What airlines fly to Maryland?

Southwest, American Airlines and Spirit Airlines are the top three most popular airlines that fly to Maryland from Hilton Head Island according to our data. Southwest is the first choice among our users, with 84% of people opting to fly with this airline when traveling to Maryland. Keep in mind that there are 3 different airlines that fly to Maryland on a routine basis, so you have a few additional options to choose from.

What is the cheapest airline that flies from Hilton Head Island to Maryland?

American Airlines, Delta, and United Airlines are the most popular carriers operating from Hilton Head Island to Maryland

When did momondo last update prices for flights from Hilton Head Island Airport to Maryland?

Prices for flights from Hilton Head Island Airport to Maryland were last updated today.

How many operators does momondo search for flights from Hilton Head Island Airport to Maryland?

There is 1 operator available for flights from Hilton Head Island Airport to Maryland as of December 2025.

How old do you have to be to fly from Hilton Head Island Airport to Maryland?

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Hilton Head Island Airport to Maryland.

What documentation or ID do you need to fly to Maryland?

The travel and health documents required for your trip to Maryland can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Maryland. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

$169 Cheap Flights from Hilton Head Island to Maryland in 2025/26

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Find the cheapest flights from Hilton Head Island to Maryland

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

6:22 pm - 11:42 am

HHH

DCA

17h 20m2 stops

1:42 pm - 5:52 pm

DCA

HHH

4h 10m1 stop

$289American Airlines

Sat, Feb 14 - Sun, Feb 15

2:58 pm - 10:08 am

HHH

DCA

19h 10m2 stops

1:31 pm - 3:36 pm

DCA

HHH

2h 05mnonstop

$307American Airlines

Sat, Feb 14 - Sun, Feb 15

6:22 pm - 11:06 pm

HHH

BWI

4h 44m1 stop

9:30 am - 2:27 pm

BWI

HHH

4h 57m1 stop

$321American Airlines

Sat, Feb 14 - Sun, Feb 15

3:29 pm - 10:04 pm

HHH

DCA

6h 35m1 stop

10:10 am - 2:59 pm

DCA

HHH

4h 49m1 stop

$379American Airlines

Sun, Jan 18 - Sat, Jan 24

4:18 pm - 6:09 pm

HHH

DCA

1h 51mnonstop

1:31 pm - 3:36 pm

DCA

HHH

2h 05mnonstop

$380American Airlines

Sat, Feb 14 - Sun, Feb 15

12:51 pm - 9:30 pm

HHH

DCA

8h 39m2 stops

10:10 am - 2:59 pm

DCA

HHH

4h 49m1 stop

$384American Airlines

Sun, Jan 18 - Sat, Jan 24

12:51 pm - 9:30 pm

HHH

DCA

8h 39m2 stops

7:30 am - 2:59 pm

DCA

HHH

7h 29m2 stops

$389American Airlines

Sun, Jan 18 - Sat, Jan 24

6:22 pm - 11:59 pm

HHH

DCA

5h 37m1 stop

1:31 pm - 3:36 pm

DCA

HHH

2h 05mnonstop

$390American Airlines

Sat, Feb 14 - Sun, Feb 15

11:02 am - 4:10 pm

HHH

IAD

5h 08m1 stop

2:06 pm - 5:52 pm

IAD

HHH

3h 46m1 stop

$399American Airlines

Sat, Feb 14 - Sun, Feb 15

3:29 pm - 9:18 pm

HHH

PHL

5h 49m1 stop

9:31 pm - 12:20 pm

PHL

HHH

14h 49m2 stops

$408American Airlines

Sat, Jan 17 - Tue, Jan 20

American Airlines flights from Hilton Head Island to Maryland

Our best American Airlines deals on Hilton Head Island to Maryland flight tickets

American Airlines

Feb 14

HHH6:22 pmHilton Head Island

17h 20m

2 stops

DCA11:42 amWashington, D.C. Reagan-National

Feb 15

DCA1:42 pmWashington, D.C. Reagan-National

4h 10m

1 stop

HHH5:52 pmHilton Head Island

$289

Find similar

American Airlines

Feb 14

HHH2:58 pmHilton Head Island

19h 10m

2 stops

DCA10:08 amWashington, D.C. Reagan-National

Feb 15

DCA1:31 pmWashington, D.C. Reagan-National

2h 05m

HHH3:36 pmHilton Head Island

$307

Find similar

American Airlines

Feb 14

HHH6:22 pmHilton Head Island

4h 44m

1 stop

BWI11:06 pmBaltimore/Washington

Feb 15

BWI9:30 amBaltimore/Washington

4h 57m

1 stop

HHH2:27 pmHilton Head Island

$321

Find similar

momondo Fare Finder

Use the filters below to find and compare flights from Hilton Head Island to Maryland that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Hilton Head IslandWashington, D.C.

