Good to know - Cheap tickets Chicago — Portland
| Cheapest flight found | $103 |
|---|---|
| Minimal flight time | 1h 55m |
| Flight distance | 1425 km |
| Most popular airline | United Airlines |
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 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 | |
|---|---|---|---|---|---|---|---|
| 10:50 | 14:22 | daily | UA5559 | United Airlines | 2h 32m | O'Hare International Airport — Portland International Jetport | Select dates |
| 10:53 | 14:12 | daily | UA763 | United Airlines | 2h 19m | O'Hare International Airport — Portland International Jetport | Select dates |
| 10:58 | 14:26 | daily | UA763 | United Airlines | 2h 28m | O'Hare International Airport — Portland International Jetport | Select dates |
| 11:05 | 14:33 | daily | UA763 | United Airlines | 2h 28m | O'Hare International Airport — Portland International Jetport | Select dates |
| 11:30 | 14:56 | daily | AA4403 | American Airlines | 2h 26m | O'Hare International Airport — Portland International Jetport | Select dates |
| 13:40 | 17:05 | daily | AA6218 | American Airlines | 2h 25m | O'Hare International Airport — Portland International Jetport | Select dates |
| 13:55 | 17:42 | mon, thu, fri | UA5849 | United Airlines | 2h 47m | O'Hare International Airport — Portland International Jetport | Select dates |
| 15:50 | 18:48 | fri | OO6218 | SkyWest Airlines | 1h 58m | O'Hare International Airport — Portland International Jetport | Select dates |
| 17:50 | 21:17 | daily | UA3537 | United Airlines | 2h 27m | O'Hare International Airport — Portland International Jetport | Select dates |
| 18:15 | 21:50 | daily | UA3507 | United Airlines | 2h 35m | O'Hare International Airport — Portland International Jetport | Select dates |
Popular airlines flying Chicago — Portland
Flight Chicago – Portland is served by 7 airlines. 4 airlines operate direct flights.
Airlines with direct flights
Other airlines flying with transfers
Flights Chicago — Portland
The selection of cheap flights Chicago — Portland
Here you can find and purchase the cheapest flights Chicago — Portland from $103 and Chicago — Portland — Chicago from $167.
The price of the flight Chicago — Portland (United States) — Chicago from $167 (round-trip).
The average price of the flight Chicago — Portland (United States) — Chicago $373 (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 1h 55m.
LowCostClub always do a comparison of airfares Chicago — Portland with several airlines (include United Airlines, American Airlines, SkyWest Airlines). They will always give you all available options so you can find the cheapest flight to Portland. In addition, you can choose the platform where you want to place your orders. There are also special offers for air tickets Chicago — Portland. Last week, for instance, the cheapest round-trip prices stood at $167 while the cheapest one-way price that was available within the last week cost $103
Routes from nearby cities to Portland
A flight from a neighbouring city can help you save money on plane tickets.
Most often, departures to Portland are from Madison, this is the cheapest flight from $133. The nearest airports from Chicago with a flight to Portland are located 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: UA5559, UA763, AA4403, AA6218, UA5849, OO6218, UA3537, UA3507, AA4504, YX3537
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 Airlines, American Airlines, SkyWest Airlines, Republic Airways depart from Chicago on mon, tue, wed, thu, fri, sat, sun. There are non-direct flights through Delta Connection, FedEx, Jet Linx Aviation, JetBlue, Slate Aviation, Southwest Airlines, Sun Country Airlines.
How long does it take to fly from Chicago to Portland?
A direct flight lasts an average of 1h 55m, 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 $103.
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: UA5559, UA763, UA763, UA763, AA4403, AA6218, UA5849, OO6218, UA3537, UA3507, AA4504, AA4403, AA4504, YX3537
What month is the cheapest to fly from Chicago to Portland?
High season is considered to be and the cheapest month is . 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 Airlines, American Airlines, SkyWest Airlines, Republic Airways.
Which airlines fly from Chicago to Portland?
All the following airlines flights Chicago — Portland: American Airlines, Delta Connection, FedEx, Jet Linx Aviation, JetBlue, Republic Airways, SkyWest Airlines, Slate Aviation, Southwest Airlines, Sun Country Airlines, United Airlines.