Chicago, Illinois

Rhythms Of The Road

from $2,189.00 (USD)

Per Person

Apr 08, 2024
through Apr 17, 2024

More offers from Cosmos

Nights: 9

Price Per Night:$243.22 (USD)
(based on double occupancy, for comparison only)

Apr 08, 2024 through Apr 17, 2024

Location(s): Chicago, Chicago – St. Louis, St. Louis – Nashville, Nashville, Nashville – Brownsville – Memphis, Memphis – Visit To Graceland, Memphis – Indianola – New Orleans, New Orleans

10 Days, featuring: St. Louis–nashville

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Cruising the Great Lakes: Chicago to Toronto - Eastbound
Small Ship Cruising

from $10,290.00 (USD)

Per Person

Aug 30, 2024
through Sep 10, 2024

More offers from Tauck

Nights: 11

Ship: Le Bellot

Price Per Night:$935.45 (USD)
(based on double occupancy, for comparison only)

Aug 30, 2024 through Sep 10, 2024

Itinerary: Chicago, Illinois, USA, , Detroit, Michigan, USA, , Toronto, Canada

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 Le Dumont d'Urville, plus two-night stays at your choice of premium hotels in these great anchor cities!

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Mackinac Island
Reverse

from $3,599.00 (USD)

Per Person

Oct 06, 2023
through Oct 14, 2023

More offers from Collette

Nights: 8

Price Per Night:$449.88 (USD)
(based on double occupancy, for comparison only)

Oct 06, 2023 through Oct 14, 2023

Location(s): Southfield, MI, Bay City, MI, Mackinac Island, MI, Grand Rapids, MI, Chicago, IL

This classic Midwestern tour features Illinois and Michigan. 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. Visit the Bavarian-influenced town of Frankenmuth. 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.

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Rhythms Of The Road

from $2,059.00 (USD)

Per Person

Jun 26, 2023
through Sep 11, 2023

More offers from Cosmos

Nights: 9

Price Per Night:$228.78 (USD)
(based on double occupancy, for comparison only)

Jun 26, 2023 through Sep 11, 2023

Location(s): Chicago, Chicago – St. Louis, St. Louis – Nashville, Nashville, Nashville – Brownsville – Memphis, Memphis – Visit To Graceland, Memphis – Indianola – New Orleans, New Orleans

10 Days, featuring: New Orleans

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Cruising the Great Lakes: Toronto to Chicago - Westbound
Small Ship Cruising

from $9,990.00 (USD)

Per Person

Oct 04, 2024
through Oct 15, 2024

More offers from Tauck

Nights: 11

Ship: Le Bellot

Price Per Night:$908.18 (USD)
(based on double occupancy, for comparison only)

Oct 04, 2024 through Oct 15, 2024

Itinerary: Toronto, Canada, , Detroit, Michigan, USA, , Chicago, Illinois, USA

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 Le Dumont d'Urville, plus two-night stays at your choice of premium hotels in these great anchor cities!

More Details Contact Us

Trans-American Adventure

from $4,522.00 (USD)

Per Person

Aug 18, 2023
through Sep 10, 2023

More offers from Cosmos

Nights: 23

Price Per Night:$196.61 (USD)
(based on double occupancy, for comparison only)

Aug 18, 2023 through Sep 10, 2023

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: Minneapolis. Excursion To The Mall Of America

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Highlights Of Route 66

from $3,099.00 (USD)

Per Person

May 11, 2024
through Sep 14, 2024

More offers from Cosmos

Nights: 15

Price Per Night:$206.60 (USD)
(based on double occupancy, for comparison only)

May 11, 2024 through Sep 14, 2024

Location(s): Chicago, Chicago – Pontiac – Springfield, Springfield – St. Louis, St. Louis – Branson, Branson – Tulsa – Oklahoma City, Oklahoma City – Elk City – Amarillo, Amarillo – TucumcAri – Albuquerque, Albuquerque, Albuquerque – Acoma Sky City – Gallup – Winslow – Williams, Williams. Excursion To Grand Canyon National Park...

