Flights from Historic Route 66

Cheapest flights from Historic Route 66

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.

Wed, Dec 31 - Sun, Jan 11

MDW

Midway Intl.

MCO

Orlando Intl.

$58 Roundtrip, found 3 days ago

$58

Roundtrip

found 3 days ago

Select Frontier Airlines flight, departing Wed, Dec 31 from Midway Intl. to Orlando Intl., returning Sun, Jan 11, priced at $58 found 3 days ago

Sun, Feb 8 - Fri, Feb 13

ORD

O'Hare Intl.

LAS

Harry Reid Intl.

$58 Roundtrip, found 1 day ago

$58

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Sun, Feb 8 from O'Hare Intl. to Harry Reid Intl., returning Fri, Feb 13, priced at $58 found 1 day ago

Sun, Dec 14 - Tue, Dec 23

ORD

O'Hare Intl.

TPA

Tampa Intl.

$59 Roundtrip, found 6 days ago

$59

Roundtrip

found 6 days ago

Select Frontier Airlines flight, departing Sun, Dec 14 from O'Hare Intl. to Tampa Intl., returning Tue, Dec 23, priced at $59 found 6 days ago

Tue, Feb 3 - Fri, Feb 13

STL

Lambert-St. Louis Intl.

MCO

Orlando Intl.

$66 Roundtrip, found 3 days ago

$66

Roundtrip

found 3 days ago

Select Frontier Airlines flight, departing Tue, Feb 3 from Lambert-St. Louis Intl. to Orlando Intl., returning Fri, Feb 13, priced at $66 found 3 days ago

Mon, Jan 12 - Fri, Jan 16

MDW

Midway Intl.

MIA

Miami Intl.

$68 Roundtrip, found 11 hours ago

$68

Roundtrip

found 11 hours ago

Select Frontier Airlines flight, departing Mon, Jan 12 from Midway Intl. to Miami Intl., returning Fri, Jan 16, priced at $68 found 11 hours ago

Sun, Feb 1 - Thu, Feb 19

ORD

O'Hare Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$68 Roundtrip, found 12 hours ago

$68

Roundtrip

found 12 hours ago

Select Frontier Airlines flight, departing Sun, Feb 1 from O'Hare Intl. to Fort Lauderdale - Hollywood Intl., returning Thu, Feb 19, priced at $68 found 12 hours ago

Thu, Jan 8 - Mon, Jan 26

ORD

O'Hare Intl.

MCO

Orlando Intl.

$68 Roundtrip, found 9 hours ago

$68

Roundtrip

found 9 hours ago

Select Frontier Airlines flight, departing Thu, Jan 8 from O'Hare Intl. to Orlando Intl., returning Mon, Jan 26, priced at $68 found 9 hours ago

Wed, Feb 18 - Sat, Feb 21

ORD

O'Hare Intl.

MIA

Miami Intl.

$84 Roundtrip, found 3 days ago

$84

Roundtrip

found 3 days ago

Select Spirit Airlines flight, departing Wed, Feb 18 from O'Hare Intl. to Miami Intl., returning Sat, Feb 21, priced at $84 found 3 days ago

Thu, Jan 8 - Mon, Jan 12

ORD

O'Hare Intl.

RSW

Southwest Florida Intl.

$90 Roundtrip, found 5 days ago

$90

Roundtrip

found 5 days ago

Select Spirit Airlines flight, departing Thu, Jan 8 from O'Hare Intl. to Southwest Florida Intl., returning Mon, Jan 12, priced at $90 found 5 days ago

Tue, Dec 9 - Mon, Dec 15

ORD

O'Hare Intl.

LAX

Los Angeles Intl.

$98 Roundtrip, found 18 hours ago

$98

Roundtrip

found 18 hours ago

Select Spirit Airlines flight, departing Tue, Dec 9 from O'Hare Intl. to Los Angeles Intl., returning Mon, Dec 15, priced at $98 found 18 hours ago

Sat, Jan 10 - Sat, Jan 24

ORD

O'Hare Intl.

PHX

Sky Harbor Intl.

$100 Roundtrip, found 8 hours ago

$100

Roundtrip

found 8 hours ago

Select Frontier Airlines flight, departing Sat, Jan 10 from O'Hare Intl. to Sky Harbor Intl., returning Sat, Jan 24, priced at $100 found 8 hours ago

Sun, Nov 23 - Thu, Dec 4

STL

Lambert-St. Louis Intl.

LAS

Harry Reid Intl.

$102 Roundtrip, found 5 days ago

$102

Roundtrip

found 5 days ago

Select Frontier Airlines flight, departing Sun, Nov 23 from Lambert-St. Louis Intl. to Harry Reid Intl., returning Thu, Dec 4, priced at $102 found 5 days ago

Fri, Jan 9 - Tue, Jan 20

STL

Lambert-St. Louis Intl.

TPA

Tampa Intl.

$119 Roundtrip, found 1 day ago

$119

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Fri, Jan 9 from Lambert-St. Louis Intl. to Tampa Intl., returning Tue, Jan 20, priced at $119 found 1 day ago

Thu, Jan 8 - Thu, Jan 22

STL

Lambert-St. Louis Intl.

MIA

Miami Intl.

$120 Roundtrip, found 1 day ago

$120

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Thu, Jan 8 from Lambert-St. Louis Intl. to Miami Intl., returning Thu, Jan 22, priced at $120 found 1 day ago

Tue, Jan 13 - Thu, Jan 22

MDW

Midway Intl.

TPA

Tampa Intl.

$120 Roundtrip, found 6 days ago

$120

Roundtrip

found 6 days ago

Select Frontier Airlines flight, departing Tue, Jan 13 from Midway Intl. to Tampa Intl., returning Thu, Jan 22, priced at $120 found 6 days ago

Mon, Dec 8 - Fri, Dec 12

STL

Lambert-St. Louis Intl.

PHX

Sky Harbor Intl.

$120 Roundtrip, found 5 days ago

$120

Roundtrip

found 5 days ago

Select Frontier Airlines flight, departing Mon, Dec 8 from Lambert-St. Louis Intl. to Sky Harbor Intl., returning Fri, Dec 12, priced at $120 found 5 days ago

Thu, Jan 8 - Fri, Jan 9

STL

Lambert-St. Louis Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$134 Roundtrip, found 1 day ago

$134

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Thu, Jan 8 from Lambert-St. Louis Intl. to Fort Lauderdale - Hollywood Intl., returning Fri, Jan 9, priced at $134 found 1 day ago

Wed, Jan 7 - Tue, Jan 13

SGF

Springfield-Branson National

TPA

Tampa Intl.

$219 Roundtrip, found 1 day ago

$219

Roundtrip

found 1 day ago

Select American Airlines flight, departing Wed, Jan 7 from Springfield-Branson National to Tampa Intl., returning Tue, Jan 13, priced at $219 found 1 day ago

Tue, Dec 16 - Wed, Dec 17

SGF

Springfield-Branson National

PHX

Sky Harbor Intl.

$251 Roundtrip, found 1 day ago

$251

Roundtrip

found 1 day ago

Select Delta flight, departing Tue, Dec 16 from Springfield-Branson National to Sky Harbor Intl., returning Wed, Dec 17, priced at $251 found 1 day ago

Fri, Jan 23 - Mon, Feb 9

ORD

O'Hare Intl.

MEX

Mexico City Intl.

$306 Roundtrip, found 5 days ago

$306

Roundtrip

found 5 days ago

Select Aeromexico flight, departing Fri, Jan 23 from O'Hare Intl. to Mexico City Intl., returning Mon, Feb 9, priced at $306 found 5 days ago