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$182+ 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 6/7. Fares are subject to change and may not be available on all flights or dates of travel.
HHH — BWI
Apr 2 — Apr 91
Wed 4/2
Wed 4/9
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 March 28, 2025.

Round-trip from

$253
(American Airlines)
From Hilton Head Island to Maryland
Search Deals

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 March 28, 2025.

This American Airlines deal was found by Cheapflights users on 3/26. 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 6/73:33 pmHHH - PHL
1 stop15h 49mAmerican Airlines
Sun 6/810:25 amPHL - HHH
Nonstop2h 02mAmerican Airlines
Deal found 3/26$253
This American Airlines deal was found by Cheapflights users on 3/27. 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.
Sun 5/1111:25 amHHH - BWI
1 stop5h 12mAmerican Airlines
Sun 5/185:00 amBWI - HHH
1 stop5h 55mAmerican Airlines
Deal found 3/27$357
This American Airlines deal was found by Cheapflights users on 3/27. 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.
Sun 5/1110:45 amHHH - DCA
Nonstop1h 43mAmerican Airlines
Sun 5/188:15 amDCA - HHH
Nonstop2h 00mAmerican Airlines
Deal found 3/27$370
This American Airlines deal was found by Cheapflights users on 3/27. 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 5/246:20 pmHHH - IAD
1 stop5h 42mAmerican Airlines
Mon 5/265:02 amIAD - HHH
1 stop5h 53mAmerican Airlines
Deal found 3/27$374
This Delta deal was found by Cheapflights users on 3/27. 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 4/171:15 pmHHH - DCA
1 stop4h 10mDelta
Thu 4/246:00 amDCA - HHH
1 stop6h 04mDelta
Deal found 3/27$479
This Delta deal was found by Cheapflights users on 3/27. 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 7/2512:00 pmHHH - PHL
1 stop5h 17mDelta
Tue 7/296:00 amPHL - HHH
2 stops9h 22mDelta
Deal found 3/27$524
This United deal was found by Cheapflights users on 3/27. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/44:18 pmHHH - IAD
2 stops15h 00mUnited Airlines
Sun 4/68:25 amIAD - HHH
1 stop7h 12mUnited Airlines
Deal found 3/27$563
This Delta deal was found by Cheapflights users on 3/26. 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 4/251:15 pmHHH - IAD
2 stops9h 52mDelta
Mon 4/2812:29 pmIAD - HHH
1 stop4h 12mDelta
Deal found 3/26$774
This Delta deal was found by Cheapflights users on 3/27. 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 4/171:15 pmHHH - BWI
1 stop6h 45mDelta
Thu 4/246:00 amBWI - HHH
2 stops10h 41mDelta
Deal found 3/27$774
This United Airlines deal was found by Cheapflights users on 3/27. 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 4/114:18 pmHHH - DCA
1 stop5h 23mUnited Airlines
Tue 4/1511:15 amDCA - HHH
1 stop4h 22mUnited Airlines
Deal found 3/27$1,484

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 March 28, 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

Sat 6/7

3:33 pm-7:22 am

1 stop15h 49m

Philadelphia

Sun 6/8

10:25 am-12:27 pm

Nonstop2h 02m

$253

Hilton Head IslandBaltimore

HHH - BWI

HHHBWI

Hilton Head Island

Sun 5/11

11:25 am-4:37 pm

1 stop5h 12m

Baltimore/Washington

Sun 5/18

5:00 am-10:55 am

1 stop5h 55m

$357

Hilton Head IslandWashington, D.C.

HHH - DCA

HHHDCA

Hilton Head Island

Sun 5/11

10:45 am-12:28 pm

Nonstop1h 43m

Washington, D.C. Reagan-National

Sun 5/18

8:15 am-10:15 am

Nonstop2h 00m

$370

Hilton Head IslandWashington, D.C.

HHH - IAD

HHHIAD

Hilton Head Island

Sat 5/24

6:20 pm-12:02 am

1 stop5h 42m

Washington, D.C. Dulles Intl

Mon 5/26

5:02 am-10:55 am

1 stop5h 53m

$374

Hilton Head IslandWashington, D.C.

HHH - DCA

HHHDCA

Hilton Head Island

Thu 4/17

1:15 pm-5:25 pm

1 stop4h 10m

Washington, D.C. Reagan-National

Thu 4/24

6:00 am-12:04 pm

1 stop6h 04m

$479

Hilton Head IslandPhiladelphia

HHH - PHL

HHHPHL

Hilton Head Island

Fri 7/25

12:00 pm-5:17 pm

1 stop5h 17m

Philadelphia

Tue 7/29

6:00 am-3:22 pm

2 stops9h 22m

$524

Hilton Head IslandWashington, D.C.

HHH - IAD

HHHIAD

Hilton Head Island

Sat 5/24

5:00 pm-7:19 am

2 stops14h 19m

Washington, D.C. Dulles Intl

Mon 5/26

10:18 pm-11:04 am

2 stops12h 46m

$635

Hilton Head IslandWashington, D.C.

HHH - IAD

HHHIAD

Hilton Head Island

Fri 4/25

1:15 pm-11:07 pm

2 stops9h 52m

Washington, D.C. Dulles Intl

Mon 4/28

12:29 pm-4:41 pm

1 stop4h 12m

$774

Hilton Head IslandBaltimore

HHH - BWI

HHHBWI

Hilton Head Island

Thu 4/17

1:15 pm-8:00 pm

1 stop6h 45m

Baltimore/Washington

Thu 4/24

6:00 am-4:41 pm

2 stops10h 41m

$774

Hilton Head IslandWashington, D.C.

HHH - DCA

HHHDCA

Hilton Head Island

Fri 4/11

4:18 pm-9:41 pm

1 stop5h 23m

Washington, D.C. Reagan-National

Tue 4/15

11:15 am-3:37 pm

1 stop4h 22m

$1,484

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/27

Showing 1-10 of 21 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 March 28, 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
7,896 reviews

Crew

8.5

Boarding

8.2

Food

7.3

Entertainment

7.9

Comfort

8.0

Overall

8.0

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
7,896 reviews
Delta
8.0
Very good
7,896 reviews

Crew

8.5

Boarding

8.2

Food

7.3

Entertainment

7.9

Comfort

8.0

Overall

8.0

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
8,603 reviews
Delta
8.0
Very good
7,896 reviews

Crew

8.5

Boarding

8.2

Food

7.3

Entertainment

7.9

Comfort

8.0

Overall

8.0

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
7,896 reviews

Crew

8.5

Boarding

8.2

Food

7.3

Entertainment

7.9

Comfort

8.0

Overall

8.0

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?

    $299 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 $307 and $323, 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. Dulles Intl. You may also consider Hilton Head Island - Washington, D.C. Reagan-National 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

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Hilton Head Island to Maryland

See prices for flight routes from nearby airports that may be better suited for you.
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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 March 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$237Average$333FlexibilityNo cancel feeOn-time71%
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