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Cheap round-trip flights to Portland
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Flights to Portland starting at $253
Have you been telling yourself, “2025 is the year I travel more and sit less”? Well, here we are and there you are. So, where are you going? Looks like a flight to Portland is calling. Good thing we can help you bag that flight out of town for cheap, so you can get your resolutions resolved.
Travel like you mean it
When you land it’s not straight to the tourist traps for you. You have things to do and see in Portland that aren’t on a map or in the “Best of. . .” guides. You know this region is filled with hidden haunts, locals-only know favorites, and the off-beat-so-weird-it’s-amazing places. And you plan to find every last one of them. Good thing you’ll save a grip of cash on your flight so you can daytrip far and wide.
You won’t have to wing it
So how do you score that killer deal on a flight to Portland? Easy, go through us. These aren’t pie in the sky deals, but ones you can actually score. Filter flights to Portland by:
- Hotwire Hot Rate: Do you have a flexible schedule? Hit up the Hotwire Hot Rate and land a super cheap flight to Portland. We’ll reveal the airline and exact time after you book.
- Price: How low can we go? Find out. We have prices from $253 to $708.
- Duration: Want to get to Portland as fast as you can? Or maybe you don’t mind taking your time to save a few bucks here and there.
- Departure or Arrival: Like to arrive in the a.m. to get your day going? Or are you a night owl that knows the best fun happens late night? The choice is yours.
So are you going to live up to those travel plans or kick the can to next year? Book your flight to Portland today and get going.
Last Minute Hotel Deals in Portland

Sea Cliff Resort
It was lovely there.
Reviewed on Nov 15, 2025

Geejam
It’s a given that Geejam is a beautifully appointed hotel but the real gem is the staff. Spent the last few days at Geejam while they navigated no power and limited internet but they worked to ensure our comfort. Special acknowledgement to Nadine and Brian who went above and beyond!
Reviewed on Nov 17, 2025

Jamaica Palace Hotel
The room was clean. Breakfast and lunch was great. Thr staff was very friendly and accommodating.
Reviewed on Nov 22, 2025

Great Huts
elp not to offer services like the spa unless they’re actually available, or at least post when they are and how much notice is needed. The food was decent, but it would be nice to have a little more variety or different options each day. Some of the servers could also use a bit of basic training ...
Reviewed on Oct 26, 2025
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