Menu
Menu
New York

Cheap flights from Portland to Chicago (PDX - CHI)

Know your dates, get live prices in seconds:

From
To
Depart
Return
Any month
Compare vs. Cheapflights |
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime
From
To
Depart
Depart
Time
Anytime

We work with more than 300 partners to bring you better travel deals

The best prices from Portland to Chicago are usually found in August or January, booked 33 days in advance, depart on a Wednesday or Tuesday and return on a Wednesday

PDX
Portland
CHI
Chicago
 Add details to search for flights
+30.0%
+20.0%
+10.0%
Base
Price
$240 - $306
Temperature
33 - 84 °F
Rainfall
1 - 4 inches
Most popular in March High demand for flights, 3% potential price rise
Cheapest in August Best time to find cheap flights, 2% potential price drop
Average price $281 Price for this month
Cheapest price $240 From Portland to Chicago

Cheap flights from Portland to Chicago in June 2019

The best prices found for PDX to CHI flights for June
30 Jun - 10 Jul
$318pp
PDX
Portland
Frontier
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Frontier
 
1 STOP
PDX
Portland
23 Jun - 27 Jun
$367pp
PDX
Portland
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
PDX
Portland

Portland to Chicago 2019 flight deals

Cheap flights to Chicago from Portland found for this year
11 Sep - 16 Sep
$232pp
PDX
Portland
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
PDX
Portland
12 Sep - 16 Sep
$237pp
PDX
Portland
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
PDX
Portland
27 Sep - 30 Sep
$237pp
PDX
Portland
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
PDX
Portland

Last minute flights from Portland to Chicago

Late deals on round-trip flights to Chicago from Portland, departing today and this week
23 Jun - 27 Jun
$367pp
PDX
Portland
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
PDX
Portland
25 Jun - 2 Jul
$393pp
PDX
Portland
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
PDX
Portland
22 Jun - 25 Jun
$408pp
PDX
Portland
Spirit Airlines
 
1 STOP
ORD
Chicago O'Hare Intl
ORD
Chicago O'Hare Intl
Spirit Airlines
 
1 STOP
PDX
Portland

Destination information for Chicago

Things to know before you go. Useful info for your trip from Portland to Chicago
Flight duration
4h 15m

Airports servicing Portland

Airports servicing Chicago

Chicago-O'Hare Intl (ORD)
Rockford (RFD)
Average temperature for June in Chicago
26.4 °C
Avg rainfall for June in Chicago
87.4 mm
Over the next ten days, the expected rainfall is likely to be 1.65 inches more in Chicago than in Portland .
Over the next ten days, Chicago (79.5°F) is expected to be 4.1°F warmer than Portland (75.4°F).
If you want to fly direct from Portland to Chicago then Sun, Mon, Tue, Wed, Thu, Fri and Sat are the days where this is possible.
Which airlines fly from Portland to Chicago?
There are currently 15 airlines offering direct flights from Portland to Chicago , including American Airlines, LOT Polish Airlines, Aer Lingus.
So far this month, there have been 668 searches for flights from Portland to Chicago.

Related info for your journey

Useful info, stats and facts about Portland to Chicago flights.
Flight FAQs
From Portland to Chicago
What percent of flights are delayed?
A delay of 1 hr 1.3 mins is common
How many passenger seats are available on a flight on this route?
On average, all flights from Portland offer a total of 575 seats to Chicago per day
How many passenger seats are available on a flight on this route?
Popular United Air Lines Inc. operates 79 flight per week
Related searches
Flights to Chicago from Portland