Flights from Seattle to Highland Park

Cheapest flights from Seattle

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.

Tue, Jul 15 - Wed, Jul 23

SEA

Seattle - Tacoma Intl.

ORD

O'Hare Intl.

$169 Roundtrip, found 1 day ago

$169

Roundtrip

found 1 day ago

Select Alaska Airlines flight, departing Tue, Jul 15 from Seattle - Tacoma Intl. to O'Hare Intl., returning Wed, Jul 23, priced at $169 found 1 day ago

Mon, Aug 4 - Wed, Aug 6

SEA

Seattle - Tacoma Intl.

ORD

O'Hare Intl.

$199 Roundtrip, found 1 day ago

$199

Roundtrip

found 1 day ago

Select Alaska Airlines flight, departing Mon, Aug 4 from Seattle - Tacoma Intl. to O'Hare Intl., returning Wed, Aug 6, priced at $199 found 1 day ago

Sat, Sep 27 - Sun, Sep 28

SEA

Seattle - Tacoma Intl.

ORD

O'Hare Intl.

$199 Roundtrip, found 2 days ago

$199

Roundtrip

found 2 days ago

Select United flight, departing Sat, Sep 27 from Seattle - Tacoma Intl. to O'Hare Intl., returning Sun, Sep 28, priced at $199 found 2 days ago

Sat, Sep 27 - Sun, Sep 28

SEA

Seattle - Tacoma Intl.

ORD

O'Hare Intl.

$199 Roundtrip, found 2 days ago

$199

Roundtrip

found 2 days ago

Select American Airlines flight, departing Sat, Sep 27 from Seattle - Tacoma Intl. to O'Hare Intl., returning Sun, Sep 28, priced at $199 found 2 days ago

Tue, Jul 15 - Fri, Jul 18

SEA

Seattle - Tacoma Intl.

ORD

O'Hare Intl.

$209 Roundtrip, found 1 day ago

$209

Roundtrip

found 1 day ago

Select Alaska Airlines flight, departing Tue, Jul 15 from Seattle - Tacoma Intl. to O'Hare Intl., returning Fri, Jul 18, priced at $209 found 1 day ago

Sat, Aug 2 - Tue, Aug 5

SEA

Seattle - Tacoma Intl.

ORD

O'Hare Intl.

$209 Roundtrip, found 1 day ago

$209

Roundtrip

found 1 day ago

Select Hawaiian Airlines flight, departing Sat, Aug 2 from Seattle - Tacoma Intl. to O'Hare Intl., returning Tue, Aug 5, priced at $209 found 1 day ago

Sat, Sep 27 - Sun, Sep 28

SEA

Seattle - Tacoma Intl.

ORD

O'Hare Intl.

$227 Roundtrip, found 2 days ago

$227

Roundtrip

found 2 days ago

Select United flight, departing Sat, Sep 27 from Seattle - Tacoma Intl. to O'Hare Intl., returning Sun, Sep 28, priced at $227 found 2 days ago

Mon, Aug 4 - Thu, Aug 7

SEA

Seattle - Tacoma Intl.

ORD

O'Hare Intl.

$229 Roundtrip, found 1 day ago

$229

Roundtrip

found 1 day ago

Select Alaska Airlines flight, departing Mon, Aug 4 from Seattle - Tacoma Intl. to O'Hare Intl., returning Thu, Aug 7, priced at $229 found 1 day ago

Thu, Jul 17 - Mon, Jul 21

SEA

Seattle - Tacoma Intl.

ORD

O'Hare Intl.

$232 Roundtrip, found 1 day ago

$232

Roundtrip

found 1 day ago

Select United flight, departing Thu, Jul 17 from Seattle - Tacoma Intl. to O'Hare Intl., returning Mon, Jul 21, priced at $232 found 1 day ago

Sat, Sep 27 - Sun, Sep 28

SEA

Seattle - Tacoma Intl.

ORD

O'Hare Intl.

