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Cheap flights from Hilton Head Island to Maryland from $89

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 12/5. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Cheap round-trip flights

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American Airlines Logo
12:52 pm - 6:09 pmHHH-PHL
5h 17m1 stop
American Airlines Logo
8:00 am - 2:57 pmPHL-HHH
6h 57m1 stop
$177American Airlines
Find Deal
Fri, Dec 5 - Fri, Dec 12
American Airlines Logo
7:08 pm - 11:57 pmHHH-PHL
4h 49m1 stop
American Airlines Logo
1:54 pm - 6:21 pmPHL-HHH
4h 27m1 stop
$247American Airlines
Find Deal
Mon, Dec 8 - Thu, Dec 11
American Airlines Logo
7:08 pm - 9:42 amHHH-PHL
14h 34m2 stops
American Airlines Logo
1:54 pm - 6:21 pmPHL-HHH
4h 27m1 stop
$335American Airlines
Find Deal
Mon, Dec 8 - Thu, Dec 11
American Airlines Logo
12:40 pm - 2:24 pmHHH-DCA
1h 44mnonstop
American Airlines Logo
9:59 am - 12:07 pmDCA-HHH
2h 08mnonstop
$359American Airlines
Find Deal
Sat, Dec 6 - Sat, Dec 13
American Airlines Logo
12:40 pm - 2:24 pmHHH-DCA
1h 44mnonstop
American Airlines Logo
8:20 am - 1:47 pmDCA-HHH
5h 27m1 stop
$369American Airlines
Find Deal
Sat, Dec 6 - Sat, Dec 13
American Airlines Logo
6:48 pm - 11:59 pmHHH-DCA
5h 11m1 stop
American Airlines Logo
6:45 am - 12:22 pmDCA-HHH
5h 37m1 stop
$379American Airlines
Find Deal
Sat, Dec 6 - Wed, Dec 10
Delta Logo
12:00 pm - 6:20 pmHHH-DCA
6h 20m1 stop
Delta Logo
9:00 am - 3:18 pmDCA-HHH
6h 18m1 stop
$419Delta
Find Deal
Thu, Apr 30 - Sun, May 3
Delta Logo
4:00 pm - 10:59 pmHHH-DCA
6h 59m1 stop
Delta Logo
6:05 am - 3:18 pmDCA-HHH
9h 13m2 stops
$424Delta
Find Deal
Thu, Apr 30 - Sun, May 3
Delta Logo
12:00 pm - 7:22 amHHH-DCA
19h 22m2 stops
Delta Logo
6:05 am - 3:18 pmDCA-HHH
9h 13m2 stops
$476Delta
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Thu, Apr 30 - Sun, May 3
United Airlines Logo
3:00 pm - 9:32 pmHHH-PHL
6h 32m1 stop
United Airlines Logo
6:10 am - 1:52 pmPHL-HHH
7h 42m1 stop
$559United Airlines
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Fri, Apr 3 - Tue, Apr 7

American Airlines flights from Hilton Head Island to Maryland

Our best American Airlines deals on Hilton Head Island to Maryland flight tickets
American Airlines
Dec 5
HHH12:52 pmHilton Head Island
5h 17m
1 stop
PHL6:09 pmPhiladelphia
Dec 12
PHL8:00 amPhiladelphia
6h 57m
1 stop
HHH2:57 pmHilton Head Island
$177
Find similar
American Airlines
Dec 8
HHH7:08 pmHilton Head Island
4h 49m
1 stop
PHL11:57 pmPhiladelphia
Dec 11
PHL1:54 pmPhiladelphia
4h 27m
1 stop
HHH6:21 pmHilton Head Island
$247
Find similar
American Airlines
Dec 8
HHH7:08 pmHilton Head Island
14h 34m
2 stops
PHL9:42 amPhiladelphia
Dec 11
PHL1:54 pmPhiladelphia
4h 27m
1 stop
HHH6:21 pmHilton Head Island
$335
Find similar

