Flights
Hotels
From
To
1 traveler
Unsupported Browser!
Find Flights
Finding cheap flights is simple. More than 36 million people last year saved hundreds by using our flights tool.
Flights
Hotels
Round-trip
One-way
1 traveler
Unsupported Browser!
Find Flights
Finding cheap flights is simple. More than 36 million people last year saved hundreds by using our flights tool.
Did you mean flights from Portland to Chicago?

Cheap Flights from Chicago to Portland, OR, United States - CHI to PDX Last modified: Aug 27, 2016 1:18 AM

Popular flights from Chicago to Portland Last modified: Aug 27, 2016 1:18 AM

We’ve got the inside scoop on finding the best time to fly for the best price. Not sure when to travel for your next vacation? Find details below on when-to-fly and when-to-buy.

United
CHIPDX
Sat 10/1
nonstop
PDXCHI
Wed 10/5
nonstop
$147
Select
United
CHIPDX
Sat 10/1
nonstop
PDXCHI
Sat 10/8
nonstop
$147
Select
Spirit
CHIPDX
Mon 10/3
nonstop
PDXCHI
Mon 10/17
nonstop
$153
Select
American
CHIPDX
Wed 10/26
1 stop
PDXCHI
Sat 10/29
1 stop
$194
Select
Alaska
CHIPDX
Sat 9/24
nonstop
PDXCHI
Tue 9/27
nonstop
$233
Select
Alaska
CHIPDX
Sat 9/24
nonstop
PDXCHI
Sat 10/1
nonstop
$233
Select
Alaska
CHIPDX
Tue 9/27
nonstop
PDXCHI
Wed 9/28
nonstop
$233
Select
Alaska
CHIPDX
Tue 9/27
nonstop
PDXCHI
Sat 10/1
nonstop
$233
Select
Alaska
CHIPDX
Tue 9/27
nonstop
PDXCHI
Tue 10/4
nonstop
$233
Select
Frontier
CHIPDX
Wed 10/26
1 stop
PDXCHI
Sat 10/29
1 stop
$242
Select
Virgin America
CHIPDX
Tue 9/27
1 stop
PDXCHI
Thu 9/29
1 stop
$277
Select

How Much Does it Cost to Fly from Chicago to Portland (CHI to PDX)?

We have collected flight cost data from across the web for travel from Chicago to Portland, and have found the average flight price for this trip to be $154.

When Can I Buy the Cheapest Flight from Chicago to Portland (CHI to PDX)?

Airlines can adjust prices for plane tickets from Chicago to Portland based on the day and time that you decide to book your flight. We have collected data from all airlines, and have discovered that the best days to book flights are Tuesdays, Wednesdays, and Saturdays. Read our article to find more information about the best time to buy airline tickets.

How far in advance should you book flights from Chicago to Portland

The chart below shows up-to-date information regarding how far in advance a flight from Chicago to Portland should be booked.

Non Stop versus 1-Stop
Advanced PurchaseNon StopOne Stop
< 7 days $182 $228
7-14 days $157 $203
14-21 days $157 $203
21-30 days $157 $198
30-60 days $147 $194
60-90 days $156 $194
90+ days $157 $164

Cheapest Day To Fly from Chicago to Portland

The chart below shows up-to-date information regarding the cheapest days to fly from Chicago to Portland.

Monday Tuesday Wednesday Thursday Friday Saturday Sunday
$153 $156 $156 $154 $154 $147 $156

Lowest Fares Chart By Month from Chicago to Portland

The chart below shows the lowest fare by month when flying from Chicago to Portland.

Month Origin Destination Carrier Depart Date Return Date Stops Price
August Chicago Portland Spirit 8/29/16 9/3/16 0 $182
September Chicago Portland Spirit 9/29/16 10/5/16 0 $154
October Chicago Portland United 10/1/16 10/5/16 0 $147
November Chicago Portland Spirit 11/1/16 11/7/16 0 $157
December Chicago Portland American 12/2/16 12/16/16 0 $227
January Chicago Portland American 1/5/17 1/11/17 0 $227
February Chicago Portland American 2/1/17 2/5/17 0 $227
March Chicago Portland American 3/8/17 3/14/17 0 $275

Cheapest Weekend Non-Stop Flights for the Next 30 Days from Chicago to Portland

If you're ready to take a trip in the next 30 days and want to fly on the weekend, you might be wondering which weekend is the cheapest to fly. The chart below shows up-to-date data regarding weekend flight prices from Chicago to Portland.

Next 30 Days

SunMonTueWedThuFriSat
28 29 30 31 1 2 3
$227
4 5 6 7 8 9 10
$227 $157
11 12 13 14 15 16 17
$157 $157
18 19 20 21 22 23 24
$157 $157
25 26 27 28 29 30 1
$157 $157
2 3 4 5 6 7 8
$157

Non-Stop vs Connecting Flights from Chicago to Portland (CHI to PDX)

Your Chicago to Portland flight can be significantly cheaper by choosing a multi-stop airline ticket. Although these connecting flights sacrifice some convenience, on average, travelers save 20%-60% when they choose to fly multi-stop versus a direct flight.

