Direct (nonstop) flights from Chicago to Portland
1 airline flys nonstop from Chicago Midway International (MDW) to Portland International Jetport (PWM). It's 894 miles (1,439 km), about 2h 15m in the air. Operated by Southwest Airlines.
Southwest Airlines
Route data last updated: May 31, 2026
Airlines with non-stop flights
WN
Southwest Airlines
Alternative Routes
Other ways to fly from Chicago to Portland with one stop · direct emits 165 kg CO₂ per passenger
Looking for the return flight?
PWM → MDW: Flights from Portland to ChicagoOther direct flights from Chicago
Direct flights from Portland (PWM)
Frequently Asked Questions
How long is the direct flight from Chicago to Portland?
A nonstop flight from Chicago (MDW) to Portland (PWM) takes approximately 2 hours and 15 minutes. The distance is 894 miles (1,439 km).
Which airlines fly nonstop from Chicago to Portland?
Just Southwest Airlines.
Is there a nonstop flight from Chicago to Portland?
Yes. 1 airline: Southwest Airlines.
How far is Chicago from Portland?
The flight distance from Chicago to Portland is 894 miles (1,439 km), measured as the great-circle (shortest air) distance. That's roughly the same distance as London to Madrid.
What type of aircraft flies from Chicago to Portland?
At 2h 15m, this route typically uses narrow-body or mid-range jets — Boeing 737 MAX or Airbus A320neo. Varies by airline.
What is the carbon footprint of a flight from Chicago to Portland?
Roughly 165 kg CO2 per passenger one-way. That's about the same as driving 825 km.
Is the return flight from Portland to Chicago also nonstop?
Yes — nonstop flights run both ways. Flight time may differ slightly due to wind patterns.
When is the cheapest time to fly from Chicago to Portland?
Midweek flights (Tue/Wed) outside holiday peaks are usually cheapest. 3-6 weeks ahead is a good window for this route. Use "Check Prices" above to compare.
How early should I arrive at Chicago Midway International for this flight?
1.5-2 hours for domestic. Add more time during holidays or busy travel weekends.