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Winchester

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Winchester Flights as Low as $244

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

Air Canada
Mon, Jul 7 - Tue, Jul 15
LAX
Los Angeles Intl.
YOW
Macdonald-Cartier Intl.
$244 Roundtrip, found 2 days ago
$244
Roundtrip
found 2 days ago
Select Air Canada flight, departing Mon, Jul 7 from Los Angeles Intl. to Macdonald-Cartier Intl., returning Tue, Jul 15, priced at $244 found 2 days ago
United
Fri, Aug 1 - Wed, Aug 13
LAX
Los Angeles Intl.
YOW
Macdonald-Cartier Intl.
$247 Roundtrip, found 12 hours ago
$247
Roundtrip
found 12 hours ago
Select United flight, departing Fri, Aug 1 from Los Angeles Intl. to Macdonald-Cartier Intl., returning Wed, Aug 13, priced at $247 found 12 hours ago
Porter Airlines
Fri, Aug 1 - Wed, Aug 13
LAX
Los Angeles Intl.
YOW
Macdonald-Cartier Intl.
$249 Roundtrip, found 12 hours ago
$249
Roundtrip
found 12 hours ago
Select Porter Airlines flight, departing Fri, Aug 1 from Los Angeles Intl. to Macdonald-Cartier Intl., returning Wed, Aug 13, priced at $249 found 12 hours ago
United
Tue, Jul 8 - Wed, Jul 16
LAX
Los Angeles Intl.
YOW
Macdonald-Cartier Intl.
$250 Roundtrip, found 1 day ago
$250
Roundtrip
found 1 day ago
Select United flight, departing Tue, Jul 8 from Los Angeles Intl. to Macdonald-Cartier Intl., returning Wed, Jul 16, priced at $250 found 1 day ago
Air Canada
Mon, Jul 7 - Thu, Jul 10
LAX
Los Angeles Intl.
YOW
Macdonald-Cartier Intl.
$252 Roundtrip, found 9 hours ago
$252
Roundtrip
found 9 hours ago
Select Air Canada flight, departing Mon, Jul 7 from Los Angeles Intl. to Macdonald-Cartier Intl., returning Thu, Jul 10, priced at $252 found 9 hours ago
Porter Airlines
Tue, Jul 8 - Wed, Jul 16
LAX
Los Angeles Intl.
YOW
Macdonald-Cartier Intl.
$252 Roundtrip, found 1 day ago
$252
Roundtrip
found 1 day ago
Select Porter Airlines flight, departing Tue, Jul 8 from Los Angeles Intl. to Macdonald-Cartier Intl., returning Wed, Jul 16, priced at $252 found 1 day ago
United
Thu, Jul 10 - Tue, Jul 15
LAX
Los Angeles Intl.
YOW
Macdonald-Cartier Intl.
$254 Roundtrip, found 10 hours ago
$254
Roundtrip
found 10 hours ago
Select United flight, departing Thu, Jul 10 from Los Angeles Intl. to Macdonald-Cartier Intl., returning Tue, Jul 15, priced at $254 found 10 hours ago
United
Fri, Jul 11 - Sat, Jul 12
LAX
Los Angeles Intl.
YOW
Macdonald-Cartier Intl.
$258 Roundtrip, found 10 hours ago
$258
Roundtrip
found 10 hours ago
Select United flight, departing Fri, Jul 11 from Los Angeles Intl. to Macdonald-Cartier Intl., returning Sat, Jul 12, priced at $258 found 10 hours ago
