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Headingley

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Headingley Flights as Low as $121

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

Porter Airlines
Sat, Dec 7 - Sun, Dec 8
YYZ
Pearson Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$121 Roundtrip, found 1 day ago
$121
Roundtrip
found 1 day ago
Select Porter Airlines flight, departing Sat, Dec 7 from Pearson Intl. to Winnipeg James Armstrong Richardson Intl., returning Sun, Dec 8, priced at $121 found 1 day ago
Porter Airlines
Sat, Dec 7 - Sun, Dec 8
YYZ
Pearson Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$122 Roundtrip, found 1 day ago
$122
Roundtrip
found 1 day ago
Select Porter Airlines flight, departing Sat, Dec 7 from Pearson Intl. to Winnipeg James Armstrong Richardson Intl., returning Sun, Dec 8, priced at $122 found 1 day ago
Porter Airlines
Sat, Dec 7 - Sun, Dec 8
YYZ
Pearson Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$126 Roundtrip, found 1 day ago
$126
Roundtrip
found 1 day ago
Select Porter Airlines flight, departing Sat, Dec 7 from Pearson Intl. to Winnipeg James Armstrong Richardson Intl., returning Sun, Dec 8, priced at $126 found 1 day ago
Flair Airlines
Sat, Dec 7 - Sun, Dec 8
YYZ
Pearson Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$128 Roundtrip, found 1 day ago
$128
Roundtrip
found 1 day ago
Select Flair Airlines flight, departing Sat, Dec 7 from Pearson Intl. to Winnipeg James Armstrong Richardson Intl., returning Sun, Dec 8, priced at $128 found 1 day ago
WestJet
Tue, Dec 17 - Mon, Jan 6
YYZ
Pearson Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$130 Roundtrip, found 1 day ago
$130
Roundtrip
found 1 day ago
Select WestJet flight, departing Tue, Dec 17 from Pearson Intl. to Winnipeg James Armstrong Richardson Intl., returning Mon, Jan 6, priced at $130 found 1 day ago
Air Canada
Sat, Dec 7 - Sun, Dec 8
YYZ
Pearson Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$147 Roundtrip, found 1 day ago
$147
Roundtrip
found 1 day ago
Select Air Canada flight, departing Sat, Dec 7 from Pearson Intl. to Winnipeg James Armstrong Richardson Intl., returning Sun, Dec 8, priced at $147 found 1 day ago
WestJet
Tue, Dec 17 - Tue, Dec 31
YEG
Edmonton Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$157 Roundtrip, found 6 days ago
$157
Roundtrip
found 6 days ago
Select WestJet flight, departing Tue, Dec 17 from Edmonton Intl. to Winnipeg James Armstrong Richardson Intl., returning Tue, Dec 31, priced at $157 found 6 days ago
Air Canada
Sat, Jan 11 - Tue, Jan 14
YUL
Pierre Elliott Trudeau Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$166 Roundtrip, found 1 day ago
$166
Roundtrip
found 1 day ago
Select Air Canada flight, departing Sat, Jan 11 from Pierre Elliott Trudeau Intl. to Winnipeg James Armstrong Richardson Intl., returning Tue, Jan 14, priced at $166 found 1 day ago
Porter Airlines
Sat, Jan 18 - Sun, Jan 19
YTZ
Billy Bishop Toronto City
YWG
Winnipeg James Armstrong Richardson Intl.
$169 Roundtrip, found 1 day ago
$169
Roundtrip
found 1 day ago
Select Porter Airlines flight, departing Sat, Jan 18 from Billy Bishop Toronto City to Winnipeg James Armstrong Richardson Intl., returning Sun, Jan 19, priced at $169 found 1 day ago
WestJet
Fri, Feb 7 - Sun, Feb 9
YYC
Calgary Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$180 Roundtrip, found 1 day ago
$180
Roundtrip
found 1 day ago
Select WestJet flight, departing Fri, Feb 7 from Calgary Intl. to Winnipeg James Armstrong Richardson Intl., returning Sun, Feb 9, priced at $180 found 1 day ago
Air Transat
Sat, Dec 7 - Sun, Dec 8
YYZ
Pearson Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$204 Roundtrip, found 1 day ago
$204
Roundtrip
found 1 day ago
Select Air Transat flight, departing Sat, Dec 7 from Pearson Intl. to Winnipeg James Armstrong Richardson Intl., returning Sun, Dec 8, priced at $204 found 1 day ago
WestJet
Thu, Feb 20 - Fri, Feb 21
MSP
Minneapolis - St. Paul Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$382 Roundtrip, found 2 days ago
$382
Roundtrip
found 2 days ago
Select WestJet flight, departing Thu, Feb 20 from Minneapolis - St. Paul Intl. to Winnipeg James Armstrong Richardson Intl., returning Fri, Feb 21, priced at $382 found 2 days ago
United
Thu, Feb 20 - Mon, Feb 24
MSP
Minneapolis - St. Paul Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$482 Roundtrip, found 1 day ago
$482
Roundtrip
found 1 day ago
Select United flight, departing Thu, Feb 20 from Minneapolis - St. Paul Intl. to Winnipeg James Armstrong Richardson Intl., returning Mon, Feb 24, priced at $482 found 1 day ago
Delta
Thu, Feb 20 - Mon, Feb 24
MSP
Minneapolis - St. Paul Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$544 Roundtrip, found 1 day ago
$544
Roundtrip
found 1 day ago
Select Delta flight, departing Thu, Feb 20 from Minneapolis - St. Paul Intl. to Winnipeg James Armstrong Richardson Intl., returning Mon, Feb 24, priced at $544 found 1 day ago
Delta
Mon, Dec 23 - Wed, Dec 25
ALB
Albany Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$763 Roundtrip, found 22 hours ago
$763
Roundtrip
found 22 hours ago
Select Delta flight, departing Mon, Dec 23 from Albany Intl. to Winnipeg James Armstrong Richardson Intl., returning Wed, Dec 25, priced at $763 found 22 hours ago
Delta
Fri, Nov 29 - Mon, Dec 9
GDL
Don Miguel Hidalgo y Costilla Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$924 Roundtrip, found 1 day ago
$924
Roundtrip
found 1 day ago
Select Delta flight, departing Fri, Nov 29 from Don Miguel Hidalgo y Costilla Intl. to Winnipeg James Armstrong Richardson Intl., returning Mon, Dec 9, priced at $924 found 1 day ago