The average price for connecting flights from Chicago to Portland is $237.

The average price for non-stop flights from Chicago to Portland is $188.

The chart below shows up to date information regarding non-stop flights from Chicago to Portland.

Nonstop Flight Details from Chicago to Portland
CarrierMonTueWedThuFriSatSunEarliest FlightLatest Flight
American 2 2 2 2 2 2 2 10:15 17:05
Alaska 1 1 1 1 1 1 1 17:45 17:45
Spirit 1 1 1 1 1 1 1 20:45 20:45
United 4 4 4 4 4 4 4 09:01 19:40

Round Trip vs One Way Flights from Chicago to Portland (CHI to PDX)

We have found that there is often no price difference between buying a round trip 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 round trip flight can be a simpler process. You can compare round trip and one way flights by using our flight comparison.

The average price for one way flights from Chicago to Portland is $217.

The average price for round trip flights from Chicago to Portland is $209.

More Cheap Flights

FlightsAirlineLowest Price
Indianapolis to Portland American, Alaska, Delta, Frontier, United $239
Milwaukee to Portland American, Alaska, Delta, Frontier, United $239
Madison to Portland American, Alaska, Delta, Frontier, United $284
Grand Rapids to Portland American, Alaska, Delta, United $370
Green Bay to Portland American, Alaska, Delta, United $401
South Bend to Portland Delta, United $392
Moline to Portland American, Alaska, Delta, United $418
Ft Wayne to Portland American, Alaska, Delta, United $390
Bloomington - Normal to Portland American, Delta $373
Lansing to Portland American, Alaska, Delta, United $388
Appleton to Portland Alaska, Delta, United $456
Peoria to Portland American, Delta, United $376
Toledo to Portland American $331
Dubuque to Portland American Check Dates
Kalamazoo to Portland American, Delta, United $392
Champaign to Portland American $406
Springfield to Portland American, United $488
Chicago to Seattle American, Alaska, Delta, Frontier, Spirit, United, Virgin America $117
Chicago to Las Vegas American, Alaska, Delta, Frontier, Spirit, United, Virgin America $96
Chicago to Los Angeles American, Alaska, Delta, Frontier, Spirit, United, Virgin America $81
Chicago to San Francisco American, Alaska, Delta, Frontier, United, Virgin America $165
Chicago to New York American, Alaska, JetBlue, Delta, Spirit, United $77
Chicago to Denver American, Delta, Frontier, Spirit, United $77
Chicago to Phoenix American, Alaska, Delta, Frontier, Spirit, United $87
Chicago to Vancouver American, Air Canada, AeroMexico, Alaska, Delta, China Eastern, United, WestJet $339
Chicago to Dallas - Ft Worth American, Alaska, Delta, Spirit, United $77
Indianapolis to Seattle American, Alaska, Delta, Frontier, United $234
Chicago to Orlando American, Alaska, JetBlue, Delta, Frontier, Spirit, United $91
Chicago to Eugene American, Alaska, Delta, United $313
Milwaukee to Seattle American, Alaska, Delta, Frontier, United $248

Airlines Flying from Chicago to Portland (CHI to PDX) Number of flights searched: 247Last modified: Aug 27, 2016 1:18 AM

Below are the different airlines that fly from Chicago to Portland with the average price of their plane tickets. Just remember that different airlines offer different levels of comfort and service, so consider convenience when choosing your airline.

Below is the full flight schedule summary of the next 30 days for flights from Chicago to Portland.

Chicago to Portland
Airline Connections Mon Tue Wed Thu Fri Sat Sun
American - X X X X X X X
American DFW X X X X X X X
Alaska - X X X X X X X
Alaska SEA X X X X X X X
Delta DTW X X X X X X X
Delta CVG / MSP X
Frontier DEN X X X X X X X
Spirit - X X X X X X X
Spirit LAS X X X X X X X
United - X X X X X X X
United DEN X X X X X X X
Virgin America SFO X
Southwest - X X X X X X X
Southwest DEN X X X X X X X

Airports for Your Route

These pages contain information about the major airports in Chicago and Portland, so you can feel comfortable knowing how to get around whether you are about to take off or you just landed.

Chicago to Portland Flight Questions

Below are some common questions that asked about this flight route:

Question: How long is a direct flight from Chicago to Portland?
Answer: The average Chicago to Portland flight time is 4 hours and 23 minutes.
Question: How many miles are there between Chicago and Portland?
Answer: The distance from Chicago to Portland is 1733 miles.
Question: How common are direct flights from Chicago to Portland?
Answer: There are 56 direct flights from Chicago to Portland.
Question: What is the most popular airline for non-stop flights from Chicago to Portland?
Answer: United Airlines provides 50% of the non-stop flights between Chicago and Portland.
Question: What are the most popular connecting cities when flying from Chicago to Portland?
Answer: Denver, CO
Chicago (CHI) To Portland, OR (PDX) Flights: Cheap Flights From Chicago To Portland | FareCompare.