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.

Sat, Dec 13 - Wed, Dec 24

MDW

Midway Intl.

MIA

Miami Intl.

$59 Roundtrip, found 4 days ago

$59

Roundtrip

found 4 days ago

Select Frontier Airlines flight, departing Sat, Dec 13 from Midway Intl. to Miami Intl., returning Wed, Dec 24, priced at $59 found 4 days ago

Sun, Jan 18 - Thu, Jan 22

ORD

O'Hare Intl.

TPA

Tampa Intl.

$68 Roundtrip, found 1 day ago

$68

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Sun, Jan 18 from O'Hare Intl. to Tampa Intl., returning Thu, Jan 22, priced at $68 found 1 day ago

Mon, Jan 12 - Sun, Jan 18

MDW

Midway Intl.

MCO

Orlando Intl.

$68 Roundtrip, found 3 days ago

$68

Roundtrip

found 3 days ago

Select Frontier Airlines flight, departing Mon, Jan 12 from Midway Intl. to Orlando Intl., returning Sun, Jan 18, priced at $68 found 3 days ago

Mon, Jan 19 - Fri, Jan 30

ORD

O'Hare Intl.

MCO

Orlando Intl.

$68 Roundtrip, found 21 hours ago

$68

Roundtrip

found 21 hours ago

Select Frontier Airlines flight, departing Mon, Jan 19 from O'Hare Intl. to Orlando Intl., returning Fri, Jan 30, priced at $68 found 21 hours ago

Sun, Jan 11 - Thu, Jan 15

ORD

O'Hare Intl.

LAS

Harry Reid Intl.

$68 Roundtrip, found 14 hours ago

$68

Roundtrip

found 14 hours ago

Select Frontier Airlines flight, departing Sun, Jan 11 from O'Hare Intl. to Harry Reid Intl., returning Thu, Jan 15, priced at $68 found 14 hours ago

Fri, Nov 14 - Fri, Nov 14

ORD

O'Hare Intl.

LAX

Los Angeles Intl.

$78 Roundtrip, found 4 days ago

$78

Roundtrip

found 4 days ago

Select Frontier Airlines flight, departing Fri, Nov 14 from O'Hare Intl. to Los Angeles Intl., returning Fri, Nov 14, priced at $78 found 4 days ago

Thu, Nov 27 - Thu, Dec 4

ORD

O'Hare Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$81 Roundtrip, found 6 days ago

$81

Roundtrip

found 6 days ago

Select Frontier Airlines flight, departing Thu, Nov 27 from O'Hare Intl. to Fort Lauderdale - Hollywood Intl., returning Thu, Dec 4, priced at $81 found 6 days ago

Sat, Feb 7 - Sat, Feb 14

ORD

O'Hare Intl.

RSW

Southwest Florida Intl.

$90 Roundtrip, found 4 days ago

$90

Roundtrip

found 4 days ago

Select Spirit Airlines flight, departing Sat, Feb 7 from O'Hare Intl. to Southwest Florida Intl., returning Sat, Feb 14, priced at $90 found 4 days ago

Tue, Jan 6 - Tue, Jan 13

ORD

O'Hare Intl.

MIA

Miami Intl.

$94 Roundtrip, found 1 day ago

$94

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Tue, Jan 6 from O'Hare Intl. to Miami Intl., returning Tue, Jan 13, priced at $94 found 1 day ago

Sun, Nov 16 - Sat, Nov 22

STL

Lambert-St. Louis Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$98 Roundtrip, found 1 day ago

$98

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Sun, Nov 16 from Lambert-St. Louis Intl. to Fort Lauderdale - Hollywood Intl., returning Sat, Nov 22, priced at $98 found 1 day ago

Thu, Dec 11 - Fri, Dec 12

ORD

O'Hare Intl.

PHX

Sky Harbor Intl.

$112 Roundtrip, found 6 days ago

$112

Roundtrip

found 6 days ago

Select Frontier Airlines flight, departing Thu, Dec 11 from O'Hare Intl. to Sky Harbor Intl., returning Fri, Dec 12, priced at $112 found 6 days ago

Thu, Jan 15 - Sun, Jan 18

OKC

Will Rogers World

LAS

Harry Reid Intl.

$114 Roundtrip, found 5 days ago

$114

Roundtrip

found 5 days ago

Select American Airlines flight, departing Thu, Jan 15 from Will Rogers World to Harry Reid Intl., returning Sun, Jan 18, priced at $114 found 5 days ago

Wed, Nov 12 - Wed, Nov 19

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 Wed, Nov 12 from Lambert-St. Louis Intl. to Miami Intl., returning Wed, Nov 19, priced at $120 found 1 day ago

Thu, Jan 22 - Sun, Jan 25

STL

Lambert-St. Louis Intl.

PHX

Sky Harbor Intl.

$131 Roundtrip, found 3 days ago

$131

Roundtrip

found 3 days ago

Select American Airlines flight, departing Thu, Jan 22 from Lambert-St. Louis Intl. to Sky Harbor Intl., returning Sun, Jan 25, priced at $131 found 3 days ago

Wed, Dec 24 - Fri, Jan 9

STL

Lambert-St. Louis Intl.

LAS

Harry Reid Intl.

$132 Roundtrip, found 4 days ago

$132

Roundtrip

found 4 days ago

Select Frontier Airlines flight, departing Wed, Dec 24 from Lambert-St. Louis Intl. to Harry Reid Intl., returning Fri, Jan 9, priced at $132 found 4 days ago

Sun, Jan 4 - Thu, Jan 8

MDW

Midway Intl.

PHX

Sky Harbor Intl.

$141 Roundtrip, found 6 days ago

$141

Roundtrip

found 6 days ago

Select Frontier Airlines flight, departing Sun, Jan 4 from Midway Intl. to Sky Harbor Intl., returning Thu, Jan 8, priced at $141 found 6 days ago

Thu, Jan 8 - Sun, Jan 11

ABQ

Albuquerque Intl. Sunport

LAS

Harry Reid Intl.

$149 Roundtrip, found 5 days ago

$149

Roundtrip

found 5 days ago

Select American Airlines flight, departing Thu, Jan 8 from Albuquerque Intl. Sunport to Harry Reid Intl., returning Sun, Jan 11, priced at $149 found 5 days ago

Tue, Jan 20 - Tue, Feb 10

ORD

O'Hare Intl.

SFO

San Francisco Intl.

$157 Roundtrip, found 2 days ago

$157

Roundtrip

found 2 days ago

Select United flight, departing Tue, Jan 20 from O'Hare Intl. to San Francisco Intl., returning Tue, Feb 10, priced at $157 found 2 days ago

Wed, Nov 19 - Fri, Nov 21

STL

Lambert-St. Louis Intl.

MCO

Orlando Intl.

$157 Roundtrip, found 3 days ago

$157

Roundtrip

found 3 days ago

Select Frontier Airlines flight, departing Wed, Nov 19 from Lambert-St. Louis Intl. to Orlando Intl., returning Fri, Nov 21, priced at $157 found 3 days ago

Tue, Jan 27 - Tue, Jan 27

ABQ

Albuquerque Intl. Sunport

LAX

Los Angeles Intl.

$159 Roundtrip, found 2 days ago

$159

Roundtrip

found 2 days ago

Select Delta flight, departing Tue, Jan 27 from Albuquerque Intl. Sunport to Los Angeles Intl., returning Tue, Jan 27, priced at $159 found 2 days ago