Cheap flights Portland — Chicago (PDX — CHI)

Good to know - Cheap tickets Portland — Chicago

Flight distance 2817 km
Round-trip from $99
Cheapest month to fly October

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
September 2026
August 2026
July 2026
June 2026
May 2026
April 2026
March 2026
February 2026
January 2026
December 2025
November 2025
October 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.

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 August.

Flights Portland — Chicago

The selection of cheap flights Portland — Chicago

The price of the flight Portland — Chicago (United States) — Portland from $99 (round-trip).

The average price of the flight Portland — Chicago (United States) — Portland $233 (round-trip).

Low cost flights Portland — Chicago (PDX — CHI)

The distance between Portland and Chicago 1750 miles (or 2817 kilometres).

The time difference between Portland and Chicago is 2 h.

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 Seattle, this is the cheapest flight from $70. The nearest airports from Portland with a flight to Chicago are located in Pullman.

Popular International routes from Portland

Portland — Moscow

Portland — Almaty

Portland — Cluj

Portland — Colombo

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

Yes, you can fly from Portland to Chicago. Portland has an airport (Portland International Airport) for flights. There are non-direct flights through Air Canada, Allegiant Air, American Eagle, British Airways, Delta Connection, FedEx, Jet Linx Aviation, NetJets, Phoenix Air, SkyWest Airlines, Southern Airways Express, Southwest Airlines, UPS.

The price of flights Portland — Chicago starts from $99.

In Portland — Portland International Airport. 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.

High season is considered to be February 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.

All the following airlines flights Portland — Chicago: Air Canada, Allegiant Air, American Eagle, British Airways, Delta Connection, FedEx, Jet Linx Aviation, NetJets, Phoenix Air, SkyWest Airlines, Southern Airways Express, Southwest Airlines, UPS.

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