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Chicago & The Great Lakes

Chicago & The Great Lakes Fly Drive Holiday

From the windy city, venture to the Twin Cities, Longfellow’s inspiration point, Niagara Falls and the Rock & Roll Hall of Fame! A Chicago and the Great Lakes fly drive holiday will give you unforgettable memories as you explore some of the best parts of the United States.

If you are thinking of a fly drive holiday that takes in Chicago and the Great Lakes, we recommend some of the following stop overs along the way!


The history of Chicago and Illinois comes alive when you take the Chicago Architecture Foundation’s Architectural River Cruise. This cruise takes you along the Chicago River and you’ll discover how this city developed from a small back country outpost into one of the most important crossroads in the world, all in less than 100 years. You’ll get great views of the city from the top of the Sears Tower or enjoy a drink at the Signature Lounge on the 96th floor of the Hancock Building.

Wisconsin Dells

When you get to Wisconsin Dells, be sure to take a boat trip on the sparkling water and look up at 100 foot high pillars, cliffs, islands and other surreal shapes standing tall. Known as the “Waterpark capital of the world”, Wisconsin Dells has some of the most famous indoor waterparks.


Minneapolis is right in the middle of the Heartland of America. Great architecture, culture and world class theatre and art abounds.

The Walker Art Museum is internationally recognized as one of the America's leading art venues. It focuses on contemporary visual arts and design exhibitions as well as dance, theatre, music performances and film screenings.

The Guthrie Theatre in downtown Minneapolis offers astounding world class performances.


Duluth is an old railroad town that has transformed itself into an incredibly delightful destination. What was once a bustling industry town is now one of the most beautiful lakeside towns in the region. Be sure to take the time to discover the Great Lakes Aquarium and maybe take in a spot of shopping and dining in Canal Place. You’ll find lots of great restaurants and shops and eventually you’ll end up on Minnesota Avenue, which will take you to Park Point. One of the nicest parts of your journey is the scenic drive up to Two Harbors and the lakeside byway allows you to get up close with the shores of the enormous Lake Superior.

Niagara Falls

Spend 2 nights at Niagara Falls and witness the amazing views of the sudden drop of the Niagara River. It is arguably one of the most spectacular waterfalls on the continent.
There are tours you can take such as the Maid of the Mist cruise, a walk along the banks or even a helicopter tour.

Pittsburgh, Pennsylvania

Once a center for heavy industry, Pittsburgh has been revitalized and it’s skyline has been transformed. Riverfronts have been thoughtfully developed and are utilized for recreation now, more than ever. It’s is a city that has the feel of a small town. With it’s vibrant atmosphere and hard working people, Pittsburgh offers a surprising experience to it’s visitors with it’s natural beauty and unique terrain.

Cleveland, Ohio

Cleveland is located in Ohio - the heart of the Great Lakes region - and is recommended as the place to go if you want an authentic taste of America. It is a model of urban renewal and is considered one of the most livable cities in the USA. During your short stay here you should definitely take the time to visit the legendary Rock and Roll Hall of Fame and the Great Lakes Science Center.

Indiana Amish County

Before you head home from Chicago, witness the simple life of the Amish and Mennonites. Learn the history and culture of these two groups and get a hands-on experience of what life is really like for the Amish people. Almost 200 years of history is captured in their buildings, communities and traditions of the LaGrange County.

You can shop in the quaint specialty shops downtown, or head to the beautiful countryside and visit the famous outdoor flea market. Take a bit of history and knowledge home with you about this humble way of life.

Chicago and the Great Lakes Sample Itinerary

  • Day 1 : Chicago Arrival
  • Day 2 : Chicago - Wisconsin Dells - La Crosse
  • Day 3 : La Crosse - Winona - Red Wing - Minneapolis/Saint Paul
  • Day 4 : Minneapolis/Saint Paul
  • Day 5 : Minneapolis/Saint Paul - Duluth
  • Day 6 Duluth - Keweenaw Peninsula - Marquette
  • Day 7 Marquette - Pictured Rocks National Lakeshore - St. Ignace
  • Day 8 St. Ignace - Mackinac Island - St. Ignace
  • Day 9 St. Ignace - Colonial Fort Michilimackinac - Cherry Orchard Drive - Traverse City - Sleeping Bear Dunes National Lakeshore
  • Day 10 Traverse City - Ann Arbor - Detroit
  • Day 11 Detroit - Niagara Falls (Toronto)
  • Day 12 Niagara Falls (Toronto)
  • Day 13 Niagara Falls - Pittsburgh
  • Day 14 Pittsburgh - Cleveland
  • Day 15 Cleveland - Sandusky - Indiana Amish Country
  • DAY 16 Indiana Amish Country - Chicago Departure


If you are hoping to experience Chicago and the Great Lakes on an unforgettable holiday, contact Tour America today on 01-8173535 and speak to one of our travel experts

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