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Chicago, Illinois
(8 offers included)
Nights: 9
Dates:
Oct 06, 2025
through
Oct 15, 2025
Location(s):
Chicago, Chicago – St. Louis, St. Louis – Paducah - Nashville, Nashville, Nashville – Brownsville – Memphis, Memphis – Visit To Graceland, Memphis – Indianola – New Orleans, New Orleans
10 Days, featuring: Nashville
from
$2,539.00
(USD)
Per Person
Nights: 7
Dates:
Jun 07, 2026
through
Jun 14, 2026
Location(s):
Detroit, Michigan, Detroit – Frankenmuth, Frankenmuth – Mackinac Island, Mackinac Island, Mackinac Island – Mackinaw City – Charlevoix – Petoskey, Petoskey – Traverse City – Grand Rapids, Grand Rapids – Chicago, Illinois, Chicago
8 Days, featuring: Detroit, Michigan
from
$3,739.00
(USD)
Per Person
Nights: 9
Dates:
May 04, 2026
through
May 13, 2026
Location(s):
Chicago, Chicago – St. Louis, St. Louis – Paducah - Nashville, Nashville, Nashville – Brownsville – Memphis, Memphis – Visit To Graceland, Memphis – Indianola – New Orleans, New Orleans
10 Days, featuring: Chicago
from
$2,309.00
(USD)
Per Person
Nights: 8
Dates:
Oct 05, 2025
through
Oct 13, 2025
Location(s):
Chicago, Illinois, Chicago, Chicago - Grand Rapids, Michigan, Grand Rapids - Mackinac Island, Mackinac Island, Mackinac Island - Bay City, Bay City - Frankenmuth - Southfield, Southfield - Dearborn - Southfield, Southfield - Tour Ends
This classic Midwestern tour features Illinois and Michigan. Savor two incredible nights amid the luxury of the Grand Hotel on Mackinac Island. Enjoy a horse and buggy tour of Mackinac Island. Explore the wonderful city of Chicago with a local guide. Visit the Bavarian-influenced town of Frankenmuth. In Dearborn, experience the inspirational Henry Ford Museum and view historic homes at Greenfield Village including the famous American workshops of Thomas Edison, Henry Ford and Robert Frost.
from
$3,499.00
(USD)
Per Person
Nights: 8
Dates:
Oct 02, 2026
through
Oct 10, 2026
Location(s):
Chicago, Illinois, Chicago, Chicago - Grand Rapids, Michigan, Grand Rapids - Mackinac Island, Mackinac Island, Mackinac Island - Bay City, Bay City - Frankenmuth - Southfield, Southfield - Dearborn - Southfield, Southfield - Tour Ends
This classic Midwestern tour features Illinois and Michigan. Savor two incredible nights amid the luxury of the Grand Hotel on Mackinac Island. Enjoy a horse and buggy tour of Mackinac Island. Explore the wonderful city of Chicago with a local guide. Visit the Bavarian-influenced town of Frankenmuth. In Dearborn, experience the inspirational Henry Ford Museum and view historic homes at Greenfield Village including the famous American workshops of Thomas Edison, Henry Ford and Robert Frost.
from
$3,799.00
(USD)
Per Person
Nights: 15
Dates:
Apr 25, 2026
through
May 10, 2026
Location(s):
Chicago, Chicago – Pontiac – Springfield, Springfield – St. Louis, St. Louis – Joplin, Joplin – Tulsa – Oklahoma City, Oklahoma City – Elk City – Amarillo, Amarillo – TucumcAri – Albuquerque, Albuquerque, Albuquerque – Gallup – Winslow – Williams, Williams. Excursion To Grand Canyon National Park, Williams – Seligman – Las Vegas, Las Vegas, Las Vegas – Victorville – Los Angeles, Los Angeles
16 Days, featuring: Los Angeles
from
$3,319.00
(USD)
Per Person
Nights: 15
Dates:
Sep 24, 2026
through
Oct 09, 2026
Location(s):
Chicago, Chicago – Pontiac – Springfield - International Route 66 Mother Road Festival, Springfield – St. Louis, St. Louis – Joplin, Joplin – Tulsa – Oklahoma City, Oklahoma City – Elk City – Amarillo, Amarillo – TucumcAri – Albuquerque, Albuquerque, Albuquerque – Gallup – Winslow – Williams, Williams. Excursion To Grand Canyon National Park, Williams – Seligman – Las Vegas, Las Vegas, Las Vegas – Victorville – Los Angeles, Los Angeles
16 Days, featuring: Chicago–pontiac–springfield-International Route 66 Mother Road Festival
from
$4,019.00
(USD)
Per Person
Nights: 23
Dates:
Aug 07, 2026
through
Aug 30, 2026
Location(s):
New York City, New York City – Philadelphia – Washington Dc Area, Washington Dc Area, Washington Dc – Niagara Falls, Canada, Niagara Falls, Canada – Dearborn, Dearborn – Chicago, Chicago, Chicago – Madison – Minneapolis, Minneapolis. Excursion To The Mall Of America, Minneapolis – Mitchell – Oacoma, Oacoma – Badlands National Park – Mount Rushmore – Custer, Custer – Cody, Cody – Yellowstone National Park – West Yellowstone, West Yellowstone. Day Excursion To Yellowstone National Park, West Yellowstone – Jackson, Jackson – Salt Lake City, Salt Lake City – Bryce Canyon National Park, Bryce Canyon National Park – Zion National Park – Grand Canyon National Park, Grand Canyon National Park – Las Vegas, Las Vegas, Las Vegas – Los Angeles, Los Angeles
24 Days, featuring: Salt Lake City–bryce Canyon National Park
from
$5,418.28
(USD)
Per Person
