Search Cheap Flights to
Headingley

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Headingley Flights as Low as $344

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

WestJet
Wed, Jun 11 - Fri, Jun 13
MSP
Minneapolis - St. Paul Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$344 Roundtrip, found 1 day ago
$344
Roundtrip
found 1 day ago
Select WestJet flight, departing Wed, Jun 11 from Minneapolis - St. Paul Intl. to Winnipeg James Armstrong Richardson Intl., returning Fri, Jun 13, priced at $344 found 1 day ago
WestJet
Wed, Jun 11 - Mon, Jun 16
MSP
Minneapolis - St. Paul Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$349 Roundtrip, found 1 day ago
$349
Roundtrip
found 1 day ago
Select WestJet flight, departing Wed, Jun 11 from Minneapolis - St. Paul Intl. to Winnipeg James Armstrong Richardson Intl., returning Mon, Jun 16, priced at $349 found 1 day ago
WestJet
Sun, Jun 15 - Mon, Jun 16
MSP
Minneapolis - St. Paul Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$356 Roundtrip, found 1 day ago
$356
Roundtrip
found 1 day ago
Select WestJet flight, departing Sun, Jun 15 from Minneapolis - St. Paul Intl. to Winnipeg James Armstrong Richardson Intl., returning Mon, Jun 16, priced at $356 found 1 day ago
WestJet
Tue, Jun 10 - Fri, Jun 13
MSP
Minneapolis - St. Paul Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$363 Roundtrip, found 1 day ago
$363
Roundtrip
found 1 day ago
Select WestJet flight, departing Tue, Jun 10 from Minneapolis - St. Paul Intl. to Winnipeg James Armstrong Richardson Intl., returning Fri, Jun 13, priced at $363 found 1 day ago
WestJet
Fri, Jun 13 - Mon, Jun 16
MSP
Minneapolis - St. Paul Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$367 Roundtrip, found 1 day ago
$367
Roundtrip
found 1 day ago
Select WestJet flight, departing Fri, Jun 13 from Minneapolis - St. Paul Intl. to Winnipeg James Armstrong Richardson Intl., returning Mon, Jun 16, priced at $367 found 1 day ago
WestJet
Tue, Jun 10 - Mon, Jun 16
MSP
Minneapolis - St. Paul Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$368 Roundtrip, found 1 day ago
$368
Roundtrip
found 1 day ago
Select WestJet flight, departing Tue, Jun 10 from Minneapolis - St. Paul Intl. to Winnipeg James Armstrong Richardson Intl., returning Mon, Jun 16, priced at $368 found 1 day ago
WestJet
Fri, Jun 13 - Mon, Jun 16
MSP
Minneapolis - St. Paul Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$375 Roundtrip, found 1 day ago
$375
Roundtrip
found 1 day ago
Select WestJet flight, departing Fri, Jun 13 from Minneapolis - St. Paul Intl. to Winnipeg James Armstrong Richardson Intl., returning Mon, Jun 16, priced at $375 found 1 day ago
United
Fri, Jun 13 - Mon, Jun 16
MSP
Minneapolis - St. Paul Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$383 Roundtrip, found 1 day ago
$383
Roundtrip
found 1 day ago
Select United flight, departing Fri, Jun 13 from Minneapolis - St. Paul Intl. to Winnipeg James Armstrong Richardson Intl., returning Mon, Jun 16, priced at $383 found 1 day ago
WestJet
Mon, Jun 16 - Tue, Jun 17
MSP
Minneapolis - St. Paul Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$390 Roundtrip, found 1 day ago
$390
Roundtrip
found 1 day ago
Select WestJet flight, departing Mon, Jun 16 from Minneapolis - St. Paul Intl. to Winnipeg James Armstrong Richardson Intl., returning Tue, Jun 17, priced at $390 found 1 day ago
WestJet
Fri, Jun 13 - Mon, Jun 16
MSP
Minneapolis - St. Paul Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$393 Roundtrip, found 1 day ago
$393
Roundtrip
found 1 day ago
Select WestJet flight, departing Fri, Jun 13 from Minneapolis - St. Paul Intl. to Winnipeg James Armstrong Richardson Intl., returning Mon, Jun 16, priced at $393 found 1 day ago
Air Canada
Fri, Jun 13 - Mon, Jun 16
MSP
Minneapolis - St. Paul Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$406 Roundtrip, found 1 day ago
$406
Roundtrip
found 1 day ago
Select Air Canada flight, departing Fri, Jun 13 from Minneapolis - St. Paul Intl. to Winnipeg James Armstrong Richardson Intl., returning Mon, Jun 16, priced at $406 found 1 day ago
Air Canada
Fri, Jun 13 - Mon, Jun 16
MSP
Minneapolis - St. Paul Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$411 Roundtrip, found 1 day ago
$411
Roundtrip
found 1 day ago
Select Air Canada flight, departing Fri, Jun 13 from Minneapolis - St. Paul Intl. to Winnipeg James Armstrong Richardson Intl., returning Mon, Jun 16, priced at $411 found 1 day ago
Delta
Fri, Jun 13 - Mon, Jun 16
MSP
Minneapolis - St. Paul Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$453 Roundtrip, found 1 day ago
$453
Roundtrip
found 1 day ago
Select Delta flight, departing Fri, Jun 13 from Minneapolis - St. Paul Intl. to Winnipeg James Armstrong Richardson Intl., returning Mon, Jun 16, priced at $453 found 1 day ago
Air Canada
Fri, Jun 13 - Mon, Jun 16
MSP
Minneapolis - St. Paul Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$476 Roundtrip, found 1 day ago
$476
Roundtrip
found 1 day ago
Select Air Canada flight, departing Fri, Jun 13 from Minneapolis - St. Paul Intl. to Winnipeg James Armstrong Richardson Intl., returning Mon, Jun 16, priced at $476 found 1 day ago
United
Fri, Jun 13 - Mon, Jun 16
MSP
Minneapolis - St. Paul Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$476 Roundtrip, found 1 day ago
$476
Roundtrip
found 1 day ago
Select United flight, departing Fri, Jun 13 from Minneapolis - St. Paul Intl. to Winnipeg James Armstrong Richardson Intl., returning Mon, Jun 16, priced at $476 found 1 day ago
Delta
Wed, Jun 25 - Tue, Jul 1
ATW
Appleton Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$639 Roundtrip, found 1 day ago
$639
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Jun 25 from Appleton Intl. to Winnipeg James Armstrong Richardson Intl., returning Tue, Jul 1, priced at $639 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 June, 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 $344, 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 $344 right now, why wait?

