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Headingley

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Headingley Flights as Low as $99

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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 September, 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 14 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 $99, 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 $99 right now, why wait?

Headingley Flight Information
Destination airport
Winnipeg James Armstrong Richardson Intl.
Destination airport IATA code
YWG
Roundtrip price
$99

Last Minute Hotel Deals in Headingley

Best Western Plus Winnipeg West

Best Western Plus Winnipeg West

2.5 out of 5
4140 Portage Avenue, Headingley, MB
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! (1,015 reviews)
"Close to the golf course"

Reviewed on Jul 24, 2025

Best Western Plus Winnipeg West
Motel 6 Headingley, MB - Winnipeg West

Motel 6 Headingley, MB - Winnipeg West

2 out of 5
4400 Portage Avenue, Hwy 101 North, Headingley, MB
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! (1,128 reviews)
"Quiet and clean"

Reviewed on Jul 22, 2025

Motel 6 Headingley, MB - 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
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! (2,163 reviews)
"Good service"

Reviewed on Jul 27, 2025

Victoria Inn Hotel and Convention Centre Winnipeg
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
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! (1,019 reviews)
"The meals were wonderful. The staff very friendly and efficient The morning coffee fabulous"

Reviewed on Jul 23, 2025

The Fort Garry Hotel, Spa and Conference Centre, Ascend Hotel Collection
Lakeview Signature, Trademark Collection by Wyndham

Lakeview Signature, Trademark Collection by Wyndham

3 out of 5
1999 Wellington Ave, Winnipeg, MB
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! (2,232 reviews)
"Super helpful staff."

Reviewed on Jul 24, 2025

Lakeview Signature, Trademark Collection by Wyndham
Humphry Inn & Suites

Humphry Inn & Suites

2.5 out of 5
260 Main Street, Winnipeg, MB
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! (1,284 reviews)
"Second time staying here. The room is nice and staff are great and friendly. Security was active and friendly. Breaskfast is decent. Our room this time was just above the back door and a tad annoying as we could hear loud banging from the door and people talking. Ac was really cold and not properly ..."

Reviewed on Jul 24, 2025

Humphry Inn & Suites
Alt Hotel Winnipeg

Alt Hotel Winnipeg

3 out of 5
310 Donald Street, Winnipeg, MB
Stay at this 3-star eco-certified hotel in Winnipeg. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the helpful staff and the ...
9/10 Wonderful! (1,047 reviews)
"Unique decor"

Reviewed on Jul 23, 2025

Alt Hotel Winnipeg
Canad Inns Destination Centre Club Regent Casino Hotel

Canad Inns Destination Centre Club Regent Casino Hotel

3 out of 5
1415 Regent Ave W, Winnipeg, MB
Stay at this 3-star eco-certified hotel in Winnipeg. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean ...
9/10 Wonderful! (1,235 reviews)
"Reasonable price, clean, close to casino, shopping. And eateries"

Reviewed on Jul 23, 2025

Canad Inns Destination Centre Club Regent Casino Hotel
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.