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Cheap flights from Hilton Head Island to Maine from $154

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Hilton Head Island to Maine departing on 9/22. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Hilton Head Island to Maine

Cheap round-trip flights

American Airlines Logo
7:24 pm - 11:35 pmHHH-BOS
4h 11m1 stop
American Airlines Logo
6:30 am - 12:20 pmBOS-HHH
5h 50m1 stop
$259American Airlines
Find Deal
Sat, Sep 20 - Mon, Sep 22
American Airlines Logo
7:24 pm - 11:35 pmHHH-BOS
4h 11m1 stop
American Airlines Logo
6:00 am - 2:56 pmBOS-HHH
8h 56m2 stops
$264American Airlines
Find Deal
Sat, Sep 20 - Mon, Sep 22
United Airlines Logo
12:06 pm - 6:26 pmHHH-PWM
6h 20m1 stop
United Airlines Logo
6:00 am - 11:40 amPWM-HHH
5h 40m1 stop
$277United Airlines
Find Deal
Tue, Sep 23 - Sat, Sep 27
United Airlines Logo
12:06 pm - 7:29 pmHHH-PWM
7h 23m2 stops
United Airlines Logo
6:00 am - 11:40 amPWM-HHH
5h 40m1 stop
$282United Airlines
Find Deal
Tue, Sep 23 - Sat, Sep 27
United Airlines Logo
12:06 pm - 4:18 pmHHH-BOS
4h 12m1 stop
United Airlines Logo
6:00 am - 11:25 amBOS-HHH
5h 25m1 stop
$284United Airlines
Find Deal
Fri, Sep 19 - Sun, Sep 21
Delta Logo
4:05 pm - 9:29 pmHHH-BOS
5h 24m1 stop
Delta Logo
6:05 am - 3:25 pmBOS-HHH
9h 20m2 stops
$289Delta
Find Deal
Fri, Sep 19 - Mon, Sep 22
American Airlines Logo
3:26 pm - 11:35 pmHHH-BOS
8h 09m2 stops
American Airlines Logo
9:38 am - 4:47 pmBOS-HHH
7h 09m2 stops
$294American Airlines
Find Deal
Fri, Sep 19 - Mon, Sep 22
American Airlines Logo
2:51 pm - 9:52 pmHHH-BOS
7h 01m1 stop
American Airlines Logo
6:00 am - 11:02 amBOS-HHH
5h 02m1 stop
$299American Airlines
Find Deal
Fri, Nov 21 - Mon, Nov 24
Delta Logo
12:17 pm - 12:05 amHHH-PWM
11h 48m2 stops
Delta Logo
6:30 am - 11:37 amPWM-HHH
5h 07m1 stop
$471Delta
Find Deal
Tue, Oct 14 - Sat, Oct 18
Delta Logo
4:10 pm - 11:09 pmHHH-PWM
6h 59m1 stop
Delta Logo
5:42 am - 11:37 amPWM-HHH
5h 55m1 stop
$571Delta
Find Deal
Fri, Oct 10 - Mon, Oct 13

American Airlines flights from Hilton Head Island to Maine

Our best American Airlines deals on Hilton Head Island to Maine flight tickets
American Airlines
Sep 20
HHH7:24 pmHilton Head Island
4h 11m
1 stop
BOS11:35 pmBoston Logan Intl
Sep 22
BOS6:30 amBoston Logan Intl
5h 50m
1 stop
HHH12:20 pmHilton Head Island
$259
Find similar
American Airlines
Sep 20
HHH7:24 pmHilton Head Island
4h 11m
1 stop
BOS11:35 pmBoston Logan Intl
Sep 22
BOS6:00 amBoston Logan Intl
8h 56m
2 stops
HHH2:56 pmHilton Head Island
$264
Find similar
American Airlines
Sep 19
HHH3:26 pmHilton Head Island
8h 09m
2 stops
BOS11:35 pmBoston Logan Intl
Sep 22
BOS9:38 amBoston Logan Intl
7h 09m
2 stops
HHH4:47 pmHilton Head Island
$294
Find similar

Delta flights from Hilton Head Island to Maine

Our best Delta deals on Hilton Head Island to Maine flight tickets
Delta
Sep 19
HHH4:05 pmHilton Head Island
5h 24m
1 stop
BOS9:29 pmBoston Logan Intl
Sep 22
BOS6:05 amBoston Logan Intl
9h 20m
2 stops
HHH3:25 pmHilton Head Island
$289
Find similar
Delta
Oct 14
HHH12:17 pmHilton Head Island
11h 48m
2 stops
PWM12:05 amPortland
Oct 18
PWM6:30 amPortland
5h 07m
1 stop
HHH11:37 amHilton Head Island
$471
Find similar
Delta
Oct 10
HHH4:10 pmHilton Head Island
6h 59m
1 stop
PWM11:09 pmPortland
Oct 13
PWM5:42 amPortland
5h 55m
1 stop
HHH11:37 amHilton Head Island
$571
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Hilton Head Island to Maine 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, momondo users made 832,500 searches. Data last updated September 8, 2025.
Use the filters below to find and compare flights from Hilton Head Island to Maine that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Hilton Head IslandBoston

