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$131+ Cheap flights from Hilton Head Island (HHH) to Maryland

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 6/4. Fares are subject to change and may not be available on all flights or dates of travel.
HHH — BWI
Apr 22 — Apr 291
Tue 4/22
Tue 4/29
1 adult, Economy
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Cheap flight deals from Hilton Head Island to Maryland

Keep the following information in mind while searching for Hilton Head Island to Maryland flight deals. Data was last updated April 17, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
2 stars

Round-trip from

$359
(American Airlines)

One-way from

$131
(American Airlines)
Provider with most accurate pricing for Hilton Head Island-Washington, D.C. (WAS) flight deals.
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Provider most trusted by Cheapflights users for Hilton Head Island-Washington, D.C. (WAS) flights.
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From Hilton Head Island to Maryland
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One-way flight from Hilton Head Island to Maryland
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Find flight deals from Hilton Head Island to Maryland

Cheapest flights from Hilton Head Island to Maryland
Explore the most affordable flight options available from Hilton Head Island to Maryland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 17, 2025.

This American Airlines deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/2710:45 amHHH - DCA
Nonstop1h 43mAmerican Airlines
Sat 5/318:15 amDCA - HHH
Nonstop2h 00mAmerican Airlines
Deal found 4/17$359
This Delta deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/3012:00 pmHHH - IAD
1 stop6h 48mDelta
Wed 8/610:05 amIAD - HHH
1 stop5h 17mDelta
Deal found 4/16$379
This American Airlines deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/26:06 pmHHH - BWI
1 stop4h 13mAmerican Airlines
Tue 5/65:00 amBWI - HHH
1 stop5h 55mAmerican Airlines
Deal found 4/17$395
This Delta deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/2012:05 pmHHH - PHL
1 stop7h 51mDelta
Sun 5/257:25 pmPHL - HHH
1 stop19h 55mDelta
Deal found 4/17$396
This Delta deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/21:15 pmHHH - BWI
1 stop5h 30mDelta
Tue 5/66:00 amBWI - HHH
2 stops10h 41mDelta
Deal found 4/17$400
This American Airlines deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/26:06 pmHHH - IAD
1 stop5h 50mAmerican Airlines
Tue 5/61:59 pmIAD - HHH
1 stop3h 51mAmerican Airlines
Deal found 4/17$480
This American Airlines deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/1010:45 amHHH - PHL
1 stop20h 45mAmerican Airlines
Sun 5/1110:30 amPHL - HHH
1 stop4h 13mAmerican Airlines
Deal found 4/17$480
This Delta deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/164:00 pmHHH - DCA
1 stop6h 49mDelta
Wed 5/216:00 amDCA - HHH
2 stops9h 20mDelta
Deal found 4/17$484
This United Airlines deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1312:02 pmHHH - IAD
2 stops23h 34mUnited Airlines
Wed 8/208:25 amIAD - HHH
2 stops26h 56mUnited Airlines
Deal found 4/16$522
This United Airlines deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/14:10 pmHHH - DCA
1 stop5h 32mUnited Airlines
Thu 5/89:55 amDCA - HHH
1 stop5h 34mUnited Airlines
Deal found 4/17$757
This United Airlines deal was found by Cheapflights users on 4/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/184:18 pmHHH - PHL
2 stops17h 32mUnited Airlines
Fri 4/255:01 pmPHL - HHH
3 stops23h 03mUnited Airlines
Deal found 4/17$925

Cheapflights 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, Cheapflights users made 2,558,603 searches. Data last updated April 17, 2025.
Use the filters below to find and compare flights from Hilton Head Island to Maryland that are best for you.

Fly from

Hilton Head Island

Fly to

Maryland

Route

Depart

Return

Price

Hilton Head IslandWashington, D.C.

HHH - DCA

HHHDCA

Hilton Head Island

Tue 5/27

10:45 am-12:28 pm

Nonstop1h 43m

Washington, D.C. Reagan-National

Sat 5/31

8:15 am-10:15 am

Nonstop2h 00m

$359

Hilton Head IslandBaltimore

HHH - BWI

HHHBWI

Hilton Head Island

Fri 5/2

6:06 pm-10:19 pm

1 stop4h 13m

Baltimore/Washington

Tue 5/6

5:00 am-10:55 am

1 stop5h 55m

$395

Hilton Head IslandPhiladelphia

HHH - PHL

HHHPHL

Hilton Head Island

Tue 5/20

12:05 pm-7:56 pm

1 stop7h 51m

Philadelphia

Sun 5/25

7:25 pm-3:20 pm

1 stop19h 55m

$396

Hilton Head IslandBaltimore

HHH - BWI

HHHBWI

Hilton Head Island

Fri 5/2

1:15 pm-6:45 pm

1 stop5h 30m

Baltimore/Washington

Tue 5/6

6:00 am-4:41 pm

2 stops10h 41m

$400

Hilton Head IslandWashington, D.C.

