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Winkler

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Winkler Flights as Low as $468

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

WestJet
Thu, Mar 6 - Thu, Mar 13
ORD
O'Hare Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$468 Roundtrip, found 2 days ago
$468
Roundtrip
found 2 days ago
Select WestJet flight, departing Thu, Mar 6 from O'Hare Intl. to Winnipeg James Armstrong Richardson Intl., returning Thu, Mar 13, priced at $468 found 2 days ago
United
Fri, Feb 21 - Mon, Feb 24
ORD
O'Hare Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$485 Roundtrip, found 5 days ago
$485
Roundtrip
found 5 days ago
Select United flight, departing Fri, Feb 21 from O'Hare Intl. to Winnipeg James Armstrong Richardson Intl., returning Mon, Feb 24, priced at $485 found 5 days ago
WestJet
Thu, Mar 6 - Wed, Mar 12
ORD
O'Hare Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$494 Roundtrip, found 2 days ago
$494
Roundtrip
found 2 days ago
Select WestJet flight, departing Thu, Mar 6 from O'Hare Intl. to Winnipeg James Armstrong Richardson Intl., returning Wed, Mar 12, priced at $494 found 2 days ago
United
Sat, Aug 16 - Mon, Aug 25
ORD
O'Hare Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$501 Roundtrip, found 8 hours ago
$501
Roundtrip
found 8 hours ago
Select United flight, departing Sat, Aug 16 from O'Hare Intl. to Winnipeg James Armstrong Richardson Intl., returning Mon, Aug 25, priced at $501 found 8 hours ago
Delta
Sat, Aug 16 - Mon, Aug 25
ORD
O'Hare Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$510 Roundtrip, found 8 hours ago
$510
Roundtrip
found 8 hours ago
Select Delta flight, departing Sat, Aug 16 from O'Hare Intl. to Winnipeg James Armstrong Richardson Intl., returning Mon, Aug 25, priced at $510 found 8 hours ago
Air Canada
Sat, Aug 16 - Mon, Aug 25
ORD
O'Hare Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$512 Roundtrip, found 8 hours ago
$512
Roundtrip
found 8 hours ago
Select Air Canada flight, departing Sat, Aug 16 from O'Hare Intl. to Winnipeg James Armstrong Richardson Intl., returning Mon, Aug 25, priced at $512 found 8 hours ago
Delta
Mon, Mar 10 - Tue, Mar 18
ORD
O'Hare Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$518 Roundtrip, found 2 days ago
$518
Roundtrip
found 2 days ago
Select Delta flight, departing Mon, Mar 10 from O'Hare Intl. to Winnipeg James Armstrong Richardson Intl., returning Tue, Mar 18, priced at $518 found 2 days ago
Delta
Sat, Mar 8 - Sat, Mar 15
ORD
O'Hare Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$519 Roundtrip, found 2 days ago
$519
Roundtrip
found 2 days ago
Select Delta flight, departing Sat, Mar 8 from O'Hare Intl. to Winnipeg James Armstrong Richardson Intl., returning Sat, Mar 15, priced at $519 found 2 days ago
United
Sat, Mar 8 - Sat, Mar 15
ORD
O'Hare Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$521 Roundtrip, found 2 days ago
$521
Roundtrip
found 2 days ago
Select United flight, departing Sat, Mar 8 from O'Hare Intl. to Winnipeg James Armstrong Richardson Intl., returning Sat, Mar 15, priced at $521 found 2 days ago
United
Sat, Mar 8 - Sat, Mar 15
ORD
O'Hare Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$526 Roundtrip, found 2 days ago
$526
Roundtrip
found 2 days ago
Select United flight, departing Sat, Mar 8 from O'Hare Intl. to Winnipeg James Armstrong Richardson Intl., returning Sat, Mar 15, priced at $526 found 2 days ago
Delta
Sat, Mar 8 - Wed, Mar 12
ORD
O'Hare Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$530 Roundtrip, found 2 days ago
$530
Roundtrip
found 2 days ago
Select Delta flight, departing Sat, Mar 8 from O'Hare Intl. to Winnipeg James Armstrong Richardson Intl., returning Wed, Mar 12, priced at $530 found 2 days ago
Air Canada
Sat, Aug 16 - Mon, Aug 25
ORD
O'Hare Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$535 Roundtrip, found 8 hours ago
$535
Roundtrip
found 8 hours ago
Select Air Canada flight, departing Sat, Aug 16 from O'Hare Intl. to Winnipeg James Armstrong Richardson Intl., returning Mon, Aug 25, priced at $535 found 8 hours ago
Air Canada
Sat, Aug 16 - Mon, Aug 25
ORD
O'Hare Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$539 Roundtrip, found 8 hours ago
$539
Roundtrip
found 8 hours ago
Select Air Canada flight, departing Sat, Aug 16 from O'Hare Intl. to Winnipeg James Armstrong Richardson Intl., returning Mon, Aug 25, priced at $539 found 8 hours ago
Air Canada
Sat, Mar 8 - Sat, Mar 15
ORD
O'Hare Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$543 Roundtrip, found 2 days ago
$543
Roundtrip
found 2 days ago
Select Air Canada flight, departing Sat, Mar 8 from O'Hare Intl. to Winnipeg James Armstrong Richardson Intl., returning Sat, Mar 15, priced at $543 found 2 days ago
Air Canada
Fri, Mar 7 - Thu, Mar 13
ORD
O'Hare Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$562 Roundtrip, found 2 days ago
$562
Roundtrip
found 2 days ago
Select Air Canada flight, departing Fri, Mar 7 from O'Hare Intl. to Winnipeg James Armstrong Richardson Intl., returning Thu, Mar 13, priced at $562 found 2 days ago
United
Sat, Aug 16 - Mon, Aug 25
ORD
O'Hare Intl.
YWG
Winnipeg James Armstrong Richardson Intl.
$574 Roundtrip, found 8 hours ago
$574
Roundtrip
found 8 hours ago
Select United flight, departing Sat, Aug 16 from O'Hare Intl. to Winnipeg James Armstrong Richardson Intl., returning Mon, Aug 25, priced at $574 found 8 hours ago

Cheap Flights to Winkler

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

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

Frequently Asked Questions About flights to Winkler

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

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 Winkler are in March, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Winkler?