Cheap Flights to Headingley

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

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

Frequently Asked Questions About flights to Headingley

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

What is the cheapest month to fly to Headingley?

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 Headingley are in December, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Headingley?

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 Headingley.

What airport is best to fly into Headingley?

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

How much are flights to Headingley?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Headingley on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $121, 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 Headingley?

The trick to saving a stack of cash on your flight to Headingley? 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 $121 right now, why wait?

Headingley Flight Information
Destination airport
Winnipeg James Armstrong Richardson Intl.
Destination airport IATA code
YWG
Roundtrip price
$120

Last Minute Hotel Deals in Headingley

Motel 6 Headingley, MB - Winnipeg West
Motel 6 Headingley, MB - Winnipeg West
2 out of 5
4400 Portage Avenue, Hwy 101 North, Headingley, MB
The price is $96 per night from Nov 17 to Nov 18
$96
includes taxes & fees
Nov 17 - Nov 18
Stay at this motel in Headingley. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
9/10 Wonderful! (1,003 reviews)
"Close to highway, divyang was very welcoming and gave some suggestion regarding food options near by. Very clean and pet friendly"

Reviewed on Nov 13, 2024

Motel 6 Headingley, MB - Winnipeg West
Best Western Plus Winnipeg West
Best Western Plus Winnipeg West
2.5 out of 5
4140 Portage Avenue, Headingley, MB
The price is $127 per night from Dec 1 to Dec 2
$127
includes taxes & fees
Dec 1 - Dec 2
Book a stay at this eco-certified hotel in Headingley. Enjoy free parking, a fitness center, and a 24-hour front desk. Our guests praise the breakfast and the ...
8.8/10 Excellent! (1,006 reviews)
Worth it!
"Definitely recommend!!"