HHH - IAD

HHHIAD

Hilton Head Island

Fri 5/2

6:06 pm-11:56 pm

1 stop5h 50m

Washington, D.C. Dulles Intl

Tue 5/6

1:59 pm-5:50 pm

1 stop3h 51m

$480

Hilton Head IslandPhiladelphia

HHH - PHL

HHHPHL

Hilton Head Island

Sat 5/10

10:45 am-7:30 am

1 stop20h 45m

Philadelphia

Sun 5/11

10:30 am-2:43 pm

1 stop4h 13m

$480

Hilton Head IslandWashington, D.C.

HHH - DCA

HHHDCA

Hilton Head Island

Fri 5/16

4:00 pm-10:49 pm

1 stop6h 49m

Washington, D.C. Reagan-National

Wed 5/21

6:00 am-3:20 pm

2 stops9h 20m

$484

Hilton Head IslandWashington, D.C.

HHH - IAD

HHHIAD

Hilton Head Island

Thu 5/1

1:15 pm-4:47 pm

1 stop3h 32m

Washington, D.C. Dulles Intl

Mon 5/5

10:16 am-4:41 pm

1 stop6h 25m

$499

Hilton Head IslandWashington, D.C.

HHH - DCA

HHHDCA

Hilton Head Island

Thu 5/1

4:10 pm-9:42 pm

1 stop5h 32m

Washington, D.C. Reagan-National

Thu 5/8

9:55 am-3:29 pm

1 stop5h 34m

$757

Hilton Head IslandWashington, D.C.

HHH - IAD

HHHIAD

Hilton Head Island

Sat 5/31

5:00 pm-12:30 am

1 stop7h 30m

Washington, D.C. Dulles Intl

Sat 6/7

6:48 am-2:01 pm

1 stop7h 13m

$901

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/16

Showing 1-10 of 23 results
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Best time to book a flight from Hilton Head Island to Maryland

Have a flexible travel schedule? Discover the best time to fly to Maryland from Hilton Head Island with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Hilton Head Island to Maryland

What is the cheapest month to book a flight from Hilton Head Island to Maryland?

Currently, August is the cheapest month in which you can book a flight from Hilton Head Island to Maryland (average of $241). Flying from Hilton Head Island to Maryland in March is currently the most expensive (average of $290). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Rainfall in Maryland by month

Plan your trip to Maryland by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Maryland ranges from 2.9 - 4.1 inches per month. July is typically the wettest month, when rainfall can reach 4.1 in. February is typically the driest time to visit Maryland when rainfall is around 2.9 in.

Temperature in Maryland by month

Plan your trip to Maryland by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Maryland, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 77.0 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 33.8 F).

Reviews of airlines servicing Maryland

Get insights into the airlines that provide service to Maryland. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Maryland. Reviews last updated April 17, 2025.
To help decide which airline to fly from Hilton Head Island to Maryland, see what other customers have to say about Delta, United Airlines and American Airlines. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,917 reviews

Overall

8.0

Comfort

7.9

Entertainment

7.9

Crew

8.5

Food

7.3

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
Delta
8.0
Very good
7,917 reviews
Delta
8.0
Very good
7,917 reviews

Overall

8.0

Comfort

7.9

Entertainment

7.9

Crew

8.5

Food

7.3

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
United Airlines
7.4
Good
8,667 reviews
Delta
8.0
Very good
7,917 reviews

Overall

8.0

Comfort

7.9

Entertainment

7.9

Crew

8.5

Food

7.3

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,917 reviews

Overall

8.0

Comfort

7.9

Entertainment

7.9

Crew

8.5

Food

7.3

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Related info for your journey

Find useful and relevant information for your journey from Hilton Head Island to Maryland. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Hilton Head Island to Maryland?

    For a flight from Hilton Head Island to Maryland, you will be flying from Hilton Head. Hilton Head Island (HHH) is just 3.3 mi from the center of the city.

  • What are the cheapest airlines to fly from Hilton Head Island to Maryland one-way?

    $131 is the cheapest one-way deal found within the past few days, from American Airlines. You may also be able to find cheap deals on Delta and United Airlines, with prices starting from $160 and $286, respectively.

  • What are the most popular routes from Hilton Head Island to Maryland?

    The most popular route from Hilton Head Island to Maryland is Hilton Head Island - Philadelphia. You may also consider Hilton Head Island - Washington, D.C. Reagan-National or Hilton Head Island - Washington, D.C. Dulles Intl.

  • Can I find deals for flights from Hilton Head Island to Maryland that include hotel bookings?

    Yes. In addition to deals on Hilton Head Island to Maryland flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Hilton Head Island to Maryland?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Hilton Head Island to Maryland.

  • Can I find deals for business class flights from Hilton Head Island to Maryland?

    Yes. Cheapflights offers flight deals from Hilton Head Island to Maryland by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Hilton Head Island to Maryland?

    Currently, August is the cheapest month in which you can book a flight from Hilton Head Island to Maryland (average of $241). Flying from Hilton Head Island to Maryland in March is currently the most expensive (average of $290). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Hilton Head Island to Maryland

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Top airline flying from Hilton Head Island to Maryland

Discover the top airline that operate flights from Hilton Head Island to Maryland. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$237Average$333FlexibilityNo cancel feeOn-time71%

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