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Cheap flights from Windsor, Ontario to Portland from $357

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Windsor, Ontario to Portland departing on 6/20. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Find the cheapest flights from Windsor, Ontario to Portland

Cheap round-trip flights

Enter your travel dates to find the best prices.
Air Canada Logo
7:45 pm - 9:31 am
YQG
-
PDX
16h 46m
2 stops
Air Canada Logo
3:30 pm - 9:22 am
PDX
-
YQG
14h 52m
2 stops
$530Air Canada
Sat, Aug 29 - Mon, Aug 31
Air Canada Logo
7:45 pm - 9:31 am
YQG
-
PDX
16h 46m
2 stops
Air Canada Logo
3:30 pm - 9:22 am
PDX
-
YQG
14h 52m
2 stops
$531Air Canada
Sat, Aug 29 - Mon, Aug 31
Air Canada Logo
7:45 pm - 9:31 am
YQG
-
PDX
16h 46m
2 stops
Air Canada Logo
3:30 pm - 9:22 am
PDX
-
YQG
14h 52m
2 stops
$532Air Canada
Sat, Aug 29 - Mon, Aug 31
Air Canada Logo
7:45 pm - 9:31 am
YQG
-
PDX
16h 46m
2 stops
Air Canada Logo
11:15 pm - 3:22 pm
PDX
-
YQG
13h 07m
2 stops
$561Air Canada
Sat, Aug 15 - Wed, Aug 19
WestJet Logo
4:00 pm - 1:50 pm
YQG
-
PDX
24h 50m
1 stop
WestJet Logo
2:30 pm - 3:10 pm
PDX
-
YQG
21h 40m
1 stop
$638WestJet
Sat, Aug 15 - Wed, Aug 19
WestJet Logo
4:00 pm - 11:40 am
YQG
-
PDX
22h 40m
2 stops
WestJet Logo
2:30 pm - 3:10 pm
PDX
-
YQG
21h 40m
1 stop
$658WestJet
Sat, Aug 15 - Wed, Aug 19
WestJet Logo
4:00 pm - 1:50 pm
YQG
-
PDX
24h 50m
1 stop
WestJet Logo
7:10 am - 3:10 pm
PDX
-
YQG
53h 00m
2 stops
$706WestJet
Sat, Aug 29 - Mon, Aug 31
WestJet Logo
4:00 pm - 1:50 pm
YQG
-
PDX
24h 50m
1 stop
WestJet Logo
3:50 pm - 3:10 pm
PDX
-
YQG
44h 20m
2 stops
$707WestJet
Sat, Aug 29 - Mon, Aug 31
WestJet Logo
4:00 pm - 1:50 pm
YQG
-
PDX
24h 50m
1 stop
WestJet Logo
5:45 pm - 3:10 pm
PDX
-
YQG
42h 25m
2 stops
$708WestJet
Sat, Aug 29 - Mon, Aug 31
Air Canada Logo
7:45 pm - 12:09 pm
YQG
-
PDX
19h 24m
2 stops
Air Canada Logo
10:40 pm - 3:24 pm
PDX
-
YQG
13h 44m
2 stops
$790Air Canada
Thu, Jun 4 - Sun, Jun 7

Air Canada flights from Windsor, Ontario to Portland

Our best Air Canada deals on Windsor, Ontario to Portland flight tickets
Air Canada
Aug 29
YQG7:45 pmWindsor
16h 46m
2 stops
PDX9:31 amPortland
Aug 31
PDX3:30 pmPortland
14h 52m
2 stops
YQG9:22 amWindsor
$530
Air Canada
Aug 29
YQG7:45 pmWindsor
16h 46m
2 stops
PDX9:31 amPortland
Aug 31
PDX3:30 pmPortland
14h 52m
2 stops
YQG9:22 amWindsor
$531
Air Canada
Aug 29
YQG7:45 pmWindsor
16h 46m
2 stops
PDX9:31 amPortland
Aug 31
PDX3:30 pmPortland
14h 52m
2 stops
YQG9:22 amWindsor
$532

WestJet flights from Windsor, Ontario to Portland

Our best WestJet deals on Windsor, Ontario to Portland flight tickets
WestJet
Aug 15
YQG4:00 pmWindsor
24h 50m
1 stop
PDX1:50 pmPortland
Aug 19
PDX2:30 pmPortland
21h 40m
1 stop
YQG3:10 pmWindsor
$638
WestJet
Aug 15
YQG4:00 pmWindsor
22h 40m
2 stops
PDX11:40 amPortland
Aug 19
PDX2:30 pmPortland
21h 40m
1 stop
YQG3:10 pmWindsor
$658
WestJet
Aug 29
YQG4:00 pmWindsor
24h 50m
1 stop
PDX1:50 pmPortland
Aug 31
PDX7:10 amPortland
53h 00m
2 stops
YQG3:10 pmWindsor
$706

momondo Fare Finder

 
Customize your flight search to find flights from Windsor, Ontario to Portland that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated May 9, 2026.
Use the filters below to find and compare flights from Windsor, Ontario to Portland that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

