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Headingley

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Headingley Flights as Low as $98

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

Flair Airlines
Fri, May 9 - Mon, May 12
YYC
Calgary Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$98 Roundtrip, found 4 hours ago
$98
Roundtrip
found 4 hours ago
Select Flair Airlines flight, departing Fri, May 9 from Calgary Intl. to Winnipeg James Armstrong Richardson Intl., returning Mon, May 12, priced at $98 found 4 hours ago
Porter Airlines
Sat, May 17 - Wed, May 21
YYZ
Pearson Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$159 Roundtrip, found 1 day ago
$159
Roundtrip
found 1 day ago
Select Porter Airlines flight, departing Sat, May 17 from Pearson Intl. to Winnipeg James Armstrong Richardson Intl., returning Wed, May 21, priced at $159 found 1 day ago
Air Canada
Fri, May 9 - Sun, May 11
YYC
Calgary Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$166 Roundtrip, found 22 hours ago
$166
Roundtrip
found 22 hours ago
Select Air Canada flight, departing Fri, May 9 from Calgary Intl. to Winnipeg James Armstrong Richardson Intl., returning Sun, May 11, priced at $166 found 22 hours ago
WestJet
Thu, May 8 - Thu, May 8
YYC
Calgary Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$176 Roundtrip, found 2 days ago
$176
Roundtrip
found 2 days ago
Select WestJet flight, departing Thu, May 8 from Calgary Intl. to Winnipeg James Armstrong Richardson Intl., returning Thu, May 8, priced at $176 found 2 days ago
Porter Airlines
Sat, May 17 - Wed, May 21
YYZ
Pearson Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$207 Roundtrip, found 1 day ago
$207
Roundtrip
found 1 day ago
Select Porter Airlines flight, departing Sat, May 17 from Pearson Intl. to Winnipeg James Armstrong Richardson Intl., returning Wed, May 21, priced at $207 found 1 day ago
WestJet
Tue, Jul 8 - Fri, Jul 11
YOW
Macdonald-Cartier Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$232 Roundtrip, found 1 day ago
$232
Roundtrip
found 1 day ago
Select WestJet flight, departing Tue, Jul 8 from Macdonald-Cartier Intl. to Winnipeg James Armstrong Richardson Intl., returning Fri, Jul 11, priced at $232 found 1 day ago
Air Transat
Sat, May 17 - Wed, May 21
YYZ
Pearson Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$237 Roundtrip, found 1 day ago
$237
Roundtrip
found 1 day ago
Select Air Transat flight, departing Sat, May 17 from Pearson Intl. to Winnipeg James Armstrong Richardson Intl., returning Wed, May 21, priced at $237 found 1 day ago
Air Canada
Tue, Jul 15 - Sun, Jul 20
YHZ
Stanfield Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$419 Roundtrip, found 1 day ago
$419
Roundtrip
found 1 day ago
Select Air Canada flight, departing Tue, Jul 15 from Stanfield Intl. to Winnipeg James Armstrong Richardson Intl., returning Sun, Jul 20, priced at $419 found 1 day ago
Bargain Flight
Tue, Apr 22 - Thu, May 1
SFO
San Francisco Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$437 Roundtrip, found 2 hours ago
$437
Roundtrip
found 2 hours ago
Select Bargain Flight flight, departing Tue, Apr 22 from San Francisco Intl. to Winnipeg James Armstrong Richardson Intl., returning Thu, May 1, priced at $437 found 2 hours ago
Delta
Fri, May 9 - Wed, May 14
PHL
Philadelphia Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$501 Roundtrip, found 7 hours ago
$501
Roundtrip
found 7 hours ago
Select Delta flight, departing Fri, May 9 from Philadelphia Intl. to Winnipeg James Armstrong Richardson Intl., returning Wed, May 14, priced at $501 found 7 hours ago
Porter Airlines
Wed, Jun 18 - Tue, Jun 24
YQG
Windsor
YWG
Winnipeg James Armstrong Richardson Intl.
$506 Roundtrip, found 1 day ago
$506
Roundtrip
found 1 day ago
Select Porter Airlines flight, departing Wed, Jun 18 from Windsor to Winnipeg James Armstrong Richardson Intl., returning Tue, Jun 24, priced at $506 found 1 day ago
Alaska Airlines
Fri, May 9 - Sun, May 11
FCA
Glacier Park Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$548 Roundtrip, found 21 hours ago
$548
Roundtrip
found 21 hours ago
Select Alaska Airlines flight, departing Fri, May 9 from Glacier Park Intl. to Winnipeg James Armstrong Richardson Intl., returning Sun, May 11, priced at $548 found 21 hours ago
Delta
Wed, May 21 - Fri, Jun 6
BHM
Birmingham Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$604 Roundtrip, found 3 days ago
$604
Roundtrip
found 3 days ago
Select Delta flight, departing Wed, May 21 from Birmingham Intl. to Winnipeg James Armstrong Richardson Intl., returning Fri, Jun 6, priced at $604 found 3 days ago
WestJet
Sun, Apr 20 - Wed, Apr 23
MSP
Minneapolis - St. Paul Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$710 Roundtrip, found 2 days ago
$710
Roundtrip
found 2 days ago
Select WestJet flight, departing Sun, Apr 20 from Minneapolis - St. Paul Intl. to Winnipeg James Armstrong Richardson Intl., returning Wed, Apr 23, priced at $710 found 2 days ago
United
Sat, May 10 - Fri, May 23
BHM
Birmingham Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$711 Roundtrip, found 3 days ago
$711
Roundtrip
found 3 days ago
Select United flight, departing Sat, May 10 from Birmingham Intl. to Winnipeg James Armstrong Richardson Intl., returning Fri, May 23, priced at $711 found 3 days ago
Delta
Fri, Apr 18 - Sat, Apr 26
DTW
Detroit Metropolitan Wayne County
YWG
Winnipeg James Armstrong Richardson Intl.
$815 Roundtrip, found 1 day ago
$815
Roundtrip
found 1 day ago
Select Delta flight, departing Fri, Apr 18 from Detroit Metropolitan Wayne County to Winnipeg James Armstrong Richardson Intl., returning Sat, Apr 26, priced at $815 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 May, 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 15 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 $98, 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 $98 right now, why wait?

