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Did you mean flights from Chicago to Portland?

Cheap Flights from Portland to Chicago, IL, United States - PDX to CHI Last modified: Jul 26, 2016 1:39 AM

Popular flights from Portland to Chicago Last modified: Jul 26, 2016 1:39 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
PDXCHI
Tue 7/26
1 stop
CHIPDX
Tue 8/2
1 stop
$144
Select
United
PDXCHI
Fri 7/29
1 stop
CHIPDX
Tue 8/2
1 stop
$144
Select
United
PDXCHI
Fri 7/29
1 stop
CHIPDX
Wed 8/3
1 stop
$144
Select
American
PDXCHI
Wed 11/9
nonstop
CHIPDX
Tue 11/15
nonstop
$177
Select
Spirit
PDXCHI
Fri 7/29
nonstop
CHIPDX
Thu 8/4
nonstop
$182
Select
Spirit
PDXCHI
Fri 7/29
nonstop
CHIPDX
Fri 8/5
nonstop
$182
Select
Spirit
PDXCHI
Fri 7/29
nonstop
CHIPDX
Sat 8/6
nonstop
$182
Select
Spirit
PDXCHI
Fri 7/29
nonstop
CHIPDX
Sun 8/7
nonstop
$182
Select
Frontier
PDXCHI
Wed 8/24
1 stop
CHIPDX
Wed 8/31
1 stop
$244
Select
Frontier
PDXCHI
Sat 8/27
1 stop
CHIPDX
Sat 9/10
1 stop
$244
Select
Frontier
PDXCHI
Sat 9/3
1 stop
CHIPDX
Sat 9/10
1 stop
$244
Select
Frontier
PDXCHI
Sat 9/3
1 stop
CHIPDX
Tue 9/6
1 stop
$244
Select
Frontier
PDXCHI
Sat 9/3
1 stop
CHIPDX
Wed 9/7
1 stop
$244
Select
Alaska
PDXCHI
Sun 8/21
1 stop
CHIPDX
Wed 8/24
1 stop
$253
Select
Virgin America
PDXCHI
Wed 8/24
1 stop
CHIPDX
Fri 8/26
1 stop
$343
Select
JetBlue
PDXCHI
Thu 9/29
1 stop
CHIPDX
Sun 10/2
1 stop
$685
Select

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

We have collected flight cost data from across the web for travel from Portland to Chicago, and have found the average flight price for this trip to be $172.

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

Airlines can adjust prices for plane tickets from Portland to Chicago 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 Portland to Chicago

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

Non Stop versus 1-Stop
Advanced PurchaseNon StopOne Stop
< 7 days $182 $144
7-14 days $197 $165
14-21 days $217 $185
21-30 days $197 $185
30-60 days $197 $195
60-90 days $187 $195
90+ days $177 $191

Cheapest Day To Fly from Portland to Chicago

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

Monday Tuesday Wednesday Thursday Friday Saturday Sunday
$195 $144 $169 $165 $144 $187 $197

Lowest Fares Chart By Month from Portland to Chicago

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

Month Origin Destination Carrier Depart Date Return Date Stops Price
July Portland Chicago United 7/26/16 8/2/16 1 $144
August Portland Chicago United 8/4/16 8/23/16 1 $165
September Portland Chicago United 9/9/16 9/13/16 1 $195
October Portland Chicago American 10/15/16 10/19/16 0 $187
November Portland Chicago American 11/9/16 11/15/16 0 $177
December Portland Chicago American 12/2/16 12/7/16 0 $227
January Portland Chicago Frontier 1/18/17 1/24/17 1 $244
February Portland Chicago American 2/24/17 2/27/17 0 $323

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

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 Portland to Chicago.

Next 30 Days

SunMonTueWedThuFriSat
24 25 26 27 28 29 30
$242
31 1 2 3 4 5 6
$242 $197
7 8 9 10 11 12 13
$197 $217
14 15 16 17 18 19 20
$217 $197
21 22 23 24 25 26 27
$197 $197
28 29 30 31 1 2 3
$197

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

Your Portland to Chicago 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 Portland to Chicago is $314.

