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.

Fri, Jul 4 - Fri, Jul 11

PHL

Philadelphia Intl.

MDW

Midway Intl.

$136 Roundtrip, found 5 days ago

$136

Roundtrip

found 5 days ago

Select Frontier Airlines flight, departing Fri, Jul 4 from Philadelphia Intl. to Midway Intl., returning Fri, Jul 11, priced at $136 found 5 days ago

Sun, Jun 29 - Thu, Jul 10

PHL

Philadelphia Intl.

ORD

O'Hare Intl.

$136 Roundtrip, found 5 days ago

$136

Roundtrip

found 5 days ago

Select Frontier Airlines flight, departing Sun, Jun 29 from Philadelphia Intl. to O'Hare Intl., returning Thu, Jul 10, priced at $136 found 5 days ago

Fri, Jul 4 - Mon, Jul 14

PHL

Philadelphia Intl.

MDW

Midway Intl.

$157 Roundtrip, found 5 days ago

$157

Roundtrip

found 5 days ago

Select Frontier Airlines flight, departing Fri, Jul 4 from Philadelphia Intl. to Midway Intl., returning Mon, Jul 14, priced at $157 found 5 days ago

Mon, Jun 30 - Mon, Jul 7

PHL

Philadelphia Intl.

MDW

Midway Intl.

$162 Roundtrip, found 5 days ago

$162

Roundtrip

found 5 days ago

Select Frontier Airlines flight, departing Mon, Jun 30 from Philadelphia Intl. to Midway Intl., returning Mon, Jul 7, priced at $162 found 5 days ago

Thu, Jul 3 - Thu, Jul 10

PHL

Philadelphia Intl.

ORD

O'Hare Intl.

$172 Roundtrip, found 5 days ago

$172

Roundtrip

found 5 days ago

Select Frontier Airlines flight, departing Thu, Jul 3 from Philadelphia Intl. to O'Hare Intl., returning Thu, Jul 10, priced at $172 found 5 days ago

Sun, Jun 29 - Thu, Jul 10

PHL

Philadelphia Intl.

STL

Lambert-St. Louis Intl.

$177 Roundtrip, found 3 days ago

$177

Roundtrip

found 3 days ago

Select Spirit Airlines flight, departing Sun, Jun 29 from Philadelphia Intl. to Lambert-St. Louis Intl., returning Thu, Jul 10, priced at $177 found 3 days ago

Sat, Jul 5 - Sat, Jul 12

PHL

Philadelphia Intl.

ORD

O'Hare Intl.

$185 Roundtrip, found 5 days ago

$185

Roundtrip

found 5 days ago

Select American Airlines flight, departing Sat, Jul 5 from Philadelphia Intl. to O'Hare Intl., returning Sat, Jul 12, priced at $185 found 5 days ago

Fri, Jul 4 - Thu, Jul 10

PHL

Philadelphia Intl.

STL

Lambert-St. Louis Intl.

$187 Roundtrip, found 3 days ago

$187

Roundtrip

found 3 days ago

Select Spirit Airlines flight, departing Fri, Jul 4 from Philadelphia Intl. to Lambert-St. Louis Intl., returning Thu, Jul 10, priced at $187 found 3 days ago

Tue, Jul 8 - Thu, Jul 10

PHL

Philadelphia Intl.

ORD

O'Hare Intl.

$193 Roundtrip, found 5 days ago

$193

Roundtrip

found 5 days ago

Select Frontier Airlines flight, departing Tue, Jul 8 from Philadelphia Intl. to O'Hare Intl., returning Thu, Jul 10, priced at $193 found 5 days ago

Wed, Jul 2 - Thu, Jul 10

PHL

Philadelphia Intl.

ORD

O'Hare Intl.

$195 Roundtrip, found 5 days ago

$195

Roundtrip

found 5 days ago

Select Frontier Airlines flight, departing Wed, Jul 2 from Philadelphia Intl. to O'Hare Intl., returning Thu, Jul 10, priced at $195 found 5 days ago

Sat, Jul 5 - Sat, Jul 12

PHL

Philadelphia Intl.

