HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Maryland

$175+ 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 11/18. Fares are subject to change and may not be available on all flights or dates of travel.
HHH — BWI
nov. 19 — nov. 261
mié. 11/19
mié. 11/26
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Hilton Head Island to Maryland with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 octubre 20, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$379
(American Airlines)

One-way from

$175
(American Airlines)
Provider with most accurate pricing for Hilton Head Island-Washington, D.C. (WAS) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Hilton Head Island-Washington, D.C. (WAS) flights.
Search Deals
From Hilton Head Island to Maryland
Search Deals
One-way flight 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 octubre 20, 2025.

This American Airlines deal was found by Cheapflights users on 10/18. 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.
mar. 12/27:07 pmHHH - IAD
1 stop4h 00mAmerican Airlines
mar. 12/911:25 amIAD - HHH
1 stop3h 32mAmerican Airlines
Deal found 10/18$379
This American Airlines deal was found by Cheapflights users on 10/19. 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.
mié. 11/57:07 pmHHH - BWI
1 stop4h 28mAmerican Airlines
sáb. 11/151:56 pmBWI - HHH
1 stop4h 21mAmerican Airlines
Deal found 10/19$407
This American Airlines deal was found by Cheapflights users on 10/18. 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.
lun. 11/247:07 pmHHH - BWI
1 stop4h 28mAmerican Airlines
dom. 11/3011:50 amBWI - HHH
1 stop6h 19mAmerican Airlines
Deal found 10/18$422
This American Airlines deal was found by Cheapflights users on 10/19. 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.
mié. 11/511:28 amHHH - DCA
Nonstop1h 46mAmerican Airlines
sáb. 11/159:59 amDCA - HHH
Nonstop2h 07mAmerican Airlines
Deal found 10/19$441
This American Airlines deal was found by Cheapflights users on 10/19. 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.
sáb. 12/132:17 pmHHH - IAD
1 stop5h 14mAmerican Airlines
lun. 12/157:59 amIAD - HHH
1 stop4h 23mAmerican Airlines
Deal found 10/19$459
This American Airlines deal was found by Cheapflights users on 10/18. 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.
sáb. 11/13:02 pmHHH - IAD
1 stop4h 43mAmerican Airlines
mié. 11/52:16 pmIAD - HHH
1 stop4h 21mAmerican Airlines
Deal found 10/18$461
This American Airlines deal was found by Cheapflights users on 10/18. 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.
vie. 10/2411:16 amHHH - DCA
Nonstop1h 43mAmerican Airlines
dom. 10/268:24 amDCA - HHH
Nonstop2h 22mAmerican Airlines
Deal found 10/18$489
This American Airlines deal was found by Cheapflights users on 10/18. 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.
lun. 11/247:07 pmHHH - IAD
1 stop4h 00mAmerican Airlines
dom. 11/309:12 amIAD - HHH
1 stop5h 07mAmerican Airlines
Deal found 10/18$499
This American Airlines deal was found by Cheapflights users on 10/18. 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.
dom. 10/265:57 pmHHH - IAD
1 stop5h 56mAmerican Airlines
dom. 11/25:24 amIAD - HHH
1 stop5h 25mAmerican Airlines
Deal found 10/18$509
This Delta deal was found by Cheapflights users on 10/19. 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.
vie. 10/244:10 pmHHH - DCA
1 stop6h 41mDelta
dom. 10/268:59 amDCA - HHH
1 stop6h 31mDelta
Deal found 10/19$509
This American Airlines deal was found by Cheapflights users on 10/19. 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.
vie. 11/77:14 pmHHH - BWI
1 stop4h 21mAmerican Airlines
lun. 11/105:21 pmBWI - HHH
2 stops19h 08mAmerican Airlines
Deal found 10/19$517
This American Airlines deal was found by Cheapflights users on 10/19. 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.
lun. 12/226:13 pmHHH - IAD
1 stop5h 51mAmerican Airlines
sáb. 12/276:35 amIAD - HHH
1 stop4h 09mAmerican Airlines
Deal found 10/19$520

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 octubre 20, 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 - IAD

HHHIAD

Hilton Head Island

mar. 12/2

7:07 pm-11:07 pm

1 stop4h 00m

Washington, D.C. Dulles Intl

mar. 12/9

11:25 am-2:57 pm

1 stop3h 32m

$379

Hilton Head IslandBaltimore

HHH - BWI

HHHBWI

Hilton Head Island

vie. 11/7

7:14 pm-11:35 pm

1 stop4h 21m

Baltimore/Washington

lun. 11/10

6:00 am-12:29 pm

1 stop6h 29m

$407

Hilton Head IslandBaltimore

HHH - BWI

HHHBWI

Hilton Head Island

mié. 11/5

7:07 pm-11:35 pm

1 stop4h 28m

Baltimore/Washington

sáb. 11/15

1:56 pm-6:17 pm

1 stop4h 21m

$407

Hilton Head IslandBaltimore

HHH - BWI

HHHBWI

Hilton Head Island

mié. 12/17

3:27 pm-10:08 pm

1 stop6h 41m

Baltimore/Washington

lun. 12/22

1:55 pm-5:43 pm

1 stop3h 48m

$409

Hilton Head IslandWashington, D.C.

