Flights from Philadelphia to Historic Route 66

Cheapest flights from Philadelphia

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 - Fri, Sep 26

PHL

Philadelphia Intl.

MDW

Midway Intl.

$142 Roundtrip, found 6 hours ago

$142

Roundtrip

found 6 hours ago

Select Frontier Airlines flight, departing Mon, Sep 22 from Philadelphia Intl. to Midway Intl., returning Fri, Sep 26, priced at $142 found 6 hours ago

Sun, Sep 21 - Mon, Sep 22

PHL

Philadelphia Intl.

MDW

Midway Intl.

$148 Roundtrip, found 6 hours ago

$148

Roundtrip

found 6 hours ago

Select Frontier Airlines flight, departing Sun, Sep 21 from Philadelphia Intl. to Midway Intl., returning Mon, Sep 22, priced at $148 found 6 hours ago

Sun, Sep 21 - Thu, Sep 25

PHL

Philadelphia Intl.

MDW

Midway Intl.

$154 Roundtrip, found 6 hours ago

$154

Roundtrip

found 6 hours ago

Select Frontier Airlines flight, departing Sun, Sep 21 from Philadelphia Intl. to Midway Intl., returning Thu, Sep 25, priced at $154 found 6 hours ago

Thu, Sep 18 - Sun, Sep 21

PHL

Philadelphia Intl.

STL

Lambert-St. Louis Intl.

$169 Roundtrip, found 6 days ago

$169

Roundtrip

found 6 days ago

Select Spirit Airlines flight, departing Thu, Sep 18 from Philadelphia Intl. to Lambert-St. Louis Intl., returning Sun, Sep 21, priced at $169 found 6 days ago

Fri, Sep 19 - Mon, Sep 22

PHL

Philadelphia Intl.

ORD

O'Hare Intl.

$176 Roundtrip, found 1 day ago

$176

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Fri, Sep 19 from Philadelphia Intl. to O'Hare Intl., returning Mon, Sep 22, priced at $176 found 1 day ago

Wed, Sep 17 - Sun, Sep 21

PHL

Philadelphia Intl.

ORD

O'Hare Intl.

$177 Roundtrip, found 1 day ago

$177

Roundtrip

found 1 day ago

Select United flight, departing Wed, Sep 17 from Philadelphia Intl. to O'Hare Intl., returning Sun, Sep 21, priced at $177 found 1 day ago

Fri, Sep 19 - Mon, Sep 22

PHL

Philadelphia Intl.

ORD

O'Hare Intl.

$177 Roundtrip, found 1 day ago

$177

Roundtrip

found 1 day ago

Select American Airlines flight, departing Fri, Sep 19 from Philadelphia Intl. to O'Hare Intl., returning Mon, Sep 22, priced at $177 found 1 day ago

Thu, Sep 18 - Fri, Sep 19

PHL

Philadelphia Intl.

ORD

O'Hare Intl.

$179 Roundtrip, found 2 days ago

$179

Roundtrip

found 2 days ago

Select Frontier Airlines flight, departing Thu, Sep 18 from Philadelphia Intl. to O'Hare Intl., returning Fri, Sep 19, priced at $179 found 2 days ago

Wed, Sep 17 - Sun, Sep 21

PHL

Philadelphia Intl.

ORD

O'Hare Intl.

$183 Roundtrip, found 1 day ago

$183

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Wed, Sep 17 from Philadelphia Intl. to O'Hare Intl., returning Sun, Sep 21, priced at $183 found 1 day ago

Wed, Sep 17 - Sun, Sep 21

PHL

Philadelphia Intl.

ORD

O'Hare Intl.

$187 Roundtrip, found 1 day ago

$187

Roundtrip

found 1 day ago

Select Delta flight, departing Wed, Sep 17 from Philadelphia Intl. to O'Hare Intl., returning Sun, Sep 21, priced at $187 found 1 day ago

Sat, Sep 20 - Sat, Sep 20

PHL

Philadelphia Intl.

