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Did you mean flights from Portland to Chicago?

Cheap Flights from Chicago to Portland, ME, United States - CHI to PWM Last modified: Jul 30, 2016 1:02 AM

Popular flights from Chicago to Portland Last modified: Jul 30, 2016 1:02 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.

JetBlue
CHIPWM
Tue 9/13
1 stop
PWMCHI
Tue 9/20
1 stop
$230
Select
American
CHIPWM
Tue 8/30
2 stops
PWMCHI
Thu 9/8
2 stops
$340
Select
American
CHIPWM
Tue 9/13
2 stops
PWMCHI
Tue 9/20
2 stops
$340
Select
American
CHIPWM
Sat 9/24
2 stops
PWMCHI
Sat 10/1
2 stops
$340
Select
American
CHIPWM
Tue 9/27
2 stops
PWMCHI
Tue 10/4
2 stops
$340
Select
United
CHIPWM
Tue 9/13
2 stops
PWMCHI
Tue 9/20
2 stops
$375
Select
United
CHIPWM
Sat 11/12
2 stops
PWMCHI
Sun 11/20
2 stops
$375
Select

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

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 $285.

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

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 $833 $488
7-14 days $659 $321
14-21 days $619 $321
21-30 days $619 $353
30-60 days $619 $230
60-90 days $619 $347
90+ days $619 $230

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
$248 $230 $296 $321 $266 $278 $351

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 JetBlue 8/13/16 8/18/16 1 $321
September Chicago Portland JetBlue 9/13/16 9/20/16 1 $230
October Chicago Portland JetBlue 10/19/16 10/24/16 1 $347
November Chicago Portland United 11/12/16 11/20/16 2 $375
December Chicago Portland American 12/11/16 12/18/16 1 $408
March Chicago Portland JetBlue 3/31/17 4/2/17 1 $351
April Chicago Portland JetBlue 4/1/17 4/4/17 1 $230
May Chicago Portland American 5/1/17 5/10/17 1 $463

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
31 1 2 3 4 5 6
$886
7 8 9 10 11 12 13
$886 $751
14 15 16 17 18 19 20
$751 $619
21 22 23 24 25 26 27
$619 $619
28 29 30 31 1 2 3
$619 $619
4 5 6 7 8 9 10
$619
TIPSave $206 by flying into Boston instead of Portland from Chicago

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

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 $315.

The average price for non-stop flights from Chicago to Portland is $619.

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
United 4 4 4 4 4 5 4 06:05 20:50

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 2 hours and 24 minutes.
Question: How many miles are there between Chicago and Portland?
Answer: The distance from Chicago to Portland is 897 miles.
Question: How common are direct flights from Chicago to Portland?
Answer: There are 29 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 100% of the non-stop flights between Chicago and Portland.
Question: What are the most popular connecting cities when flying from Chicago to Portland?
Answer: Atlanta, GA

Airlines Flying from Chicago to Portland (CHI to PWM) Number of flights searched: 185Last modified: Jul 30, 2016 1:02 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 PHL X X X X X X X
JetBlue JFK X X X X X X X
Delta ATL X X X X X X X
Delta CVG / DTW X X X X X X X
United - X X X X X X X
United EWR X X X X X X X
Southwest BWI 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.

Cheap Domestic Flights from Chicago - CHI

FlightsAirlineLowest Price
Chicago to New York American, Alaska, JetBlue, Spirit, United $77
Chicago to Boston American, Alaska, JetBlue, Spirit, United $83
Chicago to Washington American, Alaska, JetBlue, Frontier, United $83
Chicago to Newark American, JetBlue, United $123
Chicago to Orlando American, JetBlue, Frontier, Spirit, United $97
Chicago to Manchester American, United $193
Chicago to Las Vegas American, Alaska, Frontier, Spirit, United, Virgin America $123
Chicago to Los Angeles American, Alaska, Frontier, Spirit, United, Virgin America $87
Chicago to Providence American, JetBlue, United $187
Chicago to Atlanta American, Frontier, Spirit, United $77
Chicago to Philadelphia American, Alaska, JetBlue, Frontier, United $97
Chicago to Dallas - Ft Worth American, Alaska, Frontier, Spirit, United $77
Chicago to Miami American, Alaska, Frontier, United $117

Cheap International Flights from Chicago - CHI

FlightsAirlineLowest Price
Chicago to Toronto Air Choice One, American, Air Canada, Alaska, JetBlue, Porter, United, WestJet $225
Chicago to Montreal American, Air Canada, JetBlue, Porter, United, WestJet $279

Cheap Domestic Flights to Portland - PWM

FlightsAirlineLowest Price
Milwaukee to Portland American, United $244
Indianapolis to Portland American, United $220
Madison to Portland American, United $363
Grand Rapids to Portland American, United $316
South Bend to Portland United $831
Appleton to Portland United Check Dates
Peoria to Portland American, United $525
Moline to Portland American, United $378
Green Bay to Portland American, United $408
Kalamazoo to Portland American, United $460
Ft Wayne to Portland American, United $375
Bloomington - Normal to Portland American Check Dates
Lansing to Portland American, United $494
Indianapolis to Boston American, Alaska, United $180
Milwaukee to Boston American, Alaska, United $236
Cheap Flights from Chicago to Portland, ME, United States, from $230 Round trip from CHI to PWM