Unable to find information about the schedule of direct flights from
Helping travelers to find the best flight offers
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 Chicago to Portland. 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 easiest way to get to your destination. The following airlines operate non-stop flights from Chicago to Portland:
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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.
Unable to find information about the schedule of direct flights from
A direct flight is the most convenient and comfortable way to fly from Chicago to Portland, despite the fact that sometimes flights with transfers can cost significantly less.
There appear to be no direct flights from Chicago to Portland at this time.... Well, or something went wrong on our side and we couldn't find anything
Starting at $88
Starting at $103
Starting at $214
Starting at $244
More than 4 airlines operate flights from Chicago to Portland, including Spirit Airlines, Southwest Airlines, Alaska Airlines, and Sun Country Airlines. This is a popular route, so passengers can choose tickets based on budget and preferences. Ticket prices start from $88, and our service lets you instantly compare all options. The variety of offers simplifies planning: you can choose budget fares or more comfortable options with baggage included or extra services. We help you find the best deals so your trip is cost-efficient.
The cheapest one-way flight from Chicago to Portland departs on 12/11/2025, is operated by Spirit Airlines and costs $88
The cheapest roundtrip flight from Chicago to Portland departs on 12/10/2025, is operated by Southwest Airlines and costs $196
Fastest flight from Chicago to Portland takes 4h 35m
There are direct flights on this route 1 day a week: Sa
The distance between Chicago and Portland is 2816km (1746 miles). The average flight duration is 4h 22m. There are 96 direct flights from Chicago to Portland. The time difference between Chicago and Portland is 2h. Flights from Chicago begin at 7:00 AM. The latest flight from Chicago departs at 9:30 PM
The cheapest flight ticket from Chicago to Portland according to data for the last 48 hours costs $88
Often the best time to buy tickets from Chicago to Portland is 2 months before departure.
Based on statistics over the past years, the lowest prices for flights from Chicago to Portland can be found flying in these months: November.
The fastest flights from Chicago to Portland start from 4 hours 35 minutes in the air.
The following airlines operate direct flights on the route Chicago — Portland:
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 Chicago to Portland
We couldn't find any special offers for flights from Chicago to Portland
