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$132+ 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 9/23. Fares are subject to change and may not be available on all flights or dates of travel.
HHH — BWI
May 4 — May 111
Sun 5/4
Sun 5/11
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 29, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
2 stars

Round-trip from

$227
(Delta)

One-way from

$132
(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 29, 2025.

This Delta deal was found by Cheapflights users on 4/29. 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 stop5h 05mDelta
Tue 5/2710:36 amPHL - HHH
1 stop4h 44mDelta
Deal found 4/29$227
This Delta deal was found by Cheapflights users on 4/29. 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 - BWI
1 stop5h 08mDelta
Wed 5/2110:15 amBWI - HHH
1 stop5h 05mDelta
Deal found 4/29$288
This American Airlines deal was found by Cheapflights users on 4/29. 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.
Mon 7/711:56 amHHH - BWI
1 stop6h 33mAmerican Airlines
Thu 7/108:10 amBWI - HHH
1 stop6h 05mAmerican Airlines
Deal found 4/29$293
This American Airlines deal was found by Cheapflights users on 4/29. 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 6/2411:03 amHHH - DCA
Nonstop1h 44mAmerican Airlines
Sat 6/288:25 amDCA - HHH
Nonstop2h 08mAmerican Airlines
Deal found 4/29$359
This American Airlines deal was found by Cheapflights users on 4/28. 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 7/126:10 pmHHH - IAD
1 stop5h 48mAmerican Airlines
Sat 7/196:35 amIAD - HHH
1 stop4h 51mAmerican Airlines
Deal found 4/28$379
This Delta deal was found by Cheapflights users on 4/29. 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 6/273:58 pmHHH - DCA
1 stop5h 01mDelta
Sun 6/298:59 amDCA - HHH
1 stop6h 19mDelta
Deal found 4/29$409
This Delta deal was found by Cheapflights users on 4/28. 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 4/291:15 pmHHH - IAD
1 stop6h 29mDelta
Wed 5/710:09 amIAD - HHH
1 stop5h 11mDelta
Deal found 4/28$461
This United Airlines deal was found by Cheapflights users on 4/28. 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.
Tue 5/134:10 pmHHH - DCA
1 stop5h 32mUnited Airlines
Sat 5/179:55 amDCA - HHH
1 stop6h 09mUnited Airlines
Deal found 4/28$475
This American Airlines deal was found by Cheapflights users on 4/29. 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.
Wed 7/91:16 pmHHH - PHL
Nonstop2h 01mAmerican Airlines
Sat 7/122:32 pmPHL - HHH
Nonstop2h 05mAmerican Airlines
Deal found 4/29$499
This United Airlines deal was found by Cheapflights users on 4/28. 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.
Sat 7/125:00 pmHHH - IAD
1 stop7h 30mUnited Airlines
Sat 7/198:25 amIAD - HHH
2 stops26h 52mUnited Airlines
Deal found 4/28$523
This United Airlines deal was found by Cheapflights users on 4/29. 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.
Sat 6/285:00 pmHHH - PHL
1 stop7h 30mUnited Airlines
Mon 6/308:00 amPHL - HHH
2 stops27h 17mUnited Airlines
Deal found 4/29$610

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 29, 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 IslandPhiladelphia

HHH - PHL

HHHPHL

Hilton Head Island

Tue 5/20

12:05 pm-5:10 pm

1 stop5h 05m

Philadelphia

Tue 5/27

10:36 am-3:20 pm

1 stop4h 44m

$227

Hilton Head IslandBaltimore

HHH - BWI

HHHBWI

Hilton Head Island

Tue 5/20

12:05 pm-5:13 pm

1 stop5h 08m

Baltimore/Washington

Wed 5/21

10:15 am-3:20 pm

1 stop5h 05m

$288

Hilton Head IslandBaltimore

HHH - BWI

HHHBWI

Hilton Head Island

Mon 7/7

11:56 am-6:29 pm

1 stop6h 33m

Baltimore/Washington

Thu 7/10

8:10 am-2:15 pm

1 stop6h 05m

$293

Hilton Head IslandWashington, D.C.

HHH - DCA

HHHDCA

Hilton Head Island

Tue 6/24

11:03 am-12:47 pm

Nonstop1h 44m

Washington, D.C. Reagan-National

Sat 6/28

8:25 am-10:33 am

Nonstop2h 08m

$359

Hilton Head IslandWashington, D.C.

HHH - IAD

HHHIAD

Hilton Head Island

Sat 7/12

6:10 pm-11:58 pm

1 stop5h 48m

Washington, D.C. Dulles Intl

Sat 7/19

6:35 am-11:26 am

1 stop4h 51m

$379

Hilton Head IslandWashington, D.C.

HHH - DCA

HHHDCA

Hilton Head Island

Fri 6/27

3:58 pm-8:59 pm

1 stop5h 01m

Washington, D.C. Reagan-National

Sun 6/29

8:59 am-3:18 pm

1 stop6h 19m

$409

Hilton Head IslandWashington, D.C.

HHH - IAD

HHHIAD

Hilton Head Island

Fri 6/27

12:00 pm-6:39 pm

1 stop6h 39m

Washington, D.C. Dulles Intl

Sun 6/29

6:00 am-3:18 pm

2 stops9h 18m

$494

Hilton Head IslandPhiladelphia

HHH - PHL

HHHPHL

Hilton Head Island

Wed 7/9

1:16 pm-3:17 pm

Nonstop2h 01m

Philadelphia

Sat 7/12

2:32 pm-4:37 pm

Nonstop2h 05m

$499

Hilton Head IslandWashington, D.C.

HHH - IAD

HHHIAD

Hilton Head Island

Sat 7/12

5:00 pm-12:30 am

1 stop7h 30m

Washington, D.C. Dulles Intl

Sat 7/19

8:25 am-11:17 am

2 stops26h 52m

$523

Hilton Head IslandWashington, D.C.

HHH - DCA

HHHDCA

Hilton Head Island

Sat 5/17

5:00 pm-10:41 pm

1 stop5h 41m

Washington, D.C. Reagan-National

Sat 5/24

6:00 am-10:48 am

1 stop4h 48m

$545

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

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 29, 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
7,936 reviews

Entertainment

7.9

Boarding

8.2

Overall

8.0

Crew

8.5

Food

7.3

Comfort

7.9

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
7,936 reviews
Delta
8.0
Very good
7,936 reviews

Entertainment

7.9

Boarding

8.2

Overall

8.0

Crew

8.5

Food

7.3

Comfort

7.9

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
8,696 reviews
Delta
8.0
Very good
7,936 reviews

Entertainment

7.9

Boarding

8.2

Overall

8.0

Crew

8.5

Food

7.3

Comfort

7.9

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
7,936 reviews

Entertainment

7.9

Boarding

8.2

Overall

8.0

Crew

8.5

Food

7.3

Comfort

7.9

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?

    $132 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 $198 and $314, 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 - Washington, D.C. Reagan-National. You may also consider Hilton Head Island - Washington, D.C. Dulles Intl or Hilton Head Island - Philadelphia.

  • 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 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$237Average$333FlexibilityNo cancel feeOn-time71%

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