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Headland

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Headland Flights as Low as $355

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

Delta
Wed, Jun 24 - Tue, Jun 30
MCO
Orlando Intl.
DHN
Dothan Regional
$355 Roundtrip, found 14 hours ago
$355
Roundtrip
found 14 hours ago
Select Delta flight, departing Wed, Jun 24 from Orlando Intl. to Dothan Regional, returning Tue, Jun 30, priced at $355 found 14 hours ago
Delta
Wed, Jun 24 - Mon, Jun 29
MCO
Orlando Intl.
DHN
Dothan Regional
$365 Roundtrip, found 14 hours ago
$365
Roundtrip
found 14 hours ago
Select Delta flight, departing Wed, Jun 24 from Orlando Intl. to Dothan Regional, returning Mon, Jun 29, priced at $365 found 14 hours ago
Delta
Wed, Jun 24 - Wed, Jul 1
MCO
Orlando Intl.
DHN
Dothan Regional
$374 Roundtrip, found 14 hours ago
$374
Roundtrip
found 14 hours ago
Select Delta flight, departing Wed, Jun 24 from Orlando Intl. to Dothan Regional, returning Wed, Jul 1, priced at $374 found 14 hours ago
Delta
Mon, Jun 22 - Mon, Jun 29
MCO
Orlando Intl.
DHN
Dothan Regional
$375 Roundtrip, found 14 hours ago
$375
Roundtrip
found 14 hours ago
Select Delta flight, departing Mon, Jun 22 from Orlando Intl. to Dothan Regional, returning Mon, Jun 29, priced at $375 found 14 hours ago
Delta
Mon, Jun 22 - Wed, Jul 1
MCO
Orlando Intl.
DHN
Dothan Regional
$385 Roundtrip, found 14 hours ago
$385
Roundtrip
found 14 hours ago
Select Delta flight, departing Mon, Jun 22 from Orlando Intl. to Dothan Regional, returning Wed, Jul 1, priced at $385 found 14 hours ago
Delta
Thu, Jun 18 - Fri, Jun 26
MCO
Orlando Intl.
DHN
Dothan Regional
$386 Roundtrip, found 14 hours ago
$386
Roundtrip
found 14 hours ago
Select Delta flight, departing Thu, Jun 18 from Orlando Intl. to Dothan Regional, returning Fri, Jun 26, priced at $386 found 14 hours ago
Delta
Thu, Jun 18 - Wed, Jul 1
MCO
Orlando Intl.
DHN
Dothan Regional
$395 Roundtrip, found 14 hours ago
$395
Roundtrip
found 14 hours ago
Select Delta flight, departing Thu, Jun 18 from Orlando Intl. to Dothan Regional, returning Wed, Jul 1, priced at $395 found 14 hours ago
Delta
Wed, Jun 24 - Sat, Jun 27
MCO
Orlando Intl.
DHN
Dothan Regional
$402 Roundtrip, found 14 hours ago
$402
Roundtrip
found 14 hours ago
Select Delta flight, departing Wed, Jun 24 from Orlando Intl. to Dothan Regional, returning Sat, Jun 27, priced at $402 found 14 hours ago
Delta
Mon, Jun 22 - Sat, Jun 27
MCO
Orlando Intl.
DHN
Dothan Regional
$412 Roundtrip, found 14 hours ago
$412
Roundtrip
found 14 hours ago
Select Delta flight, departing Mon, Jun 22 from Orlando Intl. to Dothan Regional, returning Sat, Jun 27, priced at $412 found 14 hours ago
Delta
Thu, Jun 18 - Sat, Jun 27
MCO
Orlando Intl.
DHN
Dothan Regional
$422 Roundtrip, found 14 hours ago
$422
Roundtrip
found 14 hours ago
Select Delta flight, departing Thu, Jun 18 from Orlando Intl. to Dothan Regional, returning Sat, Jun 27, priced at $422 found 14 hours ago
Delta
Sun, Jun 21 - Tue, Jun 30
MCO
Orlando Intl.
DHN
Dothan Regional
$425 Roundtrip, found 14 hours ago
$425
Roundtrip
found 14 hours ago
Select Delta flight, departing Sun, Jun 21 from Orlando Intl. to Dothan Regional, returning Tue, Jun 30, priced at $425 found 14 hours ago
Delta
Sun, Jun 21 - Mon, Jun 29
MCO
Orlando Intl.
DHN
Dothan Regional
$436 Roundtrip, found 14 hours ago
$436
Roundtrip
found 14 hours ago
Select Delta flight, departing Sun, Jun 21 from Orlando Intl. to Dothan Regional, returning Mon, Jun 29, priced at $436 found 14 hours ago
Delta
Sun, Jun 21 - Wed, Jul 1
MCO
Orlando Intl.
DHN
Dothan Regional
$445 Roundtrip, found 14 hours ago
$445
Roundtrip
found 14 hours ago
Select Delta flight, departing Sun, Jun 21 from Orlando Intl. to Dothan Regional, returning Wed, Jul 1, priced at $445 found 14 hours ago
Delta
Tue, Aug 11 - Wed, Aug 19
EWR
Newark Liberty Intl. Airport
DHN
Dothan Regional
$447 Roundtrip, found 2 days ago
$447
Roundtrip
found 2 days ago
Select Delta flight, departing Tue, Aug 11 from Newark Liberty Intl. Airport to Dothan Regional, returning Wed, Aug 19, priced at $447 found 2 days ago
Delta
Wed, Jun 24 - Fri, Jun 26
MCO
Orlando Intl.
DHN
Dothan Regional
$466 Roundtrip, found 14 hours ago
$466
Roundtrip
found 14 hours ago
Select Delta flight, departing Wed, Jun 24 from Orlando Intl. to Dothan Regional, returning Fri, Jun 26, priced at $466 found 14 hours ago
Delta
Thu, Jul 16 - Wed, Jul 22
BOS
Logan Intl.
DHN
Dothan Regional
$467 Roundtrip, found 15 hours ago
$467
Roundtrip
found 15 hours ago
Select Delta flight, departing Thu, Jul 16 from Logan Intl. to Dothan Regional, returning Wed, Jul 22, priced at $467 found 15 hours ago

Cheap Flights to Headland

Fall in love at first flight with your vacation to Headland 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 Headland on Hotwire, and you’ll be up, up, and on a getaway in no time.

