$56 Cheap Flights to Winston, OR

Popular airlines to Winston

  • Plan, book, fly with confidence

  • trending down icon

    Be in the know

    Get alerts if flight prices drop or rise*
  • bex rewards loyalty icon

    Book smarter

    Save up to 30% on select hotels after you book a flight*
  • one key icon

    Earn twice

    Earn your airline miles on top of our OneKeyCash

How much is the cheapest flight to Winston?

Prices were available within the past 7 days and start at $56 for one-way flights and $100 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Southwest Airlines
Southwest Airlines
American Airlines
United
Delta

Tips to find the cheapest flights to Winston

The cheapest day to fly

Get started finding a cheap flight to Winston on Expedia by either choosing a deal on this page or entering into the search bar your travel dates, origin airport, and whether you want roundtrip or one-way airfare. You can filter for flexibility, number of stops, airline, and departure/arrival times to find the best flight for you.

The cheapest month to fly

September is the cheapest month to fly to Winston. This coincides with the low season when fewer people travel. Whichever month you travel in, though, be sure to book at least a month in advance if you want to score cheap tickets to Winston. ARC's data shows that domestic flights booked 28 days or more before departure are typically 24% cheaper than those booked last minute.

The most affordable time to book a flight

Typically, a Sunday can be the cheapest time to book a flight to Winston, according to ARC’s data. On average, you could save between 6% and 13% by booking on a Sunday instead of a Friday, which is the most expensive day to make a reservation.

The cheapest round-trip tickets to Winston

The lowest price for round-trip flights to Winston in 2025 starts from from $100, while one-way tickets start from from $56. Expedia's effective search tool is one of the best ways to find a budget airfare. Simply enter your dates, and within seconds, it'll show you a vast selection of the cheapest flights to Winston. If you have a preferred departure time or airline, you can use the handy filters to customize your search.

The cheapest airlines flying to Winston

Southwest Airlines, American Airlines, United, Alaska Airlines, Hawaiian Airlines, Delta are just some of the airlines that can typically offer cheap tickets to Winston. You can find their most affordable flights by using the “airline” search filter and then sorting prices from low to high. As a trusted partner of the world's leading airlines, Expedia offers you some of the best airfare deals to Winston and countless more destinations worldwide.

The most affordable airports to fly into

To view the cheapest airports to fly into for Winston, simply order your search results from lowest to highest price. Expedia's search tool compares flight prices for all airports close to your destination, so you don't have to manually search them one by one to find the cheapest flight to Winston. If you have a preferred place to fly into, take advantage of the “arrival airport” filter to narrow down your search on Expedia.

Save with a package

With Expedia's amazing package deals, you could save hundreds of dollars by booking your Winston plane tickets together with your accommodations, car rental, or activities. Just select the search wizard's “package” option to view some of the cheapest deals. Look out for the green savings label to see how much you're saving.

Date flexibility for the cheapest flights to Winston

If you can be flexible with your travel dates, it's a good idea to broaden your search by comparing prices on different days. This will open up more options, meaning you could uncover a less expensive flight to Winston.

Stopover savings

The cheapest tickets to Winston are sometimes those with a stopover. Book one of these flights, and you'll change planes at an airport en route to Winston. While the overall travel time might be longer than a non-stop flight, you may decide it's worth it for the money saved.

Get Expedia's Price Drop Protection

Price Drop Protection means that if your flight gets cheaper after booking, you'll be credited the difference*. This gives you peace of mind that you're getting one of the cheapest flights to Winston for your chosen departure. Expedia's Price Drop Protection is available for a small fee but is free to One Key Gold and Platinum tier members.

*Terms apply.

Use our Price Tracking feature

Expedia's Price Tracking feature is another great tool that removes the guesswork from finding cheap flights to Winston. Simply download the free Expedia app to your smart device and activate Winston flight price alerts for your travel dates. There's even a price predictor tool that uses historical data to indicate the best time to book, giving you peace of mind that you'll nab the lowest prices.

