Cheap Flights from Chicago to Portland, ME, United States - CHI to PWM
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.
|Departure Date||Return Date||Lowest Price|
|Apr 7, 2016||Apr 11, 2016||$343|
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.
|Advanced Purchase||Non Stop||One Stop|
|< 7 days||$925||$820|
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|
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
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 $338.
The average price for non-stop flights from Chicago to Portland is $575.
The chart below shows up to date information regarding non-stop flights from Chicago to Portland.
|Carrier||Mon||Tue||Wed||Thu||Fri||Sat||Sun||Earliest Flight||Latest Flight|
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 $180.
The average price for round trip flights from Chicago to Portland is $338.
Chicago to Portland Flight Questions
Below are some common questions that asked about this flight route:
Airlines Flying from Chicago to Portland (CHI to PWM)
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.
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.
Farecompare Research Tools
Cheap Domestic Flights from Chicago - CHI
|Chicago to New York||American, JetBlue, Spirit, United||$77|
|Chicago to Boston||American, JetBlue, Spirit, United||$81|
|Chicago to Washington||American, JetBlue, Frontier, United||$97|
|Chicago to Newark||American, JetBlue, United||$163|
|Chicago to Orlando||American, JetBlue, Frontier, Spirit, United||$93|
|Chicago to Manchester||American, United||$173|
|Chicago to Las Vegas||American, Alaska, Frontier, Spirit, United, Virgin America||$113|
|Chicago to Los Angeles||American, Alaska, Frontier, Spirit, United, Virgin America||$77|
|Chicago to Providence||American, United||$178|
|Chicago to Atlanta||American, Alaska, Spirit, United||$77|
|Chicago to Philadelphia||American, Frontier, Spirit, United||$77|
|Chicago to Dallas - Ft Worth||American, Spirit, United||$77|
|Chicago to Miami||American, Frontier, United||$102|
Cheap International Flights from Chicago - CHI
Cheap Domestic Flights to Portland - PWM
|Milwaukee to Portland||American, United||$269|
|Indianapolis to Portland||American, United||$268|
|Madison to Portland||American, United||$314|
|Grand Rapids to Portland||American, United||$321|
|South Bend to Portland||United||$395|
|Appleton to Portland||United||$622|
|Peoria to Portland||American, United||$449|
|Moline to Portland||American, United||$322|
|Green Bay to Portland||American, United||$872|
|Kalamazoo to Portland||American, United||Check Dates|
|Ft Wayne to Portland||American, United||Check Dates|
|Bloomington - Normal to Portland||American||Check Dates|
|Lansing to Portland||United||$858|
|Indianapolis to Boston||American, JetBlue, United||$167|
|Milwaukee to Boston||American, Alaska, United||$202|