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 Winkler.

What airport is best to fly into Winkler?

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

How much are flights to Winkler?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Winkler on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $468, 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 Winkler?

The trick to saving a stack of cash on your flight to Winkler? 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 $468 right now, why wait?

Winkler Flight Information
Destination airport
Winnipeg James Armstrong Richardson Intl.
Destination airport IATA code
YWG
Roundtrip price
$468

Last Minute Hotel Deals in Winkler

Days Inn & Suites by Wyndham Winkler
Days Inn & Suites by Wyndham Winkler
2.5 out of 5
395 Boundary Trail, Winkler, MB
The price is $86 per night from Feb 9 to Feb 10
$86
includes taxes & fees
Feb 9 - Feb 10
Book a stay at this business-friendly hotel in Winkler. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (450 reviews)
Clean and comfortable.
"Checked in quite late. Very friendly night staff. The facility and room were clean and comfortable. Wifi was good as I had to work for a couple of hours. Very short stay. Checked out first thing in the morning. Price could have been better it was definitely on the high side. I would stay there again ..."

Reviewed on Jan 20, 2025

Days Inn & Suites by Wyndham Winkler
Quality Inn & Suites
Quality Inn & Suites
2.5 out of 5
851 Main Street, Winkler, MB
The price is $75 per night from Feb 1 to Feb 2
$75
includes taxes & fees
Feb 1 - Feb 2
Book a stay at this business-friendly hotel in Winkler. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
8.8/10 Excellent! (290 reviews)
"The staff were very helpful and friendly, was always greeted warmly whether it was property maintenance personnel or at the main desk. Would recommend to others and would stay here again."

Reviewed on Jan 16, 2025

Quality Inn & Suites
Best Western Plus Winkler
Best Western Plus Winkler
2.5 out of 5
1705 Diamond Dr, Winkler, MB
The price is $90 per night from Feb 9 to Feb 10
$90
includes taxes & fees
Feb 9 - Feb 10
Book a stay at this spa hotel in Winkler. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
9.4/10 Exceptional! (239 reviews)
"Really clean. Impressive. Super spacious rooms, were generous with the design. Has everything you need. Comfy pillows. Luxury Towels. Pool was fun, not too cold, I actually got in. The waterslide was so fast, wasn't expecting that... overall, great stay."

Reviewed on Jan 1, 2025

Best Western Plus Winkler
Best Western Plus Morden
Best Western Plus Morden
2.5 out of 5
253 Loren Dr, Morden, MB
The price is $91 per night from Feb 9 to Feb 10
$91
includes taxes & fees
Feb 9 - Feb 10
Book a stay at this business-friendly hotel in Morden. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
9.4/10 Exceptional! (387 reviews)
"Very nice breakfast with GF options. Great staff."

Reviewed on Jan 18, 2025

Best Western Plus Morden
Super 8 by Wyndham Morden
Super 8 by Wyndham Morden
2 out of 5
3010 Thornhill Street, Morden, MB
The price is $73 per night from Jan 31 to Feb 1
$73
includes taxes & fees
Jan 31 - Feb 1
Book a stay at this business-friendly motel in Morden. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Minnewasta Golf and Country Club ...
7/10 Good! (96 reviews)
"Pleasant place to stay the night."

Reviewed on Aug 9, 2024

Super 8 by Wyndham Morden
Morden Motor Inn
Morden Motor Inn
3 out of 5
780 Thornhill St., Morden, MB
The price is $67 per night from Feb 12 to Feb 13
$67
includes taxes & fees
Feb 12 - Feb 13
Stay at this 3-star hotel in Morden. Enjoy free WiFi, free parking, and daily housekeeping. Popular attractions Canadian Fossil Discovery Centre and Manitoba ...
7.6/10 Good! (17 reviews)
"Could not get the tv working . restaurant was good , bar food great, room was clean"

Reviewed on Jan 14, 2025

Morden Motor Inn
Bella's Castle
Bella's Castle
3 out of 5
572 Stephen Street, Morden, MB
The price is $78 per night from Feb 12 to Feb 13
$78
includes taxes & fees
Feb 12 - Feb 13
Stay at this 3-star B&B in Morden. Enjoy free WiFi, free parking, and room service. Popular attractions Morden Library and Confederation Park are located ...
9.4/10 Exceptional! (131 reviews)
"This was our first time here and I was super impressed, it has ambience like no other. Extremely relaxing, clean and the decor is amazing. We thoroughly enjoyed our stay and it accommodated our needs……..Thankyou so much!!"

Reviewed on Jan 12, 2025

Bella's Castle
Altona Hotel
Altona Hotel
3 out of 5
61 Centre Ave E, Altona, MB
The price is $79 per night from Jan 26 to Jan 27
$79
includes taxes & fees
Jan 26 - Jan 27
Stay at this 3-star business-friendly hotel in Altona. Enjoy free WiFi, free parking, and 2 restaurants. Popular attractions Altona Mall and Gallery In The Park ...
8.2/10 Very Good! (117 reviews)
"Old but comfortable"

Reviewed on Nov 18, 2024

Altona Hotel
See all 12 properties in Winkler
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.