Headingley Flight Information
Destination airport
Winnipeg James Armstrong Richardson Intl.
Destination airport IATA code
YWG
Roundtrip price
$98

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 $84 per night from Apr 20 to Apr 21
$84
includes taxes & fees
Apr 20 - Apr 21
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! (1,019 reviews)
"Very nice place!"

Reviewed on Apr 16, 2025

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 May 4 to May 5
$127
includes taxes & fees
May 4 - May 5
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! (1,007 reviews)
"Had a wonderful stay!"

Reviewed on Apr 13, 2025

Best Western Plus Winnipeg West
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 $152 per night from May 13 to May 14
$152
includes taxes & fees
May 13 - May 14
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! (1,935 reviews)
"Good people"

Reviewed on Apr 14, 2025

Victoria Inn Hotel and Convention Centre Winnipeg
Canad Inns Destination Centre Fort Garry
Canad Inns Destination Centre Fort Garry
3 out of 5
1824 Pembina Hwy, Winnipeg, MB
The price is $110 per night from Apr 20 to Apr 21
$110
includes taxes & fees
Apr 20 - Apr 21
Book a stay at this eco-certified hotel in Winnipeg. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the helpful staff and the clean rooms ...
7.8/10 Good! (1,001 reviews)
"We stayed here for the first time this weekend and the kids really enjoyed it. The rooms were a little outdated but they were clean, there’s a large pool with a water slide, hot tub and wading pool for littles ones. The restaurant in the hotel was delicious, very reasonably priced and the staff were ..."

Reviewed on Apr 15, 2025

Canad Inns Destination Centre Fort Garry
Lakeview Signature, Trademark Collection by Wyndham
Lakeview Signature, Trademark Collection by Wyndham
3 out of 5
1999 Wellington Ave, Winnipeg, MB
The price is $126 per night from Apr 19 to Apr 20
$126
includes taxes & fees
Apr 19 - Apr 20
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! (2,029 reviews)
"Great location and staff!"

Reviewed on Apr 16, 2025

Lakeview Signature, Trademark Collection by Wyndham
The Fort Garry Hotel, Spa and Conference Centre, Ascend Hotel Collection
The Fort Garry Hotel, Spa and Conference Centre, Ascend Hotel Collection
4 out of 5
222 Broadway, Winnipeg, MB
The price is $153 per night from Apr 27 to Apr 28
$153
includes taxes & fees
Apr 27 - Apr 28
Book a stay at this spa hotel in Winnipeg. Enjoy free WiFi, a full-service spa, and 2 restaurants. Our guests praise the helpful staff and the property condition ...
9/10 Wonderful! (1,000 reviews)
"Great stay for business trip"

Reviewed on Apr 15, 2025

The Fort Garry Hotel, Spa and Conference Centre, Ascend Hotel Collection
Hampton Inn by Hilton Winnipeg Downtown
Hampton Inn by Hilton Winnipeg Downtown
2.5 out of 5
330 York Avenue, Winnipeg, MB
The price is $136 per night from May 11 to May 12
$136
includes taxes & fees
May 11 - May 12
Book a stay at this golf hotel in Winnipeg. Enjoy free breakfast, free WiFi, and a 24-hour fitness center. Popular attractions Canada Life Centre and Polo Park ...
9.4/10 Exceptional! (217 reviews)
"Good place"

Reviewed on Apr 15, 2025

Hampton Inn by Hilton Winnipeg Downtown
Travelodge by Wyndham Winnipeg East
Travelodge by Wyndham Winnipeg East
2 out of 5
20 Alpine Ave, St Annes Road, Winnipeg, MB
The price is $83 per night from May 4 to May 5
$83
includes taxes & fees
May 4 - May 5
Book a stay at this eco-certified hotel in Winnipeg. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. ...
8/10 Very Good! (1,423 reviews)
"Great"

Reviewed on Apr 14, 2025

Travelodge by Wyndham Winnipeg East
See all 513 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.