Headingley Flight Information
Destination airport
Winnipeg James Armstrong Richardson Intl.
Destination airport IATA code
YWG
Roundtrip price
$343

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 $88 per night from Apr 14 to Apr 15
$88
includes taxes & fees
Apr 14 - Apr 15
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! (1,006 reviews)
"Very nice place to stay"

Reviewed on Mar 28, 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 $123 per night from Apr 13 to Apr 14
$123
includes taxes & fees
Apr 13 - Apr 14
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! (1,002 reviews)
"Rooms were clean. Did like that you were not allowed to bring your water bottles to the pool. I can understand not bringing glass containers or alcohol but other beverages/beverage containers should be allowed. Also pool staff very inconsistent in when calling out individuals who brought beverages ..."

Reviewed on Mar 26, 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 $148 per night from Mar 31 to Apr 1
$148
includes taxes & fees
Mar 31 - Apr 1
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! (1,896 reviews)
"I love my experience and stay"

Reviewed on Mar 28, 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 $94 per night from Apr 7 to Apr 8
$94
includes taxes & fees
Apr 7 - Apr 8
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)
Good value for family night.
"Our stay was good. The pool area is clean but has a strong chemical smell which really irritated three of the four of us. Room was clean and spacious and attendants were quick to bring us extra towels and coffee supplies. The blanket for the hide-a-bed was in poor condition but the main bed was ..."

Reviewed on Mar 24, 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 $116 per night from Mar 31 to Apr 1
$116
includes taxes & fees
Mar 31 - Apr 1
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! (1,981 reviews)
"Quiet clean room —- booked as short walk to airport -// rental car ."

Reviewed on Mar 26, 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 $147 per night from Apr 5 to Apr 6
$147
includes taxes & fees
Apr 5 - Apr 6
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! (1,001 reviews)
"Excellent"

Reviewed on Mar 26, 2025

The Fort Garry Hotel, Spa and Conference Centre, Ascend Hotel Collection
Radisson Hotel Winnipeg Downtown
Radisson Hotel Winnipeg Downtown
3.5 out of 5
288 Portage Ave, Winnipeg, MB
The price is $114 per night from Apr 5 to Apr 6
$114
includes taxes & fees
Apr 5 - Apr 6
Stay at this 3.5-star eco-certified hotel in Winnipeg. Enjoy free WiFi, breakfast (surcharge), and a health club. Our guests praise the helpful staff and the ...
8/10 Very Good! (1,006 reviews)
"Great location for a great hotel - also love the covered parking!!"

Reviewed on Mar 25, 2025

Radisson Hotel Winnipeg Downtown
The Fairmont Winnipeg
The Fairmont Winnipeg
4 out of 5
2 Lombard Pl, Winnipeg, MB
The price is $156 per night from Mar 30 to Mar 31
$156
includes taxes & fees
Mar 30 - Mar 31
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 ...
8/10 Very Good! (1,004 reviews)
"Was a great experience"

Reviewed on Mar 27, 2025

The Fairmont Winnipeg
See all 508 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.