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Cheap flights from Chicago to Portland
Round-trip
Economy
Flight information for Chicago to Portland
(CHI to PDX)
Find info about flight duration, direct flights, and airports for your flight from Chicago to Portland
| Best Price Found | $197 | The best flight deal from Chicago to Portland found on momondo in the last 72 hours is $197 |
| Fastest flight time | 4h 20m | The fastest flight from Chicago to Portland takes 4h 20m |
| Direct flights | Mo, Tu, Sa and Su | Direct flights go from Chicago to Portland on Monday, Tuesday, Saturday and Sunday. Airlines offering direct flights are: Southwest, Aer Lingus and Alaska Airlines. |
| Airports in Portland | 1 airport | There is 1 airport near Portland: Portland (PDX) |
How to get the cheapest flight ticket from Chicago to Portland
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the cheapest month to fly from Chicago to Portland?
August
The cheapest time of year to fly to Portland from Chicago is August. Most expensive is December
What is the cheapest day to depart Chicago for Portland?
Wednesday
The cheapest day of the week is typically Wednesday. The most expensive is typically Sunday
When is the cheapest time to fly from Chicago to Portland?
at noon
Chicago to Portland flights are approximately 28% more expensive in the evening than at noon
What is the cheapest airline that flies to Portland from Chicago?
Frontier
Frontier, Sun Country Air, and Spirit Airlines are the most popular carriers operating from Chicago to Portland
What is the cheapest Chicago to Portland flight route?
Chicago O'Hare Intl - Portland
Fly from Chicago O'Hare Intl to Portland for the best Chicago - Portland flight prices
How far in advance should you book Chicago to Portland flights?
29 days before
The cheapest time to buy a flight from Chicago to Portland is approximately 29 days to departure
60
Days before departure
0
Easily compare round-trip flights from Chicago to Portland
Below you can see the best fares for your round-trip flight route over the next three months. All fares were found on momondo this week. Browse the quickest and cheapest flights from Chicago to Portland by changing tabs
United Airlines![United Airlines]()
Jun 5![United Airlines]()
Jun 9
ORD4:05 pmChicago O'Hare Intl
4h 22m
PDX8:27 pmPortland
PDX3:00 amPortland
3h 53m
ORD6:53 amChicago O'Hare Intl
Multiple Airlines![Multiple Airlines]()
May 18![Multiple Airlines]()
May 22
ORD4:30 amChicago O'Hare Intl
7h 57m
1 stop
PDX12:27 pmPortland
PDX10:40 amPortland
7h 03m
1 stop
ORD5:43 pmChicago O'Hare Intl
Find the cheapest one-way flights from Chicago to Portland
If you're looking for one-way flights from Chicago to Portland, view some of our deals below provided by Frontier
Best airlines flying from Chicago to Portland
Compare and see reviews for airlines that fly from Chicago to Portland with momondo
AirlineFree CancellationPrice
PriceFrom $96
Free Cancellation
Reviews
Cons: Everything is ok
1 / 10
PriceFrom $116
Free Cancellation
Reviews
Pros: Nothing
Cons: There’s no entertainment. Can’t even charge the phone. Can’t even recline the seat very uncomfortable flight
1 / 10
PriceFrom $131
Free Cancellation
Reviews
Pros: Quick boarding. Inexpensive ticket. Direct flight.
Cons: Crew walked thru cabin at least 5 times collecting garbage, but could not hand out sealed snack or sealed water. People sat should-to-shoulder - No buffer space, but asked to leave the plane with 6 foot intervals???? This airline picks and chooses their Covid precautions. Quick and inexpensive flight, if you don’t mind the rest.
1 / 3
PriceFrom $134
Free Cancellation
Reviews
Cons: Wouldn't let us on the flight when there was plenty of time to get there. Manager was arrogant and slow - didn't care. Poor policies at that airport.
1 / 10
PriceFrom $140
Free Cancellation
Reviews
Pros: Yes made sure mask was in place
Cons: No
1 / 10
PriceFrom $140
Free Cancellation
Reviews
Pros: Accommodated to an earlier flight without questions asked.
Cons: Always been a delight!
1 / 10
PriceFrom $140
Free Cancellation
Reviews
Pros: everything
Cons: nono
1 / 10
Which airlines flying from Chicago to Portland have COVID-19 safety policies in place?
Alaska Airlines and Delta have implemented additional safety measures to accommodate travelers. Airlines flying from Chicago to Portland are working to protect travelers. Some of these new policies include temperature checks, pre-flight testing, sanitization of key touchpoints, as well as mask requirements when onboard. Some airlines have even implemented socially distanced seating for a limited time. Policies will vary by airline.
Are airlines flying from Chicago to Portland offering flexible cancellation due to COVID-19?
Some of our partner airlines flying from Chicago to Portland are adopting new policies due to the global impact of COVID-19. Some of the airlines that may be waiving their cancellation fees are United Airlines, Alaska Airlines, and American Airlines. You can search for the full list of airlines like United Airlines that are offering this flexibility.