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Westchester County

$59+ Cheap flights from Westchester County

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 9/8. Fares are subject to change and may not be available on all flights or dates of travel.
HPN — MCO
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
1 adult, Economy
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Find flights from Westchester County

Cheapest flights from Westchester County
Explore the most affordable flight options available from Westchester County. Find the lowest fares based on data from user searches, with prices last updated on June 12, 2025.

Tue 8/268:29 amHPN - RDU
Nonstop1h 34mBreeze Airways
Tue 9/210:59 amRDU - HPN
Nonstop1h 31mBreeze Airways
Deal found 6/12$83
Wed 9/108:00 amHPN - DAB
Nonstop2h 51mBreeze Airways
Sat 9/205:56 pmDAB - HPN
Nonstop2h 41mBreeze Airways
Deal found 6/11$122
Thu 9/41:19 pmHPN - MYR
Nonstop2h 00mBreeze Airways
Sun 9/710:45 amMYR - HPN
Nonstop1h 54mBreeze Airways
Deal found 6/12$122
Tue 9/1612:09 pmHPN - CHS
Nonstop2h 10mBreeze Airways
Tue 9/239:17 amCHS - HPN
Nonstop2h 12mBreeze Airways
Deal found 6/11$122
Wed 7/25:29 pmHPN - MIA
1 stop5h 19mAmerican Airlines
Wed 7/93:08 pmMIA - HPN
1 stop5h 21mAmerican Airlines
Deal found 6/9$159
Thu 7/106:37 amHPN - RDU
1 stop6h 02mAmerican Airlines
Sun 7/135:00 amRDU - HPN
1 stop4h 19mAmerican Airlines
Deal found 6/11$159
Sat 8/2312:45 pmHPN - RDU
1 stop4h 45mDelta
Fri 9/55:20 amRDU - HPN
1 stop4h 26mDelta
Deal found 6/12$181
Fri 7/118:35 pmHPN - MCO
Nonstop2h 43mJetBlue
Fri 7/188:45 pmMCO - HPN
Nonstop2h 57mJetBlue
Deal found 6/10$187
Mon 10/2012:10 pmHPN - MCO
1 stop4h 12mBreeze Airways
Fri 10/247:20 amMCO - HPN
1 stop4h 08mBreeze Airways
Deal found 6/11$188
Sun 7/276:37 amHPN - MCO
1 stop5h 56mAmerican Airlines
Tue 7/295:00 amMCO - HPN
1 stop4h 29mAmerican Airlines
Deal found 6/11$192
Fri 7/118:30 amHPN - FLL
Nonstop2h 55mJetBlue
Sun 7/137:00 amFLL - HPN
Nonstop3h 00mJetBlue
Deal found 6/10$197
Wed 6/256:59 pmHPN - TPA
1 stop5h 07mAmerican Airlines
Mon 6/307:00 amTPA - HPN
1 stop7h 40mAmerican Airlines
Deal found 6/11$197

Find flights from Westchester County within your budget

Find flights departing from Westchester County that match your specified budget. Filter results by price range, allowing you to narrow down options and find flights that fit within your financial constraints. Please note that the search results are based on data from user searches, with fares last updated on June 12, 2025. In the last 7 days, Cheapflights users made a total of 2,558,603 searches

