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Cheap Flights from Chicago to Portland, OR, United States - CHI to PDX Last modified: May 27, 2016 6:54 PM

Popular flights from Chicago to Portland Last modified: May 27, 2016 6:54 PM

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.

Alaska Airlines
Departure Date Return Date Lowest Price
Sep 14, 2016 Sep 19, 2016 $292
American Airlines
Departure Date Return Date Lowest Price
Jun 3, 2016 Jun 6, 2016 $147
Jun 3, 2016 Jun 7, 2016 $147
Frontier Airlines
Departure Date Return Date Lowest Price
Jun 3, 2016 Jun 7, 2016 $118
Jun 3, 2016 Jun 5, 2016 $118
Jun 4, 2016 Jun 7, 2016 $118
Spirit Airlines
Departure Date Return Date Lowest Price
Jun 21, 2016 Jun 28, 2016 $167
Jun 22, 2016 Jun 28, 2016 $167
Aug 2, 2016 Aug 16, 2016 $167
Aug 16, 2016 Aug 23, 2016 $167
Aug 16, 2016 Aug 24, 2016 $167
United Airlines
Departure Date Return Date Lowest Price
Jun 2, 2016 Jun 7, 2016 $199
Virgin America
Departure Date Return Date Lowest Price
Aug 30, 2016 Aug 31, 2016 $429
Aug 31, 2016 Sep 7, 2016 $429
Sep 6, 2016 Sep 13, 2016 $429
Sep 8, 2016 Sep 27, 2016 $429
Sep 8, 2016 Sep 13, 2016 $429

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 $160.

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 $217 $199
7-14 days $118 $224
14-21 days $148 $247
21-30 days $167 $270
30-60 days $187 $270
60-90 days $167 $225
90+ days $167 $244

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
$143 $167 $167 $177 $118 $118 $227

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
May Chicago Portland American 5/28/16 6/7/16 1 $241
June Chicago Portland Frontier 6/3/16 6/5/16 0 $118
July Chicago Portland Spirit 7/4/16 7/12/16 0 $187
August Chicago Portland Spirit 8/2/16 8/16/16 0 $167
September Chicago Portland Spirit 9/6/16 9/13/16 0 $167
October Chicago Portland Spirit 10/4/16 10/11/16 0 $167
November Chicago Portland Spirit 11/1/16 11/8/16 0 $167
December Chicago Portland American 12/12/16 12/15/16 0 $305

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
29 30 31 1 2 3 4
$118
5 6 7 8 9 10 11
$118 $168
12 13 14 15 16 17 18
$168 $168
19 20 21 22 23 24 25
$168 $178
26 27 28 29 30 1 2
$178 $242
3 4 5 6 7 8 9
$242

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 $308.

The average price for non-stop flights from Chicago to Portland is $254.

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 3 3 3 3 3 3 3 10:15 20:20
Alaska 1 1 1 1 1 1 1 17:50 17:50
Frontier 1 0 1 0 1 1 0 19:54 19:54
Spirit 1 1 1 1 1 1 1 20:45 20:45
United 4 4 4 4 4 4 4 09:00 19:39

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 $124.

The average price for round trip flights from Chicago to Portland is $275.

More Cheap Flights

FlightsAirlineLowest Price
Indianapolis to Portland American, Alaska, Frontier, United $240
Milwaukee to Portland American, Alaska, Frontier, United $240
Madison to Portland American, Alaska, Frontier, United $244
Grand Rapids to Portland American, Alaska, United $398
Green Bay to Portland American, Alaska, United $451
South Bend to Portland American, United $537
Moline to Portland American, Alaska, United $412
Ft Wayne to Portland American, Alaska, United $433
Bloomington - Normal to Portland American $421
Lansing to Portland American, Alaska, United $461
Appleton to Portland Alaska, United $442
Peoria to Portland American, United $421
Toledo to Portland American $502
Dubuque to Portland American $497
Kalamazoo to Portland American, United $447
Champaign to Portland American $412
Springfield to Portland American, United $485
Chicago to Seattle American, Alaska, Frontier, Spirit, United, Virgin America $188
Chicago to Las Vegas American, Alaska, Frontier, Spirit, United, Virgin America $117
Chicago to Los Angeles American, Alaska, Frontier, Spirit, United, Virgin America $117
Chicago to San Francisco American, Alaska, Frontier, United, Virgin America $208
Chicago to New York American, Alaska, JetBlue, Spirit, United $81
Chicago to Denver American, Alaska, Frontier, Spirit, United $81
Chicago to Phoenix American, Alaska, Frontier, Spirit, United $167
Chicago to Vancouver American, Air Canada, Alaska, JetBlue, Frontier, Spirit, Porter, United, Virgin America, WestJet $437
Chicago to Dallas - Ft Worth American, Alaska, Frontier, Spirit, United $119
Indianapolis to Seattle American, Alaska, Frontier, United $240
Chicago to Orlando American, JetBlue, Frontier, Spirit, United $137
Chicago to Eugene American, Alaska, United $274
Milwaukee to Seattle American, Alaska, Frontier, United $265

Airlines Flying from Chicago to Portland (CHI to PDX) Number of flights searched: 216Last modified: May 27, 2016 6:54 PM

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 ATL X X X X X X X
Frontier - X X X X
Frontier DEN X X X X
Spirit - X X X X X X X
Spirit DFW X X X X X X X
United - X X X X X X X
United SFO X X X X X X 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 26 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 67 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 41% 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.