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 about 20 hours ago

July 2026

Today

Mon

Tue

Wed

Thu

Fri

Sat

Sun

29$346 30$326 1$326 2$346 3$326 4$315 5$352 6$326 7$315 8$315 9$326 10$326 11$315 12$326 13$326 14$315 15$315 16$326 17$326 18$335 19$326 20$326 21$315 22$315 23$326 24$326 25$315 26$326 27$326 28$315 29$315 30$326 31$326 1$315 2$326

Great Availability

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

Monday, July 20th, 2026

8 round-trip options

Returning

Sat, Jul 25, 2026•5 Day Trip

$326 USD

Google Flights

Returning

Sun, Jul 26, 2026•6 Day Trip

$337 USD

Google Flights

Returning

Mon, Jul 27, 2026•7 Day Trip

$337 USD

Google Flights

Returning

Tue, Jul 28, 2026•8 Day Trip

$326 USD

Google Flights

Returning

Wed, Jul 29, 2026•9 Day Trip

$326 USD

Google Flights

Returning

Thu, Jul 30, 2026•10 Day Trip

$337 USD

Google Flights

Returning

Fri, Jul 31, 2026•11 Day Trip

$337 USD

Google Flights

Returning

Mon, Aug 3, 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

July 2026

Monday, July 20th, 2026