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

June 2026

Today

Mon

Tue

Wed

Thu

Fri

Sat

Sun

1 2 3$407 4$430 5$430 6$407 7$430 8$430 9$407 10$372 11$415 12$415 13$382 14$395 15$445 16$428 17$407 18$414 19$391 20$361 21$395 22$424 23$377 24$361 25$346 26$346 27$326 28$346 29$346 30$326 1$326 2$346 3$326 4$315 5$352

Great Availability

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

Sunday, June 14th, 2026

8 round-trip options

Returning

Fri, Jun 19, 2026•5 Day Trip

$449 USD

Google Flights

Returning

Sat, Jun 20, 2026•6 Day Trip

$430 USD

Google Flights

Returning

Sun, Jun 21, 2026•7 Day Trip

$493 USD

Google Flights

Returning

Mon, Jun 22, 2026•8 Day Trip

$449 USD

Google Flights

Returning

Tue, Jun 23, 2026•9 Day Trip

$430 USD

Google Flights

Returning

Wed, Jun 24, 2026•10 Day Trip

$395 USD

Google Flights

Returning

Thu, Jun 25, 2026•11 Day Trip

$415 USD

Google Flights

Returning

Sun, Jun 28, 2026•14 Day Trip

$415 USD

Google Flights

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

Portland International Airport

O'Hare International Airport

June 2026

Sunday, June 14th, 2026