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

Frequently Asked Questions About flights to Headland

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Headland 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 DHN airport.

What is the cheapest month to fly to Headland?

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 Headland are in June, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Headland?

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 Headland.

What airport is best to fly into Headland?

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

How much are flights to Headland?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Headland on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $355, 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 Headland?

The trick to saving a stack of cash on your flight to Headland? 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 $355 right now, why wait?

Headland Flight Information
Destination airport
Dothan Regional
Destination airport IATA code
DHN
Roundtrip price
$354

Last Minute Hotel Deals in Headland

La Quinta Inn & Suites by Wyndham Dothan

La Quinta Inn & Suites by Wyndham Dothan

3 out of 5
3593 Ross Clark Cir Dothan AL
Book a stay at this family-friendly hotel in Dothan. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
8.4/10 Very Good! (1,104 reviews)
"Honestly, it was well priced and quiet. Beds were comfortable, stayed 8 nights over a two week period. I would stay again."

Reviewed on May 22, 2026

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La Quinta Inn & Suites by Wyndham Dothan
Baymont by Wyndham Dothan

Baymont by Wyndham Dothan

2.5 out of 5
2841 Ross Clark Cir Dothan AL
Book a stay at this business-friendly hotel in Dothan. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8/10 Very Good! (1,232 reviews)
"Yes"

Reviewed on May 20, 2026

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Baymont by Wyndham Dothan
Courtyard by Marriott Dothan

Courtyard by Marriott Dothan

3 out of 5
3040 Ross Clark Circle Dothan AL
Book a stay at this business-friendly hotel in Dothan. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Dothan Country Club and ...
8.4/10 Very Good! (614 reviews)
"The room was dirty. The bathroom floors were not cleaned in awhile. The ceiling was dusty from the A/C vents. The shower floor was filthy. Parts of the shower were broken. In addition, the water glasses in the room had dirt inside. The elevator was not working during our stay so we had to use the ..."

Reviewed on May 8, 2026

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Courtyard by Marriott Dothan
Candlewood Suites Dothan by IHG

Candlewood Suites Dothan by IHG

2.5 out of 5
3005 Ross Clark Circle Dothan AL
Stay at this hotel in Dothan. Enjoy free WiFi, free parking, and a 24-hour fitness center. Popular attractions Dothan Country Club and Water World are located ...
9/10 Wonderful! (358 reviews)
"Room was spotless, and very quiet, parking was convenient, but entrance to hotel was a little difficult to find from the frontage road, suggest a larger,more prominent sign, but overall definitely a “10” rating for hotel"

Reviewed on May 12, 2026

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Candlewood Suites Dothan by IHG
Residence Inn by Marriott Dothan

Residence Inn by Marriott Dothan

3 out of 5
186 Hospitality Lane Dothan AL
Book a stay at this business-friendly hotel in Dothan. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Dothan Pavilion and Kelly Lake ...
8.8/10 Excellent! (288 reviews)
"The staff was phenomenal! Every staff member encounter was above and beyond, every single interaction!"

Reviewed on May 17, 2026

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Residence Inn by Marriott Dothan
Microtel Inn & Suites by Wyndham Ozark

Microtel Inn & Suites by Wyndham Ozark

2 out of 5
1140 Highway 231 N Ozark AL
Book a stay at this family-friendly hotel in Ozark. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
8.2/10 Very Good! (1,001 reviews)
"I believe that the owners and staff have tried to maintain this property, but its age is showing. The hotel needs a serious refurbishment to reach what I would consider a reasonable standard. Fortunately, only my son and I stayed the night. My wife would have strongly requested we change hotels if ..."

Reviewed on May 21, 2026

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Microtel Inn & Suites by Wyndham Ozark
Spark by Hilton Dothan

Spark by Hilton Dothan

3 out of 5
2227 E Main St Dothan AL
Book a stay at this business-friendly hotel in Dothan. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Wiregrass Museum of Art and ...
9.2/10 Wonderful! (62 reviews)
"This motel was perfect. Clean, safe, no smells. Everything worked properly and bed was clean and comfortable. Breakfast was good but no hot foods. I expected that so can't complain. Cereal and a bagel is ok. We would definitely stay here again."

Reviewed on May 21, 2026

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Spark by Hilton Dothan
Best Western Dothan Inn & Suites

Best Western Dothan Inn & Suites

2.5 out of 5
1650 Westgate Pkwy Dothan AL
Book a stay at this business-friendly hotel in Dothan. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.6/10 Excellent! (1,001 reviews)
"The foldout couch was visibly dirty and had holes. It was broken and unusable. The bedding provided for it was threadbare and terribly scratchy. The wallpaper was peeling and the carpet was sticky. The floors were uneven and lumpy. The air conditioner was not cooling the room. The lobby of looked ..."

Reviewed on May 20, 2026

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Best Western Dothan Inn & Suites
See all 222 properties in Headland
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.