$169 Cheap Flights to Headland, AL

Popular airlines to Headland

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How much is the cheapest flight to Headland?

Prices were available within the past 7 days and start at $169 for one-way flights and $199 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Delta
Virgin Atlantic
KLM
Air France

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Frequently asked questions

What month is the cheapest to fly to Headland?
September is the cheapest month to fly to Headland, with average fares around $418. This month typically experiences lower demand, making it a good time to find deals. Other affordable months include January, February, and May.*Prices based on flights available on Expedia in the last year.
Which US cities have the cheapest flights to Headland?
Looking for affordable flights to Headland? Consider flying from these US cities:

  • Fort Lauderdale (FLL)
  • Sarasota (SRQ)
  • Midland (MAF)
  • Milwaukee (MKE)
  • New York (JFK, LGA)

with prices usually starting around $83.
Which US cities fly direct to Headland?
Several US cities offer direct flights to airports serving Headland. Here are the options:To Northwest Florida Regional (VPS)
  • Dallas (DAL, DFW)
  • Minneapolis (MSP)
  • Chicago (ORD)
  • Charlotte (CLT)
  • Atlanta (ATL)

To Northwest Florida Beaches Intl. (ECP)
  • Chicago (MDW, ORD)
  • Atlanta (ATL)
  • Dallas (DAL, DFW)
  • New York (LGA)
  • Houston (HOU, IAH)

To Tallahassee Regional (TLH)
  • Miami (MIA)
  • Atlanta (ATL)
  • Dallas (DFW)
  • Charlotte (CLT)
  • Washington (DCA)

How to find a cheap flight to Headland?
To find a cheap flight to Headland, be flexible with your dates. Traveling in the off-season or shoulder season can help you save. Mid-week flights are usually less expensive, too. Use flight search engines, like Expedia, to compare airlines, flight times and routes all in one place to find affordable rates. You may find that flights with layovers are cheaper than direct flights. You can also set up Price Tracking and receive alerts when fares go up or down.
Which airlines fly to Headland?
Several airlines offer flights to Headland:

  • American Airlines
  • Delta
  • Delta Air Lines
  • Sun Country Airlines
  • United
  • United Airlines

Where do you fly into Headland?
If you're heading to Headland, you have several airport options:

  • The closest major airport is Fort Walton Beach, FL (VPS-Northwest Florida Regional), about 104 miles from the city center, which is a hub for Delta, American Airlines, and WN, with other airlines like JetBlue Airways, OH also operating here.
  • Panama City, FL (ECP-Northwest Florida Beaches Intl.) is another option, about 77 miles away, serving as a hub for Delta, American Airlines, and United, with WN, Alaska Airlines also operating here.
  • Tallahassee, FL (TLH-Tallahassee Intl.), about 95 miles away, serving as a hub for Delta, American Airlines, and MQ, with YX, Aeromexico also operating here.
  • Montgomery, AL (MGM-Montgomery Regional), about 99 miles away, serving as a hub for Delta, American Airlines, and United, with Aeromexico, OH also operating here.
  • Dothan, AL (DHN-Dothan Regional), about 10 miles away, serving as a hub for Delta, Korean Air, and Air France, with KLM and Virgin Atlantic also operating here.

What is the cheapest airport to fly to in Headland?
The most affordable airport to fly into in Headland is typically Tallahassee, FL (TLH-Tallahassee Intl.), located about 95 miles from the city center. This airport can help you save on your travel expenses.*Prices based on flights available on Expedia in the last year.
Which budget airlines fly to Headland?
Looking for affordable flights to Headland? There are 4 budget carriers to choose from:

  • Southwest Airlines: serves Panama City (ECP), Fort Walton Beach (VPS)
  • Sun Country Airlines: flies to Fort Walton Beach (VPS)
  • WestJet: serves Dothan (DHN), Panama City (ECP), Tallahassee (TLH), Montgomery (MGM), Fort Walton Beach (VPS)
  • JetBlue Airways: flies to Fort Walton Beach (VPS)