HHH - BOS

HHHBOS

Hilton Head Island

Sat 9/20

7:24 pm-11:35 pm

1 stop4h 11m

Boston Logan Intl

Mon 9/22

6:30 am-12:20 pm

1 stop5h 50m

$259

Hilton Head IslandBoston

HHH - BOS

HHHBOS

Hilton Head Island

Sat 9/20

7:24 pm-11:35 pm

1 stop4h 11m

Boston Logan Intl

Mon 9/22

6:00 am-2:56 pm

2 stops8h 56m

$264

Hilton Head IslandPortland

HHH - PWM

HHHPWM

Hilton Head Island

Tue 9/23

12:06 pm-6:26 pm

1 stop6h 20m

Portland

Sat 9/27

6:00 am-11:40 am

1 stop5h 40m

$277

Hilton Head IslandPortland

HHH - PWM

HHHPWM

Hilton Head Island

Tue 9/23

12:06 pm-7:29 pm

2 stops7h 23m

Portland

Sat 9/27

6:00 am-11:40 am

1 stop5h 40m

$282

Hilton Head IslandBoston

HHH - BOS

HHHBOS

Hilton Head Island

Fri 9/19

12:06 pm-4:18 pm

1 stop4h 12m

Boston Logan Intl

Sun 9/21

6:00 am-11:25 am

1 stop5h 25m

$284

Hilton Head IslandBoston

HHH - BOS

HHHBOS

Hilton Head Island

Fri 9/19

4:05 pm-9:29 pm

1 stop5h 24m

Boston Logan Intl

Mon 9/22

6:05 am-3:25 pm

2 stops9h 20m

$289

Hilton Head IslandBoston

HHH - BOS

HHHBOS

Hilton Head Island

Fri 9/19

3:26 pm-11:35 pm

2 stops8h 09m

Boston Logan Intl

Mon 9/22

9:38 am-4:47 pm

2 stops7h 09m

$294

Hilton Head IslandBoston

HHH - BOS

HHHBOS

Hilton Head Island

Fri 11/21

2:51 pm-9:52 pm

1 stop7h 01m

Boston Logan Intl

Mon 11/24

6:00 am-11:02 am

1 stop5h 02m

$299

Hilton Head IslandPortland

HHH - PWM

HHHPWM

Hilton Head Island

Tue 10/14

12:17 pm-12:05 am

2 stops11h 48m

Portland

Sat 10/18

6:30 am-11:37 am

1 stop5h 07m

$471

Hilton Head IslandPortland

HHH - PWM

HHHPWM

Hilton Head Island

Fri 10/10

4:10 pm-11:09 pm

1 stop6h 59m

Portland

Mon 10/13

5:42 am-11:37 am

1 stop5h 55m

$571

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Maine from

How to get the cheapest flight ticket from Hilton Head Island to Maine

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest day to depart on your flight to Maine?

The cheapest day to depart from Hilton Head Island to Maine is on a Tuesday. Travelers who choose to depart for Maine on a Tuesday will often find tickets for as low as $292. Flights from Hilton Head Island to Maine on a Thursday will generally be more expensive and average around $322. Keep in mind that these prices on both days could fluctuate depending on the season and the demand.

What is the cheapest time of day to depart on your flight to Maine?

The cheapest time of day to fly to Maine is in the afternoon when flights can be purchased for as low as $292. Flights in the morning are often more expensive with an average ticket price of $334.

Cheap Hilton Head Island to Maine flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Hilton Head Island to Maine

Direct flights

None
There are no direct flights from Hilton Head Island to Maine. There are no popular flight routes from Hilton Head Island to Maine.
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  • When did momondo last update prices for flights from Hilton Head Island Airport to Maine?

    Prices for flights from Hilton Head Island Airport to Maine were last updated today.

  • How many operators does momondo search for flights from Hilton Head Island Airport to Maine?

  • How old do you have to be to fly from Hilton Head Island Airport to Maine?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Hilton Head Island Airport to Maine.

  • What documentation or ID do you need to fly to Maine?

    The travel and health documents required for your trip to Maine can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Maine. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Best airlines flying from Hilton Head Island to Maine

Compare and see reviews for airlines that fly from Hilton Head Island to Maine with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $243Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Hilton Head Island to Maine?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Hilton Head Island to Maine. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Hilton Head Island to Maine with flexible booking policies on momondo?

momondo does allow users to show only those flights to Maine from Hilton Head Island which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Hilton Head Island to Maine?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Hilton Head Island to Maine.

I’m not ready to book a flight from Hilton Head Island to Maine right now. Can momondo alert me if prices change?

Yes. momondo can track prices for Hilton Head Island to Maine flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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