$233 Roundtrip, found 2 days ago

$233

Roundtrip

found 2 days ago

Select American Airlines flight, departing Sat, Sep 27 from Seattle - Tacoma Intl. to O'Hare Intl., returning Sun, Sep 28, priced at $233 found 2 days ago

Sat, Aug 2 - Thu, Aug 7

SEA

Seattle - Tacoma Intl.

ORD

O'Hare Intl.

$239 Roundtrip, found 1 day ago

$239

Roundtrip

found 1 day ago

Select Hawaiian Airlines flight, departing Sat, Aug 2 from Seattle - Tacoma Intl. to O'Hare Intl., returning Thu, Aug 7, priced at $239 found 1 day ago

Sat, Sep 27 - Sun, Sep 28

SEA

Seattle - Tacoma Intl.

ORD

O'Hare Intl.

$241 Roundtrip, found 2 days ago

$241

Roundtrip

found 2 days ago

Select United flight, departing Sat, Sep 27 from Seattle - Tacoma Intl. to O'Hare Intl., returning Sun, Sep 28, priced at $241 found 2 days ago

Sat, Sep 27 - Sun, Sep 28

SEA

Seattle - Tacoma Intl.

ORD

O'Hare Intl.

$243 Roundtrip, found 2 days ago

$243

Roundtrip

found 2 days ago

Select United flight, departing Sat, Sep 27 from Seattle - Tacoma Intl. to O'Hare Intl., returning Sun, Sep 28, priced at $243 found 2 days ago

Sat, Sep 27 - Sun, Sep 28

SEA

Seattle - Tacoma Intl.

ORD

O'Hare Intl.

$244 Roundtrip, found 2 days ago

$244

Roundtrip

found 2 days ago

Select United flight, departing Sat, Sep 27 from Seattle - Tacoma Intl. to O'Hare Intl., returning Sun, Sep 28, priced at $244 found 2 days ago

Sun, Jul 20 - Tue, Jul 22

SEA

Seattle - Tacoma Intl.

ORD

O'Hare Intl.

$249 Roundtrip, found 1 day ago

$249

Roundtrip

found 1 day ago

Select Hawaiian Airlines flight, departing Sun, Jul 20 from Seattle - Tacoma Intl. to O'Hare Intl., returning Tue, Jul 22, priced at $249 found 1 day ago

Fri, Aug 1 - Thu, Aug 7

SEA

Seattle - Tacoma Intl.

ORD

O'Hare Intl.

$253 Roundtrip, found 1 day ago

$253

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Fri, Aug 1 from Seattle - Tacoma Intl. to O'Hare Intl., returning Thu, Aug 7, priced at $253 found 1 day ago

Thu, Jul 17 - Mon, Jul 21

SEA

Seattle - Tacoma Intl.

ORD

O'Hare Intl.

$281 Roundtrip, found 1 day ago

$281

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Thu, Jul 17 from Seattle - Tacoma Intl. to O'Hare Intl., returning Mon, Jul 21, priced at $281 found 1 day ago

Thu, Jul 31 - Mon, Aug 4

SEA

Seattle - Tacoma Intl.

MDW

Midway Intl.

$312 Roundtrip, found 1 day ago

$312

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Thu, Jul 31 from Seattle - Tacoma Intl. to Midway Intl., returning Mon, Aug 4, priced at $312 found 1 day ago

Thu, Jul 17 - Mon, Jul 21

SEA

Seattle - Tacoma Intl.

ORD

O'Hare Intl.

$348 Roundtrip, found 1 day ago

$348

Roundtrip

found 1 day ago

Select Sun Country Airlines flight, departing Thu, Jul 17 from Seattle - Tacoma Intl. to O'Hare Intl., returning Mon, Jul 21, priced at $348 found 1 day ago

Fri, Aug 1 - Thu, Aug 7

SEA

Seattle - Tacoma Intl.

MDW

Midway Intl.

$437 Roundtrip, found 1 day ago

$437

Roundtrip

found 1 day ago

Select Delta flight, departing Fri, Aug 1 from Seattle - Tacoma Intl. to Midway Intl., returning Thu, Aug 7, priced at $437 found 1 day ago