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Cheap flights from White Plains to Boston from $227

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from White Plains to Boston departing on 3/5. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
6:30 am - 10:40 am
HPN
-
PWM
4h 10m
1 stop
American Airlines Logo
6:00 am - 10:58 am
PWM
-
HPN
4h 58m
1 stop
$277American Airlines
Sat, Feb 28 - Wed, Mar 4
American Airlines Logo
6:30 am - 10:25 am
HPN
-
PWM
3h 55m
1 stop
American Airlines Logo
6:00 am - 1:07 pm
PWM
-
HPN
7h 07m
1 stop
$297American Airlines
Wed, Mar 4 - Wed, Mar 11
American Airlines Logo
6:00 am - 10:28 am
HPN
-
PWM
4h 28m
1 stop
American Airlines Logo
5:42 am - 10:59 am
PWM
-
HPN
5h 17m
1 stop
$468American Airlines
Fri, Mar 13 - Sun, Mar 15
American Airlines Logo
5:29 pm - 11:45 pm
HPN
-
PWM
6h 16m
1 stop
American Airlines Logo
6:00 am - 10:30 am
PWM
-
HPN
4h 30m
1 stop
$475American Airlines
Fri, Jul 24 - Sun, Jul 26
Breeze Airways Logo
6:00 pm - 5:39 pm
HPN
-
PWM
23h 39m
1 stop
Breeze Airways Logo
6:18 pm - 11:28 am
PWM
-
HPN
41h 10m
2 stops
$532Breeze Airways
Sat, Feb 28 - Wed, Mar 4
American Airlines Logo
5:29 pm - 11:45 pm
HPN
-
PWM
6h 16m
1 stop
American Airlines Logo
6:00 am - 10:30 am
PWM
-
HPN
4h 30m
1 stop
$563American Airlines
Tue, Jul 7 - Sun, Jul 12
American Airlines Logo
6:30 am - 10:24 am
HPN
-
PWM
3h 54m
1 stop
American Airlines Logo
6:00 am - 10:30 am
PWM
-
HPN
4h 30m
1 stop
$630American Airlines
Sat, Apr 18 - Sun, Apr 19
Breeze Airways Logo
1:29 pm - 4:16 pm
HPN
-
PWM
26h 47m
1 stop
Breeze Airways Logo
3:11 pm - 5:29 pm
PWM
-
HPN
26h 18m
2 stops
$640Breeze Airways
Tue, Jul 7 - Sun, Jul 12
American Airlines Logo
6:30 am - 10:24 am
HPN
-
PWM
3h 54m
1 stop
American Airlines Logo
6:00 am - 10:30 am
PWM
-
HPN
4h 30m
1 stop
$667American Airlines
Sat, Apr 11 - Sat, Apr 18
American Airlines Logo
5:30 pm - 11:55 pm
HPN
-
PWM
6h 25m
1 stop
American Airlines Logo
7:00 am - 2:59 pm
PWM
-
HPN
31h 59m
2 stops
$681American Airlines
Fri, Mar 13 - Fri, Mar 20

American Airlines flights from White Plains to Portland, Maine

Our best American Airlines deals on White Plains to Portland, Maine flight tickets
American Airlines
Feb 28
HPN6:30 amWhite Plains Westchester County
4h 10m
1 stop
PWM10:40 amPortland
Mar 4
PWM6:00 amPortland
4h 58m
1 stop
HPN10:58 amWhite Plains Westchester County
$277
American Airlines
Mar 4
HPN6:30 amWhite Plains Westchester County
3h 55m
1 stop
PWM10:25 amPortland
Mar 11
PWM6:00 amPortland
7h 07m
1 stop
HPN1:07 pmWhite Plains Westchester County
$297
American Airlines
Feb 19
HPN6:30 amWhite Plains Westchester County
3h 55m
1 stop
PWM10:25 amPortland
Feb 22
PWM5:42 amPortland
5h 16m
1 stop
HPN10:58 amWhite Plains Westchester County
$467

Breeze Airways flights from White Plains to Portland, Maine

Our best Breeze Airways deals on White Plains to Portland, Maine flight tickets
Breeze Airways
Feb 28
HPN6:00 pmWhite Plains Westchester County
23h 39m
1 stop
PWM5:39 pmPortland
Mar 4
PWM6:18 pmPortland
41h 10m
2 stops
HPN11:28 amWhite Plains Westchester County
$532
Breeze Airways
Jul 7
HPN1:29 pmWhite Plains Westchester County
26h 47m
1 stop
PWM4:16 pmPortland
Jul 12
PWM3:11 pmPortland
26h 18m
2 stops
HPN5:29 pmWhite Plains Westchester County
$640
Breeze Airways
Jul 7
HPN1:29 pmWhite Plains Westchester County
26h 47m
1 stop
PWM4:16 pmPortland
Jul 12
PWM7:56 pmPortland
39h 31m
3 stops
HPN11:27 amWhite Plains Westchester County
$721

momondo Fare Finder

 
Customize your flight search to find flights from White Plains to Portland, 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 February 17, 2026.
Use the filters below to find and compare flights from White Plains to Portland, Maine that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

