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Highlights of Route 66
16 day tour from Chicago to Los Angeles
Tour Operator
Cosmos
Departures
May 10, 2025
–
Oct 3, 2026
Prices From
$3,229
Get your kicks on Route 66 with a legendary trip across America. This historic route, which was called the “Main Street of America” for more than 50 years before the advent of the US Interstate system, begins in Chicago, travels through eight states, and ends in Lo
Tour Itinerary
Day 1
CHICAGO
Welcome to Chicago, the start of Route 66! Your Tour Director is on hand late this afternoon to answer questions.
Day 2
CHICAGO
Known as the “Windy City,” Chicago is home to iconic architecture, including one of America’s tallest buildings, notorious gangster Al Capone, and countless jazz and blues clubs. Oh, and deep-dish pizza, of course! Get to know this exciting city on a morning sights
Day 3
CHICAGO–PONTIAC–SPRINGFIELD
This morning, immerse yourself in Route 66 memorabilia. Visit the Route 66 Hall of Fame & Museum in Pontiac, housed in a historic fire station. See the large maps that will sketch out your Route 66 adventure for the coming days and enjoy the nostalgic photos and po
Day 4
SPRINGFIELD–ST. LOUIS
Cross the mighty Mississippi River and continue to St. Louis, “Gateway to the West.” Your orientation tour includes towering Gateway Arch National Park. Ascend to the top of the 630-foot-tall arch for a panoramic view of the city and river. Then drive along an orig
What's Included
Transportation
Private, deluxe air-conditioned motorcoach while touring with free Wi-Fi.
Meals
9 Breakfasts
Hotels
Hotel Saint Clair
Superior Tourist-Class
Drury Inn & Suites Springfield
Moderate First-Class
Pear Tree Inn St. Louis Convention Center
Moderate First-Class
Drury Inn & Suites Joplin
Moderate First-Class
Sheraton Oklahoma City Downtown Hotel
Superior First-Class
Country Inn & Suites Amarillo West
Superior Tourist-Class
Best Western Plus Rio Grande Albuquerque
Moderate First-Class
La Quinta Inn and Suites-Grand Canyon Area
Superior Tourist-Class
Sahara Las Vegas
Moderate Deluxe
Westin Bonaventure
Superior First-Class
Itinerary Dates & Prices
Start Date
End Date
Our Price
Guaranteed
Start Date
May 10, 2025
End Date
May 25, 2025
Our Price
$3,429
Guaranteed
Start Date
May 24, 2025
End Date
Jun 08, 2025
Our Price
$3,429
Guaranteed
Start Date
Jun 07, 2025
End Date
Jun 22, 2025
Our Price
$3,229
Guaranteed
Start Date
Jun 14, 2025
End Date
Jun 29, 2025
Our Price
$3,329
Guaranteed
Start Date
Jul 05, 2025
End Date
Jul 20, 2025
Our Price
$3,409
Guaranteed
Start Date
Jul 12, 2025
End Date
Jul 27, 2025
Our Price
$3,409
Guaranteed
Available Tour Deals
The below deals may be applicable to this tour.
Restrictions apply. Need help figuring out the right
deal for you?
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1-888-447-8459
1-888-447-8459
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Save up to $900 on 2025 Itineraries!