£106 Cheap United flights from Chicago to Portland (ORD→PDX)

View £106 flight on Tue, 28 Apr 2026Opens in a new window

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United flights from Chicago to Portland (ORD→PDX)

Prices were available within the past 7 days and start at £106 for one-way flights and £166 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Tue, 28 Apr - Sat, 2 May
ORD
Chicago
PDX
Portland
£166 Return, found 5 days ago
£166
Return
found 5 days ago
Select United flight, departing Tue, 28 Apr from Chicago to Portland, returning Sat, 2 May, priced at £166 found 5 days ago
United
Sat, 14 Mar - Tue, 24 Mar
ORD
Chicago
PDX
Portland
£179 Return, found 4 days ago
£179
Return
found 4 days ago
Select United flight, departing Sat, 14 Mar from Chicago to Portland, returning Tue, 24 Mar, priced at £179 found 4 days ago

Find the cheapest month to fly from Chicago (ORD) to Portland (PDX)

August is typically the cheapest month to fly

From £80 - £204 per traveller.
Flight from Chicago to Portland route information
Origin airport
O'Hare Intl.
Destination airport
Portland Intl.
Airlines serving
Alaska Airlines
Popular airline
Alaska Airlines
Distance
2774 km
Average flight time
2 hours 38 mins

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Frequently asked questions

How much is a United Airlines flight from O'Hare Intl. Airport (ORD) to Portland Intl. Airport (PDX)?
Landing cheap one-way United Airlines flights from ORD to PDX from £106 on Expedia is a breeze — just filter by "Price (lowest to highest)." Alternatively, check out our budget-friendly return fares from £166 for your next break.**These prices were available on Expedia within the past 7 days, for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
What is the cheapest month to fly from ORD to PDX with United Airlines?
Browse for return or one-way flights to Portland in January or December. You could find a cheap fare with United Airlines during these quieter months.
Does United Airlines fly nonstop from O'Hare Intl. Airport (ORD) to Portland Intl. Airport (PDX)?
Hop on one of United Airlines's 17 weekly direct flights from O'Hare Intl. Airport (ORD) to Portland Intl. Airport (PDX). To see what's available, enter your dates, origin and destination and hit search. Next, apply the "Nonstop" and "Airline" filters.
How long does it take to fly from ORD to PDX with United Airlines?
From takeoff till touchdown, a nonstop United Airlines flight from O'Hare Intl. Airport (ORD) to Portland Intl. Airport (PDX) takes around 4h 42m.
Which day of the week has the most United Airlines flights from O'Hare Intl. Airport (ORD) to Portland Intl. Airport (PDX)?
If flexibility is what you're after, Sunday offers the most choice for United Airlines flights from O'Hare Intl. Airport (ORD) to Portland Intl. Airport (PDX). You can select from 3 different departures.
What airports does United Airlines fly into in Portland?
Portland Intl. Airport (PDX) is the primary Portland hub for United Airlines flights from O'Hare Intl. Airport (ORD).
What type of plane does United Airlines fly from O'Hare Intl. Airport (ORD) to Portland Intl. Airport (PDX)?
United Airlines typically flies Boeing 737-900 planes for flights from O'Hare Intl. Airport (ORD) to Portland Intl. Airport (PDX). This carrier also operates the Boeing 737-800 on this route. Bear in mind that aircraft type can change depending on operational reasons, so the plane you board could be different on your travel date.
Can I change or cancel my United Airlines flight from O'Hare Intl. Airport (ORD) to Portland Intl. Airport (PDX)?
Changes are often free within 24 hours of booking, but your airline may add a charge after that time. For further information about altering your reservation, go to your "Trips," select your flight and click on "Manage Booking." If you want the freedom to update your itinerary without extra charges, check the "No cancel fee" or "Changes included" filter when planning your next adventure.

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