Worth it from Portland this week, from £161
Flying from Portland means one airport: Portland International (PDX). For a long weekend, Victoria is 204 miles away, Vancouver 261 and Whistler 318, all in Canada, so pack a passport. Glacier National Park (441 miles) and Lake Tahoe (475 miles) work if you have a few extra days. For longer trips, the lowest fares we found were $214 to Orlando with a connection and $225 nonstop to Los Angeles. New York City runs $358 with a connection, and Phoenix & Scottsdale and Sedona are $375 nonstop. Prices are all-in as we checked them and can change.
11 new picks from Portland this week · last one 6 hours ago · next check in 06:43 · New picks from Portland land here as we find them.
Our picks from Portland right now
Each with the reasons, the catch and the total before you go.
Next weekend · from Portland15% below typicalWorth it, if
Sedona
16 – 18 Oct 2026 · 2 nights
- $404 per person, $76 below the typical fare on this route
- Highs of 69–72°F for hiking Cathedral Rock or Devil's Bridge
- Dreamcatcher Inn of Sedona: 7.8 from 955 reviews, $682 for two nights
£1,123 for two · 2 nights · flights, hotel, taxes & fees
Flights £609 + hotel £514, taxes in · a checked bag each adds about £181
Frontier · with a stop · 6h 8m
The catch: The Frontier fare has one stop and takes 6h 8m, Sedona is two hours from Phoenix, and a checked bag is about $240 for two.
Worth it if you want a mild-weather hiking weekend and can give up Friday to travel; skip it if a one-stop flight on two nights wears you out.
Tweak this trip
The weekend after · from PortlandWorth it, if
Los Angeles
23 – 25 Oct 2026 · 2 nights
- Frontier nonstop from PDX, out 11:06 AM, landing 1:33 PM
- Highs of 80–83°F with a 0–3% rain chance
- The Olympic Suites LA: 7.7 from 151 reviews, free cancellation
£803 for two · 2 nights · flights, hotel, taxes & fees
Flights £552 + hotel £251, taxes in · a checked bag each adds about £181
Frontier · nonstop · 5h
The catch: A checked bag is about $240 for two and isn't in the total, and the best-value room has a shared bathroom.
Worth it if you want a sunny, packed Saturday and pack light; skip it if you need a private bathroom at this price or hate early flights.
Tweak this trip
A week away · from PortlandWorth it, if
Orlando
14 – 21 Nov 2026 · 7 nights
- Southwest round trip at $214 per person, $120 below the highest fare we saw
- Pool-view room rated 8.8 from 1,357 reviews, $113 a night
- Typical highs 74–78°F and lows near 60°F for park days
£920 for two · 7 nights · flights, hotel, taxes & fees
Flights £323 + hotel £598, taxes in · a checked bag each adds about £106
Southwest · with a stop · 7h 15m
The catch: The outbound has one stop and takes 7h 15m, landing at 11:25 PM, and a checked bag is about $140 for two, not in the total.
Worth it if you want a week of theme parks in mild weather on a set budget; skip it if a late, one-stop arrival is a dealbreaker.
Tweak this trip
Most loved from Portland
What readers clicked, hearted and shared in the last 7 days.
Just found · from PortlandLowest in 30 daysWorth it, if
Palm Springs
13 – 16 Nov 2026 · 3 nights
- $362 per person, $384 below the typical fare on this route
- Clear-sky normals for the dates, with highs of 70–77°F
- Adara Palm Springs scores 7.6 from 947 reviews, with free cancellation
£883 for two · 3 nights · flights, hotel, taxes, fees & the resort fee
Flights £546 + hotel £303 + resort fee £34, taxes in · a checked bag each adds about £121
United. Operated by SkyWest DBA United Express · with a stop · 7h 5m
The catch: It's one stop and 7h 5m, landing at 10:45 PM, and a checked bag costs about $160 for two, which isn't in the total.
Worth it if a long travel day is fine for a sunny pool weekend; skip it if you'd rather pay $456 per person for the nonstop.
Just found · from PortlandWorth it, if
Cancún
14 – 21 Nov 2026 · 7 nights
- Hotel NYX Cancun, all-inclusive, 8.2 from 634 reviews, $210 a night
- Fare of $592 per person, right on the typical $592
- Highs of 82–83°F all week, free cancellation at all three hotels
£2,001 for two · 7 nights · flights, hotel, taxes & fees
Flights £892 + hotel £1,110, taxes in · a checked bag each adds about £121
Aeroméxico · with a stop · 26h 42m
The catch: The outbound has one stop and takes 26h 42m, and the weather normals show drizzle most days with rain on Nov 17 and Nov 20.
