Helping travelers to find the best flight offers
We keep tight track on airlines' pre-holidays sales and other special offers occurences all the time to let you save maximum amount of funds while traveling to your family or just going out on vacation.
We carefully collect statistics on the search and pricing of airlines and, based on these data, we make an assumption about future prices. Thus, you can better understand which season is the cheapest to fly from Portland to Chicago
Below you will find a list of airlines operating flights on the Portland — Chicago route and the starting prices for flights of each specific airline on it.
We couldn't find any special offers for flights from Portland to Chicago
The cheapest one-way flight from Portland to Chicago departs on 12/22/2024, is operated by Southwest Airlines and costs $159
The cheapest roundtrip flight from Portland to Chicago departs on 12/22/2024, is operated by Frontier Airlines and costs $566
Fastest non-stop flight from Portland to Chicago takes 4h 4m
There are direct flights on this route 1 day a week: Fr
Starting at $159
Starting at $152
Starting at $80
Starting at $59
Starting at $130
The cheapest flight ticket from Portland to Chicago according to data for the last 48 hours costs $159
Often the best time to buy tickets from Portland to Chicago is 2 months before departure.
Based on statistics over the past years, the lowest prices for flights from Portland to Chicago can be found flying in these months: August, December.
The fastest flights from Portland to Chicago start from 4 hours 4 minutes in the air.
The following airlines operate direct flights on the route Portland — Chicago: Alaska Airlines, Southwest Airlines
Flaut.Travel was designed and developed by a team dedicated to making the process of searching, comparing and booking airline tickets as easy and convenient as possible. Our service helps travelers to find and buy the cheapest flights from Portland to Chicago. We have connected more than 40 airlines and airline ticketing agencies to help you find the most suitable and affordable flight option.
A direct flight is the most convenient and comfortable way to fly from Portland to Chicago, despite the fact that sometimes flights with transfers can cost significantly less.