WindsorPortland

YQG - PDX

YQGPDX

Windsor

Sat 8/29

7:45 pm-9:31 am

2 stops16h 46m

Portland

Mon 8/31

3:30 pm-9:22 am

2 stops14h 52m

$530

WindsorPortland

YQG - PDX

YQGPDX

Windsor

Sat 8/29

7:45 pm-9:31 am

2 stops16h 46m

Portland

Mon 8/31

3:30 pm-9:22 am

2 stops14h 52m

$531

WindsorPortland

YQG - PDX

YQGPDX

Windsor

Sat 8/29

7:45 pm-9:31 am

2 stops16h 46m

Portland

Mon 8/31

3:30 pm-9:22 am

2 stops14h 52m

$532
Quickest round-trip

WindsorPortland

YQG - PDX

YQGPDX

Windsor

Sat 8/15

7:45 pm-9:31 am

2 stops16h 46m

Portland

Wed 8/19

11:15 pm-3:22 pm

2 stops13h 07m

$561

WindsorPortland

YQG - PDX

YQGPDX

Windsor

Sat 8/15

4:00 pm-1:50 pm

1 stop24h 50m

Portland

Wed 8/19

2:30 pm-3:10 pm

1 stop21h 40m

$638

WindsorPortland

YQG - PDX

YQGPDX

Windsor

Sat 8/15

4:00 pm-11:40 am

2 stops22h 40m

Portland

Wed 8/19

2:30 pm-3:10 pm

1 stop21h 40m

$658

WindsorPortland

YQG - PDX

YQGPDX

Windsor

Sat 8/29

4:00 pm-1:50 pm

1 stop24h 50m

Portland

Mon 8/31

7:10 am-3:10 pm

2 stops53h 00m

$706

WindsorPortland

YQG - PDX

YQGPDX

Windsor

Sat 8/29

4:00 pm-1:50 pm

1 stop24h 50m

Portland

Mon 8/31

3:50 pm-3:10 pm

2 stops44h 20m

$707

WindsorPortland

YQG - PDX

YQGPDX

Windsor

Sat 8/29

4:00 pm-1:50 pm

1 stop24h 50m

Portland

Mon 8/31

5:45 pm-3:10 pm

2 stops42h 25m

$708

WindsorPortland

YQG - PDX

YQGPDX

Windsor

Thu 6/4

7:45 pm-12:09 pm

2 stops19h 24m

Portland

Sun 6/7

10:40 pm-3:24 pm

2 stops13h 44m

$790

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 14 resultsSorted by cheapest first
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See travel insights to Portland from

How to get the cheapest flight ticket from Windsor, Ontario to Portland

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest airline that flies from Windsor to Portland?

Air Canada is the most popular carrier operating from Windsor to Portland

When to book flights from Windsor, Ontario to Portland

Are you open to changing your travel dates? Check out the ideal times to fly from Windsor, Ontario to Portland according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Windsor, Ontario to Portland (YQG to PDX) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Windsor, Ontario to Portland

Fastest flight time

24h 20m

Direct flights

None
The fastest flight from Windsor, Ontario to Portland takes 24h 20m
There are no direct flights from Windsor, Ontario to Portland. There are no popular flight routes from Windsor, Ontario to Portland.
Search flight deals

Frequently asked questions about flying from Windsor, Ontario to Portland

  • How far is Windsor to Portland by plane?

    There are 1963.6 mi between Windsor and Portland. In terms of flight time, this usually takes a little over 24h 20m.

  • When did momondo last update prices for flights from Windsor Airport to Portland Airport?

    Prices for flights from Windsor Airport to Portland Airport are refreshed on a daily basis.

  • How old do you have to be to fly from Windsor Airport to Portland Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Windsor Airport to Portland Airport.

  • What documentation or ID do you need to fly to Portland Airport?

    The necessary travel and health documents for your Portland Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

Traveling to a place near Portland?

Book flights to Portland if you plan to visit one of these locations
Lincoln City
Seaside
Cannon Beach
Vancouver
Salem
Astoria
Long Beach
Rockaway Beach
Beaverton
Depoe Bay
Hillsboro
Tigard
Longview
Hood River
Troutdale
Newberg
The Dalles
McMinnville
Manzanita
Gresham

Why use momondo?

Why should I use momondo to find a flight deal from Windsor to Portland?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Portland from Windsor.

Can I find flights from Windsor to Portland with flexible booking policies on momondo?

momondo does allow users to show only those flights to Portland from Windsor which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Windsor to Portland?

momondo offers useful filters to help you find the right flight. Choose specific flight times, airports or even what payment method you prefer. We have numerous options to help you book your ideal flight from Windsor to Portland.

I’m not ready to book a flight from Windsor to Portland right now. Can momondo alert me if prices change?

Of course. momondo tracks the price of Windsor to Portland flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

An easier way to manage your Portland trip

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