Worth it if you want a warm all-inclusive week and can ride out a red-eye with a stop; skip it if you need a short, easy flight.
Just found · from Portland18% below typicalWorth it, if
San Diego
16 – 18 Oct 2026 · 2 nights
- $380 per person, $89 below the typical fare on this route
- Clear skies forecast, highs 84–90°F, rain chance 7% at most
- Samesun Ocean Beach scores 9 from 1,716 reviews, breakfast, free cancellation
£773 for two · 2 nights · flights, hotel, taxes & fees
Flights £573 + hotel £200, taxes in · a checked bag each adds about £181
Frontier · with a stop · 7h 24m
The catch: The Frontier fare has one stop and takes 7h 24m out, the hotel in the total is dorm beds, and a checked bag is about $240 for two.
Worth it if you're two easygoing travelers happy with hostel beds and a stop; skip it if you want a private room or a nonstop.
Also priced this week from Portland
The other finalists of the last refresh, cheapest fare we found per person.
| Destination | Dates | From | Nonstop |
|---|---|---|---|
| San Francisco | 14 – 21 Nov 2026 | £93 | yes |
| San Diego | 13 – 16 Nov 2026 | £141 | yes |
| Las Vegas | 13 – 16 Nov 2026 | £171 | yes |
| Phoenix & Scottsdale | 13 – 16 Nov 2026 | £191 | yes |
| New York City | 14 – 21 Nov 2026 | £270 | no |
| Palm Springs | 13 – 16 Nov 2026 | £273 | yes |
| Denver | 16 – 18 Oct 2026 | £344 | no |
| Napa & Sonoma | 16 – 18 Oct 2026 | £356 | yes |
| Honolulu & Oahu | 14 – 21 Nov 2026 | £372 | no |
| Mexico City | 14 – 21 Nov 2026 | £404 | no |
| Grand Canyon | 14 – 21 Nov 2026 | £415 | no |
| Cancún | 14 – 21 Nov 2026 | £436 | no |
Cheapest routes from Portland, last 30 days
| Destination | Lowest | Typical | Checks |
|---|---|---|---|
| San Francisco | £93 | £305 | 9 · nonstop seen |
| San Diego | £141 | £332 | 11 · nonstop seen |
| Orlando | £161 | £222 | 2 |
| Los Angeles | £170 | £276 | 9 · nonstop seen |
| Las Vegas | £171 | £331 | 11 · nonstop seen |
| Phoenix & Scottsdale | £191 | £201 | 6 · nonstop seen |
| New York City | £270 | £312 | 6 |
| Palm Springs | £273 | £562 | 9 · nonstop seen |
| Sedona | £283 | £362 | 5 · nonstop seen |
| Denver | £344 | £345 | 2 |
| Napa & Sonoma | £356 | £467 | 5 · nonstop seen |
| Honolulu & Oahu | £372 | £422 | 3 |
| Mexico City | £404 | £426 | 4 |
| Grand Canyon | £415 | £534 | 7 |
| Cancún | £436 | £446 | 5 |
More trips from Portland
Every other trip page from Portland still ahead of its date.
- Palm Springs, 13 – 16 Nov 2026 from £273 Just found
- Cancún, 14 – 21 Nov 2026 from £446 Just found
- San Diego, 16 – 18 Oct 2026 from £286 Just found
- San Francisco, 14 – 21 Nov 2026 from £93 Just found
- San Francisco, 16 – 18 Oct 2026 from £305 Just found
- New York City, 14 – 21 Nov 2026 from £271 Just found
- Las Vegas, 5 – 8 Nov 2026 from £171 Just found
- Los Angeles, 16 – 18 Oct 2026 from £295 Just found
Questions about flying from Portland
Which airports do the trips from Portland use?
Portland International (PDX). Fares are the cheapest return we found across them for the exact dates, per person, taxes and fees included.
How often do the Portland picks change?
Around the clock: we check live prices every few minutes across the cities and new picks from Portland land on this page as they are published. A pick stays until its departure date, then moves to the archive with the price it had.
What are the cheapest places to fly from Portland right now?
In the last 30 days: San Francisco from £93, San Diego from £141, Orlando from £161, Los Angeles from £170, Las Vegas from £171, per person return.
Can I ask for a specific trip?
Yes. Use the Ask box: say the destination or the kind of trip and the dates, and a page with live prices appears under Portland within a few minutes.
Planning something from Portland?
Tell us what the trip is for and we pick the one that’s worth it.
Prices converted from US dollars at the rate of 15 Oct 2026.