PDX to ORD from $315 in economy

AAAmerican Airlines

Round Trip•Economy

PDX

Portland International Airport

Portland, United States

ORD

O'Hare International Airport

Chicago, United States

$367 USD

-14%$315 USD

Verified 1 day ago

September 2026

Today

Mon

Tue

Wed

Thu

Fri

Sat

Sun

31$326 1$315 2$315 3$326 4$326 5$315 6$326 7$326 8$315 9$315 10$326 11$326 12$315 13$326 14$326 15$315 16$315 17$326 18$326 19$315 20$326 21$326 22$315 23$315 24$326 25$326 26$315 27$326 28$326 29$315 30$315 1$326 2$337 3$315 4$326

Great Availability

65% of dates checked are available within 10% of the lowest price

Sunday, September 27th, 2026

8 round-trip options

Returning

Fri, Oct 2, 2026•5 Day Trip

$337 USD

Google Flights

Returning

Sat, Oct 3, 2026•6 Day Trip

$326 USD

Google Flights

Returning

Mon, Oct 5, 2026•8 Day Trip

$337 USD

Google Flights

Returning

Tue, Oct 6, 2026•9 Day Trip

$326 USD

Google Flights

Returning

Wed, Oct 7, 2026•10 Day Trip

$326 USD

Google Flights

Returning

Fri, Oct 9, 2026•12 Day Trip

$445 USD

Google Flights

Returning

Sat, Oct 10, 2026•13 Day Trip

$348 USD

Google Flights

Returning

Sun, Oct 11, 2026•14 Day Trip

$337 USD

Google Flights

Portland (PDX) to Chicago (ORD) flight deal in economy from $315

Portland International Airport

O'Hare International Airport

September 2026

Sunday, September 27th, 2026