HHH - DCA

HHHDCA

Hilton Head Island

Sat 2/14

6:22 pm-11:42 am

2 stops17h 20m

Washington, D.C. Reagan-National

Sun 2/15

1:42 pm-5:52 pm

1 stop4h 10m

$289

Hilton Head IslandWashington, D.C.

HHH - DCA

HHHDCA

Hilton Head Island

Sat 2/14

2:58 pm-10:08 am

2 stops19h 10m

Washington, D.C. Reagan-National

Sun 2/15

1:31 pm-3:36 pm

Nonstop2h 05m

$307

Hilton Head IslandBaltimore

HHH - BWI

HHHBWI

Hilton Head Island

Sat 2/14

6:22 pm-11:06 pm

1 stop4h 44m

Baltimore/Washington

Sun 2/15

9:30 am-2:27 pm

1 stop4h 57m

$321

Hilton Head IslandWashington, D.C.

HHH - DCA

HHHDCA

Hilton Head Island

Sun 1/18

3:29 pm-10:04 pm

1 stop6h 35m

Washington, D.C. Reagan-National

Sat 1/24

10:10 am-2:59 pm

1 stop4h 49m

$379

Hilton Head IslandWashington, D.C.

HHH - DCA

HHHDCA

Hilton Head Island

Sat 2/14

4:18 pm-6:09 pm

Nonstop1h 51m

Washington, D.C. Reagan-National

Sun 2/15

1:31 pm-3:36 pm

Nonstop2h 05m

$380

Hilton Head IslandWashington, D.C.

HHH - DCA

HHHDCA

Hilton Head Island

Sun 1/18

12:51 pm-9:30 pm

2 stops8h 39m

Washington, D.C. Reagan-National

Sat 1/24

10:10 am-2:59 pm

1 stop4h 49m

$384

Hilton Head IslandWashington, D.C.

HHH - DCA

HHHDCA

Hilton Head Island

Sun 1/18

12:51 pm-9:30 pm

2 stops8h 39m

Washington, D.C. Reagan-National

Sat 1/24

7:30 am-2:59 pm

2 stops7h 29m

$389

Hilton Head IslandWashington, D.C.

HHH - DCA

HHHDCA

Hilton Head Island

Sat 2/14

6:22 pm-11:59 pm

1 stop5h 37m

Washington, D.C. Reagan-National

Sun 2/15

1:31 pm-3:36 pm

Nonstop2h 05m

$390

Hilton Head IslandWashington, D.C.

HHH - IAD

HHHIAD

Hilton Head Island

Sat 2/14

11:02 am-4:10 pm

1 stop5h 08m

Washington, D.C. Dulles Intl

Sun 2/15

2:06 pm-5:52 pm

1 stop3h 46m

$399

Hilton Head IslandPhiladelphia

HHH - PHL

HHHPHL

Hilton Head Island

Sat 1/17

3:29 pm-9:18 pm

1 stop5h 49m

Philadelphia

Tue 1/20

9:31 pm-12:20 pm

2 stops14h 49m

$408

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Hilton Head Island to Maryland

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

What is the cheapest day to depart on your flight to Maryland?

The cheapest day to depart from Hilton Head Island to Maryland is on a Wednesday. Travelers who choose to depart for Maryland on a Wednesday will often find tickets for as low as $338. The most expensive day to fly to Maryland is Monday, with ticket prices averaging around $498.

What is the cheapest time of day to depart on your flight to Maryland?

Our most recent data shows that the best time of day to fly to Maryland is in the morning. Flights from Hilton Head Island to Maryland during this time can be as low as $418. In contrast, the most expensive time of day to depart to Maryland is at noon when prices are around $432.

