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Chicago, Illinois (9 offers included)

Highlights Of Route 66
Value Vacation
from $3,409.00 (USD)
Per Person
Jul 05, 2025
through Jul 20, 2025
Nights: 15
Price Per Night:$227.27 (USD)
(based on double occupancy, for comparison only)
Jul 05, 2025 through Jul 20, 2025
16 Days, featuring: Los Angeles
Sep 25, 2025
through Oct 10, 2025
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–victorville–los Angeles
from $3,999.00 (USD)
Per Person
Sep 07, 2025
through Sep 14, 2025
Nights: 7
Price Per Night:$571.29 (USD)
(based on double occupancy, for comparison only)
Sep 07, 2025 through Sep 14, 2025
8 Days, featuring: Mackinac Island–mackinaw City–charlevoix–petoskey
Trans-American Adventure
Value Vacation
from $5,847.17 (USD)
Per Person
May 01, 2026
through May 24, 2026
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: Minneapolis. Excursion To The Mall Of America
Highlights Of Route 66
Value Vacation
from $3,719.00 (USD)
Per Person
Jul 11, 2026
through Jul 25, 2026
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
from $10,790.00 (USD)
Per Person
Aug 18, 2025
through Aug 29, 2025
Nights: 11
Ship: Le Champlain
Price Per Night:$980.91 (USD)
(based on double occupancy, for comparison only)
Aug 18, 2025 through Aug 29, 2025
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
Aug 25, 2025
through Sep 05, 2025
Nights: 11
Ship: Le Champlain
Price Per Night:$980.91 (USD)
(based on double occupancy, for comparison only)
Aug 25, 2025 through Sep 05, 2025
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!
Rhythms Of The Road
Value Vacation
from $2,729.00 (USD)
Per Person
Nov 02, 2026
through Nov 11, 2026
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: New Orleans
Rhythms Of The Road
Value Vacation
from $2,339.00 (USD)
Per Person
Aug 25, 2025
through Sep 03, 2025
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: Chicago