Chicago, Illinois

(13 offers included)
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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
16 Days, featuring: Williams. Excursion To Grand Canyon National Park
from
$4,169.00
(USD)
Per Person
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Tauck Logo
Cruising the Great Lakes: Toronto to Chicago - Westbound Small Ship Cruising
Departing on Aug 18, 2025 on the Le Champlain
Nights: 11
Dates: Aug 18, 2025 through Aug 29, 2025
Ship: Le Champlain
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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Tauck Logo
Cruising the Great Lakes: Chicago to Toronto - Eastbound Small Ship Cruising
Departing on Sep 01, 2026 on the Le Bellot
Nights: 11
Dates: Sep 01, 2026 through Sep 12, 2026
Ship: Le Bellot
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
$11,390.00
(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
8 Days, featuring: Detroit–frankenmuth
from
$4,329.00
(USD)
Per Person
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Globus Logo
Mackinac Island & The Great Lakes First-Class
Nights: 7
Dates: Sep 07, 2025 through Sep 14, 2025
8 Days, featuring: Detroit–frankenmuth
from
$3,999.00
(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
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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Cosmos Logo
Rhythms Of The Road Value Vacation
Nights: 9
Dates: Nov 02, 2026 through Nov 11, 2026
10 Days, featuring: Chicago
from
$2,729.00
(USD)
Per Person
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Cosmos Logo
Trans-American Adventure Value Vacation
Nights: 23
Dates: May 01, 2026 through May 24, 2026
24 Days, featuring: Jackson–salt Lake City
from
$5,847.17
(USD)
Per Person
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Cosmos Logo
Rhythms Of The Road Value Vacation
Nights: 9
Dates: Aug 25, 2025 through Sep 03, 2025
10 Days, featuring: Memphis–indianola–new Orleans
from
$2,339.00
(USD)
Per Person
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Cosmos Logo
Trans-American Adventure Value Vacation
Nights: 23
Dates: Aug 08, 2025 through Aug 31, 2025
24 Days, featuring: Minneapolis–mitchell–oacoma
from
$5,488.67
(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
16 Days, featuring: Amarillo–tucumcAri–albuquerque
from
$3,409.00
(USD)
Per Person
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Tauck Logo
Cruising the Great Lakes: Toronto to Chicago - Westbound Small Ship Cruising
Departing on Aug 25, 2026 on the Le Bellot
Nights: 11
Dates: Aug 25, 2026 through Sep 05, 2026
Ship: Le Bellot
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
$10,990.00
(USD)
Per Person
More Details Contact Us
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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
16 Days, featuring: Las Vegas
from
$3,819.00
(USD)
Per Person
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