$109 Cheap Alaska Airlines flights Portland (PDX) to Chicago (ORD)

$109 Cheap Alaska Airlines flights Portland (PDX) to Chicago (ORD)

Prices were available within the past 7 days and start at $109 for one-way flights and $207 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Tue, Sep 30 - Mon, Oct 6

PDX

Portland

ORD

Chicago

$207 Roundtrip, found 17 hours ago

$207

Roundtrip

found 17 hours ago

Select Alaska Airlines flight, departing Tue, Sep 30 from Portland to Chicago, returning Mon, Oct 6, priced at $207 found 17 hours ago

Tue, Sep 30 - Fri, Oct 10

PDX

Portland

ORD

Chicago

$227 Roundtrip, found 17 hours ago

$227

Roundtrip

found 17 hours ago

Select Alaska Airlines flight, departing Tue, Sep 30 from Portland to Chicago, returning Fri, Oct 10, priced at $227 found 17 hours ago

Tue, Sep 30 - Sat, Oct 11

PDX

Portland

ORD

Chicago

$237 Roundtrip, found 20 hours ago

$237

Roundtrip

found 20 hours ago

Select Alaska Airlines flight, departing Tue, Sep 30 from Portland to Chicago, returning Sat, Oct 11, priced at $237 found 20 hours ago

Sun, Oct 5 - Sat, Oct 11

PDX

Portland

ORD

Chicago

$247 Roundtrip, found 20 hours ago

$247

Roundtrip

found 20 hours ago

Select Alaska Airlines flight, departing Sun, Oct 5 from Portland to Chicago, returning Sat, Oct 11, priced at $247 found 20 hours ago

Sat, Oct 4 - Fri, Oct 10

PDX

Portland

ORD

Chicago

$257 Roundtrip, found 17 hours ago

$257

Roundtrip

found 17 hours ago

Select Alaska Airlines flight, departing Sat, Oct 4 from Portland to Chicago, returning Fri, Oct 10, priced at $257 found 17 hours ago

Sun, Oct 5 - Thu, Oct 9

PDX

Portland

ORD

Chicago

$257 Roundtrip, found 20 hours ago

$257

Roundtrip

found 20 hours ago

Select Alaska Airlines flight, departing Sun, Oct 5 from Portland to Chicago, returning Thu, Oct 9, priced at $257 found 20 hours ago