ORD

O'Hare Intl.

$191 Roundtrip, found 1 day ago

$191

Roundtrip

found 1 day ago

Select Delta flight, departing Sat, Sep 20 from Philadelphia Intl. to O'Hare Intl., returning Sat, Sep 20, priced at $191 found 1 day ago

Wed, Aug 6 - Sat, Aug 23

TTN

Mercer

MDW

Midway Intl.

$208 Roundtrip, found 6 days ago

$208

Roundtrip

found 6 days ago

Select Frontier Airlines flight, departing Wed, Aug 6 from Mercer to Midway Intl., returning Sat, Aug 23, priced at $208 found 6 days ago

Fri, Sep 19 - Mon, Sep 22

TTN

Mercer

ORD

O'Hare Intl.

$253 Roundtrip, found 1 day ago

$253

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Fri, Sep 19 from Mercer to O'Hare Intl., returning Mon, Sep 22, priced at $253 found 1 day ago

Sat, Aug 16 - Tue, Aug 26

ABE

Lehigh Valley Intl.

STL

Lambert-St. Louis Intl.

$254 Roundtrip, found 2 days ago

$254

Roundtrip

found 2 days ago

Select Delta flight, departing Sat, Aug 16 from Lehigh Valley Intl. to Lambert-St. Louis Intl., returning Tue, Aug 26, priced at $254 found 2 days ago

Thu, Aug 28 - Mon, Sep 1

PHL

Philadelphia Intl.

OKC

Will Rogers World

$288 Roundtrip, found 6 days ago

$288

Roundtrip

found 6 days ago

Select Frontier Airlines flight, departing Thu, Aug 28 from Philadelphia Intl. to Will Rogers World, returning Mon, Sep 1, priced at $288 found 6 days ago

Sat, Aug 9 - Sat, Aug 23

ABE

Lehigh Valley Intl.

MDW

Midway Intl.

$330 Roundtrip, found 6 days ago

$330

Roundtrip

found 6 days ago

Select Delta flight, departing Sat, Aug 9 from Lehigh Valley Intl. to Midway Intl., returning Sat, Aug 23, priced at $330 found 6 days ago

Tue, Sep 30 - Tue, Oct 7

ABE

Lehigh Valley Intl.

SGF

Springfield-Branson National

$333 Roundtrip, found 3 days ago

$333

Roundtrip

found 3 days ago

Select Delta flight, departing Tue, Sep 30 from Lehigh Valley Intl. to Springfield-Branson National, returning Tue, Oct 7, priced at $333 found 3 days ago

Tue, Aug 26 - Sat, Sep 6

PHL

Philadelphia Intl.

ABQ

Albuquerque Intl. Sunport

$337 Roundtrip, found 6 days ago

$337

Roundtrip

found 6 days ago

Select Delta flight, departing Tue, Aug 26 from Philadelphia Intl. to Albuquerque Intl. Sunport, returning Sat, Sep 6, priced at $337 found 6 days ago

Thu, Aug 14 - Thu, Aug 21

PHL

Philadelphia Intl.

FLG

Flagstaff Pulliam Field

$566 Roundtrip, found 6 days ago

$566

Roundtrip

found 6 days ago

Select American Airlines flight, departing Thu, Aug 14 from Philadelphia Intl. to Flagstaff Pulliam Field, returning Thu, Aug 21, priced at $566 found 6 days ago

Tue, Apr 21 - Mon, Apr 27

PHL

Philadelphia Intl.

ABQ

Albuquerque Intl. Sunport

$713 Roundtrip, found 4 days ago

$713

Roundtrip

found 4 days ago

Select Alaska Airlines flight, departing Tue, Apr 21 from Philadelphia Intl. to Albuquerque Intl. Sunport, returning Mon, Apr 27, priced at $713 found 4 days ago