What is the best month to visit Headland?
The best month to visit Headland depends on your priorities, whether you want ideal weather, fewer crowds, or the lowest prices. If affordability matters most, look for cheap March flights outside of peak season.
How far in advance should I book a flight to Headland?
For domestic travel to Headland, booking 1-2 months in advance can help you find the best prices. For international flights to Headland, aim to book 1-2 months ahead to get cheaper fares. For added peace of mind, use Expedia's Price Drop Protection™ when you make your booking. It's free to use for Gold and Platinum members on the Expedia app. Once a qualifying flight is purchased, we'll automatically check your flight on Expedia until the day of your departure and notify you if there are price changes. If your flight price drops after you book, we'll automatically award the price difference in OneKeyCash™* into your One Key account after your trip ends.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
What day of the week is cheapest day to buy a plane ticket to Headland?
Wednesday is typically the cheapest day to buy a plane ticket to Headland. This midweek day often sees lower demand compared to weekends, making it a great option for budget-conscious travelers. If Wednesday doesn't fit your schedule, consider flying on Thursday as well. Use Expedia's Price Tracking tool to monitor prices for your trip and receive alerts when fares go up or down.*Cheapest day to book based on flights available on Expedia in the last year.
What is the most expensive month to fly to Headland?
December is generally the most expensive month to fly to Headland, with average return ticket prices around $505. This is about 9% higher than the average price throughout the year, largely due to increased travel during the holiday season. If you're looking to save, consider visiting in September or October when prices are typically lower.*Prices based on flights available on Expedia in the last year.
How far is the airport from central Headland?
Dothan, AL (DHN-Dothan Regional) serves Headland, located 10 miles west of downtown. This makes it a convenient option if you are heading to or from the area.
How can I track flight prices to Headland?
Our Price Tracking tool allows you to monitor fares to Headland. You can view flight price history and see predictions of future prices as available. When you're signed into your Expedia account, you can set up flight price alerts too. This way, you'll receive notifications when prices go up or down, so you know when it's the right time to book.
How to get a cheap last-minute flight to Headland?
It is possible to find cheap, last-minute flights to Headland, especially if you can be flexible with your dates, times and route. Whether you're planning a spontaneous getaway or need to travel for business, there are plenty of last-minute flight deals on Expedia. You can also bundle your flight and hotel for even more savings with a package deal.
Can I earn miles booking a flight to Headland with Expedia?
You can earn miles when booking a flight to Headland on Expedia. Before confirming your booking, just select the frequent flyer program name and enter your program number. For even more rewards, join One Key™—our free travel rewards program. One Key members earn OneKeyCash™* on eligible bookings for every dollar spent.*Excludes taxes and fees. OneKeyCash is not redeemable for cash and can only be used on Expedia and other participating brands.
Can I save money by booking a Headland trip package?
Book a Headland flight and hotel package deal on Expedia, and you can make significant savings. It's simple to bundle your accommodations and flights, and you can also add car rentals and activities to create your own customized Headland trip. Plus, nothing beats the convenience of booking everything in the same place.
Can I change or cancel my flight to Headland?
It's often possible to cancel or change your flight to Headland using Expedia. Many airlines let you cancel your flights for free within 24 hours of booking. However, some flights are non-refundable, and airlines may offer to reschedule your flight rather than provide a direct refund. To find affordable flights to Headland with flexible change policies, select "No cancel fee" or "Changes included" when you search. Need more information? Visit our Customer Service Portal.

*Flight schedules are subject to change.

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Travel information

Destination airport
Dothan Regional
Destination airport IATA code
DHN
Destination city name
Dothan
Roundtrip price
$199

Trending flights to Headland

Prices were available within the past 7 days and start at $169 for one-way flights and $199 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta

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