Flights from Portland to Maywood

Cheapest flights from Portland

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.

Sun, Jun 8 - Wed, Jun 11

PDX

Portland Intl.

ORD

O'Hare Intl.

$180 Roundtrip, found 6 days ago

$180

Roundtrip

found 6 days ago

Select Spirit Airlines flight, departing Sun, Jun 8 from Portland Intl. to O'Hare Intl., returning Wed, Jun 11, priced at $180 found 6 days ago

Fri, Jun 6 - Tue, Jun 10

PDX

Portland Intl.

ORD

O'Hare Intl.

$206 Roundtrip, found 2 hours ago

$206

Roundtrip

found 2 hours ago

Select Spirit Airlines flight, departing Fri, Jun 6 from Portland Intl. to O'Hare Intl., returning Tue, Jun 10, priced at $206 found 2 hours ago

Sun, Jun 8 - Wed, Jun 11

PDX

Portland Intl.

ORD

O'Hare Intl.

$211 Roundtrip, found 6 days ago

$211

Roundtrip

found 6 days ago

Select Spirit Airlines flight, departing Sun, Jun 8 from Portland Intl. to O'Hare Intl., returning Wed, Jun 11, priced at $211 found 6 days ago

Sun, Jun 8 - Tue, Jun 10

PDX

Portland Intl.

ORD

O'Hare Intl.

$213 Roundtrip, found 2 hours ago

$213

Roundtrip

found 2 hours ago

Select Spirit Airlines flight, departing Sun, Jun 8 from Portland Intl. to O'Hare Intl., returning Tue, Jun 10, priced at $213 found 2 hours ago

Sun, Jun 8 - Wed, Jun 11

PDX

Portland Intl.

ORD

O'Hare Intl.

$214 Roundtrip, found 6 days ago

$214

Roundtrip

found 6 days ago

Select Spirit Airlines flight, departing Sun, Jun 8 from Portland Intl. to O'Hare Intl., returning Wed, Jun 11, priced at $214 found 6 days ago

Thu, Jun 5 - Tue, Jun 10

PDX

Portland Intl.

ORD

O'Hare Intl.

$216 Roundtrip, found 2 hours ago

$216

Roundtrip

found 2 hours ago

Select Spirit Airlines flight, departing Thu, Jun 5 from Portland Intl. to O'Hare Intl., returning Tue, Jun 10, priced at $216 found 2 hours ago

Sun, Jun 8 - Wed, Jun 11

PDX

Portland Intl.

ORD

O'Hare Intl.

$224 Roundtrip, found 6 days ago

$224

Roundtrip

found 6 days ago

Select Delta flight, departing Sun, Jun 8 from Portland Intl. to O'Hare Intl., returning Wed, Jun 11, priced at $224 found 6 days ago

Thu, Jun 5 - Mon, Jun 9

PDX

Portland Intl.

ORD

O'Hare Intl.

$226 Roundtrip, found 2 hours ago

$226

Roundtrip

found 2 hours ago

Select Spirit Airlines flight, departing Thu, Jun 5 from Portland Intl. to O'Hare Intl., returning Mon, Jun 9, priced at $226 found 2 hours ago

Wed, Jun 11 - Wed, Jun 18

PDX

Portland Intl.

ORD

O'Hare Intl.

$243 Roundtrip, found 2 hours ago

$243

Roundtrip

found 2 hours ago

Select Alaska Airlines flight, departing Wed, Jun 11 from Portland Intl. to O'Hare Intl., returning Wed, Jun 18, priced at $243 found 2 hours ago

Sun, Jun 8 - Wed, Jun 11

PDX

Portland Intl.

ORD

O'Hare Intl.

$244 Roundtrip, found 6 days ago

$244

Roundtrip

found 6 days ago

Select United flight, departing Sun, Jun 8 from Portland Intl. to O'Hare Intl., returning Wed, Jun 11, priced at $244 found 6 days ago

Sun, Jun 8 - Wed, Jun 11

PDX

Portland Intl.

ORD

O'Hare Intl.

$244 Roundtrip, found 6 days ago

$244

Roundtrip

found 6 days ago

Select American Airlines flight, departing Sun, Jun 8 from Portland Intl. to O'Hare Intl., returning Wed, Jun 11, priced at $244 found 6 days ago

Wed, Jun 11 - Sun, Jun 15

PDX

Portland Intl.

ORD

O'Hare Intl.

$247 Roundtrip, found 2 hours ago

$247

Roundtrip

found 2 hours ago

Select Alaska Airlines flight, departing Wed, Jun 11 from Portland Intl. to O'Hare Intl., returning Sun, Jun 15, priced at $247 found 2 hours ago

Sun, Jun 8 - Wed, Jun 11

PDX

Portland Intl.

ORD

O'Hare Intl.

$249 Roundtrip, found 6 days ago

$249

Roundtrip

found 6 days ago

Select United flight, departing Sun, Jun 8 from Portland Intl. to O'Hare Intl., returning Wed, Jun 11, priced at $249 found 6 days ago

Sat, Jun 7 - Sun, Jun 15

PDX

Portland Intl.

ORD

O'Hare Intl.

$249 Roundtrip, found 2 hours ago

$249

Roundtrip

found 2 hours ago

Select Frontier Airlines flight, departing Sat, Jun 7 from Portland Intl. to O'Hare Intl., returning Sun, Jun 15, priced at $249 found 2 hours ago

Fri, Jun 6 - Sun, Jun 15

PDX

Portland Intl.

ORD

O'Hare Intl.

$250 Roundtrip, found 2 hours ago

$250

Roundtrip

found 2 hours ago

Select Spirit Airlines flight, departing Fri, Jun 6 from Portland Intl. to O'Hare Intl., returning Sun, Jun 15, priced at $250 found 2 hours ago

Sun, Jun 8 - Wed, Jun 11

PDX

Portland Intl.

ORD

O'Hare Intl.

$254 Roundtrip, found 6 days ago

$254

Roundtrip

found 6 days ago

Select Alaska Airlines flight, departing Sun, Jun 8 from Portland Intl. to O'Hare Intl., returning Wed, Jun 11, priced at $254 found 6 days ago

Sun, Jun 8 - Wed, Jun 11

PDX

Portland Intl.

ORD

O'Hare Intl.

$254 Roundtrip, found 6 days ago

$254

Roundtrip

found 6 days ago

Select United flight, departing Sun, Jun 8 from Portland Intl. to O'Hare Intl., returning Wed, Jun 11, priced at $254 found 6 days ago

Sat, Jun 7 - Sun, Jun 8

PDX

Portland Intl.

ORD

O'Hare Intl.

$255 Roundtrip, found 2 hours ago

$255

Roundtrip

found 2 hours ago

Select Frontier Airlines flight, departing Sat, Jun 7 from Portland Intl. to O'Hare Intl., returning Sun, Jun 8, priced at $255 found 2 hours ago

Sun, Jun 8 - Wed, Jun 11

PDX

Portland Intl.

ORD

O'Hare Intl.

$293 Roundtrip, found 6 days ago

$293

Roundtrip

found 6 days ago

Select Delta flight, departing Sun, Jun 8 from Portland Intl. to O'Hare Intl., returning Wed, Jun 11, priced at $293 found 6 days ago

Sat, Jun 7 - Sat, Jun 7

PDX

Portland Intl.

ORD

O'Hare Intl.

$429 Roundtrip, found 2 hours ago

$429

Roundtrip

found 2 hours ago

Select Hawaiian Airlines flight, departing Sat, Jun 7 from Portland Intl. to O'Hare Intl., returning Sat, Jun 7, priced at $429 found 2 hours ago