Chicago (ORD) to Portland (PDX) flight deal from $197 USD in economy class

UAUnited Airlines

Round Trip•Economy

ORD

O'Hare International Airport

Chicago, United States

PDX

Portland International Airport

Portland, United States

$303 USD

-35%$197 USD

Verified Nov 5, 2025 at 2:28 AM

December 2025

Today

Mon

Tue

Wed

Thu

Fri

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Sun

1$540 2$242 3$207 4$201 5$201 6$197 7$201 8$201 9$197 10$197 11$201 12$205 13$205 14$205 15$205 16$205 17$205 18$287 19$290 20$274 21$318 22$316 23$297 24$260 25$320 26$279 27$575 28$604 29$233 30$401 31$327 1 2 3 4

Limited Availability

17% of dates checked are available within 10% of the lowest price

Monday, December 22nd, 2025

10 round-trip options

Returning

Sat, Dec 27, 2025•5 Day Trip

$331 USD

Google Flights

Returning

Sun, Dec 28, 2025•6 Day Trip

$385 USD

Google Flights

Returning

Mon, Dec 29, 2025•7 Day Trip

$342 USD

Google Flights

Returning

Tue, Dec 30, 2025•8 Day Trip

$356 USD

Google Flights

Returning

Wed, Dec 31, 2025•9 Day Trip

$316 USD

Google Flights

Returning

Thu, Jan 1, 2026•10 Day Trip

$316 USD

Google Flights

Returning

Fri, Jan 2, 2026•11 Day Trip

$387 USD

Google Flights

Returning

Sat, Jan 3, 2026•12 Day Trip

$386 USD

Google Flights

Returning

Sun, Jan 4, 2026•13 Day Trip

$342 USD

Google Flights

Returning

Mon, Jan 5, 2026•14 Day Trip

$328 USD

Google Flights