Cheap Flights from Portland to Chicago O'Hare International

Travellers and cabin class

Compare Portland to Chicago O'Hare International flight deals

Find the cheapest month or even day of the year to fly to Chicago O'Hare International

Book the best Chicago O'Hare International fare with no extra fees

Flight deals from Portland to Chicago O'Hare International

Looking for a cheap last-minute deal or the best return flight from Portland to Chicago O'Hare International? Find the lowest prices on one-way and return tickets right here.

Find the cheapest month to fly from Portland to Chicago O'Hare International

We’re always keeping an eye on fares, so you can find the best one in seconds. It looks like Portland to Chicago O'Hare International flights are currently cheapest in June.

Direct flights from Portland to Chicago O'Hare International

Portland to Chicago O'Hare International: Alternative routes

Compare routes from Portland to Chicago below. You may find an airport to fly into that's cheaper, faster, or easier than Chicago O'Hare International.

Portland to Chicago: Flight information

The things to know before you go.
Cheapest flight foundR 1,314
Cheapest month to flyJune
Average flight time4 hrs, 4 mins
Most popular airlineUnited
Average flights per week180

Finding cheap flights from Portland to Chicago O'Hare International: Frequently asked questions

The best price we found for a return flight from Portland to Chicago O'Hare International is R 2,918. This is an estimate based on information collected from different airlines and travel providers over the last 4 days and is subject to change and availability.
4 hours and 4 minutes is the average flight time from Portland to Chicago O'Hare International.
United, Qatar Airways and American Airlines fly direct from Portland to Chicago O'Hare International.
As of May 2025, there are 180 flights per week flying from Portland to Chicago O'Hare International.
The cheapest month to fly from Portland to Chicago O'Hare International is usually May 2025.
After crunching the numbers on our flight calendar, we found that it's currently cheapest to fly from Portland Airport to Chicago O'Hare International Airport on Wednesday, 4 June 2025.
Yes – the average flight time is 4 hours and 4 minutes.
We show every price from over 1,200 airlines and travel agents, comparing them all so you don’t have to. If you know you want to fly to Chicago O'Hare International but you’re not ready to book, set up a Price Alert. We’ll track prices for you, and let you know when they rise or fall.
We crunched all the numbers in our flight calendar and it looks like the cheapest time to book a flight to Chicago is around 40 days in advance, so don’t leave your flight to the last minute.
Currently, Spirit Airlines and Hawaiian Airlines offer the cheapest flight tickets to Chicago O'Hare International.

Travelling from Portland International Airport (PDX) to O'Hare International Airport (ORD): what you need to know

  • The average time for a direct flight from Portland International Airport to O'Hare International Airport is 4 hours.

  • Chicago's timezone is UTC-5, which makes Chicago two hours ahead of Portland.

  • Every week, there are 139 Portland International Airport to O'Hare International Airport flights. If you prefer to jet off as soon as possible, go for the 00:02 United Airlines flight. If you'd rather make the most of your time before flying, the latest flight is at 23:59 with United Airlines.

  • For a stress-free journey, arrive at the airport two hours ahead of international flights and an hour before domestic departures. This ensures you have enough time to board your PDX to ORD flight.

  • You'll likely experience longer queues in popular months like July. Arriving up to four hours ahead of an international flight and two hours for domestic departures is a smart move.

  • With direct flights from Portland International Airport to O'Hare International Airport operated by a number of airlines, getting to Chicago (and then other corners of United States) is a cinch. Here's who you can fly nonstop with:

  • American Airlines tops the list for bookings on this route.

  • United Airlines ranks as the top on-time carrier for PDX to ORD flights, with 92.43% of services landing on schedule.

  • Consider adding a stopover when booking your ticket from Portland International Airport to O'Hare International Airport. Simply deselect 'Direct flights only' to break up your trip, or enjoy a detour to a new and interesting place. Check out these options between PDX and ORD:

    • Minneapolis-St. Paul International Airport

    • Denver International Airport

    • Lambert-St. Louis International Airport

How to find the cheapest flights from Portland International Airport (PDX) to O'Hare International Airport (ORD)

  • R 1,314 is currently the lowest price for a one-way Portland International Airport to O'Hare International Airport flight. Return flights start from R 2,903. These prices may change based on demand.

  • Score cheap tickets from PDX to ORD by booking six months ahead. According to our research, that's the sweet spot for finding a bargain.

  • Plan your trip for May. That's the cheapest month for flights from Portland International Airport to O'Hare International Airport. If you're flexible on when you fly, use the 'Whole month' tool to see the cheapest price across every month.

  • There's no need to check every day to see if fares have gone down when you set up a Price Alert. We'll notify you the moment there's a change in price on cheap flights from PDX to ORD.

  • Select your preferred arrival and departure times, airlines and number of stops with the filters. Alternatively, sort your results by 'Cheapest' to get the best deals on flights from Portland International Airport to O'Hare International Airport.

Handy information about Portland International Airport (PDX)

  • You'll find PDX at 7000 NE Airport Way.

  • Portland International Airport gets top marks for its on-time performance. 83.65% of flights that depart PDX arrive at their destination on time.

  • To get to Portland International Airport from central Portland, it takes about 20 minutes if you're going by car. Of course, this depends on traffic conditions. It's approximately 19 kilometres from the airport to the city centre.

  • You can expect a trip time of about 45 minutes when using public transport.

  • Need a convenient hotel near PDX? If you've booked an early flight from Portland International Airport to O'Hare International Airport, these stays will put you moments from your departure gate:

Arriving at O'Hare International Airport (ORD)

Getting from O'Hare International Airport (ORD) to central Chicago

  • The address for ORD is 10000 West O'Hare.

  • From O'Hare International Airport, Chicago is approximately 40 kilometres away. It takes around 35 minutes to reach the centre driving.

  • When travelling on public transport, expect a journey of roughly 55 minutes.

When to fly to O'Hare International Airport (ORD)

  • The quietest month for a flight from Portland International Airport to O'Hare International Airport is January, while August is the most popular. Choose the best time to visit Chicago based on whether you prefer a more relaxed vibe or a faster pace.

  • Lock in your flight from Portland International Airport to O'Hare International Airport for July if you want to explore Chicago during its warmest month. Expect temperatures of between 15ºC (59ºF) and 29ºC (84ºF).

  • If you want to travel in cooler conditions, look for a cheap ticket from PDX to ORD in January. Average temperatures are between -12ºC (10ºF) and 3ºC (37ºF) then.

Explore more of United States

  • You've seen Chicago, now it's time to explore other parts of United States. Travel about 451 kilometres south-east to Columbus to check off its top sights. From Franklin Park Conservatory and Botanical Gardens to Ohio Statehouse and German Village, your itinerary will be busy.

  • If you're eager to discover another corner of United States, consider Indianapolis, roughly 257 kilometres south-east of Chicago. The Children's Museum of Indianapolis, Indianapolis Museum of Art and Indianapolis Zoo are highlights.

Prices shown on this page are estimated lowest prices only. Found in the last 45 days.