Delta flights from Hilton Head Island to Maryland

Our best Delta deals on Hilton Head Island to Maryland flight tickets
Delta
Apr 30
HHH12:00 pmHilton Head Island
6h 20m
1 stop
DCA6:20 pmWashington, D.C. Reagan-National
May 3
DCA9:00 amWashington, D.C. Reagan-National
6h 18m
1 stop
HHH3:18 pmHilton Head Island
$419
Find similar
Delta
Apr 30
HHH4:00 pmHilton Head Island
6h 59m
1 stop
DCA10:59 pmWashington, D.C. Reagan-National
May 3
DCA6:05 amWashington, D.C. Reagan-National
9h 13m
2 stops
HHH3:18 pmHilton Head Island
$424
Find similar
Delta
Apr 30
HHH12:00 pmHilton Head Island
19h 22m
2 stops
DCA7:22 amWashington, D.C. Reagan-National
May 3
DCA6:05 amWashington, D.C. Reagan-National
9h 13m
2 stops
HHH3:18 pmHilton Head Island
$476
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Hilton Head Island to Maryland that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated November 6, 2025.
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 IslandPhiladelphia

HHH - PHL

HHHPHL

Hilton Head Island

Fri 12/5

12:52 pm-6:09 pm

1 stop5h 17m

Philadelphia

Fri 12/12

8:00 am-2:57 pm

1 stop6h 57m

$177

Hilton Head IslandPhiladelphia

HHH - PHL

HHHPHL

Hilton Head Island

Mon 12/8

7:08 pm-11:57 pm

1 stop4h 49m

Philadelphia

Thu 12/11

1:54 pm-6:21 pm

1 stop4h 27m

$247

Hilton Head IslandPhiladelphia

HHH - PHL

HHHPHL

Hilton Head Island

Mon 12/8

7:08 pm-9:42 am

2 stops14h 34m

Philadelphia

Thu 12/11

1:54 pm-6:21 pm

1 stop4h 27m

$335

Hilton Head IslandWashington, D.C.

HHH - DCA

HHHDCA

Hilton Head Island

Sat 12/6

12:40 pm-2:24 pm

Nonstop1h 44m

Washington, D.C. Reagan-National

Sat 12/13

9:59 am-12:07 pm

Nonstop2h 08m

$359

Hilton Head IslandWashington, D.C.

HHH - DCA

HHHDCA

Hilton Head Island

Sat 12/6

12:40 pm-2:24 pm

Nonstop1h 44m

Washington, D.C. Reagan-National

Sat 12/13

8:20 am-1:47 pm

1 stop5h 27m

$369

Hilton Head IslandWashington, D.C.

HHH - DCA

HHHDCA

Hilton Head Island

Sat 12/6

6:48 pm-11:59 pm

1 stop5h 11m

Washington, D.C. Reagan-National

Wed 12/10

6:45 am-12:22 pm

1 stop5h 37m

$379

Hilton Head IslandWashington, D.C.

HHH - DCA

HHHDCA

Hilton Head Island

Thu 4/30

12:00 pm-6:20 pm

1 stop6h 20m

Washington, D.C. Reagan-National

Sun 5/3

9:00 am-3:18 pm

1 stop6h 18m

$419

Hilton Head IslandWashington, D.C.

HHH - DCA

HHHDCA

Hilton Head Island

Thu 4/30

4:00 pm-10:59 pm

1 stop6h 59m

Washington, D.C. Reagan-National

Sun 5/3

6:05 am-3:18 pm

2 stops9h 13m

$424

Hilton Head IslandWashington, D.C.

HHH - DCA

HHHDCA

Hilton Head Island

Thu 4/30

12:00 pm-7:22 am

2 stops19h 22m

Washington, D.C. Reagan-National

Sun 5/3

6:05 am-3:18 pm

2 stops9h 13m

$476

Hilton Head IslandPhiladelphia

HHH - PHL

HHHPHL

Hilton Head Island

Fri 4/3

3:00 pm-9:32 pm

1 stop6h 32m

Philadelphia

Tue 4/7

6:10 am-1:52 pm

1 stop7h 42m

$559

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Maryland from

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

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 $323. 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 $412. 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

1h 42m

Direct flights

Mon, Wed, Thu, Fri, Sat and Sun

Airports in Maryland

1 airport
The fastest flight from Hilton Head Island to Maryland takes 1h 42m
Direct flights go from Hilton Head Island to Maryland on Monday, Wednesday, Thursday, Friday, Saturday and Sunday. There are no airlines offering direct flights.
There is 1 airport near Maryland: Washington, D.C. Reagan-National (DCA)
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?

  • 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.

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