HHH - IAD

HHHIAD

Hilton Head Island

jue. 3/5

6:15 pm-11:54 pm

1 stop5h 39m

Washington, D.C. Dulles Intl

lun. 3/16

2:01 pm-5:34 pm

1 stop3h 33m

$419

Hilton Head IslandBaltimore

HHH - BWI

HHHBWI

Hilton Head Island

lun. 11/24

7:07 pm-11:35 pm

1 stop4h 28m

Baltimore/Washington

dom. 11/30

11:50 am-6:09 pm

1 stop6h 19m

$422

Hilton Head IslandWashington, D.C.

HHH - DCA

HHHDCA

Hilton Head Island

mié. 11/5

11:28 am-1:14 pm

Nonstop1h 46m

Washington, D.C. Reagan-National

sáb. 11/15

9:59 am-12:06 pm

Nonstop2h 07m

$441

Hilton Head IslandWashington, D.C.

HHH - IAD

HHHIAD

Hilton Head Island

sáb. 12/13

2:17 pm-7:31 pm

1 stop5h 14m

Washington, D.C. Dulles Intl

lun. 12/15

7:59 am-12:22 pm

1 stop4h 23m

$459

Hilton Head IslandWashington, D.C.

HHH - IAD

HHHIAD

Hilton Head Island

mié. 11/5

1:02 pm-4:49 pm

1 stop3h 47m

Washington, D.C. Dulles Intl

sáb. 11/15

1:58 pm-6:17 pm

1 stop4h 19m

$461

Hilton Head IslandWashington, D.C.

HHH - IAD

HHHIAD

Hilton Head Island

sáb. 11/1

3:02 pm-7:45 pm

1 stop4h 43m

Washington, D.C. Dulles Intl

mié. 11/5

2:16 pm-6:37 pm

1 stop4h 21m

$461

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/19

Showing 1-10 of 49 results
1
2
3
...
5

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 $100). Flying from Hilton Head Island to Maryland in February is currently the most expensive (average of $243). 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.

  • How long is the flight from Hilton Head Island to Maryland?

    American Airlines and Delta can get you from Hilton Head Island to Maryland in just under 4h. Your travel time can differ by up to 4h 41m. The distance between Hilton Head Island and Maryland is about 499 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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 - Baltimore/Washington 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 $100). Flying from Hilton Head Island to Maryland in February is currently the most expensive (average of $243). 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Hilton Head Island to Maryland

See prices for flight routes from nearby airports that may be better suited for you.
Charlotte to John F Kennedy Intl flights
Charlotte to Newark flights
Charlotte to LaGuardia flights
Charlotte to Dallas/Fort Worth flights
Charlotte to Las Vegas flights
Charlotte to Denver flights
Charlotte to Orlando flights
Charlotte to Hobby flights
Charlotte to Boston flights
Charlotte to O'Hare Intl flights
Charleston to John F Kennedy Intl flights
Charleston to Newark flights
Charlotte to George Bush Intcntl flights
Charlotte to Dulles Intl flights
Charlotte to Fort Lauderdale flights
Charlotte to Sky Harbor Intl flights
Charlotte to Miami flights
Savannah to John F Kennedy Intl flights
Savannah to Newark flights
Charlotte to Los Angeles flights
Charlotte to Philadelphia flights
Greenville to Newark flights
Charlotte to Love Field flights
Greenville to John F Kennedy Intl flights
Greenville to LaGuardia flights
Charleston to Fort Lauderdale flights
Charlotte to Seattle flights
Charleston to O'Hare Intl flights
Charlotte to Baltimore flights
Charlotte to Detroit flights
Charlotte to Austin flights
Charlotte to Reagan-National flights
Charlotte to Salt Lake City flights
Savannah to LaGuardia flights
Charlotte to Nashville flights
Charlotte to Honolulu flights
Myrtle Beach to Newark flights
Charlotte to San Francisco flights
Charlotte to Tampa flights
Charleston to LaGuardia flights
Charlotte to Minneapolis flights
Charleston to Miami flights
Charleston to Denver flights
Charleston to Las Vegas flights
Myrtle Beach to LaGuardia flights
Charleston to Dulles Intl flights
Myrtle Beach to John F Kennedy Intl flights
Charleston to Hobby flights
Greenville to Denver flights
Charlotte to New Orleans flights

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.