Good to know - Cheap tickets Chicago — Portland
| Minimal flight time | 3h 52m |
|---|---|
| Flight distance | 2817 km |
| Most popular airline | United Express |
| Round-trip from | $84 |
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 |
|---|---|---|
| January 2027 | ||
| November 2026 | ||
| September 2026 | ||
| August 2026 | ||
| July 2026 | ||
| June 2026 | ||
| May 2026 | ||
| April 2026 | ||
| March 2026 | ||
| February 2026 | ||
| January 2026 | ||
| December 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 | |
|---|---|---|---|---|---|---|---|
| 02:36 | 04:28 | tue, wed, thu, fri | 5X970 | UPS | 3h 52m | Chicago Rockford International Airport — Portland International Airport | Select dates |
| 02:36 | 04:33 | thu | 5X970 | UPS | 3h 57m | Chicago Rockford International Airport — Portland International Airport | Select dates |
| 08:15 | 10:48 | mon, tue, wed, thu, fri, sun | AA820 | American Eagle | 4h 33m | O'Hare International Airport — Portland International Airport | Select dates |
| 08:23 | 10:56 | sun | AA820 | American Eagle | 4h 33m | O'Hare International Airport — Portland International Airport | Select dates |
| 08:25 | 10:58 | mon, tue, wed, thu, sun | AA820 | American Eagle | 4h 33m | O'Hare International Airport — Portland International Airport | Select dates |
| 08:29 | 11:02 | fri | AA820 | American Eagle | 4h 33m | O'Hare International Airport — Portland International Airport | Select dates |
| 09:06 | 11:53 | thu | UA1994 | United Express | 4h 47m | O'Hare International Airport — Portland International Airport | Select dates |
| 09:06 | 11:51 | daily | UA1994 | United Express | 4h 45m | O'Hare International Airport — Portland International Airport | Select dates |
| 09:10 | 11:57 | tue, wed | UA1994 | United Express | 4h 47m | O'Hare International Airport — Portland International Airport | Select dates |
| 09:10 | 11:55 | daily | UA1994 | United Express | 4h 45m | O'Hare International Airport — Portland International Airport | Select dates |
Popular airlines flying Chicago — Portland
Flight Chicago – Portland is served by 21 airlines. 5 airlines operate direct flights.
Airlines with direct flights
Other airlines flying with transfers
Dynamics airfare Chicago — Portland 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 Chicago — Portland
The graph shows that booking flights Chicago — Portland is best planned for August and flights Chicago — Portland — Chicago in the month of February.
Flights Chicago — Portland
The selection of cheap flights Chicago — Portland
The price of the flight Chicago — Portland (United States) — Chicago from $84 (round-trip).
The average price of the flight Chicago — Portland (United States) — Chicago $273 (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: PDX
- Destination airports: Portland International Airport
- Destination country: United States
Low cost flights Chicago — Portland (CHI — PDX)
The distance between Chicago and Portland 1750 miles (or 2817 kilometres).
The time difference between Chicago and Portland is 2 h.
Minimal flight time from Chicago to Portland 3h 52m.
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 Madison.
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: 5X970, AA820, UA1994, WN3975, AA442, WN236, UA1554, UA379, 5X2986, AS325, 5X5986, WN1691, UA2850, UA1920, AA819, UA1531, WN3976, AA2128
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. UPS, American Eagle, United Express, Southwest Airlines, Alaska Airlines depart from Chicago on mon, tue, wed, thu, fri, sat, sun. There are non-direct flights through ABX Air, Air Canada, Allegiant Air, Amazon Air, British Airways, Cathay Pacific, Delta Connection, DHL, FedEx, Frontier (Penny the Owl Livery), Icelandair, Jet Linx Aviation, JetBlue, Key Lime Air, KLM, NetJets, Phoenix Air, SkyWest Airlines, Southern Airways Express, Sun Country Airlines, Volaris.
How long does it take to fly from Chicago to Portland?
A direct flight lasts an average of 3h 52m, during which time the aircraft covers a distance of 2817 km.
How much do flights Chicago — Portland cost?
The price of flights Chicago — Portland starts from $84.
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 Airport.
What flights are currently flying from Chicago to Portland?
The following flights fly between Chicago and Portland: 5X970, 5X970, AA820, AA820, AA820, AA820, UA1994, UA1994, UA1994, UA1994, WN3975, WN3975, WN3975, AA442, WN236, UA1554, UA1554, UA379, 5X2986, 5X2986, AS325, AS325, 5X5986, WN1691, UA2850, UA2850, UA1920, AA819, UA1531, WN3976, WN3976, AA2128, AA2128, WN3976, WN3976
What month is the cheapest to fly from Chicago to Portland?
High season is considered to be January 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: UPS, American Eagle, United Express, Southwest Airlines, Alaska Airlines.
Which airlines fly from Chicago to Portland?
All the following airlines flights Chicago — Portland: ABX Air, Air Canada, Alaska Airlines, Allegiant Air, Amazon Air, American Eagle, British Airways, Cathay Pacific, Delta Connection, DHL, FedEx, Frontier (Penny the Owl Livery), Icelandair, Jet Linx Aviation, JetBlue, Key Lime Air, KLM, NetJets, Phoenix Air, SkyWest Airlines, Southern Airways Express, Southwest Airlines, Sun Country Airlines, United Express, UPS, Volaris.