Fly to

Orlando

Route

Depart

Return

Price

White PlainsRaleigh

HPN - RDU

HPNRDU

White Plains Westchester County

Tue 8/26

8:29 am-10:03 am

Nonstop1h 34m

Raleigh-Durham

Tue 9/2

10:59 am-12:30 pm

Nonstop1h 31m

$83

White PlainsDaytona Beach

HPN - DAB

HPNDAB

White Plains Westchester County

Sat 9/13

8:00 am-10:51 am

Nonstop2h 51m

Daytona Beach

Wed 9/17

5:56 pm-8:37 pm

Nonstop2h 41m

$122

White PlainsMyrtle Beach

HPN - MYR

HPNMYR

White Plains Westchester County

Thu 9/4

1:19 pm-3:19 pm

Nonstop2h 00m

Myrtle Beach Intl

Sun 9/7

10:45 am-12:39 pm

Nonstop1h 54m

$122

White PlainsCharleston

HPN - CHS

HPNCHS

White Plains Westchester County

Tue 9/16

12:09 pm-2:19 pm

Nonstop2h 10m

Charleston

Tue 9/23

9:17 am-11:29 am

Nonstop2h 12m

$122

White PlainsMiami

HPN - MIA

HPNMIA

White Plains Westchester County

Wed 7/2

5:29 pm-10:48 pm

1 stop5h 19m

Miami

Wed 7/9

3:08 pm-8:29 pm

1 stop5h 21m

$159

White PlainsRaleigh

HPN - RDU

HPNRDU

White Plains Westchester County

Thu 7/10

6:37 am-12:39 pm

1 stop6h 02m

Raleigh-Durham

Sun 7/13

5:00 am-9:19 am

1 stop4h 19m

$159

White PlainsRaleigh

HPN - RDU

HPNRDU

White Plains Westchester County

Sat 8/23

5:15 pm-11:01 pm

1 stop5h 46m

Raleigh-Durham

Thu 9/4

5:20 am-9:46 am

1 stop4h 26m

$181

White PlainsOrlando

HPN - MCO

HPNMCO

White Plains Westchester County

Fri 7/11

8:35 pm-11:18 pm

Nonstop2h 43m

Orlando

Fri 7/18

8:45 pm-11:42 pm

Nonstop2h 57m

$187

White PlainsOrlando

HPN - MCO

HPNMCO

White Plains Westchester County

Mon 10/20

12:10 pm-4:22 pm

1 stop4h 12m

Orlando

Fri 10/24

7:20 am-11:28 am

1 stop4h 08m

$188

White PlainsOrlando

HPN - MCO

HPNMCO

White Plains Westchester County

Sun 7/27

6:37 am-12:33 pm

1 stop5h 56m

Orlando

Tue 7/29

5:00 am-9:29 am

1 stop4h 29m

$192

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/10

Showing 1-10 of 60 results
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Best time to book a flight from Westchester County

Have a flexible travel schedule? Discover the best time to fly from Westchester County 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.

Travel insights for flights from Westchester County

Get recent, data-driven insights about flights from Westchester County including ideal travel times, pricing trends, and more.

What is the cheapest month to book a flight from Westchester County?

Currently, July is the cheapest month in which you can book a flight from Westchester County (average of $146). Flying from Westchester County in April will prove the most costly (average of $207). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.

When is the cheapest time to fly from Westchester County?

Use this chart to determine the cheapest time to fly round-trip from Westchester County to Orlando. Price data was last updated on June 8, 2025.

Those who are seeking the cheapest fare on flights departing from Westchester County would be wise to consider leaving during Sunday afternoons when prices are typically at their lowest. When considering other options, price-conscious travelers should avoid Friday mornings when fares are usually the most expensive.

Which airlines fly from Westchester County?

For flights departing from Westchester County check dates and pricing for the following: JetBlue, American Airlines, Delta, Breeze Airways, Spirit Airlines. These airlines depart to the following popular destinations: Orlando.

JetBlue
JetBlue
From $73
American Airlines
American Airlines
From $158
Delta
Delta
From $103
Breeze Airways
Breeze Airways
From $65

Airline reviews for flights from Westchester County

Read reviews and ratings of airlines operating flights from Westchester County. Gain insights into the quality of service, in-flight amenities, customer experiences, and overall satisfaction to choose the best airline for your Westchester County travel. Please note that the reviews are sourced from user searches and were last updated on June 12, 2025. In the last 7 days, Cheapflights users made a total of 2,558,603 searches.
Breeze Airways
8.1
Very good
178 reviews

Boarding

8.3

Comfort

8.2

Entertainment

6.6

Overall

8.1

Food

6.7

Crew

8.8

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Breeze Airways
8.1
Very good
178 reviews
Breeze Airways
8.1
Very good
178 reviews

Boarding

8.3

Comfort

8.2

Entertainment

6.6

Overall

8.1

Food

6.7

Crew

8.8

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Delta
8.0
Very good
7,946 reviews
Breeze Airways
8.1
Very good
178 reviews

Boarding

8.3

Comfort

8.2

Entertainment

6.6

Overall

8.1

Food

6.7

Crew

8.8

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
JetBlue
7.3
Good
2,925 reviews
Breeze Airways
8.1
Very good
178 reviews

Boarding

8.3

Comfort

8.2

Entertainment

6.6

Overall

8.1

Food

6.7

Crew

8.8

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
American Airlines
7.2
Good
10,000 reviews
Breeze Airways
8.1
Very good
178 reviews

Boarding

8.3

Comfort

8.2

Entertainment

6.6

Overall

8.1

Food

6.7

Crew

8.8

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!

Browse thousands of different options on Cheapflights for your next trip

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Related info for your journey

Access useful and relevant information related to your journey from Westchester County. This can include details such as airport transportation, visa requirements, travel insurance, luggage regulations, and any other information that can ensure a smooth and hassle-free travel experience. Please note that the information is based on general guidance and may need to be verified with official sources. Data last updated June 12, 2025.

  • What is the cheapest airport to fly out of Westchester County?

    Istanbul airport offers the cheapest routes to Toronto, from $23; whereas Cheongju airport is typically cheaper if you're flying to Jeju City, from $24. It's best to make sure you are flexible on dates to find the cheapest possible flight options for your journey.

  • What is the cheapest month to fly from Westchester County?

    July is currently the cheapest month to fly from Westchester County. At this moment in time April is the most expensive month. These prices are determined by multiple factors and booking in advance can help keep costs down if your schedule is not as flexible.

  • Where are the cheapest places to fly to from Westchester County?

    Check out the cheapest flights from Westchester County to embark to:
    Fly from Istanbul to Ankara from $23 round trip
    Fly from Medellín to Cartagena from $24 round trip
    Fly from Cheongju to Jeju City from $24 round trip
    Fly from Budapest to Milan from $33 round trip
    Fly from Cartagena to Medellín from $33 round trip

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