Search Cheap Flights to
Winston

Photo by Michelle Finseth

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Winston Flights as Low as $146

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Alaska Airlines
Sat, Nov 15 - Tue, Nov 18
SFO
San Francisco Intl.
EUG
Eugene
$146 Roundtrip, found 2 days ago
$146
Roundtrip
found 2 days ago
Select Alaska Airlines flight, departing Sat, Nov 15 from San Francisco Intl. to Eugene, returning Tue, Nov 18, priced at $146 found 2 days ago
United
Wed, Aug 13 - Sat, Aug 30
SFO
San Francisco Intl.
EUG
Eugene
$147 Roundtrip, found 2 days ago
$147
Roundtrip
found 2 days ago
Select United flight, departing Wed, Aug 13 from San Francisco Intl. to Eugene, returning Sat, Aug 30, priced at $147 found 2 days ago
United
Wed, Aug 13 - Sat, Aug 30
SFO
San Francisco Intl.
EUG
Eugene
$154 Roundtrip, found 2 days ago
$154
Roundtrip
found 2 days ago
Select United flight, departing Wed, Aug 13 from San Francisco Intl. to Eugene, returning Sat, Aug 30, priced at $154 found 2 days ago
United
Wed, Aug 13 - Sat, Aug 30
SFO
San Francisco Intl.
EUG
Eugene
$159 Roundtrip, found 2 days ago
$159
Roundtrip
found 2 days ago
Select United flight, departing Wed, Aug 13 from San Francisco Intl. to Eugene, returning Sat, Aug 30, priced at $159 found 2 days ago
American Airlines
Thu, Sep 25 - Wed, Oct 1
ONT
Los Angeles - Ontario Intl.
EUG
Eugene
$159 Roundtrip, found 1 day ago
$159
Roundtrip
found 1 day ago
Select American Airlines flight, departing Thu, Sep 25 from Los Angeles - Ontario Intl. to Eugene, returning Wed, Oct 1, priced at $159 found 1 day ago
Hawaiian Airlines
Sat, Aug 16 - Sun, Aug 31
SFO
San Francisco Intl.
EUG
Eugene
$161 Roundtrip, found 4 days ago
$161
Roundtrip
found 4 days ago
Select Hawaiian Airlines flight, departing Sat, Aug 16 from San Francisco Intl. to Eugene, returning Sun, Aug 31, priced at $161 found 4 days ago
United
Mon, Aug 11 - Sat, Aug 30
SFO
San Francisco Intl.
EUG
Eugene
$161 Roundtrip, found 2 days ago
$161
Roundtrip
found 2 days ago
Select United flight, departing Mon, Aug 11 from San Francisco Intl. to Eugene, returning Sat, Aug 30, priced at $161 found 2 days ago
Bargain Flight
Sat, Aug 16 - Sat, Aug 30
SFO
San Francisco Intl.
EUG
Eugene
$166 Roundtrip, found 9 hours ago
$166
Roundtrip
found 9 hours ago
Select Bargain Flight flight, departing Sat, Aug 16 from San Francisco Intl. to Eugene, returning Sat, Aug 30, priced at $166 found 9 hours ago
Delta
Tue, Nov 18 - Thu, Nov 20
SFO
San Francisco Intl.
EUG
Eugene
$167 Roundtrip, found 1 day ago
$167
Roundtrip
found 1 day ago
Select Delta flight, departing Tue, Nov 18 from San Francisco Intl. to Eugene, returning Thu, Nov 20, priced at $167 found 1 day ago
United
Mon, Aug 11 - Sat, Aug 30
SFO
San Francisco Intl.
EUG
Eugene
$168 Roundtrip, found 2 days ago
$168
Roundtrip
found 2 days ago
Select United flight, departing Mon, Aug 11 from San Francisco Intl. to Eugene, returning Sat, Aug 30, priced at $168 found 2 days ago
Bargain Flight
Wed, Aug 6 - Mon, Aug 11
ONT
Los Angeles - Ontario Intl.
MFR
Rogue Valley Intl.
$239 Roundtrip, found 3 days ago
$239
Roundtrip
found 3 days ago
Select Bargain Flight flight, departing Wed, Aug 6 from Los Angeles - Ontario Intl. to Rogue Valley Intl., returning Mon, Aug 11, priced at $239 found 3 days ago
United
Tue, Oct 28 - Sat, Nov 1
ONT
Los Angeles - Ontario Intl.
OTH
Southwest Oregon Regional
$249 Roundtrip, found 14 hours ago
$249
Roundtrip
found 14 hours ago
Select United flight, departing Tue, Oct 28 from Los Angeles - Ontario Intl. to Southwest Oregon Regional, returning Sat, Nov 1, priced at $249 found 14 hours ago
Bargain Flight
Sat, Jul 12 - Sat, Jul 12
SFO
San Francisco Intl.
MFR
Rogue Valley Intl.
$267 Roundtrip, found 2 days ago
$267
Roundtrip
found 2 days ago
Select Bargain Flight flight, departing Sat, Jul 12 from San Francisco Intl. to Rogue Valley Intl., returning Sat, Jul 12, priced at $267 found 2 days ago
United
Mon, Aug 4 - Sat, Aug 9
SFO
San Francisco Intl.
OTH
Southwest Oregon Regional
$269 Roundtrip, found 13 hours ago
$269
Roundtrip
found 13 hours ago
Select United flight, departing Mon, Aug 4 from San Francisco Intl. to Southwest Oregon Regional, returning Sat, Aug 9, priced at $269 found 13 hours ago
Bargain Flight
Sat, Jul 19 - Wed, Jul 23
MSO
Missoula Intl.
EUG
Eugene
$348 Roundtrip, found 2 days ago
$348
Roundtrip
found 2 days ago
Select Bargain Flight flight, departing Sat, Jul 19 from Missoula Intl. to Eugene, returning Wed, Jul 23, priced at $348 found 2 days ago
Bargain Flight
Fri, Jul 18 - Tue, Jul 22
MSO
Missoula Intl.
OTH
Southwest Oregon Regional
$351 Roundtrip, found 3 days ago
$351
Roundtrip
found 3 days ago
Select Bargain Flight flight, departing Fri, Jul 18 from Missoula Intl. to Southwest Oregon Regional, returning Tue, Jul 22, priced at $351 found 3 days ago