White PlainsPortland

HPN - PWM

HPNPWM

White Plains Westchester County

Sat 2/28

6:30 am-10:40 am

1 stop4h 10m

Portland

Wed 3/4

6:00 am-10:58 am

1 stop4h 58m

$277

White PlainsPortland

HPN - PWM

HPNPWM

White Plains Westchester County

Wed 3/4

6:30 am-10:25 am

1 stop3h 55m

Portland

Wed 3/11

6:00 am-1:07 pm

1 stop7h 07m

$297

White PlainsPortland

HPN - PWM

HPNPWM

White Plains Westchester County

Fri 3/13

6:00 am-10:28 am

1 stop4h 28m

Portland

Sun 3/15

5:42 am-10:59 am

1 stop5h 17m

$468

White PlainsPortland

HPN - PWM

HPNPWM

White Plains Westchester County

Fri 7/24

5:29 pm-11:45 pm

1 stop6h 16m

Portland

Sun 7/26

6:00 am-10:30 am

1 stop4h 30m

$475

White PlainsPortland

HPN - PWM

HPNPWM

White Plains Westchester County

Sat 2/28

6:00 pm-5:39 pm

1 stop23h 39m

Portland

Wed 3/4

6:18 pm-11:28 am

2 stops41h 10m

$532

White PlainsPortland

HPN - PWM

HPNPWM

White Plains Westchester County

Tue 7/7

5:29 pm-11:45 pm

1 stop6h 16m

Portland

Sun 7/12

6:00 am-10:30 am

1 stop4h 30m

$563

White PlainsPortland

HPN - PWM

HPNPWM

White Plains Westchester County

Sat 4/18

6:30 am-10:24 am

1 stop3h 54m

Portland

Sun 4/19

6:00 am-10:30 am

1 stop4h 30m

$630

White PlainsPortland

HPN - PWM

HPNPWM

White Plains Westchester County

Tue 7/7

1:29 pm-4:16 pm

1 stop26h 47m

Portland

Sun 7/12

3:11 pm-5:29 pm

2 stops26h 18m

$640

White PlainsPortland

HPN - PWM

HPNPWM

White Plains Westchester County

Sat 4/11

6:30 am-10:24 am

1 stop3h 54m

Portland

Sat 4/18

6:00 am-10:30 am

1 stop4h 30m

$667

White PlainsPortland

HPN - PWM

HPNPWM

White Plains Westchester County

Fri 3/13

5:30 pm-11:55 pm

1 stop6h 25m

Portland

Fri 3/20

7:00 am-2:59 pm

2 stops31h 59m

$681

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 16 resultsSorted by cheapest first
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See travel insights to Boston from

How to get the cheapest flight ticket from White Plains to Portland, 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 Portland, Maine?

On average, the least expensive day to fly to Portland, Maine from White Plains is on a Wednesday. momondo users have found tickets for Wednesday departures for as low as $220. However, this price may fluctuate depending on the airline, the season, and holidays. On the other hand, Friday is the most expensive day to depart from White Plains because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $286.

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

In the evening is the cheapest time of day to fly from White Plains to Portland, Maine when you can find flight prices for as low as $211. Flying to Portland, Maine in the evening is an ideal time because this is during off-peak travel hours. Try not to purchase tickets in the afternoon because they tend to be around $294. Of course, these prices can vary depending on the time of year and what airport you fly to.

When to book flights from White Plains to Portland, Maine

Are you open to changing your travel dates? Check out the ideal times to fly from White Plains to Portland, Maine according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap White Plains to Portland, Maine (HPN to PWM) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from White Plains to Portland, Maine

Fastest flight time

8h 23m

Direct flights

None
The fastest flight from White Plains to Portland, Maine takes 8h 23m
There are no direct flights from White Plains to Portland, Maine. There are no popular flight routes from White Plains to Portland, Maine.
Search flight deals

  • How far is White Plains Westchester County to Portland by plane?

    The straight-line distance from White Plains Westchester County to Portland is 254.8 mi. 8h 23m is a normal flight duration for this route.

  • When did momondo last update prices for flights from White Plains Westchester County Airport to Portland Airport?

    Prices for flights from White Plains Westchester County Airport to Portland Airport are refreshed on a daily basis.

  • How old do you have to be to fly from White Plains Westchester County Airport to Portland Airport?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from White Plains Westchester County Airport to Portland Airport.

  • What documentation or ID do you need to fly to Portland Airport?

    The travel and health documents you'll need for your trip to Portland Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Portland Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

Traveling to a place near Boston?

Book flights to Boston if you plan to visit one of these locations
North Conway
Boothbay Harbor
Jackson
Conway
Freeport
Lewiston
Brunswick
Bartlett
Gorham
Auburn
Windham
Intervale
Bath
Oxford
Georgetown
Falmouth
Tamworth

Why use momondo?

Why should I use momondo to find a flight deal from White Plains to Portland?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Portland from White Plains.

Can I find flights from White Plains to Portland with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Portland from White Plains with this policy.

How can momondo help me find flights from White Plains to Portland?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Portland from White Plains.

I’m not ready to book a flight from White Plains to Portland right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Portland from White Plains. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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