intl., returning Thu, Jul 31, priced at $171 found 3 days ago
Delta
Mon, Sep 29 - Wed, Dec 31
GRR
Gerald R. Ford Intl.
RSW
Southwest Florida Intl.
$238 Roundtrip, found 1 day ago
$238
Roundtrip
found 1 day ago
Select Delta flight, departing Mon, Sep 29 from Gerald R. Ford Intl. to Southwest Florida Intl., returning Wed, Dec 31, priced at $238 found 1 day ago
JetBlue Airways
Mon, Jul 21 - Tue, Jul 29
ONT
Los Angeles - Ontario Intl.
RSW
Southwest Florida Intl.
$433 Roundtrip, found 1 day ago
$433
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Mon, Jul 21 from Los Angeles - Ontario Intl. to Southwest Florida Intl., returning Tue, Jul 29, priced at $433 found 1 day ago
Alaska Airlines
Mon, Jul 21 - Sat, Jul 26
ONT
Los Angeles - Ontario Intl.
RSW
Southwest Florida Intl.
$910 Roundtrip, found 1 day ago
$910
Roundtrip
found 1 day ago
Select Alaska Airlines flight, departing Mon, Jul 21 from Los Angeles - Ontario Intl. to Southwest Florida Intl., returning Sat, Jul 26, priced at $910 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 $59, 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 $59 right now, why wait?

Truckland Flight Information
Destination airport
Southwest Florida Intl.
Destination airport IATA code
RSW
Roundtrip price
$59

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 ...
7.6/10 Good! (1,006 reviews)
"Property was clean and well maintained. Everything looked pretty new. In a quiet area of Fort Myers. Right down the road from Sanibel Island. Great pool and hot tub. Friendly staff. Right next store to a Publix and circle k."

Reviewed on Jul 6, 2025

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La Quinta Inn & Suites by Wyndham Ft. Myers-Sanibel Gateway
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 Times Square ...
8.4/10 Very Good! (1,022 reviews)
"What was unique about this property, is that it just went through hell with the hurricanes. And the place looks amazing. The only thing that we did not like was the dining room that was open had a very limited menu. The other is beach chairs should either be free for guests or half price. But over ..."

Reviewed on Jul 9, 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. ...
8.8/10 Excellent! (1,189 reviews)
"Property was fine but not exceptional. Rooms look out over parking but are a 2-3 minute walk to the beach. Beach is again fine but not exceptional compared to other beaches on the Island. Room has coffee maker but no creamer or sugar from what I could find. No cups for drinking water. We are looking ..."

Reviewed on Jul 8, 2025

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Sanibel Island Beach Resort
Holiday Inn Express Cape Coral-Fort Myers Area by IHG
Holiday Inn Express Cape Coral-Fort Myers Area by IHG
2.5 out of 5
1538 Cape Coral Pkwy E, Cape Coral, FL
Book a stay at this business-friendly hotel in Cape Coral. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
9/10 Wonderful! (1,007 reviews)
"Nice property, comfy beds and restaurants within walking distance"

Reviewed on Jul 5, 2025

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Holiday Inn Express Cape Coral-Fort Myers Area by IHG
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! (1,227 reviews)
"Beautiful resort"

Reviewed on Jul 7, 2025

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Margaritaville Beach Resort Fort Myers
The Lighthouse Resort Inn & Suites
The Lighthouse Resort Inn & Suites
3 out of 5
1051 5th St, Fort Myers Beach, FL
Stay at this 3-star hotel in Fort Myers Beach. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the bar in our reviews. Popular ...
8.4/10 Very Good! (1,459 reviews)
"Fantastic, great entertainment, staff, cleanliness, etc. All around a great place to stay while in Fort Myers Beach!"

Reviewed on Jul 7, 2025

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The Lighthouse Resort Inn & Suites
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! (1,008 reviews)
"Staff was very helpful and friendly. Had a small issue with the shower. It was resolved within 15 minutes after I notified the front desk. I absolutely would not hesitate to stay here again"

Reviewed on Jul 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 ...
8.6/10 Excellent! (1,008 reviews)
"Not luxury but man the staff was 100/100 all working as a team when I would ask for something, house keeping also 100% did amazing!"

Reviewed on Jul 6, 2025

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Doubletree by Hilton Fort Myers at Bell Tower Shops
See all 15,586 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.