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$271+ Cheap flights from Hamilton, ON (YHM) to Portland (PDX)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/11. Fares are subject to change and may not be available on all flights or dates of travel.
YHM — PDX
Feb 26 — Mar 51
Thu 2/26
Thu 3/5
1 adult, Economy
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Cheap flight deals from Hamilton to Portland

Cheapest flights from Hamilton to Portland
Explore the most affordable flight options available from Hamilton to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 27, 2026.

This oojo deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/166:10 pm
YHM
-
PDX
1 stop22h 40m
WestJet
Sat 6/202:30 pm
PDX
-
YHM
1 stop23h 45m
WestJet
Deal found 1/27$490
This oojo deal was found by Cheapflights users on 1/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/266:10 pm
YHM
-
PDX
1 stop22h 10m
WestJet
Fri 9/112:00 pm
PDX
-
YHM
1 stop24h 10m
WestJet
Deal found 1/26$495
This oojo deal was found by Cheapflights users on 1/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/186:10 pm
YHM
-
PDX
1 stop22h 40m
WestJet
Thu 5/282:30 pm
PDX
-
YHM
1 stop23h 40m
WestJet
Deal found 1/25$577
This oojo deal was found by Cheapflights users on 1/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/156:10 pm
YHM
-
PDX
1 stop22h 10m
WestJet
Sat 8/222:00 pm
PDX
-
YHM
1 stop24h 10m
WestJet
Deal found 1/25$659
This Expedia deal was found by Cheapflights users on 1/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/62:35 pm
YHM
-
PDX
2 stops12h 09m
Multiple Airlines
Mon 3/96:00 am
PDX
-
YHM
2 stops13h 18m
Multiple Airlines
Deal found 1/25$661
This Booking.com deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/276:10 pm
YHM
-
PDX
1 stop22h 40m
WestJet
Wed 6/102:30 pm
PDX
-
YHM
1 stop23h 45m
WestJet
Deal found 1/27$746
This Orbitz deal was found by Cheapflights users on 1/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/62:35 pm
YHM
-
PDX
2 stops12h 34m
Multiple Airlines
Sun 2/86:00 am
PDX
-
YHM
2 stops13h 18m
Multiple Airlines
Deal found 1/25$804
This Travelocity deal was found by Cheapflights users on 1/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/238:15 am
YHM
-
PDX
2 stops18h 29m
Multiple Airlines
Mon 3/26:00 am
PDX
-
YHM
2 stops13h 18m
Multiple Airlines
Deal found 1/25$807
This Orbitz deal was found by Cheapflights users on 1/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/167:25 am
YHM
-
PDX
1 stop9h 26m
Multiple Airlines
Sat 6/206:15 am
PDX
-
YHM
2 stops13h 09m
Multiple Airlines
Deal found 1/26$949
This Expedia deal was found by Cheapflights users on 1/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/132:35 pm
YHM
-
PDX
2 stops11h 06m
Multiple Airlines
Fri 3/206:00 am
PDX
-
YHM
2 stops10h 00m
Multiple Airlines
Deal found 1/27$1,707

Find flight deals from Hamilton to Portland

Discover tips and strategies to find the most affordable flight options for your journey from Hamilton (YHM) to Portland (PDX). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 27, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$490
(oojo)

One-way from

$271
(Kiwi.com)

Popular in

March

Cheapest in

July

Average price

$389
Provider with most accurate pricing for Hamilton-Portland flight deals.
Search Deals
Provider most trusted by Cheapflights users for Hamilton-Portland flights.
Search Deals
From Hamilton to Portland
Search Deals
One-way flight from Hamilton to Portland
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($34 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Hamilton 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, Cheapflights users made 2,558,603 searches. Data last updated January 27, 2026.
Use the filters below to find and compare flights from Hamilton to Portland that are best for you.

Fly from

Hamilton

Fly to

Portland

Route

Depart

Return

Price

HamiltonPortland

YHM - PDX

YHMPDX

Hamilton

Fri 3/6

2:35 pm-11:44 pm

2 stops12h 09m

Portland

Mon 3/9

6:00 am-10:18 pm

2 stops13h 18m

$661

HamiltonPortland

YHM - PDX

YHMPDX

Hamilton

Fri 2/6

2:35 pm-12:09 am

2 stops12h 34m

Portland

Sun 2/8

6:00 am-10:18 pm

2 stops13h 18m

$804

HamiltonPortland

YHM - PDX

YHMPDX

Hamilton

Mon 2/23

8:15 am-11:44 pm

2 stops18h 29m

Portland

Mon 3/2

6:00 am-10:18 pm

2 stops13h 18m

$807

HamiltonPortland

YHM - PDX

YHMPDX

Hamilton

Fri 3/13

2:35 pm-10:41 pm

2 stops11h 06m

Portland

Fri 3/20

6:00 am-7:00 pm

2 stops10h 00m

$1,707

HamiltonPortland

YHM - PDX

YHMPDX

Hamilton

Wed 3/11

6:10 pm-8:58 am

3 stops41h 48m

$271

HamiltonPortland

YHM - PDX

YHMPDX

Hamilton

Wed 2/25

8:15 am-10:41 pm

2 stops17h 26m

$300

HamiltonPortland

YHM - PDX

YHMPDX

Hamilton

Fri 3/13

8:15 am-11:52 am

3 stops30h 37m

$385

HamiltonPortland

YHM - PDX

YHMPDX

Hamilton

Mon 2/16

6:10 pm-12:44 pm

2 stops21h 34m

$408

HamiltonPortland

YHM - PDX

YHMPDX

Hamilton

Tue 2/17

5:50 am-12:44 pm

2 stops33h 54m

$408

HamiltonPortland

YHM - PDX

YHMPDX

Hamilton

Thu 3/12

6:10 pm-1:09 pm

2 stops45h 59m

$432

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/25

Showing 1-10 of 13 results
1
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  • Most accurate provider: When it comes to deals on Hamilton, Ontario-Portland flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Hamilton, Ontario-Portland flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Hamilton, Ontario-Portland flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Hamilton, Ontario-Portland flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Hamilton, Ontario-Portland flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Hamilton to Portland

Have a flexible travel schedule? Discover the best time to fly to Portland from Hamilton with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Hamilton to Portland

What is the cheapest month to book a flight from Hamilton, Ontario to Portland?

Currently, September is the cheapest month in which you can book a flight from Hamilton, Ontario to Portland (average of $157). Flying from Hamilton, Ontario to Portland in March is currently the most expensive (average of $296). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Related info for your journey

Find useful and relevant information for your journey from Hamilton to Portland. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • Can I find deals for flights from Hamilton to Portland that include hotel bookings?

    Yes. In addition to deals on Hamilton to Portland flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Hamilton to Portland?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Hamilton to Portland.

  • Can I find deals for business class flights from Hamilton to Portland?

    Yes. Cheapflights offers flight deals from Hamilton to Portland by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Hamilton, Ontario to Portland?

    Currently, September is the cheapest month in which you can book a flight from Hamilton, Ontario to Portland (average of $157). Flying from Hamilton, Ontario to Portland in March is currently the most expensive (average of $296). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Portland?

Book flights to Portland if you plan to visit one of these locations
Vancouver
Seaside
Clackamas
Lincoln City
Longview
Lake Oswego
Beaverton
Hillsboro
Troutdale
Cannon Beach
Long Beach
McMinnville
Tigard
The Dalles
Depoe Bay
Stevenson
Wilsonville
Tillamook
Pacific City
Gresham

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