Windswept Travel
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Chicago, Illinois (11 offers included)

Rhythms Of The Road
from $2,324.00 (USD)
Per Person
Offer Image
Cosmos logo
More offers from Cosmos
Nights: 9
Price Per Night:$258.22 (USD)
(based on double occupancy, for comparison only)
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–st. Louis
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Highlights Of Route 66
from $3,379.00 (USD)
Per Person
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Cosmos logo
More offers from Cosmos
Nights: 15
Price Per Night:$225.27 (USD)
(based on double occupancy, for comparison only)
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: Chicago–pontiac–springfield
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Highlights Of Route 66 With Mother Road Festival & Albuquerque Balloon Fiesta
from $4,039.00 (USD)
Per Person
Offer Image
Cosmos logo
More offers from Cosmos
Nights: 15
Price Per Night:$269.27 (USD)
(based on double occupancy, for comparison only)
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: Las Vegas–victorville–los Angeles
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Cruising the Great Lakes: Chicago to Toronto - Eastbound
Small Ship Cruising
from $10,290.00 (USD)
Per Person
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Tauck logo
More offers from Tauck
Nights: 11
Ship: Le Bellot
Price Per Night:$935.45 (USD)
(based on double occupancy, for comparison only)
Itinerary: Arrive Chicago , Art Institute or Millennium Park , 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 , Disembark in Toronto & Niagara Falls ...
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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2024 NASCAR Chicago
from $1,995.00 (USD)
Per Person
Grand Prix multi-car NASCAR racing
Sports Empire logo
More offers from Sports Empire
Nights: 2
Price Per Night:$997.50 (USD)
(based on double occupancy, for comparison only)
Location(s): Chicago
Just off Magnificent Mile, our suites are adjacent to the John Hancock Center. Within two blocks reach Water Tower Place and Navy Pier. Enjoy the top-floor pool and fitness center with views of Lake Michigan. The hotel is 2 miles from the course on the CTA, 15 miles from O'Hare International (ORD) and 10 miles from Chicago Midway (MDW).
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Highlights Of Route 66
from $3,024.00 (USD)
Per Person
Offer Image
Cosmos logo
More offers from Cosmos
Nights: 15
Price Per Night:$201.60 (USD)
(based on double occupancy, for comparison only)
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 – Gallup – Winslow – Williams, Williams. Excursion To Grand Canyon National Park...
16 Days, featuring: Las Vegas
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Rhythms Of The Road
from $2,639.00 (USD)
Per Person
Offer Image
Cosmos logo
More offers from Cosmos
Nights: 9
Price Per Night:$293.22 (USD)
(based on double occupancy, for comparison only)
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
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Mackinac Island & The Great Lakes
from $3,799.00 (USD)
Per Person
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Globus logo
More offers from Globus
Nights: 7
Price Per Night:$542.71 (USD)
(based on double occupancy, for comparison only)
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: Chicago
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Highlights Of Route 66 With Mother Road Festival & Albuquerque Balloon Fiesta
from $3,669.00 (USD)
Per Person
Offer Image
Cosmos logo
More offers from Cosmos
Nights: 15
Price Per Night:$244.60 (USD)
(based on double occupancy, for comparison only)
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: Albuquerque–gallup–winslow–williams
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Highlights Of Route 66 And Albuquerque Balloon Fiesta
from $4,099.00 (USD)
Per Person
Offer Image
Cosmos logo
More offers from Cosmos
Nights: 16
Price Per Night:$256.19 (USD)
(based on double occupancy, for comparison only)
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 – International Balloon Festival, Albuquerque. Excursion To Santa Fe, Albuquerque – Gallup – Winslow – Williams...
17 Days, featuring: Williams–seligman–las Vegas
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Cruising the Great Lakes: Chicago to Toronto - Eastbound
Small Ship Cruising
from $10,790.00 (USD)
Per Person
Offer Image
Tauck logo
More offers from Tauck
Nights: 11
Ship: Le Champlain
Price Per Night:$980.91 (USD)
(based on double occupancy, for comparison only)
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!
More Details Contact Us