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Cheap flights from White Plains to Boston from $257

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from White Plains to Boston departing on 11/4. 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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American Airlines Logo
11:27 am - 4:41 pmHPN-PWM
5h 14m1 stop
American Airlines Logo
5:43 am - 10:57 amPWM-HPN
5h 14m1 stop
$257American Airlines
Find Deal
Tue, Nov 4 - Tue, Nov 11
American Airlines Logo
5:29 pm - 11:51 pmHPN-PWM
6h 22m1 stop
American Airlines Logo
6:00 am - 10:34 amPWM-HPN
4h 34m1 stop
$258American Airlines
Find Deal
Fri, Oct 24 - Sun, Oct 26
American Airlines Logo
6:30 am - 11:46 amHPN-PWM
5h 16m1 stop
American Airlines Logo
5:43 am - 10:57 amPWM-HPN
5h 14m1 stop
$332American Airlines
Find Deal
Fri, Nov 14 - Sun, Nov 16
American Airlines Logo
5:21 pm - 11:41 pmHPN-PWM
6h 20m1 stop
American Airlines Logo
12:26 pm - 6:19 pmPWM-HPN
5h 53m1 stop
$444American Airlines
Find Deal
Sun, Nov 23 - Fri, Nov 28
American Airlines Logo
5:21 pm - 11:41 pmHPN-PWM
6h 20m1 stop
American Airlines Logo
5:43 am - 10:57 amPWM-HPN
5h 14m1 stop
$527American Airlines
Find Deal
Sun, Nov 23 - Sat, Nov 29
American Airlines Logo
6:30 am - 10:54 pmHPN-PWM
16h 24m2 stops
American Airlines Logo
5:21 pm - 2:39 pmPWM-HPN
21h 18m1 stop
$534American Airlines
Find Deal
Tue, Nov 4 - Tue, Nov 11
Breeze Airways Logo
12:10 pm - 5:49 pmHPN-PWM
29h 39m2 stops
Breeze Airways Logo
6:05 pm - 12:54 pmPWM-HPN
18h 49m1 stop
$605Breeze Airways
Find Deal
Mon, Oct 20 - Fri, Oct 24
American Airlines Logo
3:09 pm - 6:10 pmHPN-PWM
27h 01m2 stops
American Airlines Logo
5:43 am - 6:19 pmPWM-HPN
12h 36m1 stop
$637American Airlines
Find Deal
Fri, Nov 14 - Sun, Nov 16
Delta Logo
6:55 pm - 10:43 pmHPN-PWM
27h 48m1 stop
Delta Logo
5:36 am - 6:15 pmPWM-HPN
12h 39m1 stop
$1,007Delta
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Tue, Dec 23 - Sun, Dec 28
Delta Logo
5:16 pm - 12:16 pmHPN-PWM
19h 00m1 stop
Delta Logo
4:48 pm - 11:59 amPWM-HPN
19h 11m1 stop
$1,047Delta
Find Deal
Tue, Dec 23 - Sat, Dec 27

American Airlines flights from White Plains to Portland, Maine

Our best American Airlines deals on White Plains to Portland, Maine flight tickets
American Airlines
Nov 4
HPN11:27 amWhite Plains Westchester County
5h 14m
1 stop
PWM4:41 pmPortland
Nov 11
PWM5:43 amPortland
5h 14m
1 stop
HPN10:57 amWhite Plains Westchester County
$257
Find similar
American Airlines
Oct 24
HPN5:29 pmWhite Plains Westchester County
6h 22m
1 stop
PWM11:51 pmPortland
Oct 26
PWM6:00 amPortland
4h 34m
1 stop
HPN10:34 amWhite Plains Westchester County
$258
Find similar
American Airlines
Nov 14
HPN6:30 amWhite Plains Westchester County
5h 16m
1 stop
PWM11:46 amPortland
Nov 16
PWM5:43 amPortland
5h 14m
1 stop
HPN10:57 amWhite Plains Westchester County
$332
Find similar

