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Chicago, Illinois (13 offers included)

Mackinac Island & The Great Lakes
First-Class
from $3,899.00 (USD)
Per Person
Sep 07, 2025
through Sep 14, 2025
Offer Image
Globus logo
More offers from Globus
Nights: 7
Price Per Night:$557.00 (USD)
(based on double occupancy, for comparison only)
Sep 07, 2025 through Sep 14, 2025
8 Days, featuring: Mackinac Island–mackinaw City–charlevoix–petoskey
More Details Contact Us
Mackinac Island & The Great Lakes
First-Class
from $4,329.00 (USD)
Per Person
May 31, 2026
through Jun 07, 2026
Offer Image
Globus logo
More offers from Globus
Nights: 7
Price Per Night:$618.43 (USD)
(based on double occupancy, for comparison only)
May 31, 2026 through Jun 07, 2026
8 Days, featuring: Detroit, Michigan
More Details Contact Us
Mackinac Island
Classic
from $3,399.00 (USD)
Per Person
Oct 02, 2025
through Oct 10, 2025
Offer Image
Collette logo
More offers from Collette
Nights: 8
Price Per Night:$424.88 (USD)
(based on double occupancy, for comparison only)
Oct 02, 2025 through Oct 10, 2025
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.
More Details Contact Us
Rhythms Of The Road
Value Vacation
from $2,339.00 (USD)
Per Person
Aug 25, 2025
through Sep 03, 2025
Offer Image
Cosmos logo
More offers from Cosmos
Nights: 9
Price Per Night:$259.89 (USD)
(based on double occupancy, for comparison only)
Aug 25, 2025 through Sep 03, 2025
10 Days, featuring: Memphis–indianola–new Orleans
More Details Contact Us
Highlights Of Route 66
Value Vacation
from $3,719.00 (USD)
Per Person
Jul 11, 2026
through Jul 25, 2026
Offer Image
Cosmos logo
More offers from Cosmos
Nights: 15
Price Per Night:$247.93 (USD)
(based on double occupancy, for comparison only)
Jul 11, 2026 through Jul 25, 2026
16 Days, featuring: Los Angeles
More Details Contact Us
Highlights Of Route 66 With Mother Road Festival & Albuquerque Balloon Fiesta
Value Vacation
from $3,819.00 (USD)
Per Person
Sep 25, 2025
through Oct 10, 2025
Offer Image
Cosmos logo
More offers from Cosmos
Nights: 15
Price Per Night:$254.60 (USD)
(based on double occupancy, for comparison only)
Sep 25, 2025 through Oct 10, 2025
16 Days, featuring: Las Vegas
More Details Contact Us
Mackinac Island featuring the Tulip Time Festival
Classic
from $3,999.00 (USD)
Per Person
Apr 30, 2026
through May 08, 2026
Offer Image
Collette logo
More offers from Collette
Nights: 8
Price Per Night:$499.88 (USD)
(based on double occupancy, for comparison only)
Apr 30, 2026 through May 08, 2026
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. View extraordinary flowers in bloom at Holland’s Tulip Time Festival. Visit the Bavarian-influenced town of Frankenmuth. In Dearborn, experience the inspirational Henry Ford Museum and view historic homes at Greenfield Village including the famou...
More Details Contact Us
Cruising the Great Lakes: Toronto to Chicago - Westbound
Small Ship Cruising
from $10,990.00 (USD)
Per Person
Aug 25, 2026
through Sep 05, 2026
Offer Image
Tauck logo
More offers from Tauck
Nights: 11
Ship: Le Bellot
Price Per Night:$999.09 (USD)
(based on double occupancy, for comparison only)
Aug 25, 2026 through Sep 05, 2026
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!
More Details Contact Us
Trans-American Adventure
Value Vacation
from $5,847.17 (USD)
Per Person
May 01, 2026
through May 24, 2026
Offer Image
Cosmos logo
More offers from Cosmos
Nights: 23
Price Per Night:$254.22 (USD)
(based on double occupancy, for comparison only)
May 01, 2026 through May 24, 2026
24 Days, featuring: Washington Dc Area
More Details Contact Us
Rhythms Of The Road
Value Vacation
from $2,729.00 (USD)
Per Person
Nov 02, 2026
through Nov 11, 2026
Offer Image
Cosmos logo
More offers from Cosmos
Nights: 9
Price Per Night:$303.22 (USD)
(based on double occupancy, for comparison only)
Nov 02, 2026 through Nov 11, 2026
10 Days, featuring: Nashville–brownsville–memphis
More Details Contact Us
Highlights Of Route 66 With Mother Road Festival & Albuquerque Balloon Fiesta
Value Vacation
from $4,169.00 (USD)
Per Person
Sep 24, 2026
through Oct 09, 2026
Offer Image
Cosmos logo
More offers from Cosmos
Nights: 15
Price Per Night:$277.93 (USD)
(based on double occupancy, for comparison only)
Sep 24, 2026 through Oct 09, 2026
16 Days, featuring: Albuquerque–gallup–winslow–williams
More Details Contact Us
Highlights Of Route 66
Value Vacation
from $3,329.00 (USD)
Per Person
Aug 23, 2025
through Sep 07, 2025
Offer Image
Cosmos logo
More offers from Cosmos
Nights: 15
Price Per Night:$221.93 (USD)
(based on double occupancy, for comparison only)
Aug 23, 2025 through Sep 07, 2025
16 Days, featuring: Amarillo–tucumcAri–albuquerque
More Details Contact Us
Mackinac Island
Classic
from $3,799.00 (USD)
Per Person
Oct 02, 2026
through Oct 10, 2026
Offer Image
Collette logo
More offers from Collette
Nights: 8
Price Per Night:$474.88 (USD)
(based on double occupancy, for comparison only)
Oct 02, 2026 through Oct 10, 2026
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.
More Details Contact Us
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