Book Air Canada flights to Portland, OR (PDX) from CAD 192*
*Fares displayed have been collected within the last 48 hours and may no longer be available at the time of booking. Learn more about this offer. Additional baggage fees and charges for optional products and services may apply.
Make Portland Your Basecamp for Adventure
If you’ve spent any time in Oregon, you know that her beauty is only matched by the incredible people you meet along the way, people who choose the high desert’s pine-scented air to start their day and whose lunch breaks include epic surf spots. When you plan to explore Oregon, consider taking one of these local experts along with you. Guides will safely enhance your visit and teach you a thing or two along the way.
Here are all the reasons to book a trip with a licensed guide in Oregon
Your safety is a top priority
Oregon’s certified tour guides and outfitters keep safety and security top of mind. It’s part of the Oregon Outfitters and Guides Association Code of Ethics and something that America’s Hub World Tours takes very seriously on all of their guided excursions throughout the state.
Something for everyone
From pine trees to pinots, there is a guided experience for everyone in Oregon. Views of the city from one of Portland Spirit’s dinner cruises offers an entirely new perspective while taking care of your every need. So, grab a drink, relax and find out why Portland is also known as Bridge City.
Find tailor-made tours just for you
Many of Oregon’s guides and outfitters can customize their tours just for you or your group. Take a signature, all-inclusive bike and wine tour with MountNbarreL or let Ali and her team craft a guided itinerary you won’t forget.
Get to know insider tips and secret spots
Whether you’re new to Oregon or lived here all your life, chances are you haven’t seen it all. Lost Plate Food Tours will help you navigate the many food carts in Portland to find the kind of foods you’ll want to write home about.
Gain a meaningful connection to a place
There is a lot to love about Oregon, especially when you get to know the deeper stories. Your guide at Wildwood Adventures will not only infuse your tour with fun, but they will also leave you with an incredible education about the locations you will visit with an emphasis on sustainability.
Leave the planning to the experts
Local guides know the ins and outs of the state, including all the important planning details like parking, permits, and gear. Let an expert like Kayak Tillamook show you around the Pacific Coast’s many enchanting waterways, only 90 minutes from Portland.
Let a local Oregonian show you around their favorite locations
See the city from a different point of view. Hop on two wheels and explore Portland by bike with a guided tour from Cycle Portland.
Fares to Portland
Vancouver (YVR)to
One-way
Economy
Toronto (YYZ)to
One-way
Economy
Montréal (YUL)to
One-way
Economy
Calgary (YYC)to
One-way
Economy
Kelowna (YLW)to
One-way
Economy
Edmonton (YEG)to
One-way
Economy
Winnipeg (YWG)to
One-way
Economy
Ottawa, ON (YOW)to
One-way
Economy
Victoria (YYJ)to
One-way
Economy
Saskatoon (YXE)to
One-way
Economy
Regina (YQR)to
One-way
Economy
Québec (YQB)to
One-way
Economy
*Fares displayed have been collected within the last 48hrs and may no longer be available at time of booking. Learn more about this offer. Additional baggage fees and charges for optional products and services may apply.
Flights to Portland, OR - our lowest fares in cash
Vancouver (YVR)to
Portland, OR (PDX)Vancouver (YVR)to
Portland, OR (PDX)Toronto (YYZ)to
Portland, OR (PDX)Toronto (YYZ)to
Portland, OR (PDX)Montréal (YUL)to
Portland, OR (PDX)Montréal (YUL)to
Portland, OR (PDX)Calgary (YYC)to
Portland, OR (PDX)Calgary (YYC)to
Portland, OR (PDX)Kelowna (YLW)to
Portland, OR (PDX)Kelowna (YLW)to
Portland, OR (PDX)Edmonton (YEG)to
Portland, OR (PDX)Edmonton (YEG)to
Portland, OR (PDX)Winnipeg (YWG)to
Portland, OR (PDX)Winnipeg (YWG)to
Portland, OR (PDX)Ottawa, ON (YOW)to
Portland, OR (PDX)Ottawa, ON (YOW)to
Portland, OR (PDX)Victoria (YYJ)to
Portland, OR (PDX)Victoria (YYJ)to
Portland, OR (PDX)Saskatoon (YXE)to
Portland, OR (PDX)Saskatoon (YXE)to
Portland, OR (PDX)*Fares displayed have been collected within the last 48hrs and may no longer be available at time of booking. Learn more about this offer. Additional baggage fees and charges for optional products and services may apply.
Exclusive hotel deals for Aeroplan Members
Aeroplan HotelSavers saves you up to 30% in points at select partner hotels around the world. Look for the red HotelSavers tag to find your next dream stay.
Flights to Portland, OR - our lowest fares in points
From | To | Fare Type | Departure | Price |
|---|---|---|---|---|
| Calgary (YYC) | Portland, OR (PDX) | One-way / Economy | Apr 19, 2026 | From 8,600 pts + CAD 112 Viewed: 1 day ago |
| Montréal (YUL) | Portland, OR (PDX) | One-way / Economy | Apr 15, 2026 | From 23,200 pts + CAD 249 Viewed: 1 day ago |
*Points displayed do not reflect preferred pricing for Aeroplan Elite Status Members and/or Aeroplan Credit Cardholders. Prices have been collected within the past 48 hrs and may no longer be available at time of booking. Learn more about this offer. Additional baggage fees and charges for optional products and services may apply.