PDX to ORD (Portland to Chicago) Flights

Last Minute Flights from PDX to ORD

Best airfare and ticket deals for PDX to ORD flights are based on recent deals found by Expedia.com customers within the past 7 days.

OriginDestinationTravel DatesFlights From*
PDXChicagoMay 19 to May 26$163
*Prices include taxes and fees

Cheapest PDX to ORD Flights

Best airfare and ticket deals for PDX to ORD flights are based on recent deals found by Expedia.com customers within the past 7 days.

OriginDestinationTravel DatesFlights From*
PDXChicagoJune 5 to June 12$69
PDXChicagoJuly 30 to July 31$173
PDXChicagoAugust 2 to August 7$179
PDXChicagoAugust 3 to August 7$179
*Prices include taxes and fees
PDX to ORD Flight Details
Origin airport
Portland Intl.
Origin airport IATA code
PDX
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Distance
1734 mi

Frequently asked questions

Which airlines with flights from Portland, OR Airport (PDX-Portland Intl.) to ORD allow free cancellation due to COVID-19?
Simply enter your origin, destination and travel dates, then click the green “Find the best flight deals” button. Once all the available flights are displayed, check the “No change fee” box underneath the “Flexible change policies” filter to the left. Before you finalize your PDX to ORD tickets, be sure to read the airline’s COVID-19 travel-related rules and regulations so you know what you can and can’t change.
What airlines fly direct from PDX to ORD?
Spend less time stuck on a plane and more time on vacation with United Airlines (UA) and American Airlines (AA). Both have nonstop flights from PDX to ORD. United Airlines has 152 of these convenient services every month, while American Airlines provides 52.
How many flights are there from PDX to ORD?
Roughly 8 every day. If you’re in a big rush to travel to Chicago, see if you can grab a good last-minute deal from Portland, OR Airport (PDX-Portland Intl.) to Chicago, IL Airport (ORD-O’Hare Intl.) and then book it quick!
How long does it take to fly from Portland, OR Airport (PDX-Portland Intl.) to Chicago, IL Airport (ORD-O'Hare Intl.)?
Approximately 4 hours. Booked on a day flight? Reserve a seat next to the window and take in the changing views. Otherwise, if you’re jetting from Portland, OR Airport (PDX-Portland Intl.) to Chicago, IL Airport (ORD-O’Hare Intl.) when it’s dark, get some shut-eye and arrive in Chicago rested and rejuvenated.
What is the flight distance from Portland, OR Airport (PDX-Portland Intl.) to Chicago, IL Airport (ORD-O'Hare Intl.)?
A distance of 1750 miles (2800 km) separates Portland and Chicago, making it a medium-haul flight. No quick hop yet no sky-high endurance race, pack whatever you need to help make your flight a comfy one.
How many morning flights are there from PDX to ORD?
Put on your seat belt and jet from PDX to ORD on board one of the 26 morning flights every week. United Airlines (UA) has 14 weekly flights leaving before noon. 2:00PM is the earliest departure available with this carrier.
How many afternoon flights are there from PDX to ORD?
With 32 weekly afternoon and evening flights from PDX to ORD, there’s no need to set your alarm. Check out the offers from United Airlines (UA) and you’ll have your choice of 21 flights each week that take off after midday. The first departs at 6:40AM.
What is the earliest departure time out of Portland to Chicago?
Fly out of PDX at 6:23AM and come in for landing at ORD at 10:34AM. This is the earliest flight you can book on this route.
What is the latest departure time out of Portland to Chicago?
From PDX, the latest flight you can get takes off at 11:55PM and lands at ORD at 4:05AM. If you’re not a big fan of early starts, this is the flight to catch.
What is the average price from Portland to Chicago?
Flights from PDX to ORD are on offer for around $69. Get in quick, because fantastic fares always go quickly! This price was available on Flights.com within the past 7 days, for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.

Portland to Chicago Flights

Whether it’s for an obligation or the sake of your sanity, sometimes you need to get away. Maybe you need flights from Portland to Chicago to attend your cousin’s wedding, to pitch a business idea to your boss, or perhaps simply to treat yourself to a mini vacation. Regardless of the reasons behind packing your bags and needing to find the cheapest flights from PDX to ORD, we’ve got you covered here at Flights.com.

We present you with some of the hottest deals on airfare so stop that Google flights search. We want you to spend less on your flight from Portland to Chicago, so you can spend more during your getaway. With Flights.com, you’ll find it simple to land airline tickets with itineraries matching your travel schedule. What’s more, we provide you with all the information you need to confidently make reservations on your family, business, or personal trip.