Delta flights from White Plains to Portland, Maine

Our best Delta deals on White Plains to Portland, Maine flight tickets
Delta
Dec 23
HPN6:55 pmWhite Plains Westchester County
27h 48m
1 stop
PWM10:43 pmPortland
Dec 28
PWM5:36 amPortland
12h 39m
1 stop
HPN6:15 pmWhite Plains Westchester County
$1,007
Find similar
Delta
Dec 23
HPN5:16 pmWhite Plains Westchester County
19h 00m
1 stop
PWM12:16 pmPortland
Dec 27
PWM4:48 pmPortland
19h 11m
1 stop
HPN11:59 amWhite Plains Westchester County
$1,047
Find similar

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 October 6, 2025.
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

Tue 11/4

11:27 am-4:41 pm

1 stop5h 14m

Portland

Tue 11/11

5:43 am-10:57 am

1 stop5h 14m

$257

White PlainsPortland

HPN - PWM

HPNPWM

White Plains Westchester County

Fri 10/24

5:29 pm-11:51 pm

1 stop6h 22m

Portland

Sun 10/26

6:00 am-10:34 am

1 stop4h 34m

$258

White PlainsPortland

HPN - PWM

HPNPWM

White Plains Westchester County

Fri 11/14

6:30 am-11:46 am

1 stop5h 16m

Portland

Sun 11/16

5:43 am-10:57 am

1 stop5h 14m

$332

White PlainsPortland

HPN - PWM

HPNPWM

White Plains Westchester County

Sun 11/23

5:21 pm-11:41 pm

1 stop6h 20m

Portland

Fri 11/28

12:26 pm-6:19 pm

1 stop5h 53m

$444

White PlainsPortland

HPN - PWM

HPNPWM

White Plains Westchester County

Sun 11/23

5:21 pm-11:41 pm

1 stop6h 20m

Portland

Sat 11/29

5:43 am-10:57 am

1 stop5h 14m

$527

White PlainsPortland

HPN - PWM

HPNPWM

White Plains Westchester County

Tue 11/4

6:30 am-10:54 pm

2 stops16h 24m

Portland

Tue 11/11

5:21 pm-2:39 pm

1 stop21h 18m

$534

White PlainsPortland

HPN - PWM

HPNPWM

White Plains Westchester County

Mon 10/20

12:10 pm-5:49 pm

2 stops29h 39m

Portland

Fri 10/24

6:05 pm-12:54 pm

1 stop18h 49m

$605

White PlainsPortland

HPN - PWM

HPNPWM

White Plains Westchester County

Fri 11/14

3:09 pm-6:10 pm

2 stops27h 01m

Portland

Sun 11/16

5:43 am-6:19 pm

1 stop12h 36m

$637

White PlainsPortland

HPN - PWM

HPNPWM

White Plains Westchester County

Tue 12/23

6:55 pm-10:43 pm

1 stop27h 48m

Portland

Sun 12/28

5:36 am-6:15 pm

1 stop12h 39m

$1,007

White PlainsPortland

HPN - PWM

HPNPWM

White Plains Westchester County

Tue 12/23

5:16 pm-12:16 pm

1 stop19h 00m

Portland

Sat 12/27

4:48 pm-11:59 am

1 stop19h 11m

$1,047

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 14 resultsSorted by cheapest first
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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 Tuesday. momondo users have found tickets for Tuesday 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 $284.

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 $222. 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 $284. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest White Plains Westchester County to Portland flight route?

Fly from White Plains Westchester County to Portland for the best White Plains Westchester County - Portland flight prices

What cabin class options are available on White Plains Westchester County to Portland flights?

There is only 1 cabin class available to choose from on White Plains Westchester County to Portland flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

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

Direct flights

None
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. 5h 14m 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.

  • What is the most popular plane model from White Plains to Portland, Maine?

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
Bartlett
Brunswick
Gorham
Auburn
Intervale
Windham
Bath
Oxford
Georgetown
Tamworth
Falmouth

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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