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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: Jun 29, 2016 6:51 AM

Popular flights from Chicago to Portland Last modified: Jun 29, 2016 6:51 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.

American
CHIPWM
Thu 9/15
1 stop
PWMCHI
Wed 9/21
1 stop
$181
Select
American
CHIPWM
Thu 9/22
1 stop
PWMCHI
Thu 9/29
1 stop
$181
Select
American
CHIPWM
Sat 9/24
1 stop
PWMCHI
Sat 10/1
1 stop
$181
Select
JetBlue
CHIPWM
Thu 9/8
1 stop
PWMCHI
Mon 9/12
1 stop
$281
Select
United
CHIPWM
Tue 9/13
2 stops
PWMCHI
Thu 9/15
2 stops
$348
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 $250.

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 $745 $446
7-14 days $705 $492
14-21 days $633 $404
21-30 days $613 $401
30-60 days $613 $291
60-90 days $613 $181
90+ days $613 $182

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
$290 $272 $291 $181 $182 $181 $351

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
26 27 28 29 30 1 2
$1,247
3 4 5 6 7 8 9
$1,247 $838
10 11 12 13 14 15 16
$838 $683
17 18 19 20 21 22 23
$683 $723
24 25 26 27 28 29 30
$723 $633
31 1 2 3 4 5 6
$633
TIPSave $244 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 $277.

The average price for non-stop flights from Chicago to Portland is $613.

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 5 4 4 4 07:30 18:51

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

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 $160.

The average price for round trip flights from Chicago to Portland is $277.

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 26 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 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 100% of the non-stop flights between Chicago and Portland.

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 $81
Chicago to Boston American, Alaska, JetBlue, Spirit, United $81
Chicago to Washington American, Alaska, Frontier, United $99
Chicago to Newark American, JetBlue, United $119
Chicago to Orlando American, JetBlue, Frontier, Spirit, United $139
Chicago to Manchester American, United $144
Chicago to Las Vegas American, Alaska, Frontier, Spirit, United, Virgin America $133
Chicago to Los Angeles American, Alaska, Frontier, Spirit, United, Virgin America $81
Chicago to Providence American, United $203
Chicago to Atlanta American, Frontier, Spirit, United $81
Chicago to Philadelphia American, Alaska, Frontier, Spirit, United $87
Chicago to Dallas - Ft Worth American, Alaska, Frontier, Spirit, United $81
Chicago to Miami American, Alaska, Frontier, United $139

Cheap International Flights from Chicago - CHI

FlightsAirlineLowest Price
Chicago to Toronto Air Choice One, American, Air Canada, Alaska, JetBlue, Frontier, Public Charters, Porter, United, WestJet $199
Chicago to Montreal American, Air Canada, JetBlue, Porter, United, WestJet $262

Cheap Domestic Flights to Portland - PWM

FlightsAirlineLowest Price
Milwaukee to Portland American, United $204
Indianapolis to Portland American, United $220
Madison to Portland American, United $359
Grand Rapids to Portland American, United $313
South Bend to Portland United $481
Appleton to Portland United $471
Peoria to Portland American, United $372
Moline to Portland American, United $520
Green Bay to Portland American, United $441
Kalamazoo to Portland American, United $407
Ft Wayne to Portland American, United $379
Bloomington - Normal to Portland American $671
Lansing to Portland American, United $454
Indianapolis to Boston American, Alaska, JetBlue, United $177
Milwaukee to Boston American, Alaska, United $162
Cheap Flights from Chicago to Portland, ME, United States, from $181 Round trip from CHI to PWM