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, Jul 23 - Tue, Jul 29

ORD

O'Hare Intl.

RSW

Southwest Florida Intl.

$90 Roundtrip, found 1 day ago

$90

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Wed, Jul 23 from O'Hare Intl. to Southwest Florida Intl., returning Tue, Jul 29, priced at $90 found 1 day ago

Sun, Jul 20 - Thu, Jul 24

ABQ

Albuquerque Intl. Sunport

LAS

Harry Reid Intl.

$95 Roundtrip, found 6 days ago

$95

Roundtrip

found 6 days ago

Select Spirit Airlines flight, departing Sun, Jul 20 from Albuquerque Intl. Sunport to Harry Reid Intl., returning Thu, Jul 24, priced at $95 found 6 days ago

Mon, Oct 20 - Thu, Oct 23

MDW

Midway Intl.

MIA

Miami Intl.

$98 Roundtrip, found 3 days ago

$98

Roundtrip

found 3 days ago

Select Frontier Airlines flight, departing Mon, Oct 20 from Midway Intl. to Miami Intl., returning Thu, Oct 23, priced at $98 found 3 days ago

Sat, Aug 16 - Thu, Sep 4

ORD

O'Hare Intl.

TPA

Tampa Intl.

$98 Roundtrip, found 3 days ago

$98

Roundtrip

found 3 days ago

Select Frontier Airlines flight, departing Sat, Aug 16 from O'Hare Intl. to Tampa Intl., returning Thu, Sep 4, priced at $98 found 3 days ago

Wed, Jul 23 - Fri, Jul 25

ORD

O'Hare Intl.

MCO

Orlando Intl.

$98 Roundtrip, found 1 day ago

$98

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Wed, Jul 23 from O'Hare Intl. to Orlando Intl., returning Fri, Jul 25, priced at $98 found 1 day ago

Sun, Aug 24 - Wed, Aug 27

ORD

O'Hare Intl.

LAS

Harry Reid Intl.

$98 Roundtrip, found 3 days ago

$98

Roundtrip

found 3 days ago

Select Spirit Airlines flight, departing Sun, Aug 24 from O'Hare Intl. to Harry Reid Intl., returning Wed, Aug 27, priced at $98 found 3 days ago

Thu, Aug 7 - Fri, Aug 15

MDW

Midway Intl.

MCO

Orlando Intl.

$110 Roundtrip, found 1 day ago

$110

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Thu, Aug 7 from Midway Intl. to Orlando Intl., returning Fri, Aug 15, priced at $110 found 1 day ago

Mon, Sep 8 - Mon, Sep 15

ORD

O'Hare Intl.

MIA

Miami Intl.

$123 Roundtrip, found 2 days ago

$123

Roundtrip

found 2 days ago

Select Spirit Airlines flight, departing Mon, Sep 8 from O'Hare Intl. to Miami Intl., returning Mon, Sep 15, priced at $123 found 2 days ago

Thu, Oct 2 - Thu, Oct 9

MDW

Midway Intl.

PHX

Sky Harbor Intl.

$138 Roundtrip, found 3 days ago

$138

Roundtrip

found 3 days ago

Select Frontier Airlines flight, departing Thu, Oct 2 from Midway Intl. to Sky Harbor Intl., returning Thu, Oct 9, priced at $138 found 3 days ago

Mon, Aug 25 - Thu, Sep 4

ORD

O'Hare Intl.

PHX

Sky Harbor Intl.

$138 Roundtrip, found 1 day ago

$138

Roundtrip

found 1 day ago

Select Frontier Airlines flight, departing Mon, Aug 25 from O'Hare Intl. to Sky Harbor Intl., returning Thu, Sep 4, priced at $138 found 1 day ago

Wed, Nov 12 - Wed, Nov 12

ORD

O'Hare Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$138 Roundtrip, found 19 hours ago

$138

Roundtrip

found 19 hours ago

Select Spirit Airlines flight, departing Wed, Nov 12 from O'Hare Intl. to Fort Lauderdale - Hollywood Intl., returning Wed, Nov 12, priced at $138 found 19 hours ago

Mon, Oct 13 - Fri, Oct 17

STL

Lambert-St. Louis Intl.

