$180 Cheap Delta flights Chicago (MDW) to Portland (PDX)

View $180 flight on Thu, Feb 5, 2026Opens in a new window

$180 Cheap Delta flights Chicago (MDW) to Portland (PDX)

Prices were available within the past 7 days and start at $180 for one-way flights and $308 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Delta
Thu, Feb 5 - Mon, Feb 9
MDW
Chicago
PDX
Portland
$308 Roundtrip, found 2 days ago
$308
Roundtrip
found 2 days ago
Select Delta flight, departing Thu, Feb 5 from Chicago to Portland, returning Mon, Feb 9, priced at $308 found 2 days ago

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

September is typically the cheapest month to fly

From $137 - $577 per traveler.
Flights from Chicago (MDW) to Portland (PDX)
Origin airport
Midway Intl.
Destination airport
Portland Intl.
Airlines serving
Delta, Southwest Airlines
Popular airline
Delta
Distance
2794 km
Average flight time
2 hours 33 mins