$164 Cheap United flights Chicago (ORD) to Portland (PDX)

View $164 flight on Mon, May 25, 2026Opens in a new window

$164 Cheap United flights Chicago (ORD) to Portland (PDX)

Prices were available within the past 7 days and start at $164 for one-way flights and $289 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

United
Wed, Apr 29 - Mon, May 4
ORD
Chicago
PDX
Portland
$289 Roundtrip, found 5 hours ago
$289
Roundtrip
found 5 hours ago
Select United flight, departing Wed, Apr 29 from Chicago to Portland, returning Mon, May 4, priced at $289 found 5 hours ago
United
Wed, Apr 29 - Sun, May 3
ORD
Chicago
PDX
Portland
$329 Roundtrip, found 6 hours ago
$329
Roundtrip
found 6 hours ago
Select United flight, departing Wed, Apr 29 from Chicago to Portland, returning Sun, May 3, priced at $329 found 6 hours ago
United
Wed, Apr 29 - Mon, May 4
ORD
Chicago
PDX
Portland
$333 Roundtrip, found 5 hours ago
$333
Roundtrip
found 5 hours ago
Select United flight, departing Wed, Apr 29 from Chicago to Portland, returning Mon, May 4, priced at $333 found 5 hours ago

Alternative airports near Portland

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Portland Intl. PDX. Cheapest and Closest option available. Average driving time to city center is 17 minutes. Flights from $190
PDX
Portland Intl.
CheapestClosest
Average driving time to city center17 min
Flights from $190

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

August is typically the cheapest month to fly

From $105 - $269 per traveler.

Travel information

Origin airport
O'Hare Intl.
Destination airport
Portland Intl.
Airlines serving
Alaska Airlines, American Airlines, Delta, Frontier Airlines, Hawaiian Airlines, Southwest Airlines, United
Popular airline
Alaska Airlines
Distance
2774 km
Average flight time
2 hours 32 mins

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