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Cheap Flights from Chicago to Portland, OR, United States - CHI to PDX

Popular flights from Chicago to Portland

If your flight days are flexible and you looking for a good deal, our charts on cheap flights provide some insight regarding affordable flight options for your next big adventure.

Alaska Airlines
Departure Date Return Date Lowest Price
Apr 20, 2016 Apr 23, 2016 $227
Apr 23, 2016 Apr 30, 2016 $227
American Airlines
Departure Date Return Date Lowest Price
Mar 5, 2016 Mar 8, 2016 $226
Mar 5, 2016 Mar 9, 2016 $226
Mar 5, 2016 Mar 12, 2016 $226
Mar 9, 2016 Mar 12, 2016 $226
Frontier Airlines
Departure Date Return Date Lowest Price
Apr 30, 2016 May 3, 2016 $201
May 11, 2016 May 17, 2016 $201
May 21, 2016 May 31, 2016 $201
Jun 8, 2016 Jun 14, 2016 $201
Spirit Airlines
Departure Date Return Date Lowest Price
Apr 14, 2016 Apr 20, 2016 $180
Apr 14, 2016 Apr 18, 2016 $180
Apr 15, 2016 Apr 18, 2016 $180
Apr 15, 2016 Apr 16, 2016 $180
Apr 21, 2016 Apr 24, 2016 $180
United Airlines
Departure Date Return Date Lowest Price
May 11, 2016 May 14, 2016 $222
Virgin America
Departure Date Return Date Lowest Price
Apr 30, 2016 May 2, 2016 $290

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 $182.

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 $339 $347
7-14 days $271 $275
14-21 days $261 $265
21-30 days $224 $228
30-60 days $263 $226
60-90 days $180 $218
90+ days $180 $218

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
$187 $180 $180 $180 $180 $180 $187

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
February Chicago Portland American 2/23/16 3/8/16 0 $271
March Chicago Portland United 3/5/16 3/8/16 0 $224
April Chicago Portland Spirit 4/14/16 4/18/16 0 $180
May Chicago Portland Spirit 5/6/16 5/8/16 0 $180
June Chicago Portland Spirit 6/8/16 6/14/16 0 $180
July Chicago Portland Frontier 7/13/16 7/19/16 0 $208
August Chicago Portland Spirit 8/25/16 8/28/16 0 $180
September Chicago Portland Spirit 9/3/16 9/10/16 0 $180

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
14 15 16 17 18 19 20
$342
21 22 23 24 25 26 27
$342 $309
28 29 1 2 3 4 5
$309 $224
6 7 8 9 10 11 12
$224 $262
13 14 15 16 17 18 19
$262 $349
20 21 22 23 24 25 26
$349

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 $239.

The average price for non-stop flights from Chicago to Portland is $211.

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 1 1 1 1 1 1 1 17:43 17:43
Alaska 1 1 1 1 1 1 1 17:20 17:20
United 2 2 2 2 2 1 2 09:05 19:03

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 $113.

The average price for round trip flights from Chicago to Portland is $224.

More Cheap Flights

FlightsAirlineLowest Price
Indianapolis to Portland American, Alaska, Frontier, United $244
Milwaukee to Portland American, Alaska, Frontier, United $244
Madison to Portland American, Alaska, Frontier, United $421
Grand Rapids to Portland American, Alaska, United $359
Green Bay to Portland American, Alaska, United $462
South Bend to Portland United $338
Moline to Portland American, Alaska, United $339
Ft Wayne to Portland American, United $358
Bloomington - Normal to Portland American $432
Lansing to Portland American, Alaska, United $402
Appleton to Portland Alaska, United $454
Peoria to Portland American, United $397
Toledo to Portland American $499
Dubuque to Portland American $470
Kalamazoo to Portland American, United $410
Champaign to Portland American, United $420
Springfield to Portland American, United $442
Chicago to Seattle American, Alaska, Frontier, Spirit, United, Virgin America $208
Chicago to Las Vegas American, Alaska, Frontier, Spirit, United, Virgin America $127
Chicago to Los Angeles American, Alaska, Frontier, Spirit, United, Virgin America $90
Chicago to San Francisco American, Alaska, JetBlue, Frontier, United, Virgin America $127
Chicago to New York American, JetBlue, Spirit, United $78
Chicago to Denver American, Frontier, Spirit, United $78
Chicago to Phoenix American, Alaska, Frontier, Spirit, United $78
Chicago to Vancouver American, Air Canada, Alaska, Frontier, Spirit, Porter, United, Virgin America, WestJet $300
Chicago to Dallas - Ft Worth American, Spirit, United $78
Indianapolis to Seattle American, Alaska, Frontier, United $244
Chicago to Orlando American, JetBlue, Frontier, Spirit, United $76
Chicago to Eugene American, Alaska, United $337
Milwaukee to Seattle American, Alaska, Frontier, United $244

Airlines Flying from Chicago to Portland (CHI to PDX)

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 PHX 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 MSP X X X X X X X
Frontier DEN 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 X X X X X X
Southwest - X X X X X X X
Southwest SMF 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 33 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 27 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 48% 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.