Cheap Flights to Winston

Fall in love at first flight with your vacation to Winston by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Winston on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Winston, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Winston

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Winston with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the RBG airport.

What is the cheapest month to fly to Winston?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Winston are in November, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Winston?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 11 to choose from for your flight to Winston.

What airport is best to fly into Winston?

When you’re planning your trip to Winston, convenience is the name of the game. Luckily, Winston Southwest Oregon Regional Airport is nearby so you can deplane and get going on checking off everything on your Winston must-do list.

How much are flights to Winston?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Winston on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $146, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Winston?

The trick to saving a stack of cash on your flight to Winston? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $146 right now, why wait?

Winston Flight Information
Destination airport
Eugene
Destination airport IATA code
EUG
Roundtrip price
$145

Last Minute Hotel Deals in Winston

Safari Inn
Safari Inn
2 out of 5
101 NE Main Street, Winston, OR
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! (353 reviews)
"A quiet little place . Just right down the street from wildlife Safari ."

Reviewed on Jun 30, 2025

Get rates
Safari Inn
Family-friendly Winston Vacation Rental w/ Deck!
Family-friendly Winston Vacation Rental w/ Deck!
3 out of 5
Winston
Stay at this 3-star family-friendly cottage in Winston. Enjoy free parking and air conditioning. Popular attractions Wildlife Safari and South Umpqua River are ...
"This house was beautiful, affordable, and very spacious! It had every single amenity you would need and many extras too! The host was extremely attentive and informative with check on and out process and also making sure we could contact her at any time if needed. I definitely recommend this house ..."

Reviewed on Apr 5, 2024

Get rates
Family-friendly Winston Vacation Rental w/ Deck!
Riverfront Inn Roseburg
Riverfront Inn Roseburg
2 out of 5
315 W Harvard Ave, Roseburg, OR
Stay at this motel in Roseburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular ...
8.4/10 Very Good! (1,310 reviews)
"The room was small and dated, but the view and grounds above the Umpqua River made it worthwhile."

Reviewed on Jul 7, 2025

Get rates
Riverfront Inn Roseburg
Super 8 by Wyndham Roseburg
Super 8 by Wyndham Roseburg
2.5 out of 5
3200 Nw Aviation Dr I-5 Exit # 127, Roseburg, OR
Book a stay at this business-friendly hotel in Roseburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
7.6/10 Good! (1,003 reviews)
"Clean. Friendly front desk"

Reviewed on Jul 6, 2025

Get rates
Super 8 by Wyndham Roseburg
Holiday Inn Express Roseburg by IHG
Holiday Inn Express Roseburg by IHG
2.5 out of 5
375 Harvard Blvd, Roseburg, OR
Book a stay at this business-friendly hotel in Roseburg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.8/10 Excellent! (1,000 reviews)
"Beautiful view. Excellent location!"

Reviewed on Jul 3, 2025

Get rates
Holiday Inn Express Roseburg by IHG
Motel 6 Roseburg, OR
Motel 6 Roseburg, OR
2 out of 5
3100 Nw Aviation Dr, Roseburg, OR
Stay at this motel in Roseburg. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.4/10 Good! (1,000 reviews)
"Everything about the staff, room, and property was fine. I was disappointed that the elevator was still out of order - as it was on June 28-July 1st when I last stayed here. It meant I had to carry my luggage and cooler up and down the stairs to and from the 2nd floor, which was challenging at age ..."

Reviewed on Jul 8, 2025

Get rates
Motel 6 Roseburg, OR
Best Western Garden Villa Inn
Best Western Garden Villa Inn
2.5 out of 5
760 NW Garden Valley Boulevard, Roseburg, OR
Book a stay at this business-friendly hotel in Roseburg. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean ...
7.8/10 Good! (1,004 reviews)
"Everything was good. Breakfast was not great but what was offered was ok. Biggest thing was loud heater/AC that kept me up all night and couldn't be turned off. I can't stay at a place I can't sleep at no matter how much I enjoyed everything else there."

Reviewed on Jun 23, 2025

Get rates
Best Western Garden Villa Inn
Motel 6 Sutherlin, OR
Motel 6 Sutherlin, OR
2 out of 5
1400 Hospitality Way, Sutherlin, OR
Stay at this motel in Sutherlin. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.4/10 Good! (1,001 reviews)
"Always stay here when in sutherlin, staff is always nice and the rooms are always clean"

Reviewed on Jun 27, 2025

Get rates
Motel 6 Sutherlin, OR
See all 106 properties in Winston
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.