Good to know - Cheap tickets Chicago — Portland
| Minimal flight time | 2h 17m |
|---|---|
| Flight distance | 1425 km |
| Most popular airline | American Eagle |
| Round-trip from | $113 |
Airfare Chicago – Portland by month
Here you can find out in what months how much a ticket Chicago – Portland costs to buy cheap plane tickets.
| Month | One-way | Round-trip |
|---|---|---|
| August 2026 | ||
| July 2026 | ||
| June 2026 | ||
| May 2026 | ||
| March 2026 | ||
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| August 2025 | ||
| July 2025 |
Remember that the optimal time for booking air tickets is 59 days before the departure date, this is the average time at which air tickets were sold at the lowest prices.
Schedule of direct flights Chicago — Portland
| Departure | Arrival | Flight days | Flight | Airlines | Flight time | Airports | |
|---|---|---|---|---|---|---|---|
| 11:48 | 15:14 | mon, tue, wed, thu | UA3432 | United Express | 2h 26m | O'Hare International Airport — Portland International Jetport | Select dates |
| 13:45 | 17:07 | mon, tue, wed, thu, fri, sun | AA3474 | American Eagle | 2h 22m | O'Hare International Airport — Portland International Jetport | Select dates |
| 14:05 | 17:27 | sat | AA3474 | American Eagle | 2h 22m | O'Hare International Airport — Portland International Jetport | Select dates |
| 17:45 | 21:09 | wed | UA3566 | United Express | 2h 24m | O'Hare International Airport — Portland International Jetport | Select dates |
| 17:47 | 21:11 | mon, wed, thu, fri, sat, sun | UA5783 | United Express | 2h 24m | O'Hare International Airport — Portland International Jetport | Select dates |
| 17:47 | 21:04 | sat | UA608 | United Express | 2h 17m | O'Hare International Airport — Portland International Jetport | Select dates |
| 17:52 | 21:16 | tue | UA5783 | United Express | 2h 24m | O'Hare International Airport — Portland International Jetport | Select dates |
| 20:02 | 23:34 | mon, wed, thu, fri, sat, sun | AA3564 | American Eagle | 2h 32m | O'Hare International Airport — Portland International Jetport | Select dates |
| 20:05 | 23:37 | tue | AA3564 | American Eagle | 2h 32m | O'Hare International Airport — Portland International Jetport | Select dates |
Popular airlines flying Chicago — Portland
Flight Chicago – Portland is served by 7 airlines. 2 airlines operate direct flights.
Airlines with direct flights
Other airlines flying with transfers
Flights Chicago — Portland
The selection of cheap flights Chicago — Portland
The price of the flight Chicago — Portland (United States) — Chicago from $113 (round-trip).
The average price of the flight Chicago — Portland (United States) — Chicago $357 (round-trip).
- Departure city: Chicago
- IATA code of the city of origin: CHI
- Departure airports: Merrill C Meigs, DuPage Airport, Chicago Midway International Airport, Chicago NAS, Chicago Executive Airport, Chicago FSS, Chicago Rockford International Airport, O'Hare International Airport
- Departure country: United States
- Destination city: Portland
- IATA code of the destination city: PWM
- Destination airports: Portland International Jetport
- Destination country: United States
Low cost flights Chicago — Portland (CHI — PWM)
The distance between Chicago and Portland 885 miles (or 1425 kilometres).
The time difference between Chicago and Portland is 1 h.
Minimal flight time from Chicago to Portland 2h 17m.
Routes from nearby cities to Portland
A flight from a neighbouring city can help you save money on plane tickets.
The closest airports to Chicago with a flight to Portland are in Grand Rapids.
Popular International routes from Chicago
Popular routes from Portland
If you are going to fly from Portland, then study the popular flights. The most popular flights from Portland:
Popular domestic routes from Chicago
FAQ about Chicago — Portland
Are there any direct flights Chicago — Portland?
Yes, they do: UA3432, AA3474, UA3566, UA5783, UA608, AA3564
Can we fly from Chicago to Portland?
Yes, you can fly from Chicago to Portland. Chicago has 8 airports (Merrill C Meigs, DuPage Airport, Chicago Midway International Airport, Chicago NAS, Chicago Executive Airport, Chicago FSS, Chicago Rockford International Airport, O'Hare International Airport) for flights. United Express, American Eagle depart from Chicago on mon, tue, wed, thu, fri, sat, sun. There are non-direct flights through Allegiant Air, Breeze Airways, Delta Connection, FedEx, Jet Linx Aviation, JetBlue, Southwest Airlines.
How long does it take to fly from Chicago to Portland?
A direct flight lasts an average of 2h 17m, during which time the aircraft covers a distance of 1425 km.
How much do flights Chicago — Portland cost?
The price of flights Chicago — Portland starts from $113.
What days does the plane fly Chicago — Portland?
Planes fly Chicago — Portland 7 times a week on the following days: mon, tue, wed, thu, fri, sat, sun
What airports are there in Chicago and Portland?
In Chicago — Merrill C Meigs, DuPage Airport, Chicago Midway International Airport, Chicago NAS, Chicago Executive Airport, Chicago FSS, Chicago Rockford International Airport, O'Hare International Airport. In Portland — Portland International Jetport.
What flights are currently flying from Chicago to Portland?
The following flights fly between Chicago and Portland: UA3432, AA3474, AA3474, UA3566, UA5783, UA608, UA5783, AA3564, AA3564
What month is the cheapest to fly from Chicago to Portland?
High season is considered to be July and the cheapest month is August. Enter your preferred airports (or cities) and dates into the search form above to unlock the latest Chicago — Portland flight deals.
Which airlines direct fly from Chicago to Portland?
The following airlines have direct flights Chicago — Portland: United Express, American Eagle.
Which airlines fly from Chicago to Portland?
All the following airlines flights Chicago — Portland: Allegiant Air, American Eagle, Breeze Airways, Delta Connection, FedEx, Jet Linx Aviation, JetBlue, Southwest Airlines, United Express.