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$129+ 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 9/25. Fares are subject to change and may not be available on all flights or dates of travel.
HHH — BWI
Aug 19 — Aug 261
Tue 8/19
Tue 8/26
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 August 14, 2025.

Round-trip from

$327
(American Airlines)

One-way from

$129
(American Airlines)
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 August 14, 2025.

This American Airlines deal was found by Cheapflights users on 8/12. 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 8/275:28 pmHHH - BWI
1 stop5h 41mAmerican Airlines
Sun 8/316:30 amBWI - HHH
1 stop5h 00mAmerican Airlines
Deal found 8/12$292
This Delta deal was found by Cheapflights users on 8/12. 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 8/2712:11 pmHHH - BWI
1 stop6h 41mDelta
Sun 8/316:00 amBWI - HHH
2 stops9h 22mDelta
Deal found 8/12$306
This American Airlines deal was found by Cheapflights users on 8/12. 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 8/3012:00 pmHHH - BWI
1 stop6h 37mAmerican Airlines
Wed 9/36:16 amBWI - HHH
1 stop6h 01mAmerican Airlines
Deal found 8/12$321
This American Airlines deal was found by Cheapflights users on 8/13. 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 12/136:21 pmHHH - BWI
1 stop3h 22mAmerican Airlines
Tue 12/1610:46 amBWI - HHH
1 stop3h 30mAmerican Airlines
Deal found 8/13$327
This Delta deal was found by Cheapflights users on 8/14. 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.
Thu 8/2812:11 pmHHH - BWI
1 stop5h 09mDelta
Tue 9/29:00 amBWI - HHH
1 stop6h 22mDelta
Deal found 8/14$385
This American Airlines deal was found by Cheapflights users on 8/13. 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.
Thu 10/2311:16 amHHH - DCA
Nonstop1h 43mAmerican Airlines
Sun 10/268:24 amDCA - HHH
Nonstop2h 22mAmerican Airlines
Deal found 8/13$399
This American Airlines deal was found by Cheapflights users on 8/13. 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.
Thu 10/235:57 pmHHH - IAD
1 stop5h 56mAmerican Airlines
Sun 10/266:34 amIAD - HHH
1 stop4h 58mAmerican Airlines
Deal found 8/13$419
This American Airlines deal was found by Cheapflights users on 8/13. 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 8/3012:00 pmHHH - BWI
1 stop6h 37mAmerican Airlines
Tue 9/27:00 amBWI - HHH
1 stop4h 59mAmerican Airlines
Deal found 8/13$419
This American Airlines deal was found by Cheapflights users on 8/12. 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 8/3011:19 amHHH - DCA
Nonstop1h 46mAmerican Airlines
Tue 9/28:30 amDCA - HHH
Nonstop2h 19mAmerican Airlines
Deal found 8/12$430
This American Airlines deal was found by Cheapflights users on 8/13. 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 8/3011:19 amHHH - DCA
Nonstop1h 46mAmerican Airlines
Wed 9/38:20 amDCA - HHH
Nonstop2h 14mAmerican Airlines
Deal found 8/13$441
This American Airlines deal was found by Cheapflights users on 8/12. 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 8/166:15 pmHHH - IAD
1 stop5h 42mAmerican Airlines
Tue 9/1611:18 amIAD - HHH
1 stop5h 29mAmerican Airlines
Deal found 8/12$450
This American Airlines deal was found by Cheapflights users on 8/12. 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 8/166:15 pmHHH - DCA
1 stop5h 44mAmerican Airlines
Tue 9/168:20 amDCA - HHH
Nonstop2h 14mAmerican Airlines
Deal found 8/12$454

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 August 14, 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 IslandBaltimore

HHH - BWI

HHHBWI

Hilton Head Island

Wed 8/27

5:28 pm-11:09 pm

1 stop5h 41m

Baltimore/Washington

Sun 8/31

6:30 am-11:30 am

1 stop5h 00m

$292

Hilton Head IslandBaltimore

HHH - BWI

HHHBWI

Hilton Head Island

Wed 8/27

12:11 pm-6:52 pm

1 stop6h 41m

Baltimore/Washington

Sun 8/31

6:00 am-3:22 pm

2 stops9h 22m

$306

Hilton Head IslandBaltimore

HHH - BWI

HHHBWI

Hilton Head Island

Sat 8/30

12:00 pm-6:37 pm

1 stop6h 37m

Baltimore/Washington

Wed 9/3

6:16 am-12:17 pm

1 stop6h 01m

$321

Hilton Head IslandBaltimore

HHH - BWI

HHHBWI

Hilton Head Island

Sat 8/30

12:00 pm-6:37 pm

1 stop6h 37m

Baltimore/Washington

Tue 9/2

6:00 am-11:59 am

1 stop5h 59m

$321

Hilton Head IslandBaltimore

HHH - BWI

HHHBWI

Hilton Head Island

Sat 12/13

6:21 pm-9:43 pm

1 stop3h 22m

Baltimore/Washington

Tue 12/16

10:46 am-5:30 pm

1 stop6h 44m

$327

Hilton Head IslandBaltimore

HHH - BWI

HHHBWI

Hilton Head Island

Thu 8/28

12:11 pm-5:20 pm

1 stop5h 09m

Baltimore/Washington

Tue 9/2

9:00 am-3:22 pm

1 stop6h 22m

$385

Hilton Head IslandBaltimore

HHH - BWI

HHHBWI

Hilton Head Island

Thu 8/28

2:42 pm-8:52 pm

1 stop6h 10m

Baltimore/Washington

Mon 9/1

5:02 am-11:30 am

1 stop6h 28m

$385

Hilton Head IslandWashington, D.C.

HHH - DCA

HHHDCA

Hilton Head Island

Thu 10/23

11:16 am-12:59 pm

Nonstop1h 43m

Washington, D.C. Reagan-National

Sun 10/26

8:24 am-10:46 am

Nonstop2h 22m

$399

Hilton Head IslandWashington, D.C.

HHH - IAD

HHHIAD

Hilton Head Island

Thu 10/23

5:57 pm-11:53 pm

1 stop5h 56m

Washington, D.C. Dulles Intl

Sun 10/26

6:34 am-11:32 am

1 stop4h 58m

$419

Hilton Head IslandWashington, D.C.

HHH - DCA

HHHDCA

Hilton Head Island

Sat 8/30

11:19 am-1:05 pm

Nonstop1h 46m

Washington, D.C. Reagan-National

Tue 9/2

8:30 am-10:49 am

Nonstop2h 19m

$441

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/14

Showing 1-10 of 53 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.

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?

    $129 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 $149 and $374, 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 - Baltimore/Washington.

  • 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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