Cheap Flights to Winston from $53

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

How Much Does it Cost To Fly To Winston?

The cheapest prices found with in the last 7 days for return flights were $86 and $53 for one-way flights to Winston for the period specified. Prices and availability are subject to change. Additional terms apply

OriginDestinationTravel DatesFlights From*
LASMedfordJanuary 7 to January 10$100
SLCMedfordDecember 9 to December 10$117
SFOEugeneJanuary 12 to January 12$137
LAXEugeneDecember 11 to December 13$187
SEAEugeneFebruary 9 to February 9$212
SEAMedfordDecember 12 to December 19$237
PDXMedfordDecember 13 to December 29$252
PDXEugeneJanuary 9 to January 16$257
OAKEugeneDecember 8 to December 8$283
SLCNorth BendFebruary 4 to February 7$369
OAKMedfordDecember 12 to December 13$370
DENNorth BendJanuary 17 to January 24$379
SANNorth BendNovember 21 to November 25$459
SFONorth BendJanuary 17 to January 21$577
LASNorth BendDecember 31 to January 4$666
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
AZAEugeneNovember 20 to November 23$282
LASMedfordNovember 22 to November 30$357
PDXMedfordNovember 20 to November 21$365
SANEugeneNovember 20 to November 22$381
SANMedfordNovember 20 to November 23$400
PDXEugeneNovember 21 to November 28$417
DENMedfordNovember 21 to December 1$423
PAEEugeneNovember 22 to November 26$455
OAKEugeneNovember 21 to November 22$479
SEAMedfordNovember 21 to November 28$507
SLCEugeneNovember 20 to November 27$520
LAXEugeneNovember 22 to November 25$543
DENEugeneNovember 20 to November 22$583
PHXMedfordNovember 22 to November 26$586
OAKMedfordNovember 21 to November 22$923
*Prices include taxes and fees

Winston Flight Information

Traveling to
Winston
Lowest Price
$86
Number of Airlines Serving
Airlines Serving
Allegiant Air
Number of Daily Flights
Airlines with Direct Flights

Find The Perfect Hotel For After Your Flight

Amazing Winston Accommodation Deals

Safari Inn

Safari Inn

2 out of 5
101 NE Main Street Winston OR
$55 nightly
The price is $60 total per night from Nov 14 to Nov 15
$60 total
Nov 14 - Nov 15
Total with taxes and fees
Stay at this motel in Winston. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions ...
7.6/10 Good! (385 reviews)
"Hotel is older but well maintained and very clean. Guy at front desk who I assume is the owner was friendly and helpful. Room has fridge, microwave and coffee. He cleaned our room and restocked our supplies daily. Definitely a good stay for less than others nearby. There is not actually a vending ..."

Reviewed on Nov 13, 2026

Opens in a new windowSafari Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Luxury Hotels in Winston

Safari Inn

Safari Inn

2 out of 5
101 NE Main Street Winston OR
$55 nightly
The price is $60 total per night from Nov 14 to Nov 15
$60 total
Nov 14 - Nov 15
Total with taxes and fees
Stay at this motel in Winston. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions ...
7.6/10 Good! (385 reviews)
"Hotel is older but well maintained and very clean. Guy at front desk who I assume is the owner was friendly and helpful. Room has fridge, microwave and coffee. He cleaned our room and restocked our supplies daily. Definitely a good stay for less than others nearby. There is not actually a vending ..."

Reviewed on Nov 13, 2026

Opens in a new windowSafari Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Family Friendly Hotels in Winston

Safari Inn

Safari Inn

2 out of 5
101 NE Main Street Winston OR
$55 nightly
The price is $60 total per night from Nov 14 to Nov 15
$60 total
Nov 14 - Nov 15
Total with taxes and fees
Stay at this motel in Winston. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff in our reviews. Popular attractions ...
7.6/10 Good! (385 reviews)
"Hotel is older but well maintained and very clean. Guy at front desk who I assume is the owner was friendly and helpful. Room has fridge, microwave and coffee. He cleaned our room and restocked our supplies daily. Definitely a good stay for less than others nearby. There is not actually a vending ..."

Reviewed on Nov 13, 2026

Opens in a new windowSafari Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Best Winston Flight and Hotel Packages

Winston flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
Bandon Marina Inn
Bay Point Landing
Rogue River Landing Resort
Don't see what you're looking for?
See all available trips from Denver to Winston
View all trips

Need a Car For After Your Flight?

Frequently asked questions

Which airlines fly to Winston?
All ready to book the ticket for your exciting trip to Winston? 8 airlines offer flights to this destination. Some of the most reputable carriers are:

  • United Airlines
  • Alaska Airlines
  • Delta Air Lines

Places to visit in Winston
Wildlife Safari is a fun day for wildlife enthusiasts. After more ideas? A visit to Abacela Winery will be an experience for your tastebuds. That's not all there is to do here. Whether you have trained taste buds or simply enjoy sipping wine with your loved ones, Spangler Vineyards is a fabulous place to try the regional flavors.
How to get through airport security fast when traveling to Winston
These clever hints and tips about airport security procedures will save you a lot of time on your trip to Winston:

  • Airport security will request to see your travel ID and boarding pass as part of their checks. Put them in an accessible place, ready for inspection.
  • You'll need to put your music on pause for a short while. Earphones need to be taken off and put in a tray to be X-rayed. The same goes for items such as keys and coins.
  • Electronic devices such as tablets, laptops and phones are always sent through the X-ray machine separately. Make sure they're within easy reach.
  • When it comes to flying with gels or liquids, all passengers are permitted a quart-sized clear resealable bag to keep containers no bigger than 3.4 ounces (100 milliliters).
  • Construction boots and other heavy shoes are most often X-rayed at the security checkpoint. We suggest wearing lightweight sneakers instead.
  • The list of non-permissible items is forever updating. Check with your carrier's website to learn about what is not allowed on board their aircraft.

Plane Tickets To Winston

Although you may try and resist the urge, you know that when the travel bug comes, there is only one way to get rid of it. Thankfully, Travelocity is here to help nip that travel bug in the bud with great deals on flights to Winston. Browse through our inventory to explore a wide range of cheap flights to Winston to solidify your next big trip out of town. Whether you are heading out on a business trip, exploring a place you have never been for pleasure or are bringing the family on the annual vacation, we have the perfect getaway waiting for you. In no time, you will be day dreaming of your plane landing in Winston as you anxiously await to exit the plane and explore what Winston has to offer. Considering all the amazing local food and culture in Winston, we won't hold this against you.

When you are ready to embark on your next big adventure, Travelocity will be right here waiting to open the doors to the garden so that you can go and smell the roses. When you decide to book and travel is entirely up to you, but don't wait too long because we have some of the best deals on the web and they won't last long. Take time to go through our huge selection of cheap flights to Winston to find the best deals that fit into your budget. If browsing on your phone while your boss isn't looking is more your thing (we promise we won't tell), consider checking out Travelocity's mobile app which allows you to take advantage of all our flights to Winston without having to compromise your work computer's search history. If you are looking to save even more, you can easily save up to $537 when you bundle one of our cheap flights to Winston with one of our hotels. So why are you waiting around? There is no better time than now to start booking that next trip. Start your search now to book one of our flights to Winston today!

Explore More Ways to Travel with Travelocity

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.