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Tours & Trips in America from Chicago.

Visit destinations like Las Vegas, Grand Canyon, San Francisco, Bryce Canyon National Park, Zion National Park, Yosemite National Park.

The United States is one of the most influential countries in the world in regards of politics, economy and military. The "American Dream", "The New World" and "Big Brother" all relate to the USA. There is a lot of natural beauty to be discovered, mostly but not solely located in National Parks (like Yellowstone and Grand Canyon). And of course there are the large Burgers and Soft Drinks that are typical for this part of the world.

Alaska and Hawaii are listed separately.

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Chicago

Chicago
Chicago, on Lake Michigan, with nick name The Windy City, is one of the largest US cities. The Sears Tower is one of the tallest buildings in the USA.

Top Destinations in America (USA).

Below are our most visited cities, destinations and national parks in America (USA). Click on the city for more details of the destination.

Chicago

Chicago (10)

Chicago, on Lake Michigan, with nick name The Windy City, is one of the largest US cities. The Sears Tower is one of the tallest buildings in the USA.

Los Angeles

Los Angeles (4)

Los Angeles (aka. City of Angels) is the 2nd largest city in the USA and has a lot to offer, including great shopping (a la Pretty Woman), Hollywood, Venice Beach and sports (L.A. Lakers).

Grand Canyon

Grand Canyon (3)

The Grand Canyon is really grand. When standing on the ridge of the canyon and looking 1 mile (1600m) down to the river Colorado that created all this, you do owe the river a lot of respect. It is possible to walk all the way down and back up in a day, what can be recommended.

Las Vegas

Las Vegas (3)

Las Vegas is the show and gambling capital of the USA and the Western world. The city is featured in many, many movies and TV series. Las Vegas is a desert city with water coming from Lake Mead. The Las Vegas strip is the best known with casinos, fancy hotels and top-class resorts. You can also find the Eiffel Tower, Little Venice, a Pyramid and Lady Liberty here. Of course you can get married here with Elvis Presley as your witness.

Miami

Miami (1)

Miami Florida is one of the main economic centres of the USA. It also has a world-famous beach and the best weather. Cuban and Puerto Rican influence is felt here, for example Miami Sound Machine. For many this is the starting point of a great US vacation.

San Francisco

San Francisco (1)

San Francisco is a favourite city for so many: Americans, Tourists and Homeless. The climate is just perfect for almost anything including growing wine (Napa valley) or computer (Silicon Valley). Tourist will enjoy the local cable train, Alcatraz prison and The Golden Gate bridge.

 

Search and compare Tours & Trips in America from Chicago. Book at the tour operator.

We have 5 tour operators that conduct 10 group tours and private tours in America from Chicago with duration 9 - 16 Days and rates starting at USD 1,942.

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Chicago
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All 3 tours by outbound tour operators

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Historic Route 66 (Indus)Google Map: Historic Route 66

Historic Route 66

preview
Group Tour

Travel back in time as you uncover the rich beauty and fascinating history of America’s Old West along Route 66!

From/To
Chicago ⇒ Los Angeles
Countries
America
Operator
Activities
tour category: Some bicycling is possible
Duration
16 Days
Starting at
USD 1,942
Operator

Starting at

USD 1,942

16 Days
Next Departure
01-Apr-2026
08-Apr-2026
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Highlights of Route 66 (Cosmos)Google Map: Highlights of Route 66

Highlights of Route 66

preview
Group Tour

Get your kicks on Route 66 and help celebrate “The Mother Road’s” 100th anniversary with a legendary trip across America! This historic route, which was called the “Main Street of America” for more than 30 years before the advent of the US Interstate system, begins in Chicago, travels through eight...

From/To
Chicago ⇒ Los Angeles
Countries
America
Operator
Activities
tour category: Boattour category: Naturetour category: Safari

Tour Variations:

Highlights of Route 66 with Mother Road Festival & Albuquerque Balloon Fiesta (16 Days)
Duration
16 Days
Starting at
USD 3,529
Operator

Starting at

USD 3,529

16 Days
Next Departure
25-Apr-2026
09-May-2026
 
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Mackinac Island (Collette)Google Map: Mackinac Island

Mackinac Island

preview
Group Tour

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...

From/To
Chicago ⇒ Southfield
Countries
America
Operator
Activities
tour category: Horsetour category: Boattour category: Walkingtour category: Nature
Duration
9 Days
Starting at
USD 3,899
Operator

Starting at

USD 3,899

9 Days
Next Departure
15-May-20261
21-May-2026
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There is more! See also 2 English spoken Tours by international operators!