Air Canada
Tue, Jul 8 - Wed, Jul 16
LAX
Los Angeles Intl.
YOW
Macdonald-Cartier Intl.
$263 Roundtrip, found 1 day ago
$263
Roundtrip
found 1 day ago
Select Air Canada flight, departing Tue, Jul 8 from Los Angeles Intl. to Macdonald-Cartier Intl., returning Wed, Jul 16, priced at $263 found 1 day ago
Porter Airlines
Thu, Jul 10 - Tue, Jul 15
LAX
Los Angeles Intl.
YOW
Macdonald-Cartier Intl.
$267 Roundtrip, found 10 hours ago
$267
Roundtrip
found 10 hours ago
Select Porter Airlines flight, departing Thu, Jul 10 from Los Angeles Intl. to Macdonald-Cartier Intl., returning Tue, Jul 15, priced at $267 found 10 hours ago
Porter Airlines
Tue, Aug 19 - Tue, Aug 26
FLL
Fort Lauderdale - Hollywood Intl.
YOW
Macdonald-Cartier Intl.
$278 Roundtrip, found 14 hours ago
$278
Roundtrip
found 14 hours ago
Select Porter Airlines flight, departing Tue, Aug 19 from Fort Lauderdale - Hollywood Intl. to Macdonald-Cartier Intl., returning Tue, Aug 26, priced at $278 found 14 hours ago
Porter Airlines
Sat, Jun 21 - Sun, Jun 22
FLL
Fort Lauderdale - Hollywood Intl.
YOW
Macdonald-Cartier Intl.
$288 Roundtrip, found 2 days ago
$288
Roundtrip
found 2 days ago
Select Porter Airlines flight, departing Sat, Jun 21 from Fort Lauderdale - Hollywood Intl. to Macdonald-Cartier Intl., returning Sun, Jun 22, priced at $288 found 2 days ago
WestJet
Fri, Aug 1 - Wed, Aug 13
LAX
Los Angeles Intl.
YOW
Macdonald-Cartier Intl.
$297 Roundtrip, found 12 hours ago
$297
Roundtrip
found 12 hours ago
Select WestJet flight, departing Fri, Aug 1 from Los Angeles Intl. to Macdonald-Cartier Intl., returning Wed, Aug 13, priced at $297 found 12 hours ago
Air Transat
Fri, Jun 27 - Tue, Jul 1
FLL
Fort Lauderdale - Hollywood Intl.
YOW
Macdonald-Cartier Intl.
$426 Roundtrip, found 6 hours ago
$426
Roundtrip
found 6 hours ago
Select Air Transat flight, departing Fri, Jun 27 from Fort Lauderdale - Hollywood Intl. to Macdonald-Cartier Intl., returning Tue, Jul 1, priced at $426 found 6 hours ago
WestJet
Mon, Jul 14 - Wed, Jul 16
MSP
Minneapolis - St. Paul Intl.
YOW
Macdonald-Cartier Intl.
$507 Roundtrip, found 19 hours ago
$507
Roundtrip
found 19 hours ago
Select WestJet flight, departing Mon, Jul 14 from Minneapolis - St. Paul Intl. to Macdonald-Cartier Intl., returning Wed, Jul 16, priced at $507 found 19 hours ago
Porter Airlines
Mon, Jun 16 - Tue, Jun 24
YWG
Winnipeg James Armstrong Richardson Intl.
YOW
Macdonald-Cartier Intl.
$510 Roundtrip, found 5 days ago
$510
Roundtrip
found 5 days ago
Select Porter Airlines flight, departing Mon, Jun 16 from Winnipeg James Armstrong Richardson Intl. to Macdonald-Cartier Intl., returning Tue, Jun 24, priced at $510 found 5 days ago

