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Cheap flights from Portland to Chicago (PDX to CHI)

Looking for a cheap last-minute deal or the best round-trip flight from Portland to Chicago? Find the biggest savings on one-way and round-trip tickets right here.

Good to know

Useful information for finding cheap flights from Portland International to Chicago All Airport and booking your next trip

Cheapest Round Trip Flight

$240

AA American Airlines • nonstop • 6h 43m

Jul 16 – Jul 22

The cheapest round trip flight from Portland International to Chicago All Airport is currently $240

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Cheapest Direct Flight

$265

AA American Airlines • nonstop • 6h 43m

Jul 16

The cheapest nonstop flight from Portland International to Chicago All Airport is currently $265

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Fastest Flight

6h 41m

The fastest nonstop flight from Portland International to Chicago All Airport takes 6h 41m

Recent airfare deals on Portland to Chicago

Jul 16 - Jul 22, Economy
AA
Portland → Chicago
6h 43m
12:40 PM - 6:43 PM • nonstop
AA
Portland → Chicago
7h 4m
7:25 AM - 9:49 AM • nonstop
$240
American Airlines
Jul 16 - Jul 22, Economy
WN
Portland → Chicago
13h 30m
12:55 PM - 11:05 PM • 1 stop
WN
Portland → Chicago
7h 5m
9:30 PM - 11:55 PM • nonstop
$298
Southwest Airlines
Jul 16 - Jul 22, Economy
WN
Portland → Chicago
13h 30m
12:55 PM - 11:05 PM • 1 stop
WN
Portland → Chicago
18h 45m
2:50 PM - 12:15 AM • 1 stop
$325
Southwest Airlines
Jul 16 - Jul 22, Economy
F9
Portland → Chicago
15h 45m
12:25 PM - 12:10 AM • 1 stop
UA
Portland → Chicago
18h 24m
9:16 PM - 6:20 AM • 1 stop
$455
Frontier Airlines
Jul 16 - Jul 22, Economy
AA
Portland → Chicago
6h 43m
12:40 PM - 6:43 PM • nonstop
AA
Portland → Chicago
12h 13m
8:50 AM - 2:23 PM • 1 stop
$468
American Airlines
Jul 16 - Jul 22, Economy
AS
Portland → Chicago
11h 45m
1:25 PM - 10:30 PM • 1 stop
HA
Portland → Chicago
7h 5m
7:00 AM - 9:25 AM • nonstop
$488
Alaska Airlines

Facts to know while booking flights from Portland to Chicago

What are the airports in Portland?
PDX
What’s the most popular airline flying from PDX to CHI?
The most popular airline flying from Portland to Chicago are
Can I fly from PDX to CHI non-stop?
Yes, you can fly PDX to CHI non-stop on
Which airlines fly nonstop between Portland and Chicago?
The non-stop flights between Portland and Chicago are .
What’s the earliest departure time from PDX to CHI Airport?
The earliest flight leaves PDX at 12:25 pm and lands in CHI - Chicago All Airport
What are the airports in Chicago?
ORD,MDW
Can I make changes to my Portland to Chicago flight tickets or cancel them on FareLeaders.com?
No. We are an airfare comparison site. All the tickets are booked by the travel agent offering the flight deal and any changes or cancellations to be made are directly done directly by them or the airlines.
Can I cancel my flight tickets from PDX to CHI?
Read the fare rules of the Portland to Chicago air tickets booked. Some airlines allow you to cancel the tickets within a stipulated time period with a cancellation fee.
Which airline alliances offer flights from Portland and Chicago?
operate flights between Portland and Chicago
How long does a flight from Portland to Chicago take?
It takes approximately 4 hour to fly non-stop from PDX to CHI, which is 1739.26 miles by air.
Which airlines provide the cheapest flights from Portland (PDX) to Chicago (CHI) ?
In the past couple of days, the cheapest tickets to CHI from PDX were found on ('AS') : USD 488
Do I need a passport to fly between PDX and CHI?
No
What’s the latest departure time from PDX to CHI ?
The last flight leaves PDX at 5:3500 pm

Flights from Portland to Chicago

Origin Airport Portland International , Portland, US
Destination Airport Chicago All Airport, Chicago, US
Distance miles

Popular Airlines

Southwest Airlines-WN
Delta Airline, DL
United Airlines, UA
American Airlines, AA
Hawaiian Airlines-HA
Spirit Airlines-NK
Alaska Airlines -AS

Popular Origin & Destination

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