Alaska's Premium Class offers extra legroom and free cocktails, ideal for medium-haul flights.
Alaska's Wi-Fi is a flat fee, perfect for getting work done on longer flights.
Most accurate provider | CheapOair 3 stars |
---|---|
Most trusted provider | CheapOair 3 stars |
Round-trip from | $213 (Mytrip) |
One-way from | $95 (Flightnetwork) |
Popular in | March |
Cheapest in | August |
Average price | $314 |
Good round-trip deal | $270 or less |
Good one-way deal | $135 or less |
Fly from
Fly to
Route
Depart
Return
Price
ChicagoPortland
ORD - PDX
ORDPDX
Chicago O'Hare Intl
Fri 5/30
10:00 am-12:42 pm
2 stops28h 42m
Portland
Sun 6/1
5:40 pm-10:55 am
1 stop15h 15m
ChicagoPortland
ORD - PDX
ORDPDX
Chicago O'Hare Intl
Sun 6/8
9:56 pm-12:55 pm
1 stop16h 59m
Portland
Thu 6/12
6:39 pm-6:12 am
1 stop9h 33m
ChicagoPortland
ORD - PDX
ORDPDX
Chicago O'Hare Intl
Wed 5/28
5:58 pm-11:44 pm
1 stop7h 46m
Portland
Wed 6/4
5:51 pm-11:56 pm
Nonstop4h 05m
ChicagoPortland
ORD - PDX
ORDPDX
Chicago O'Hare Intl
Fri 5/30
7:00 am-9:23 am
Nonstop4h 23m
Portland
Sun 6/1
7:00 am-1:08 pm
Nonstop4h 08m
ChicagoPortland
ORD - PDX
ORDPDX
Chicago O'Hare Intl
Wed 6/25
6:15 pm-12:29 am
1 stop8h 14m
Portland
Tue 7/1
12:52 am-8:25 am
1 stop5h 33m
ChicagoPortland
ORD - PDX
ORDPDX
Chicago O'Hare Intl
Sat 8/2
7:55 pm-10:29 pm
Nonstop4h 34m
Portland
Wed 8/6
10:55 pm-4:56 am
Nonstop4h 01m
ChicagoPortland
ORD - PDX
ORDPDX
Chicago O'Hare Intl
Tue 6/3
12:08 pm-2:34 pm
Nonstop4h 26m
Portland
Mon 6/9
12:09 am-6:05 am
Nonstop3h 56m
ChicagoPortland
ORD - PDX
ORDPDX
Chicago O'Hare Intl
Sun 5/18
7:35 am-5:09 pm
1 stop11h 34m
Portland
Mon 5/19
1:15 pm-5:10 am
1 stop13h 55m
ChicagoPortland
ORD - PDX
ORDPDX
Chicago O'Hare Intl
Thu 7/17
6:00 am-10:46 pm
1 stop18h 46m
Portland
Sun 7/20
11:59 pm-5:15 pm
1 stop15h 16m
ChicagoPortland
ORD - PDX
ORDPDX
Chicago O'Hare Intl
Fri 6/27
10:15 pm-11:17 am
1 stop15h 02m
Provider | Price Accuracy | Trust Score* |
---|---|---|
Price Accuracy1 star | Trust Score*3 stars | |
Price Accuracy3 stars | Trust Score*2 stars | |
Price Accuracy3 stars | Trust Score*2 stars | |
Price Accuracy3 stars | Trust Score*3 stars | |
Price Accuracy- | Trust Score*3 stars | |
Price Accuracy3 stars | Trust Score*3 stars | |
Price Accuracy3 stars | Trust Score*2 stars | |
Price Accuracy3 stars | Trust Score*3 stars | |
Price Accuracy- | Trust Score*1 star |
Booking 4 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago O'Hare Intl Airport to Portland. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
Currently, November is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Portland (average of $277). Flying from Chicago O'Hare Intl Airport to Portland in March is currently the most expensive (average of $369). 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.
When flying from Chicago O'Hare Intl Airport to Portland, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 42% versus a flight in the afternoon.
Travelers seeking maximum savings on their Chicago O'Hare Intl Airport to Portland flight should consider departing on Saturday evenings when fares are most often at their lowest. Monday at noon flights should be avoided if possible as fares are typically the most expensive at this time.
The most flights from ORD to PDX are scheduled on a Monday (22 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (13 on average).
In terms of precipitation, rainfall in Portland ranges from 0.7 - 5.6 inches per month. November is typically the wettest month, when rainfall can reach 5.6 in. July is typically the driest time to visit Portland when rainfall is around 0.7 in.
If weather is an important factor for your trip to Portland, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 69.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 41.0 F).
Overall
Crew
Entertainment
Food
Comfort
Boarding
Reviews
James,Apr 2025
LAX - SFO
Overall
Crew
Entertainment
Food
Comfort
Boarding
Reviews
James,Apr 2025
LAX - SFO
Overall
Crew
Entertainment
Food
Comfort
Boarding
Reviews
James,Apr 2025
LAX - SFO
Overall
Crew
Entertainment
Food
Comfort
Boarding
Reviews
James,Apr 2025
LAX - SFO
Overall
Crew
Entertainment
Food
Comfort
Boarding
Reviews
James,Apr 2025
LAX - SFO
Overall
Crew
Entertainment
Food
Comfort
Boarding
Reviews
James,Apr 2025
LAX - SFO
Airline | Cheapest | Average | Flexibility | On-time |
---|---|---|---|---|
Cheapest$84 | Average$136 | FlexibilityNo cancel fee | On-time65% | |
Cheapest$118 | Average$158 | FlexibilityNo cancel fee | On-time62% | |
Cheapest$134 | Average$289 | FlexibilityNo cancel fee | On-time85% | |
Cheapest$176 | Average$327 | FlexibilityNo cancel fee | On-timeN/A | |
Cheapest$178 | Average$287 | FlexibilityNo cancel fee | On-time75% | |
Cheapest$220 | Average$382 | FlexibilityNo cancel fee | On-time69% | |
Cheapest$225 | Average$341 | FlexibilityNo cancel fee | On-time71% |