MCO

Orlando Intl.

$150 Roundtrip, found 22 hours ago

$150

Roundtrip

found 22 hours ago

Select Frontier Airlines flight, departing Mon, Oct 13 from Lambert-St. Louis Intl. to Orlando Intl., returning Fri, Oct 17, priced at $150 found 22 hours ago

Tue, Sep 30 - Sat, Oct 4

ORD

O'Hare Intl.

LAX

Los Angeles Intl.

$150 Roundtrip, found 6 days ago

$150

Roundtrip

found 6 days ago

Select Spirit Airlines flight, departing Tue, Sep 30 from O'Hare Intl. to Los Angeles Intl., returning Sat, Oct 4, priced at $150 found 6 days ago

Fri, Sep 19 - Mon, Sep 22

STL

Lambert-St. Louis Intl.

TPA

Tampa Intl.

$173 Roundtrip, found 3 days ago

$173

Roundtrip

found 3 days ago

Select American Airlines flight, departing Fri, Sep 19 from Lambert-St. Louis Intl. to Tampa Intl., returning Mon, Sep 22, priced at $173 found 3 days ago

Thu, Sep 25 - Sat, Oct 4

STL

Lambert-St. Louis Intl.

MIA

Miami Intl.

$177 Roundtrip, found 1 day ago

$177

Roundtrip

found 1 day ago

Select Spirit Airlines flight, departing Thu, Sep 25 from Lambert-St. Louis Intl. to Miami Intl., returning Sat, Oct 4, priced at $177 found 1 day ago

Mon, Sep 15 - Tue, Sep 23

STL

Lambert-St. Louis Intl.

RSW

Southwest Florida Intl.

$187 Roundtrip, found 1 day ago

$187

Roundtrip

found 1 day ago

Select Delta flight, departing Mon, Sep 15 from Lambert-St. Louis Intl. to Southwest Florida Intl., returning Tue, Sep 23, priced at $187 found 1 day ago

Thu, Sep 11 - Tue, Sep 16

MDW

Midway Intl.

FLL

Fort Lauderdale - Hollywood Intl.

$187 Roundtrip, found 4 days ago

$187

Roundtrip

found 4 days ago

Select Frontier Airlines flight, departing Thu, Sep 11 from Midway Intl. to Fort Lauderdale - Hollywood Intl., returning Tue, Sep 16, priced at $187 found 4 days ago

Tue, Nov 11 - Tue, Nov 18

STL

Lambert-St. Louis Intl.

PHX

Sky Harbor Intl.

$195 Roundtrip, found 6 days ago

$195

Roundtrip

found 6 days ago

Select Frontier Airlines flight, departing Tue, Nov 11 from Lambert-St. Louis Intl. to Sky Harbor Intl., returning Tue, Nov 18, priced at $195 found 6 days ago

Wed, Jul 30 - Tue, Aug 19

ORD

O'Hare Intl.

SFO

San Francisco Intl.

$197 Roundtrip, found 1 day ago

$197

Roundtrip

found 1 day ago

Select United flight, departing Wed, Jul 30 from O'Hare Intl. to San Francisco Intl., returning Tue, Aug 19, priced at $197 found 1 day ago

Tue, Oct 14 - Fri, Oct 17

TUL

Tulsa Intl.

LAS

Harry Reid Intl.

$202 Roundtrip, found 1 day ago

$202

Roundtrip

found 1 day ago

Select Delta flight, departing Tue, Oct 14 from Tulsa Intl. to Harry Reid Intl., returning Fri, Oct 17, priced at $202 found 1 day ago