Search Cheap Flights toWindsor
Search 400 airlines and 321,000 hotels worldwide.
Stop Planning & Start Exploring
FREE 24 hour cancellation on most flights
Windsor Flights as Low as $94
Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.
Cheap Flights to Windsor
Fall in love at first flight with your vacation to Windsor 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 Windsor on Hotwire, and you’ll be up, up, and on a getaway in no time.
Because once the wheels are down in Windsor, the good times start rolling. So buckle up, you’re in for a fun ride.
Frequently Asked Questions About flights to Windsor
Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Windsor 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 OAK airport.
What is the cheapest month to fly to Windsor?
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 Windsor are in May, but when you book your flight on Hotwire, savings are always in season.
How many airlines fly to Windsor?
Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 13 to choose from for your flight to Windsor.
What airport is best to fly into Windsor?
When you’re planning your trip to Windsor, convenience is the name of the game. Luckily, Windsor Sonoma County Airport is nearby so you can deplane and get going on checking off everything on your Windsor must-do list.
How much are flights to Windsor?
Got very cheap flights on your vacation itinerary? When you book your airline tickets to Windsor on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $94, 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 Windsor?
The trick to saving a stack of cash on your flight to Windsor? 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 $94 right now, why wait?
Destination airport | Oakland Intl. |
|---|---|
Destination airport IATA code | OAK |
Roundtrip price | $93 |
Last Minute Hotel Deals in Windsor
Hampton Inn & Suites Windsor - Sonoma Wine Country
Overall room was great. Only issue is not really dog friendly- especially annoying with people constantly calling front desk on you to complain about your dogs barking in room. Will not be staying there again.
Reviewed on Apr 2, 2026
Holiday Inn Windsor Wine Country by IHG
Clean room but understaffed.
Reviewed on Apr 2, 2026
WorldMark Windsor
Great location in wine country! Large rooms with multiple pools and hot tubs.
Reviewed on Mar 22, 2026
Holiday Inn Express® Windsor Sonoma Wine Country by IHG
The Inn at the Tides
Perfect location Restaurant, heated pool, jacuzzi, sauna, gas station Everything you could need! Perfect place to relax!
Reviewed on Apr 3, 2026
Oxford Suites Sonoma County
Stephen at the front desk was amazing!
Reviewed on Apr 3, 2026
Solage, Auberge Collection
Lovely…simply lovely!
Reviewed on Mar 29, 2026
The Sandman Santa Rosa Sonoma, an Ascend Collection Hotel
Room was comfy
Reviewed on Apr 2, 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