Chicago, Illinois (14 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
More Details Contact Us
Mackinac Island & The Great Lakes
from $3,299.00 (USD)
Per Person
Offer Image
Globus logo
More offers from Globus
Nights: 7
Price Per Night:$471.29 (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: Detroit Michigan
More Details Contact Us
Cruising the Great Lakes: Toronto to Chicago - Westbound
Small Ship Cruising
from $9,990.00 (USD)
Per Person
Offer Image
Tauck logo
More offers from Tauck
Nights: 11
Ship: Le Bellot
Price Per Night:$908.18 (USD)
(based on double occupancy, for comparison only)
Itinerary: Arrive Toronto , Toronto & Niagara Falls , Discover Toronto & Embark ship , Sailing on the Welland Canal , A day in Cleveland , Detroit sights & The Henry Ford , A day on Lake Huron , Timeless Mackinac Island , Dunes & Dutch treats in Michigan , Disembark ship & Discover Chicago ...
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
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: Branson–tulsa–oklahoma City
More Details Contact Us
Trans-American Adventure
from $5,419.00 (USD)
Per Person
Offer Image
Cosmos logo
More offers from Cosmos
Nights: 23
Price Per Night:$235.61 (USD)
(based on double occupancy, for comparison only)
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: Custer–cody
More Details Contact Us
Highlights Of Route 66 And Albuquerque Balloon Fiesta
from $4,509.00 (USD)
Per Person
Offer Image
Cosmos logo
More offers from Cosmos
Nights: 16
Price Per Night:$281.81 (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 - International Balloon Festival, Albuquerque. Excursion To Santa Fe, Albuquerque – Gallup – Winslow – Williams...
17 Days, featuring: Chicago
More Details Contact Us
Waldorf Astoria Chicago
from $2,451.00 (USD)
Per Person
Waldorf Astoria Chicago main exterior
Journese logo
More offers from Journese
Nights: 5
Price Per Night:$490.20 (USD)
(based on double occupancy, for comparison only)
Location(s): Chicago
Voted 2016 Reader's Choice ‘Best U.S. Hotel' by Condé Naste, Waldorf Astoria Chicago offers Parisian-inspired elegance in an urban sanctuary for an unforgettable stay.
More Details Contact Us
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: Chicago
More Details Contact Us
Palmer House Hilton
from $1,687.00 (USD)
Per Person
Palmer House Hilton
Journese logo
More offers from Journese
Nights: 5
Price Per Night:$337.40 (USD)
(based on double occupancy, for comparison only)
Location(s): Chicago
The Palmer House Hilton Hotel, an iconic, historic downtown Chicago hotel offers guests the opportunity to relish in the grandeur of tradition while experiencing an infusion of modern elegance.
More Details Contact Us
Cruising the Great Lakes: Toronto to Chicago - Westbound
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 Toronto , Toronto & Niagara Falls , Discover Toronto & Embark ship , Sailing on the Welland Canal , A day in Cleveland , Detroit sights & The Henry Ford , A day on Lake Huron , Timeless Mackinac Island , Dunes & Dutch treats in Michigan , Disembark ship & Discover Chicago ...
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
Cruising the Great Lakes: Chicago to Toronto - Eastbound
Small Ship Cruising
from $10,290.00 (USD)
Per Person
Offer Image
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!
More Details Contact Us
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
More Details Contact Us
Trans-American Adventure
from $5,179.00 (USD)
Per Person
Offer Image
Cosmos logo
More offers from Cosmos
Nights: 23
Price Per Night:$225.17 (USD)
(based on double occupancy, for comparison only)
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–mitchell–oacoma
More Details Contact Us
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: St. Louis–branson
More Details Contact Us