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Chicago to Portland Flight Information

Below are some common questions asked about this flight route:

When can I book the cheapest flight from Chicago to Portland?

Airlines adjust prices for plane tickets from Chicago to Portland based on the day and time that you book your flight. After analyzing data from all airlines, we have discovered that the best days to book flights are Tuesdays, Wednesdays, and Saturdays.

How frequent are direct flights from Chicago to Portland?

There are 70 direct flights from Chicago to Portland.

What is the most popular airline for non-stop flights from Chicago to Portland?

United Airlines provides 50 of the non-stop flights between Chicago and Portland.

Airlines flying this route:
Airports in Chicago:
Airports in Portland:
Average duration of direct flights: 4h30m

Chicago to Portland Flight Schedule

Flight info. Departure
Arrival
Route Weekly Schedule
16:06 ORD 18:30 PDX
Chicago to Portland ------- Search
15:40 ORD 18:25 PDX
Chicago to Portland SMTWTFS Search
07:45 ORD 10:05 PDX
Chicago to Portland SMTW-FS Search
12:49 ORD 15:22 PDX
Chicago to Portland SMTWT-S Search
19:50 ORD 22:32 PDX
Chicago to Portland -----FS Search
09:15 ORD 11:49 PDX
Chicago to Portland SMTWTFS Search
16:06 ORD 18:30 PDX
Chicago to Portland SMTWTFS Search
09:56 ORD 12:39 PDX
Chicago to Portland SMTWTFS Search
17:40 ORD 20:03 PDX
Chicago to Portland SMTWT-S Search
AY4032
20:25 ORD 22:55 PDX
Chicago to Portland SM--T-S Search
20:25 ORD 22:49 PDX
Chicago to Portland ----TFS Search
20:25 ORD 22:55 PDX
Chicago to Portland SMTWT-S Search
EI6197
15:45 ORD 18:10 PDX
Chicago to Portland -M---F- Search
EI6199
19:45 ORD 22:13 PDX
Chicago to Portland S-TWTFS Search
GF6587
20:25 ORD 22:55 PDX
Chicago to Portland SMTWT-S Search
IB4466
20:25 ORD 22:55 PDX
Chicago to Portland SMTWT-S Search
LH9010
15:45 ORD 18:10 PDX
Chicago to Portland -M---F- Search
LH9170
19:57 ORD 22:18 PDX
Chicago to Portland SMTWTFS Search
19:45 ORD 22:13 PDX
Chicago to Portland --T--FS Search
LX3298
15:45 ORD 18:10 PDX
Chicago to Portland SMTWTFS Search

Flights from Chicago to Portland International Airport (PDX)

13 Dec, 06:45 - 16 Dec, 13:10
UA | United Airlines
9h 23m
ORD - PDX
1 stop
AU$488
Round-trip from
Search
13 Dec, 19:20 - 16 Dec, 13:10
DL | Delta Air Lines
6h 33m
ORD - PDX
2 stop
AU$429
Round-trip from
Search
13 Dec, 05:00 - 16 Dec, 13:10
AA | American Airlines
7h 36m
ORD - PDX
2 stop
AU$439
Round-trip from
Search
13 Dec, 18:05 - 16 Dec, 05:45
WN | Southwest Airlines
7h 45m
MDW - PDX
2 stop
AU$470
Round-trip from
Search
13 Dec, 17:40 - 16 Dec, 13:10
AS | Alaska Airlines
7h 7m
ORD - PDX
2 stop
AU$478
Round-trip from
Search

Prices shown are for 1 adult ticket including taxes & fees.(As ticket fares can change frequently, these advertised prices are for reference only. The actual prices will be shown at time of booking.)

Roundtrip vs One-Way Flights from Chicago to Portland

There is usually no major price difference between buying a roundtrip flight versus a one-way flight. Increased flexibility is the main benefit when it comes to buying a one-way flight from Chicago to Portland. However, booking a roundtrip flight is a simpler process. You can compare roundtrip and one-way flights by using our flight comparison tool.

Direct vs Connecting Flights from Chicago to Portland

The average price for connecting flights from Chicago to Portland is AUD 319.73.The average price for direct flights from Chicago to Portland is AUD 385.58.

Travel from Chicago to Portland

Portland attracts thousands of visitors every year for both business and pleasure. Planning a trip from Chicago to Portland is easy when you use Trip.com to help you make travel arrangements. With Trip.com, you can search for available flights and hotel rooms, and then make your booking quickly and easily online.

A Trip to Remember

Make your journey from Chicago to Portland a trip to remember when you use Trip.com to review city attractions before you arrive. With a preview of what's available at your destination, you can make any necessary reservations in advance for the best travel experience possible.

Trip.com is part of Trip.com Group Limited, one of the world's leading providers of travel services.
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