Good to know - Cheap tickets Portland — Chicago
| Minimal flight time | 2h 55m |
|---|---|
| Flight distance | 1425 km |
| Most popular airline | United Express |
| Round-trip from | $151 |
Airfare Portland – Chicago by month
Here you can find out in what months how much a ticket Portland – Chicago costs to buy cheap plane tickets.
| Month | One-way | Round-trip |
|---|---|---|
| April 2026 | ||
| March 2026 | ||
| February 2026 | ||
| October 2025 | ||
| September 2025 | ||
| July 2025 | ||
| June 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 Portland — Chicago
| Departure | Arrival | Flight days | Flight | Airlines | Flight time | Airports | |
|---|---|---|---|---|---|---|---|
| 06:00 | 07:55 | sat | UA2684 | United Express | 2h 55m | Portland International Jetport — O'Hare International Airport | Select dates |
| 06:04 | 08:00 | mon, tue, wed, thu, fri | UA2684 | United Express | 2h 56m | Portland International Jetport — O'Hare International Airport | Select dates |
| 06:17 | 08:34 | mon, tue, wed, fri, sat, sun | AA3559 | American Eagle | 3h 17m | Portland International Jetport — O'Hare International Airport | Select dates |
| 16:15 | 18:27 | mon, tue, wed, fri, sun | UA3655 | United Express | 3h 12m | Portland International Jetport — O'Hare International Airport | Select dates |
| 16:23 | 18:35 | mon, tue, thu, sat, sun | UA3551 | United Express | 3h 12m | Portland International Jetport — O'Hare International Airport | Select dates |
| 17:40 | 19:50 | tue, wed, thu, fri, sun | AA3474 | American Eagle | 3h 10m | Portland International Jetport — O'Hare International Airport | Select dates |
| 17:57 | 20:07 | sat | AA3474 | American Eagle | 3h 10m | Portland International Jetport — O'Hare International Airport | Select dates |
| 17:58 | 20:08 | wed | AA3474 | American Eagle | 3h 10m | Portland International Jetport — O'Hare International Airport | Select dates |
| 18:00 | 20:10 | mon | AA3474 | American Eagle | 3h 10m | Portland International Jetport — O'Hare International Airport | Select dates |
Popular airlines flying Portland — Chicago
Flight Portland – Chicago is served by 7 airlines. 2 airlines operate direct flights.
Airlines with direct flights
Other airlines flying with transfers
Dynamics airfare Portland — Chicago by month for the last year
according to LowCost.Club for the last year
The airfare depends on the departure date. Our chart shows the low season prices on route Portland — Chicago
The graph shows that booking flights Portland — Chicago is best planned for October and flights Portland — Chicago — Portland in the month of October.
Flights Portland — Chicago
The selection of cheap flights Portland — Chicago
The price of the flight Portland — Chicago (United States) — Portland from $151 (round-trip).
The average price of the flight Portland — Chicago (United States) — Portland $286 (round-trip).
- Departure city: Portland
- IATA code of the city of origin: PWM
- Departure airports: Portland International Jetport
- Departure country: United States
- Destination city: Chicago
- IATA code of the destination city: CHI
- Destination 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
- Destination country: United States
Low cost flights Portland — Chicago (PWM — CHI)
The distance between Portland and Chicago 885 miles (or 1425 kilometres).
The time difference between Portland and Chicago is 1 h.
Minimal flight time from Portland to Chicago 2h 55m.
Routes from nearby cities to Chicago
A flight from a neighbouring city can help you save money on plane tickets.
Most often, departures to Chicago are from New York, this is the cheapest flight from $93. The nearest airports from Portland with a flight to Chicago are located in Toronto.
Popular International routes from Portland
Popular routes from Chicago
If you are going to fly from Chicago, then study the popular flights. The most popular flights from Chicago:
Popular domestic routes from Portland
FAQ about Portland — Chicago
Are there any direct flights Portland — Chicago?
Yes, they do: UA2684, AA3559, UA3655, UA3551, AA3474
Can we fly from Portland to Chicago?
Yes, you can fly from Portland to Chicago. Portland has an airport (Portland International Jetport) for flights. United Express, American Eagle depart from Portland 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 Portland to Chicago?
A direct flight lasts an average of 2h 55m, during which time the aircraft covers a distance of 1425 km.
How much do flights Portland — Chicago cost?
The price of flights Portland — Chicago starts from $151.
What days does the plane fly Portland — Chicago?
Planes fly Portland — Chicago 7 times a week on the following days: mon, tue, wed, thu, fri, sat, sun
What airports are there in Portland and Chicago?
In Portland — Portland International Jetport. 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.
What flights are currently flying from Portland to Chicago?
The following flights fly between Portland and Chicago: UA2684, UA2684, AA3559, UA3655, UA3551, AA3474, AA3474, AA3474, AA3474
What month is the cheapest to fly from Portland to Chicago?
High season is considered to be June and the cheapest month is October. Enter your preferred airports (or cities) and dates into the search form above to unlock the latest Portland — Chicago flight deals.
Which airlines direct fly from Portland to Chicago?
The following airlines have direct flights Portland — Chicago: United Express, American Eagle.
Which airlines fly from Portland to Chicago?
All the following airlines flights Portland — Chicago: Allegiant Air, American Eagle, Breeze Airways, Delta Connection, FedEx, Jet Linx Aviation, JetBlue, Southwest Airlines, United Express.