ORD

O'Hare Intl.

$197 Roundtrip, found 5 days ago

$197

Roundtrip

found 5 days ago

Select Delta flight, departing Sat, Jul 5 from Philadelphia Intl. to O'Hare Intl., returning Sat, Jul 12, priced at $197 found 5 days ago

Sun, Jun 29 - Wed, Jul 9

PHL

Philadelphia Intl.

STL

Lambert-St. Louis Intl.

$203 Roundtrip, found 3 days ago

$203

Roundtrip

found 3 days ago

Select Spirit Airlines flight, departing Sun, Jun 29 from Philadelphia Intl. to Lambert-St. Louis Intl., returning Wed, Jul 9, priced at $203 found 3 days ago

Wed, Jul 2 - Sat, Jul 12

PHL

Philadelphia Intl.

ORD

O'Hare Intl.

$211 Roundtrip, found 5 days ago

$211

Roundtrip

found 5 days ago

Select United flight, departing Wed, Jul 2 from Philadelphia Intl. to O'Hare Intl., returning Sat, Jul 12, priced at $211 found 5 days ago

Tue, Aug 12 - Tue, Aug 19

PHL

Philadelphia Intl.

STL

Lambert-St. Louis Intl.

$217 Roundtrip, found 1 day ago

$217

Roundtrip

found 1 day ago

Select Delta flight, departing Tue, Aug 12 from Philadelphia Intl. to Lambert-St. Louis Intl., returning Tue, Aug 19, priced at $217 found 1 day ago

Fri, Jan 16 - Tue, Jan 20

PHL

Philadelphia Intl.

ORD

O'Hare Intl.

$226 Roundtrip, found 3 days ago

$226

Roundtrip

found 3 days ago

Select JetBlue Airways flight, departing Fri, Jan 16 from Philadelphia Intl. to O'Hare Intl., returning Tue, Jan 20, priced at $226 found 3 days ago

Sat, Jun 28 - Mon, Jun 30

TTN

Mercer

ORD

O'Hare Intl.

$240 Roundtrip, found 4 days ago

$240

Roundtrip

found 4 days ago

Select Frontier Airlines flight, departing Sat, Jun 28 from Mercer to O'Hare Intl., returning Mon, Jun 30, priced at $240 found 4 days ago

Tue, Jul 8 - Sat, Jul 12

PHL

Philadelphia Intl.

OKC

Will Rogers World

$270 Roundtrip, found 6 days ago

$270

Roundtrip

found 6 days ago

Select Frontier Airlines flight, departing Tue, Jul 8 from Philadelphia Intl. to Will Rogers World, returning Sat, Jul 12, priced at $270 found 6 days ago

Thu, Jun 12 - Mon, Jun 16

TTN

Mercer

MDW

Midway Intl.

$276 Roundtrip, found 3 days ago

$276

Roundtrip

found 3 days ago

Select Frontier Airlines flight, departing Thu, Jun 12 from Mercer to Midway Intl., returning Mon, Jun 16, priced at $276 found 3 days ago

Wed, Jun 25 - Wed, Jul 2

PHL

Philadelphia Intl.

ABQ

Albuquerque Intl. Sunport

$352 Roundtrip, found 3 days ago

$352

Roundtrip

found 3 days ago

Select Spirit Airlines flight, departing Wed, Jun 25 from Philadelphia Intl. to Albuquerque Intl. Sunport, returning Wed, Jul 2, priced at $352 found 3 days ago

Sat, Sep 13 - Sat, Sep 20

PHL

Philadelphia Intl.

FLG

Flagstaff Pulliam Field

$486 Roundtrip, found 6 hours ago

$486

Roundtrip

found 6 hours ago

Select American Airlines flight, departing Sat, Sep 13 from Philadelphia Intl. to Flagstaff Pulliam Field, returning Sat, Sep 20, priced at $486 found 6 hours ago