Did you mean Flights from Chicago to Portland?
Portland
United StatesPDX
Portland International Airport
Chicago
United StatesMDW
Chicago Midway International Airport
Portland International Airport (PDX) serves Portland; Chicago Midway International Airport (MDW) serves Chicago.
The airports are 1,747 miles apart by great-circle distance.
Roame's current schedule feed shows nonstop service from PDX to MDW.
Marketing airlines listed in the current schedule, including codeshare sellers, are Southwest Airlines (WN). This list does not identify the operating airline for each flight; check the flight details before booking.
Published schedule dates span Oct 1, 2026 – Jun 2, 2027.
These are marketing airlines, including codeshare sellers. This list does not identify the operating airline for each flight; check the flight details before booking.
Portland International Airport (PDX) is the origin airport and Chicago Midway International Airport (MDW) is the destination airport.
PDX and MDW are approximately 1,747 miles apart by great-circle distance.
Yes. Roame's current schedule feed shows nonstop service from PDX to MDW.
Marketing airlines listed in the current schedule, including codeshare sellers, are Southwest Airlines (WN). This list does not identify the operating airline for each flight; check the flight details before booking.
Aircraft listed in the current schedule include Boeing 737-800 Winglets (73H), Boeing 737 MAX 8 (7M8), 7S7 and JET.
A sample of one-way prices for one traveler from Roame’s fare cache. Points, fees, and seats describe the same observation. Availability can change; confirm with the loyalty program before transferring points.
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