Cheap flights Chicago — Portland (CHI — PDX)

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
All routes

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).

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

Chicago — Perm

Chicago — Pereira

Chicago — Perth

Popular routes from Portland

If you are going to fly from Portland, then study the popular flights. The most popular flights from Portland:

Portland — Moscow

Portland — Honolulu

Portland — Almaty

Portland — Antalya

Portland — New York

Popular domestic routes from Chicago

FAQ about Chicago — Portland

Yes, they do: 5X970, AA820, UA1994, WN3975, AA442, WN236, UA1554, UA379, 5X2986, AS325, 5X5986, WN1691, UA2850, UA1920, AA819, UA1531, WN3976, AA2128

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.

A direct flight lasts an average of 3h 52m, during which time the aircraft covers a distance of 2817 km.

The price of flights Chicago — Portland starts from $84.

Planes fly Chicago — Portland 7 times a week on the following days: mon, tue, wed, thu, fri, sat, sun

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.

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

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.

The following airlines have direct flights Chicago — Portland: UPS, American Eagle, United Express, Southwest Airlines, Alaska Airlines.

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.

Low price calendar