HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Stewart

$411+ Cheap flights from Medford to New Windsor (MFR - SWF)

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 4/5. Fares are subject to change and may not be available on all flights or dates of travel.
MFR — SWF
Feb 3 — Feb 101
Tue 2/3
Tue 2/10
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Medford to Stewart 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 Medford to Stewart

One-way flights from Medford to Stewart
Search for one-way flight options from Medford to Stewart. Find affordable one-way fares based on user searches. Data last updated January 4, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/3. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/53:32 pmMFR - SWF
3 stops41h 17mAllegiant Air
Deal found 1/3$411
This Kiwi.com deal was found by Cheapflights users on 1/3. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/171:22 pmMFR - SWF
3 stops41h 57mMultiple Airlines
Deal found 1/3$603

Find flight deals from Medford to Stewart

Discover tips and strategies to find the most affordable flight options for your journey from Medford (MFR) to Stewart (SWF). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 4, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Popular in

December

Cheapest in

February

Average price

$628
Provider with most accurate pricing for Medford-New York (NYC) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Medford-New York (NYC) flights.
Search Deals
Highest demand for flights based on searches. 14% potential increase in price ($95 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($17 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Medford to Stewart 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 January 4, 2026.
Use the filters below to find and compare flights from Medford to New Windsor that are best for you.

Fly from

Medford

Fly to

Stewart

Route

Depart

Return

Price

MedfordNew Windsor

MFR - SWF

MFRSWF

Medford

Sun 4/5

3:32 pm-11:49 am

3 stops41h 17m

$411

MedfordNew Windsor

MFR - SWF

MFRSWF

Medford

Sat 1/17

1:22 pm-10:19 am

3 stops41h 57m

$603

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/3

Best time to book a flight from Medford to Stewart

Have a flexible travel schedule? Discover the best time to fly to Stewart from Medford 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 Medford to New Windsor

What is the cheapest month to book a flight from Medford to New Windsor?

Currently, June is the cheapest month in which you can book a flight from Medford to New Windsor (average of $217). Flying from Medford to New Windsor in April is currently the most expensive (average of $618). 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 Medford to Stewart. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • Can I find deals for flights from Medford to Stewart that include hotel bookings?

    Yes. In addition to deals on Medford to Stewart flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Medford to Stewart?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Medford to Stewart.

  • Can I find deals for business class flights from Medford to Stewart?

    Yes. Cheapflights offers flight deals from Medford to Stewart 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 Medford to New Windsor?

    Currently, June is the cheapest month in which you can book a flight from Medford to New Windsor (average of $217). Flying from Medford to New Windsor in April is currently the most expensive (average of $618). 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

Traveling to a place near New Windsor?

Book flights to New Windsor if you plan to visit one of these locations
Kingston

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 Medford to Stewart

See prices for flight routes from nearby airports that may be better suited for you.
Portland to Newark flights
Portland to John F Kennedy Intl flights
Portland to LaGuardia flights
Boise to John F Kennedy Intl flights
Boise to Newark flights
Boise to LaGuardia flights
Portland to Rochester flights
Eugene to John F Kennedy Intl flights
Eugene to Newark flights
Eugene to LaGuardia flights
Portland to Buffalo flights
Medford to Buffalo flights
Medford to John F Kennedy Intl flights
Portland to Syracuse flights
Portland to Albany flights
Redmond to John F Kennedy Intl flights
Redmond to Newark flights
Boise to Buffalo flights
Redmond to LaGuardia flights
Redmond to Buffalo flights
Medford to Newark flights
Medford to LaGuardia flights
Boise to Syracuse flights
Eugene to Syracuse flights
Portland to White Plains flights
Eugene to Ithaca flights
Boise to Albany flights
Redmond to Ithaca flights
Boise to Rochester flights
Portland to Ithaca flights
Eugene to Albany flights
Redmond to Syracuse flights
Medford to Syracuse flights
Yakima to John F Kennedy Intl flights
Yakima to Newark flights
Portland to Elmira flights
Eugene to Buffalo flights
Boise to White Plains flights
Boise to Elmira flights
Medford to Rochester flights
Eugene to Rochester flights
Medford to Ithaca flights
Redmond to Elmira flights
Redmond to Albany flights
Medford to Albany flights
Portland to Stewart flights
Portland to Saranac Lake flights
Boise to Islip flights
Portland to Binghamton flights
Redmond to Binghamton 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.