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Cheap flights from Chicago to Portland (ORD - PWM)

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The best prices from Chicago to Portland are usually found in January or June, booked 60 days in advance, depart on a Tuesday or Saturday and return on a Thursday

+33.0%
+22.0%
+11.0%
Base
Price
$310 - $408
Most popular in December High demand for flights, 0% potential price rise
Cheapest in January Best time to find cheap flights, 2% potential price drop
Average price $405 Price for this month
Cheapest price $310 From Chicago to Portland

Cheap flights from Chicago to Portland in August 2019

The best prices found for ORD to PWM flights for August
26 Aug - 1 Sep
$454pp
ORD
Chicago O'Hare Intl
JetBlue
 
1 STOP
PWM
Portland
PWM
Portland
JetBlue
 
1 STOP
ORD
Chicago O'Hare Intl
30 Aug - 4 Sep
$529pp
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
PWM
Portland
PWM
Portland
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
31 Aug - 4 Sep
$529pp
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
PWM
Portland
PWM
Portland
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl

Chicago to Portland 2019 flight deals

Cheap flights to Portland from Chicago found for this year
2 Oct - 8 Oct
$238pp
ORD
Chicago O'Hare Intl
JetBlue
 
1 STOP
PWM
Portland
PWM
Portland
JetBlue
Non-Stop
ORD
Chicago O'Hare Intl
9 Oct - 15 Oct
$238pp
ORD
Chicago O'Hare Intl
JetBlue
 
1 STOP
PWM
Portland
PWM
Portland
JetBlue
 
1 STOP
ORD
Chicago O'Hare Intl
23 Oct - 29 Oct
$281pp
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
PWM
Portland
PWM
Portland
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl

Non-stop flights to Portland from Chicago

Save time with Chicago to Portland direct flight deals
23 Oct - 29 Oct
$281pp
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
PWM
Portland
PWM
Portland
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl
30 Oct - 5 Nov
$281pp
ORD
Chicago O'Hare Intl
United Airlines
Non-Stop
PWM
Portland
PWM
Portland
United Airlines
Non-Stop
ORD
Chicago O'Hare Intl

Last minute flights from Chicago to Portland

Late deals on round-trip flights to Portland from Chicago, departing today and this week
26 Aug - 1 Sep
$454pp
ORD
Chicago O'Hare Intl
JetBlue
 
1 STOP
PWM
Portland
PWM
Portland
JetBlue
 
1 STOP
ORD
Chicago O'Hare Intl
23 Aug - 7 Sep
$529pp
ORD
Chicago O'Hare Intl
Delta
 
1 STOP
PWM
Portland
PWM
Portland
Delta
Non-Stop
ORD
Chicago O'Hare Intl
24 Aug - 7 Sep
$601pp
ORD
Chicago O'Hare Intl
Delta
 
1 STOP
PWM
Portland
PWM
Portland
Delta
 
1 STOP
ORD
Chicago O'Hare Intl

Destination information for Portland

Things to know before you go. Useful info for your trip from Chicago to Portland

Airports servicing Chicago

Chicago-O'Hare Intl (ORD)
Rockford (RFD)

Airports servicing Portland

At this time of year, it’s likely that there will be 1 inch more rainfall in Portland than in Chicago .
In Chicago, the weather for the next ten days is 82°F, but in Portland it’ll be 81°F.
If you want to fly direct from Chicago to Portland then Sun, Mon, Tue, Wed, Thu, Fri and Sat are the days where this is possible.
Which airlines fly from Chicago to Portland?
American Airlines, Southwest and United Airlines are just three of the 4 airlines offering flights from Chicago to Portland.
Over the last 30 days, 107 people have searched for cheap flights from Chicago to Portland.
How many flights depart from Chicago to Portland on average per day?
Travelers can expect 12 flights from Chicago to Portland on average per day.
Morning (6am - Noon) - 50% of flight departures
Afternoon (Noon - 6pm) - 17% of flight departures
Evening (6pm - Midnight) - 33% of flight departures
How long does the flight from Chicago to Portland take?
A nonstop flight takes up to 3 hours, covering a distance of 556 miles.