The average price for non-stop flights from Portland to Chicago is $229.

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

Nonstop Flight Details from Portland to Chicago
CarrierMonTueWedThuFriSatSunEarliest FlightLatest Flight
American 3 3 3 3 3 3 3 00:15 13:22
Alaska 1 1 1 1 1 1 1 10:45 10:45
Spirit 1 1 1 1 1 1 1 23:56 23:56
United 5 5 5 5 5 5 4 00:28 23:25

Portland to Chicago Flight Questions

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

Question: How long is a direct flight from Portland to Chicago?
Answer: The average Portland to Chicago flight time is 3 hours and 57 minutes.
Question: How many miles are there between Portland and Chicago?
Answer: The distance from Portland to Chicago is 1733 miles.
Question: How common are direct flights from Portland to Chicago?
Answer: There are 65 direct flights from Portland to Chicago.
Question: What is the most popular airline for non-stop flights from Portland to Chicago?
Answer: United Airlines provides 52% of the non-stop flights between Portland and Chicago.
Question: What are the most popular connecting cities when flying from Portland to Chicago?
Answer: Denver, CO

Airports for Your Route

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

Cheap Domestic Flights from Portland - PDX

FlightsAirlineLowest Price
Portland to New York American, Alaska, JetBlue, Frontier, Spirit, Sun Country, United, Virgin America $288
Portland to Milwaukee American, Alaska, Frontier, United $239
Portland to Atlanta American, Alaska, Frontier, Spirit, United $344
Portland to Dallas - Ft Worth American, Alaska, Frontier, Spirit, Sun Country, United, Virgin America $132
Portland to Detroit American, Alaska, JetBlue, Frontier, Spirit, United $244
Portland to South Bend American, Alaska, United $498
Portland to Madison American, Alaska, Frontier, United $304
Portland to Minneapolis - St Paul American, Alaska, Frontier, Spirit, Sun Country, United $237
Portland to Indianapolis American, Alaska, Frontier, United $244

Cheap Domestic Flights to Chicago - CHI

FlightsAirlineLowest Price
Seattle to Chicago American, Alaska, JetBlue, Frontier, Spirit, United, Virgin America $147
Eugene to Chicago American, Alaska, United $284
Pasco to Chicago American, Alaska, United $300
Redmond to Chicago American, Alaska, United $320
Wenatchee to Chicago American, Alaska $274
Yakima to Chicago American, Alaska $330
North Bend to Chicago Alaska, United Check Dates
Seattle to Atlanta American, Alaska, JetBlue, Frontier, Spirit, United $240
Seattle to Milwaukee American, Alaska, Frontier, United $273
Seattle to New York American, Alaska, JetBlue, Frontier, Sun Country, United, Virgin America $279
Seattle to Dallas - Ft Worth American, Alaska, Frontier, Spirit, Sun Country, United, Virgin America $239
Seattle to Detroit American, Alaska, JetBlue, Frontier, Spirit, United $244
Seattle to Minneapolis - St Paul American, Alaska, Frontier, Spirit, Sun Country, United $197
Seattle to Indianapolis American, Alaska, Frontier, United $244
Seattle to Madison American, Alaska, Frontier, United $244
Seattle to South Bend American, United $424
Seattle to St Louis American, Alaska, Frontier, United $257
Seattle to Grand Rapids American, Alaska, United $364
Seattle to Washington American, Alaska, JetBlue, Frontier, Sun Country, United, Virgin America $244
Seattle to Los Angeles American, Alaska, Spirit, United, Virgin America $97
Seattle to Cincinnati American, Alaska, Frontier, United $274
Cheap Flights from Portland to Chicago, IL, United States, from $144 Round trip from PDX to CHI