Reviewed on Nov 13, 2024

Best Western Plus Winnipeg West
Lakeview Signature, Trademark Collection by Wyndham
Lakeview Signature, Trademark Collection by Wyndham
3 out of 5
1999 Wellington Ave, Winnipeg, MB
The price is $133 per night from Dec 1 to Dec 2
$133
includes taxes & fees
Dec 1 - Dec 2
Book a stay at this business-friendly hotel in Winnipeg. Enjoy free WiFi, 2 bars/lounges, and breakfast (surcharge). Our guests praise the restaurant and the ...
8.8/10 Excellent! (1,634 reviews)
"All was good with the exception I had the smallest TV that I have seen in a hotel room in years."

Reviewed on Nov 12, 2024

Lakeview Signature, Trademark Collection by Wyndham
Victoria Inn Hotel and Convention Centre Winnipeg
Victoria Inn Hotel and Convention Centre Winnipeg
3 out of 5
1808 Wellington Ave, Winnipeg, MB
The price is $132 per night from Dec 1 to Dec 2
$132
includes taxes & fees
Dec 1 - Dec 2
Book a stay at this family-friendly hotel in Winnipeg. Enjoy free WiFi, free water park access, and breakfast (surcharge). Our guests praise the pool and the ...
8.4/10 Very Good! (1,508 reviews)
"Was a fantastic time. The pool was definitely a good time and perfect for my three year old just wish some of the grownups in the pool wouldn’t act like the kids."

Reviewed on Nov 12, 2024

Victoria Inn Hotel and Convention Centre Winnipeg
Comfort Inn Winnipeg Airport
Comfort Inn Winnipeg Airport
2.5 out of 5
1770 Sargent Ave, Winnipeg, MB
The price is $113 per night from Nov 16 to Nov 17
$113
includes taxes & fees
Nov 16 - Nov 17
Book a stay at this business-friendly hotel in Winnipeg. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and the ...
7.2/10 Good! (1,002 reviews)
"Great stsy, ckean room and good breakfast"

Reviewed on Nov 12, 2024

Comfort Inn Winnipeg Airport
The Fairmont Winnipeg
The Fairmont Winnipeg
4 out of 5
2 Lombard Pl, Winnipeg, MB
The price is $143 per night from Dec 1 to Dec 2
$143
includes taxes & fees
Dec 1 - Dec 2
Book a stay at this eco-certified hotel in Winnipeg. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff in our ...
8.2/10 Very Good! (1,002 reviews)
"On two occasions I asked the hotel to arrange cabs for us to the airport before 6am. In each case the cab appeared and we reached our destination in a timely arrival. However, neither of the drivers was fluent in English, and neither had our name, the name of the party that had ordered the cab in ..."

Reviewed on Nov 10, 2024

The Fairmont Winnipeg
Alt Hotel Winnipeg
Alt Hotel Winnipeg
3 out of 5
310 Donald Street, Winnipeg, MB
The price is $151 per night from Nov 28 to Nov 29
$151
includes taxes & fees
Nov 28 - Nov 29
Stay at this 3-star business-friendly hotel in Winnipeg. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff and ...
9/10 Wonderful! (1,001 reviews)
"Booked this property as had tickets to a Jets game, so it was very quick and convenient to get to the game. Beautiful, modern rooms."

Reviewed on Nov 11, 2024

Alt Hotel Winnipeg
Humphry Inn & Suites
Humphry Inn & Suites
2.5 out of 5
260 Main Street, Winnipeg, MB
The price is $129 per night from Nov 27 to Nov 28
$129
includes taxes & fees
Nov 27 - Nov 28
Book a stay at this business-friendly hotel in Winnipeg. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful ...
8.2/10 Very Good! (1,097 reviews)
Winnipeg Visit
"Our group of four travelled to Winnipeg to attend a NHL hockey game. Hotel was clean, fresh and staff were friendly and knowledgeable."

Reviewed on Nov 13, 2024

Humphry Inn & Suites
See all 478 properties in Headingley
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.