Ritzy Travel
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Chicago, Illinois

(12 offers included)
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Cosmos Logo
Trans-American Adventure Value Vacation
Nights: 23
Dates: May 01, 2026 through May 24, 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...
24 Days, featuring: New York City
from
$5,847.17
(USD)
Per Person
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Tauck Logo
Cruising the Great Lakes: Chicago to Toronto - Eastbound Small Ship Cruising
Departing on Aug 25, 2025 on the Le Champlain
Nights: 11
Dates: Aug 25, 2025 through Sep 05, 2025
Ship: Le Champlain
Itinerary:
Arrive Chicago, A Millennium Park and welcome to Chicago, Architectural cruise & embark ship, Dutch treats in Michigan, Timeless Mackinac Island, A day on Lake Huron, Detroit sights & The Henry Ford, A day in Cleveland, Ohio, Sailing on the Welland Canal, Discovering Toronto...
The Great Lakes have played a vital role in the history and culture of North America for centuries... and this cruise invites you to explore the storied waters of Lakes Michigan, Huron, Erie and Ontario - and some of the unique cities and towns that have grown along their shores - with a 7-night voyage between Chicago and Toronto aboard your Ponant Explorer-Class ship, plus two-night stays at your choice of premium hotels in these great anchor cities!
from
$10,790.00
(USD)
Per Person
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Globus Logo
Mackinac Island & The Great Lakes First-Class
Nights: 7
Dates: May 31, 2026 through Jun 07, 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–frankenmuth
from
$4,329.00
(USD)
Per Person
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Cosmos Logo
Trans-American Adventure Value Vacation
Nights: 23
Dates: May 02, 2025 through May 25, 2025
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...
24 Days, featuring: New York City
from
$5,258.35
(USD)
Per Person
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Cosmos Logo
Highlights Of Route 66 With Mother Road Festival & Albuquerque Balloon Fiesta Value Vacation
Nights: 15
Dates: Sep 25, 2025 through Oct 10, 2025
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...
16 Days, featuring: Albuquerque–gallup–winslow–williams
from
$3,719.00
(USD)
Per Person
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Globus Logo
Mackinac Island & The Great Lakes First-Class
Nights: 7
Dates: Jun 08, 2025 through Jun 15, 2025
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: Mackinac Island
from
$3,499.00
(USD)
Per Person
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Cosmos Logo
Rhythms Of The Road Value Vacation
Nights: 9
Dates: Nov 02, 2026 through Nov 11, 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
$2,729.00
(USD)
Per Person
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Cosmos Logo
Highlights Of Route 66 Value Vacation
Nights: 15
Dates: Jul 05, 2025 through Jul 20, 2025
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...
16 Days, featuring: Albuquerque–gallup–winslow–williams
from
$3,309.00
(USD)
Per Person
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Cosmos Logo
Highlights Of Route 66 And Albuquerque Balloon Fiesta Value Vacation
Nights: 16
Dates: Oct 03, 2025 through Oct 19, 2025
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 - International Balloon Festival, Albuquerque. Excursion To Santa Fe, Albuquerque – Gallup – Winslow – Williams...
17 Days, featuring: Albuquerque. Excursion To Santa Fe
from
$4,199.00
(USD)
Per Person
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Cosmos Logo
Rhythms Of The Road Value Vacation
Nights: 9
Dates: Jun 16, 2025 through Jun 25, 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: New Orleans
from
$2,389.00
(USD)
Per Person
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Cosmos Logo
Highlights Of Route 66 Value Vacation
Nights: 15
Dates: Jul 11, 2026 through Jul 25, 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...
16 Days, featuring: Las Vegas–victorville–los Angeles
from
$3,719.00
(USD)
Per Person
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Cosmos Logo
Highlights Of Route 66 With Mother Road Festival & Albuquerque Balloon Fiesta Value Vacation
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...
16 Days, featuring: Williams. Excursion To Grand Canyon National Park
from
$4,169.00
(USD)
Per Person
More Details Contact Us