Search Cheap Flights toWinston
Search 400 airlines and 321,000 hotels worldwide.
Stop Planning & Start Exploring
FREE 24 hour cancellation on most flights
Winston Flights as Low as $99
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
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 April, 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 15 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 $99, 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 $99 right now, why wait?
Destination airport | Rogue Valley Intl. |
|---|---|
Destination airport IATA code | MFR |
Roundtrip price | $214 |
Last Minute Hotel Deals in Winston
Safari Inn
Was just ok. One spontaneous night stay. Read the fine print on this property. They require a 100 $ cash deposit upon check in. He said it was just in case we smoked in the room. I guess that happens at a lower grade MOTEL. He was nice enough about it tho. Room seemed clean no funky smells. Would ...
Reviewed on Nov 12, 2025
Family-friendly Winston Vacation Rental w/ Deck!
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
SureStay by Best Western Roseburg
Clean and staff is always nice.
Reviewed on Jan 30, 2026
Riverfront Inn Roseburg
The staff were absolutely lovely, and the room was super clean. The only challenge for us was the bed was very hard which some people prefer otherwise a good stay.
Reviewed on Jan 26, 2026
Holiday Inn Express Roseburg by IHG
The place was clean, staff was friendly, breakfast was delicious, and the view was phenomenal!
Reviewed on Feb 1, 2026
Best Western Garden Villa Inn
Room was nice. Some wear & tear. Slow water flow for hot tub. Good breakfast.
Reviewed on Jan 25, 2026
Super 8 by Wyndham Roseburg
Clean room,courteous staff, pleasant stay
Reviewed on Jan 31, 2026
Hampton Inn & Suites Roseburg
Front desk was fantastic. Pet fee steep. Room was clean and fresh. Great property. One star off for the insanely loud refrigerator cabinet door which banged every time closed because of no rubber bumper.
Reviewed on Jan 19, 2026
Popular Flight Routes
- Atlanta to New York
- Detroit to Las Vegas
- Dallas to Atlanta
- Dallas to Yosemite National Park
- Toronto to Edmonton
- Chicago to Tulum
- Houston to Lake Tahoe
- Chicago to Las Vegas
- Dallas to Miami
- Dallas to Lake Tahoe
- New York to Miami
- New York to Las Vegas
- Miami to Atlanta
- Minneapolis St Paul to Fort Walton Beach Destin
- Dallas to Branson
- Cleveland to Vero Beach
- Managua to Miami
- Atlanta to Boston
- Austin to Tulum
- Calgary to Vancouver