Cheap Flights To Historic Route 66 2025

Historic Route 66 Flights as Low as $126

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.

Frontier Airlines
Tue, Aug 5 - Sat, Aug 9
DFW
Dallas-Fort Worth Intl.
MDW
Midway Intl.
$126 Roundtrip, found 5 days ago
$126
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Tue, Aug 5 from Dallas-Fort Worth Intl. to Midway Intl., returning Sat, Aug 9, priced at $126 found 5 days ago
Frontier Airlines
Tue, Jun 17 - Thu, Jul 3
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$138 Roundtrip, found 5 days ago
$138
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Tue, Jun 17 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Thu, Jul 3, priced at $138 found 5 days ago
Spirit Airlines
Wed, May 14 - Mon, May 19
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$153 Roundtrip, found 8 hours ago
$153
Roundtrip
found 8 hours ago
Select Spirit Airlines flight, departing Wed, May 14 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Mon, May 19, priced at $153 found 8 hours ago
Spirit Airlines
Wed, May 7 - Tue, May 13
IAH
George Bush Intercontinental
ORD
O'Hare Intl.
$178 Roundtrip, found 1 day ago
$178
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Wed, May 7 from George Bush Intercontinental to O'Hare Intl., returning Tue, May 13, priced at $178 found 1 day ago
American Airlines
Sat, Jun 14 - Sat, Jul 5
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$188 Roundtrip, found 5 days ago
$188
Roundtrip
found 5 days ago
Select American Airlines flight, departing Sat, Jun 14 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Sat, Jul 5, priced at $188 found 5 days ago
Frontier Airlines
Tue, May 20 - Sat, May 24
DFW
Dallas-Fort Worth Intl.
STL
Lambert-St. Louis Intl.
$188 Roundtrip, found 5 days ago
$188
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Tue, May 20 from Dallas-Fort Worth Intl. to Lambert-St. Louis Intl., returning Sat, May 24, priced at $188 found 5 days ago
Frontier Airlines
Sat, Jun 28 - Wed, Jul 2
IAH
George Bush Intercontinental
OKC
Will Rogers World
$192 Roundtrip, found 2 days ago
$192
Roundtrip
found 2 days ago
Select Frontier Airlines flight, departing Sat, Jun 28 from George Bush Intercontinental to Will Rogers World, returning Wed, Jul 2, priced at $192 found 2 days ago
Delta
Tue, May 20 - Wed, May 21
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$197 Roundtrip, found 8 hours ago
$197
Roundtrip
found 8 hours ago
Select Delta flight, departing Tue, May 20 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Wed, May 21, priced at $197 found 8 hours ago
United
Sat, May 17 - Tue, May 20
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$202 Roundtrip, found 8 hours ago
$202
Roundtrip
found 8 hours ago
Select United flight, departing Sat, May 17 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Tue, May 20, priced at $202 found 8 hours ago
Delta
Sat, Jun 14 - Sat, Jul 5
DAL
Love Field
ORD
O'Hare Intl.
$208 Roundtrip, found 5 days ago
$208
Roundtrip
found 5 days ago
Select Delta flight, departing Sat, Jun 14 from Love Field to O'Hare Intl., returning Sat, Jul 5, priced at $208 found 5 days ago
Frontier Airlines
Tue, Jun 10 - Wed, Jun 11
IAH
George Bush Intercontinental
STL
Lambert-St. Louis Intl.
$208 Roundtrip, found 8 hours ago
$208
Roundtrip
found 8 hours ago
Select Frontier Airlines flight, departing Tue, Jun 10 from George Bush Intercontinental to Lambert-St. Louis Intl., returning Wed, Jun 11, priced at $208 found 8 hours ago
Delta
Sat, Aug 9 - Sat, Aug 9
DAL
Love Field
MDW
Midway Intl.
$211 Roundtrip, found 5 days ago
$211
Roundtrip
found 5 days ago
Select Delta flight, departing Sat, Aug 9 from Love Field to Midway Intl., returning Sat, Aug 9, priced at $211 found 5 days ago
Contour Airlines
Thu, May 1 - Sun, May 4
DFW
Dallas-Fort Worth Intl.
ORD
O'Hare Intl.
$259 Roundtrip, found 4 days ago
$259
Roundtrip
found 4 days ago
Select Contour Airlines flight, departing Thu, May 1 from Dallas-Fort Worth Intl. to O'Hare Intl., returning Sun, May 4, priced at $259 found 4 days ago
Delta
Tue, May 20 - Sat, May 24
DAL
Love Field
STL
Lambert-St. Louis Intl.
$275 Roundtrip, found 14 hours ago
$275
Roundtrip
found 14 hours ago
Select Delta flight, departing Tue, May 20 from Love Field to Lambert-St. Louis Intl., returning Sat, May 24, priced at $275 found 14 hours ago
Delta
Thu, May 8 - Tue, May 13
IAH
George Bush Intercontinental
MDW
Midway Intl.
$323 Roundtrip, found 1 day ago
$323
Roundtrip
found 1 day ago
Select Delta flight, departing Thu, May 8 from George Bush Intercontinental to Midway Intl., returning Tue, May 13, priced at $323 found 1 day ago
Spirit Airlines
Wed, Oct 8 - Tue, Oct 14
IAH
George Bush Intercontinental
ABQ
Albuquerque Intl. Sunport
$369 Roundtrip, found 4 days ago
$369
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Wed, Oct 8 from George Bush Intercontinental to Albuquerque Intl. Sunport, returning Tue, Oct 14, priced at $369 found 4 days ago

Cheap Historic Route 66 Flights

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