Cheap Flights to Winchester

Fall in love at first flight with your vacation to Winchester 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 Winchester on Hotwire, and you’ll be up, up, and on a getaway in no time.

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

Frequently Asked Questions About flights to Winchester

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Winchester 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 YOW airport.

What is the cheapest month to fly to Winchester?

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 Winchester are in July, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Winchester?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Winchester.

What airport is best to fly into Winchester?

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

How much are flights to Winchester?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Winchester on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $244, 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 Winchester?

The trick to saving a stack of cash on your flight to Winchester? 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 $244 right now, why wait?

Winchester Flight Information
Destination airport
Macdonald-Cartier Intl.
Destination airport IATA code
YOW
Roundtrip price
$244

Last Minute Hotel Deals in Winchester

Terrace Green Bed & Breakfast
Terrace Green Bed & Breakfast
3 out of 5
11952 County Road 43, North Dundas, ON
Stay at this 3-star B&B in North Dundas. Enjoy free breakfast, free WiFi, and free parking.
9.6/10 Exceptional! (102 reviews)
"Nice people, room was cool and bed was warm, very easy to find, very close to the city."

Reviewed on May 8, 2025

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Terrace Green Bed & Breakfast
Microtel by Wyndham Casselman
Microtel by Wyndham Casselman
3 out of 5
17 Rue Industriel, Casselman, ON
Stay at this 3-star golf hotel in Casselman. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attraction ...
8.8/10 Excellent! (869 reviews)
"Nice facility and cleanliness"

Reviewed on Jun 14, 2025

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Microtel by Wyndham Casselman
SureStay Hotel by Best Western Kemptville
SureStay Hotel by Best Western Kemptville
2.5 out of 5
4022 County Road 43, North Grenville, ON
Book a stay at this business-friendly hotel in North Grenville. Enjoy free breakfast, free parking, and a 24-hour front desk. Our guests praise the helpful staff ...
8/10 Very Good! (456 reviews)
"for a small town, this little motel is very nice & perfect. king size room is spacious and beds are comfy."

Reviewed on Jun 14, 2025

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SureStay Hotel by Best Western Kemptville
659 Parkview Ter
659 Parkview Ter
2 out of 5
659 Parkview Ter, Russell, ON
Stay at this guesthouse in Russell. Enjoy free WiFi, free parking, and a fireplace in the lobby. Popular attractions Keith M. Boyd Park and Parc de la Piscine ...
9/10 Wonderful! (42 reviews)
"Nice clean house in quiet neighborhood. Friendly owner."

Reviewed on Jun 7, 2025

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659 Parkview Ter
Kemptville Suites
Kemptville Suites
4 out of 5
103 Clothier St. East, North Grenville, ON
Stay at this 4-star hotel in North Grenville. Enjoy free WiFi, free parking, and onsite spa services. Popular attractions North Grenville Public Library - Kemptville ...
9.6/10 Exceptional! (247 reviews)
"Beautiful, clean, everything was as promised. We were just missing a hair dryer and we couldn’t find the NHL playoff finals on the TV."

Reviewed on May 30, 2025

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Kemptville Suites
McIntosh Country Inn & Conference Centre in Canada
McIntosh Country Inn & Conference Centre in Canada
3.5 out of 5
12495 Highway 2 East, South Dundas, ON
Stay at this 3.5-star hotel in South Dundas. Enjoy free parking, an outdoor pool, and 2 restaurants. Our guests praise the helpful staff in our reviews. Popular ...
8.2/10 Very Good! (364 reviews)
Good choice when in Morrisburg.
"Very nice Inn near Upper Canada Village. Cllean, comfortable room with comfortable beds and good wifi. Excellent food at the restaurant with a large selection of dishes to choose from. The only issue is that the restaurant isn't open for breakfast. We would stay here again."

Reviewed on Jun 12, 2025

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McIntosh Country Inn & Conference Centre in Canada
KC's Country Inn
KC's Country Inn
2.5 out of 5
984 Burton Rd., Russell, ON
Stay at this motel in Russell. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff in our reviews. Popular attractions Alcide ...
7.4/10 Good! (306 reviews)
Clean, comfortable, convenient.
"Clean, comfortable bed, nicely redone bathroom. Looking for a place to sleep, it was good for me. Adjacent food truck and convenience store was helpful. Did not stay to sample the half-price breakfast."

Reviewed on May 15, 2025

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KC's Country Inn
Cedar Drive Inn
Cedar Drive Inn
3 out of 5
14990 Concession 10-11 Road, North Stormont, ON
Stay at this 3-star inn in North Stormont. Enjoy free WiFi, free parking, and daily housekeeping. Our guests praise the helpful staff in our reviews. Popular ...
9/10 Wonderful! (86 reviews)
"Nice clean and tidy place! Felt welcomed from the start. Definitely will stay again if in the area."

Reviewed on May 29, 2025

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Cedar Drive Inn
See all 47 properties in Winchester
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.