Cheap Hilton Head Island to Maryland flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Hilton Head Island to Maryland

Fastest flight time	4h 22m
Direct flights	Mon, Fri and Sun
Airports in Maryland	112 airports

The fastest flight from Hilton Head Island to Maryland takes 4h 22m

Direct flights go from Hilton Head Island to Maryland on Monday, Friday and Sunday. There are no airlines offering direct flights.

There are 112 airports in Maryland. From Hilton Head Island there are direct flights to Washington, D.C. Reagan-National (DCA), Philadelphia (PHL).

Search flight deals

When did momondo last update prices for flights from Hilton Head Island Airport to Maryland?
Prices for flights from Hilton Head Island Airport to Maryland were last updated today.
How many operators does momondo search for flights from Hilton Head Island Airport to Maryland?
There is 1 operator available for flights from Hilton Head Island Airport to Maryland as of December 2025.
How old do you have to be to fly from Hilton Head Island Airport to Maryland?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Hilton Head Island Airport to Maryland.
What documentation or ID do you need to fly to Maryland?
The travel and health documents required for your trip to Maryland can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Maryland. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Why use momondo?

Why should I use momondo to find a flight deal from Hilton Head Island to Maryland?

Finding the right flight to Maryland from Hilton Head Island is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Maryland quick and easy, saving you time and money.

Can I find flights from Hilton Head Island to Maryland with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Hilton Head Island to Maryland flights to just show those with flexible booking policies.

How can momondo help me find flights from Hilton Head Island to Maryland?

Once you have performed a search for Hilton Head Island to Maryland flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Hilton Head Island to Maryland right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Maryland, momondo offers a useful price alert feature which will track prices for flights to Maryland from Hilton Head Island and alert you when they change.

An easier way to manage your Maryland trip

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Popular cities in Maryland

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Cheap flights from Hilton Head Island to Maryland from $169

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Hilton Head Island to Maryland departing on 1/25. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Big names and deals

Big names and deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

Price Alerts

Find the cheapest flights from Hilton Head Island to Maryland

Cheap round-trip flights

Cheap one-way flights

Cheap last minute flights

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American Airlines flights from Hilton Head Island to Maryland

Our best American Airlines deals on Hilton Head Island to Maryland flight tickets

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Use the filters below to find and compare flights from Hilton Head Island to Maryland that are best for you.

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How to get the cheapest flight ticket from Hilton Head Island to Maryland

What is the cheapest day to depart on your flight to Maryland?

The cheapest day to depart from Hilton Head Island to Maryland is on a Wednesday. Travelers who choose to depart for Maryland on a Wednesday will often find tickets for as low as $338. The most expensive day to fly to Maryland is Monday, with ticket prices averaging around $498.

What is the cheapest time of day to depart on your flight to Maryland?

Our most recent data shows that the best time of day to fly to Maryland is in the morning. Flights from Hilton Head Island to Maryland during this time can be as low as $418. In contrast, the most expensive time of day to depart to Maryland is at noon when prices are around $432.

What is the cheapest airline that flies from Hilton Head Island to Maryland?

American Airlines, Delta, and United Airlines are the most popular carriers operating from Hilton Head Island to Maryland

What airlines fly to Maryland?

Cheap Hilton Head Island to Maryland flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Hilton Head Island to Maryland

Fastest flight time

Direct flights

Airports in Maryland

When did momondo last update prices for flights from Hilton Head Island Airport to Maryland?

How many operators does momondo search for flights from Hilton Head Island Airport to Maryland?

How old do you have to be to fly from Hilton Head Island Airport to Maryland?

What documentation or ID do you need to fly to Maryland?

Why use momondo?

Why should I use momondo to find a flight deal from Hilton Head Island to Maryland?

Can I find flights from Hilton Head Island to Maryland with flexible booking policies on momondo?

How can momondo help me find flights from Hilton Head Island to Maryland?

I’m not ready to book a flight from Hilton Head Island to Maryland right now. Can momondo alert me if prices change?

An easier way to manage your Maryland trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to Maryland

Popular cities in Maryland

Popular flights according to clicks in the last 7 days on momondo