16 Days, featuring: Chicago

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Mackinac Island & The Great Lakes

from $3,339.00 (USD)

Per Person

Jun 02, 2024
through Jun 09, 2024

More offers from Globus

Nights: 7

Price Per Night:$477.00 (USD)
(based on double occupancy, for comparison only)

Jun 02, 2024 through Jun 09, 2024

Location(s): Detroit/Dearborn, Michigan, Dearborn – 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: Dearborn–frankenmuth

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Highlights Of Route 66 - Mother Road Festival

from $2,869.00 (USD)

Per Person

Sep 21, 2023
through Oct 06, 2023

More offers from Cosmos

Nights: 15

Price Per Night:$191.27 (USD)
(based on double occupancy, for comparison only)

Sep 21, 2023 through Oct 06, 2023

Location(s): Chicago, Chicago – Pontiac – Springfield – International Route 66 Mother Road Festival, Springfield – St. Louis, St. Louis – Branson, Branson – 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: Los Angeles

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Trans-American Adventure

from $4,811.00 (USD)

Per Person

May 03, 2024
through May 26, 2024

More offers from Cosmos

Nights: 23

Price Per Night:$209.17 (USD)
(based on double occupancy, for comparison only)

May 03, 2024 through May 26, 2024

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

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Highlights Of Route 66

from $2,819.00 (USD)

Per Person

Jul 08, 2023
through Aug 26, 2023

More offers from Cosmos

Nights: 15

Price Per Night:$187.93 (USD)
(based on double occupancy, for comparison only)

Jul 08, 2023 through Aug 26, 2023

Location(s): Chicago, Chicago – Pontiac – Springfield, Springfield – St. Louis, St. Louis – Branson, Branson – Tulsa – Oklahoma City, Oklahoma City – Elk City – Amarillo, Amarillo – TucumcAri – Albuquerque, Albuquerque, Albuquerque – Acoma Sky City – Gallup – Winslow – Williams, Williams. Excursion To Grand Canyon National Park...

16 Days, featuring: Las Vegas

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Mackinac Island
Standard

from $3,499.00 (USD)

Per Person

May 19, 2023
through May 27, 2023

More offers from Collette

Nights: 8

Price Per Night:$437.38 (USD)
(based on double occupancy, for comparison only)

May 19, 2023 through May 27, 2023

Location(s): Chicago, IL, Grand Rapids, MI, Mackinac Island, MI, Bay City, MI, Southfield, MI

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

Cruising the Great Lakes: Chicago to Toronto - Eastbound
Small Ship Cruising

from $9,490.00 (USD)

Per Person

Sep 02, 2023
through Sep 13, 2023

More offers from Tauck

Nights: 11

Ship: Le Dumont d'Urville

Price Per Night:$862.73 (USD)
(based on double occupancy, for comparison only)

Sep 02, 2023 through Sep 13, 2023

Itinerary: Chicago, Illinois, USA, , Traverse City, Michigan, USA, , Detroit, Michigan, USA, , Toronto, Canada

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 Le Dumont d'Urville, plus two-night stays at your choice of premium hotels in these great anchor cities!

More Details Contact Us

Great Lakes Explorer

from $5,399.00 (USD)

Per Person

Jun 13, 2023
through Jun 24, 2023

More offers from Alexander+Roberts

Nights: 11

Ship: Ocean Voyager

Price Per Night:$490.82 (USD)
(based on double occupancy, for comparison only)

Jun 13, 2023 through Jun 24, 2023

Itinerary: Welcome to Toronto, Enjoy Toronto + Embark the mv Ocean Voyager, Thrill to Niagara Falls, Fine Art + Rock & Roll, Surprising Detroit, Cruising Lake Huron, Ashore on Manitoulin Island, Ontario, The Soo Locks + Sault Ste. Marie, Mackinac Island with Lunch at the Grand Hotel, Cruising on Lake Michigan...

Step aboard the stylish, 202-guest mv Ocean Voyager for this all-inclusive Great Lakes cruise. Attentively hosted by A+R from start to finish, you'll enjoy a more rewarding and carefree voyage with extensive sightseeing and shore excursions, elegant shipboard dining, an Open Bar, and all shipboard and shore excursion gratuities.

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Chicago, Illinois (14 offers included)