Book with Expedia

As well as Price Drop Protection and Price Tracking, Expedia's close partnership with a vast selection of the world's leading airlines means you're sure to find cheap flights to Winston. Plus, the One Key rewards program lets you earn real cash rewards on most bookings that you can use to save money on future trips. Best of all, it's free to join, and members often unlock exclusive discounts, too.

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

Frequently asked questions

What month is the cheapest to fly to Winston?
The least expensive month for flights to Winston is typically December *. Turn your travel dreams into reality without spending a fortune by flying when fares are most affordable. *Cheapest month to fly is based on the month with the cheapest flight found on Expedia.com in the next 330 days.
Which US cities have the cheapest flights to Winston?
Seattle, Denver and Phoenix usually have cheap flights to Winston. Remember that fares vary based on factors such as time of year, number of stopovers and demand.
Which US cities fly direct to Winston?
There are 13 US destinations that you can fly to Winston nonstop from. Compare the options by using the "Direct flights only" box on Expedia and find the ideal starting point for you. Here are a few of the leading cities to leave from:

  • Seattle
  • Denver
  • Phoenix
  • San Francisco
  • Salt Lake City

How to find a cheap flight to Winston?
Book early to maximize your chances of getting cheap flights to Winston. Also, consider traveling during off-peak months like January and December. If you leave on a Thursday, you can save 16% on average compared to departing on a Sunday.* Save time checking every day and create a price alert on the Expedia app. We'll send you a notification when fares drop.*Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
How to get a cheap last-minute flight to Winston?
You can find awesome deals on last-minute flights to Winston, especially if your travel plans are flexible. Consider flying from a different airport, tweaking your trip dates or picking another airline to get a cheap flight to Winston.
How far in advance should I book a flight to Winston?
Lock in your flight to Winston two to four months ahead if you're jetting in from an international destination. For domestic travel, the recommendation is around 28 days in advance. Better deals and a wider variety of travel dates, times and seating options are just some of the advantages of booking early.**Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
Which day of the week is the cheapest day to buy a plane ticket to Winston?
You'll save an average of 8% if you purchase tickets on a Sunday rather than Fridays, which tend to be the priciest day to book.* When it comes to snapping up a cheap flight to Winston, timing makes a difference.*Best day of the week to book, depart and ideal booking window recommendations based on average round-trip ticket prices for January through August 2023, sourced from Airline Reporting Corporation's (ARC) global airline sales database. Percentages noted are averages.
Which airlines fly to Winston?
A total of 5 carriers connect 8 airports all over the world to Winston. Here are some of the most popular airlines to Winston, where Rogue Valley Intl. Airport (MFR) is the major gateway:

  • Alaska Airlines
  • Delta Air Lines
  • United Airlines
  • American Airlines

Where do you fly into Winston?
The main airport to fly to Winston is Southwest Oregon Regional Airport (OTH). You also have the option to land at Rogue Valley Intl. Airport (MFR) when flying to Winston.
How far is the airport from central Winston?
You'll be about 45 mi northwest of the center of Winston after jetting into Southwest Oregon Regional Airport (OTH).
Can I save money by booking a Winston trip package?
It's possible to save hundreds of dollars if you choose a Winston flight and hotel package deal on Expedia. And you'll make life easier by having all your travel arrangements in one place. Try bundling flights and accommodations with extras such as car rentals and tours for your own customized Winston trip.
Can I change or cancel my flight to Winston?
If you booked your flight to Winston in the last 24 hours, you can usually change or cancel it without fees. After that, additional costs may apply depending on the airline's terms and conditions. To learn more, head to our Customer Service Portal. Bear in mind that some flights are non-refundable, so you may receive a credit toward future flights instead of a direct refund. When searching on Expedia, use the "No cancel fee" or "Changes included" filters to see tickets with flexible change policies.
Flights to Winston information
Destination airport
Eugene
Destination airport IATA code
EUG
Destination city name
Eugene
Roundtrip price
$100

Trending flights to Winston

Prices were available within the past 7 days and start at $56 for one-way flights and $100 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Southwest Airlines

Explore a world of travel with Expedia

*Available to One Key members.