Flights from Chicago to Canby

Cheapest flights from Chicago

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Mon, Sep 22 - Tue, Sep 30

ORD

O'Hare Intl.

PDX

Portland Intl.

$206 Roundtrip, found 2 days ago

$206

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Mon, Sep 22 from O'Hare Intl. to Portland Intl., returning Tue, Sep 30, priced at $206 found 2 days ago

Mon, Sep 22 - Thu, Oct 2

ORD

O'Hare Intl.

PDX

Portland Intl.

$216 Roundtrip, found 2 days ago

$216

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Mon, Sep 22 from O'Hare Intl. to Portland Intl., returning Thu, Oct 2, priced at $216 found 2 days ago

Sun, Sep 28 - Tue, Sep 30

ORD

O'Hare Intl.

PDX

Portland Intl.

$222 Roundtrip, found 2 days ago

$222

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Sun, Sep 28 from O'Hare Intl. to Portland Intl., returning Tue, Sep 30, priced at $222 found 2 days ago

Thu, Nov 27 - Tue, Dec 2

ORD

O'Hare Intl.

PDX

Portland Intl.

$223 Roundtrip, found 17 hours ago

$223

Roundtrip

found 17 hours ago

Select Delta flight, departing Thu, Nov 27 from O'Hare Intl. to Portland Intl., returning Tue, Dec 2, priced at $223 found 17 hours ago

Sat, Sep 27 - Sat, Sep 27

ORD

O'Hare Intl.

PDX

Portland Intl.

$227 Roundtrip, found 2 days ago

$227

Roundtrip

found 2 days ago

Select Alaska Airlines flight, departing Sat, Sep 27 from O'Hare Intl. to Portland Intl., returning Sat, Sep 27, priced at $227 found 2 days ago

Sun, Sep 28 - Thu, Oct 2

ORD

O'Hare Intl.

PDX

Portland Intl.

$232 Roundtrip, found 2 days ago

$232

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Sun, Sep 28 from O'Hare Intl. to Portland Intl., returning Thu, Oct 2, priced at $232 found 2 days ago

Sat, Sep 27 - Tue, Sep 30

ORD

O'Hare Intl.

PDX

Portland Intl.

$237 Roundtrip, found 2 days ago

$237

Roundtrip

found 2 days ago

Select Hawaiian Airlines flight, departing Sat, Sep 27 from O'Hare Intl. to Portland Intl., returning Tue, Sep 30, priced at $237 found 2 days ago

Sat, Sep 27 - Sun, Sep 28

ORD

O'Hare Intl.

PDX

Portland Intl.

$238 Roundtrip, found 2 days ago

$238

Roundtrip

found 2 days ago

Select Hawaiian Airlines flight, departing Sat, Sep 27 from O'Hare Intl. to Portland Intl., returning Sun, Sep 28, priced at $238 found 2 days ago

Tue, Nov 25 - Wed, Dec 3

ORD

O'Hare Intl.

PDX

Portland Intl.

$242 Roundtrip, found 17 hours ago

$242

Roundtrip

found 17 hours ago

Select Hawaiian Airlines flight, departing Tue, Nov 25 from O'Hare Intl. to Portland Intl., returning Wed, Dec 3, priced at $242 found 17 hours ago

Tue, Nov 25 - Tue, Dec 2

ORD

O'Hare Intl.

PDX

Portland Intl.

$247 Roundtrip, found 17 hours ago

$247

Roundtrip

found 17 hours ago

Select Delta flight, departing Tue, Nov 25 from O'Hare Intl. to Portland Intl., returning Tue, Dec 2, priced at $247 found 17 hours ago

Fri, Sep 26 - Tue, Sep 30

ORD

O'Hare Intl.

PDX

Portland Intl.

$248 Roundtrip, found 2 days ago

$248

Roundtrip

found 2 days ago

Select Hawaiian Airlines flight, departing Fri, Sep 26 from O'Hare Intl. to Portland Intl., returning Tue, Sep 30, priced at $248 found 2 days ago

Tue, Nov 25 - Sun, Nov 30

ORD

O'Hare Intl.

PDX

Portland Intl.

$248 Roundtrip, found 17 hours ago

$248

Roundtrip

found 17 hours ago

Select Delta flight, departing Tue, Nov 25 from O'Hare Intl. to Portland Intl., returning Sun, Nov 30, priced at $248 found 17 hours ago

Sat, Aug 16 - Tue, Aug 26

ORD

O'Hare Intl.

PDX

Portland Intl.

$248 Roundtrip, found 9 hours ago

$248

Roundtrip

found 9 hours ago

Select Frontier Airlines flight, departing Sat, Aug 16 from O'Hare Intl. to Portland Intl., returning Tue, Aug 26, priced at $248 found 9 hours ago

Thu, Oct 16 - Sun, Oct 19

ORD

O'Hare Intl.

PDX

Portland Intl.

$249 Roundtrip, found 1 day ago

$249

Roundtrip

found 1 day ago

Select Alaska Airlines flight, departing Thu, Oct 16 from O'Hare Intl. to Portland Intl., returning Sun, Oct 19, priced at $249 found 1 day ago

Thu, Sep 25 - Mon, Sep 29

ORD

O'Hare Intl.

PDX

Portland Intl.

$249 Roundtrip, found 2 days ago

$249

Roundtrip

found 2 days ago

Select American Airlines flight, departing Thu, Sep 25 from O'Hare Intl. to Portland Intl., returning Mon, Sep 29, priced at $249 found 2 days ago

Thu, Oct 16 - Sun, Oct 19

ORD

O'Hare Intl.

PDX

Portland Intl.

$253 Roundtrip, found 1 day ago

$253

Roundtrip

found 1 day ago

Select Alaska Airlines flight, departing Thu, Oct 16 from O'Hare Intl. to Portland Intl., returning Sun, Oct 19, priced at $253 found 1 day ago

Sat, Aug 16 - Fri, Aug 22

ORD

O'Hare Intl.

PDX

Portland Intl.

$258 Roundtrip, found 9 hours ago

$258

Roundtrip

found 9 hours ago

Select Frontier Airlines flight, departing Sat, Aug 16 from O'Hare Intl. to Portland Intl., returning Fri, Aug 22, priced at $258 found 9 hours ago

Thu, Sep 25 - Mon, Sep 29

ORD

O'Hare Intl.

PDX

Portland Intl.

$259 Roundtrip, found 2 days ago

$259

Roundtrip

found 2 days ago

Select United flight, departing Thu, Sep 25 from O'Hare Intl. to Portland Intl., returning Mon, Sep 29, priced at $259 found 2 days ago

Thu, Oct 16 - Sun, Oct 19

ORD

O'Hare Intl.

PDX

Portland Intl.

$262 Roundtrip, found 1 day ago

$262

Roundtrip

found 1 day ago

Select Alaska Airlines flight, departing Thu, Oct 16 from O'Hare Intl. to Portland Intl., returning Sun, Oct 19, priced at $262 found 1 day ago

Thu, Oct 16 - Sun, Oct 19

ORD

O'Hare Intl.

PDX

Portland Intl.

$266 Roundtrip, found 1 day ago

$266

Roundtrip

found 1 day ago

Select Alaska Airlines flight, departing Thu, Oct 16 from O'Hare Intl. to Portland Intl., returning Sun, Oct 19, priced at $266 found 1 day ago