Cheap Flights to Winston from $59

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How Much Does it Cost To Fly To Winston?

The cheapest prices found with in the last 7 days for return flights were $98 and $59 for one-way flights to Winston for the period specified. Prices and availability are subject to change. Additional terms apply

Mon, Dec 7 - Fri, Dec 11
AZA
Phoenix - Mesa Gateway
EUG
Eugene
$98 Roundtrip, found 5 days ago
$98
Roundtrip
found 5 days ago
Select Allegiant Air flight, departing Mon, Dec 7 from Phoenix - Mesa Gateway to Eugene, returning Fri, Dec 11, priced at $98 found 5 days ago
OriginDestinationTravel DatesFlights From*
SANEugeneSeptember 28 to September 28$133
PDXEugeneOctober 24 to October 31$197
OAKEugeneNovember 10 to November 14$211
DENEugeneSeptember 3 to September 7$212
LAXMedfordOctober 29 to November 3$215
SLCEugeneSeptember 12 to September 16$233
SEAMedfordSeptember 9 to September 16$247
SFONorth BendOctober 9 to October 12$265
DENMedfordOctober 21 to October 24$276
DENNorth BendOctober 3 to October 10$303
OAKMedfordOctober 24 to October 28$328
SLCMedfordOctober 22 to October 25$373
SANNorth BendAugust 21 to August 24$415
LAXNorth BendSeptember 18 to September 20$433
SLCNorth BendAugust 25 to August 26$802
*Prices include taxes and fees
OriginDestinationTravel DatesFlights From*
LASMedfordAugust 21 to August 24$138
SFOEugeneAugust 22 to August 27$288
SANMedfordAugust 21 to August 23$290
SEAMedfordAugust 21 to August 28$295
SFOMedfordAugust 23 to August 27$303
SEAEugeneAugust 21 to August 22$326
SANEugeneAugust 21 to August 23$339
LASEugeneAugust 23 to August 27$342
DENEugeneAugust 21 to August 22$343
PDXEugeneAugust 23 to August 27$413
SANNorth BendAugust 21 to August 24$415
SLCEugeneAugust 21 to August 24$427
SLCMedfordAugust 22 to August 31$454
OAKMedfordAugust 23 to August 30$467
PDXMedfordAugust 22 to August 23$473
*Prices include taxes and fees

Winston Flight Information

Traveling to
Winston
Lowest Price
$98
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
$80 nightly
The price is $87 total per night from Aug 15 to Aug 16
$87 total
Aug 15 - Aug 16
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! (381 reviews)
"Thing where held together by duct tape the room wasn’t to bad"

Reviewed on Jul 3, 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
$80 nightly
The price is $87 total per night from Aug 15 to Aug 16
$87 total
Aug 15 - Aug 16
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! (381 reviews)
"Thing where held together by duct tape the room wasn’t to bad"

Reviewed on Jul 3, 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
$80 nightly
The price is $87 total per night from Aug 15 to Aug 16
$87 total
Aug 15 - Aug 16
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! (381 reviews)
"Thing where held together by duct tape the room wasn’t to bad"

Reviewed on Jul 3, 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.
Beachfront Inn

Beachfront Inn

2.5 out of 5
Price was $1,041, price is now $940 per person
$940
per person
Sep 24 - Sep 27
found 1 day ago
Roundtrip non-stop flight included
Houston (HOU) to North Bend (OTH)
The Florentine Waterfront Hotel

The Florentine Waterfront Hotel

2 out of 5
Price was $1,425, price is now $1,313 per person
$1,313
per person
Sep 24 - Sep 27
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to North Bend (OTH)
The Star Trek - USS Enterprise Room at the Itty Bitty Inn

The Star Trek - USS Enterprise Room at the Itty Bitty Inn

2 out of 5
Price was $1,081, price is now $978 per person
$978
per person
Sep 16 - Sep 20
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) to North Bend (OTH)
Don't see what you're looking for?
See all available trips from Houston to Winston
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Need a Car For After Your Flight?

Economy

Chevrolet Spark
  • 4 people
Chevrolet Spark
Economy Chevrolet Spark

Compact

Ford Focus
  • 4 people
Ford Focus
Compact Ford Focus

Midsize

Toyota Corolla
  • 5 people
Toyota Corolla
Midsize Toyota Corolla

SUV

Jeep Compass
  • 5 people
Jeep Compass
SUV Jeep Compass

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!

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*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.