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$124+ 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 8/20. Fares are subject to change and may not be available on all flights or dates of travel.
HHH — BWI
Jul 6 — Jul 131
Sun 7/6
Sun 7/13
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 July 1, 2025.

Round-trip from

$278
(American Airlines)

One-way from

$124
(American Airlines)
From Hilton Head Island to Maryland
Search Deals
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 July 1, 2025.

This American Airlines deal was found by Cheapflights users on 7/1. 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 7/285:49 pmHHH - BWI
1 stop6h 48mAmerican Airlines
Mon 8/48:10 amBWI - HHH
1 stop6h 05mAmerican Airlines
Deal found 7/1$278
This Delta deal was found by Cheapflights users on 7/1. 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.
Mon 7/2812:05 pmHHH - BWI
1 stop6h 42mDelta
Mon 8/46:00 amBWI - HHH
2 stops9h 18mDelta
Deal found 7/1$308
This American Airlines deal was found by Cheapflights users on 7/1. 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 8/23:33 pmHHH - PHL
1 stop18h 12mAmerican Airlines
Sun 8/311:41 amPHL - HHH
1 stop5h 55mAmerican Airlines
Deal found 7/1$315
This American Airlines deal was found by Cheapflights users on 6/30. 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 8/303:41 pmHHH - DCA
1 stop16h 08mAmerican Airlines
Tue 9/28:30 amDCA - HHH
Nonstop2h 19mAmerican Airlines
Deal found 6/30$379
This Delta deal was found by Cheapflights users on 6/29. 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 8/83:58 pmHHH - DCA
1 stop7h 01mDelta
Mon 8/118:59 amDCA - HHH
1 stop6h 23mDelta
Deal found 6/29$419
This American Airlines deal was found by Cheapflights users on 6/30. 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 8/303:41 pmHHH - IAD
2 stops21h 07mAmerican Airlines
Tue 9/210:25 amIAD - HHH
1 stop6h 30mAmerican Airlines
Deal found 6/30$421
This Delta deal was found by Cheapflights users on 7/1. 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 7/1612:05 pmHHH - IAD
1 stop4h 20mDelta
Wed 7/2310:14 amIAD - HHH
1 stop5h 04mDelta
Deal found 7/1$461
This Delta deal was found by Cheapflights users on 6/30. 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 8/612:05 pmHHH - PHL
2 stops11h 03mDelta
Mon 8/1110:30 amPHL - HHH
1 stop4h 52mDelta
Deal found 6/30$524
This United Airlines deal was found by Cheapflights users on 7/1. 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 7/1512:02 pmHHH - DCA
1 stop5h 27mUnited Airlines
Tue 7/227:00 amDCA - HHH
1 stop4h 17mUnited Airlines
Deal found 7/1$531
This United Airlines deal was found by Cheapflights users on 6/30. 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 7/312:02 pmHHH - IAD
2 stops9h 09mUnited Airlines
Sat 7/58:30 amIAD - HHH
1 stop5h 31mUnited Airlines
Deal found 6/30$718
This United Airlines deal was found by Cheapflights users on 7/1. 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 7/912:02 pmHHH - PHL
2 stops17h 35mUnited Airlines
Sat 7/128:15 amPHL - HHH
1 stop5h 46mUnited Airlines
Deal found 7/1$827

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 July 1, 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

Mon 7/28

5:49 pm-12:37 am

1 stop6h 48m

Baltimore/Washington

Mon 8/4

8:10 am-2:15 pm

1 stop6h 05m

$278

Hilton Head IslandBaltimore

HHH - BWI

HHHBWI

Hilton Head Island

Mon 7/28

12:05 pm-6:47 pm

1 stop6h 42m

Baltimore/Washington

Mon 8/4

6:00 am-3:18 pm

2 stops9h 18m

$308

Hilton Head IslandPhiladelphia

HHH - PHL

HHHPHL

Hilton Head Island

Sat 8/2

3:33 pm-9:45 am

1 stop18h 12m

Philadelphia

Sun 8/3

11:41 am-5:36 pm

1 stop5h 55m

$315

Hilton Head IslandWashington, D.C.

HHH - DCA

HHHDCA

Hilton Head Island

Sat 8/30

3:41 pm-7:49 am

1 stop16h 08m

Washington, D.C. Reagan-National

Tue 9/2

8:30 am-10:49 am

Nonstop2h 19m

$379

Hilton Head IslandWashington, D.C.

HHH - DCA

HHHDCA

Hilton Head Island

Fri 8/8

3:58 pm-10:59 pm

1 stop7h 01m

Washington, D.C. Reagan-National

Mon 8/11

8:59 am-3:22 pm

1 stop6h 23m

$419

Hilton Head IslandWashington, D.C.

HHH - IAD

HHHIAD

Hilton Head Island

Sat 8/30

3:41 pm-12:48 pm

2 stops21h 07m

Washington, D.C. Dulles Intl

Tue 9/2

10:25 am-4:55 pm

1 stop6h 30m

$421

Hilton Head IslandWashington, D.C.

HHH - IAD

HHHIAD

Hilton Head Island

Wed 7/16

12:05 pm-4:25 pm

1 stop4h 20m

Washington, D.C. Dulles Intl

Wed 7/23

10:14 am-3:18 pm

1 stop5h 04m

$461

Hilton Head IslandPhiladelphia

HHH - PHL

HHHPHL

Hilton Head Island

Wed 8/6

12:05 pm-11:08 pm

2 stops11h 03m

Philadelphia

Mon 8/11

10:30 am-3:22 pm

1 stop4h 52m

$524

Hilton Head IslandWashington, D.C.

HHH - DCA

HHHDCA

Hilton Head Island

Tue 7/15

12:02 pm-5:29 pm

1 stop5h 27m

Washington, D.C. Reagan-National

Tue 7/22

7:00 am-11:17 am

1 stop4h 17m

$531

Hilton Head IslandWashington, D.C.

HHH - IAD

HHHIAD

Hilton Head Island

Tue 7/15

12:02 pm-9:22 pm

2 stops9h 20m

Washington, D.C. Dulles Intl

Sat 7/19

6:35 am-2:01 pm

1 stop7h 26m

$789

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/30

Showing 1-10 of 22 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.

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 July 1, 2025.
See what other customers who have flown with Delta, United Airlines, and American Airlines from Hilton Head Island to Maryland have to say. 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
7,973 reviews

Comfort

7.9

Entertainment

7.9

Overall

8.0

Boarding

8.2

Crew

8.5

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,973 reviews
Delta
8.0
Very good
7,973 reviews

Comfort

7.9

Entertainment

7.9

Overall

8.0

Boarding

8.2

Crew

8.5

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,858 reviews
Delta
8.0
Very good
7,973 reviews

Comfort

7.9

Entertainment

7.9

Overall

8.0

Boarding

8.2

Crew

8.5

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,973 reviews

Comfort

7.9

Entertainment

7.9

Overall

8.0

Boarding

8.2

Crew

8.5

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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?

    $124 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 United Airlines and Delta, with prices starting from $299 and $334, 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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