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5-Day Chicago to Route 66, Michigan, Milwaukee and Lake Geneva Tour

Avg $586 per person

Tour Code : TBTCHI-0005

Duration : 5 day(s) 4 night(s)

Departure City : Chicago

Availability : Mon, Tue, Thu

(6 reviews) | Write a Review

Highlight :
Join five days guided bus tour starting from Chicago to sightsee Mother Road, The crossing of Adams Street and Michigan Avenue, Lou Mitchell's, Joliet, the Old Joliet Prison Park, Pontiac, Route 66 Hall of Fame, the Pontiac’ Oakland Automobile Museum, the Museum of the Gilding Art, Millennium Park & Cloud Gate, Grant Park, Chicago Theater, The Art Institute of Chicago, Chicago Water Tower, Michigan Avenue, Chicago Cruise, 360 Chicago, Milwaukee, Harley-Davidson Museum, Miller Brewery, Lake Geneva, Gilmore Car Museum, Holland, Michigan and Windmill Island. Pickup service from the airport, tour guide, and comfortable hotel stay will be provided.


Guests will arrive Chicago to join the tour. Domestic flight arrivals will wait at the Baggage Claim area and International flight arrivals will wait at the Exit doors after retrieving their luggage. Our professional tour guide will lead visitors to the meeting point. Visitors who arrive at O'Hare meeting point before 3:00 pm will enjoy a free transportation to the Fashion Outlets of Chicago to enjoy amazing shopping and tasty food. Midway Airport arrival will not avail free airport pickup and shopping option. Night stay will be at the hotel.

Hotel: BEST WESTERN O’HARE or similar

Today in the morning we will leave Chicago and travel along historic Route 66. We will first sightsee the crossing of Adams Street and Michigan Avenue, that is the starting point of Route 66. Then we will stop at Lou Mitchell's and enjoy a fresh and delicious breakfast. Then we will explore the Old Joliet Prison Park in Joliet. After that in Pontiac, we will explore the Route 66 Association Hall of Fame and know about the history of Route 66 in Illinois and also see images of the road's wonderful history. Our next stop will be the Pontiac Oakland Automobile Museum, here we will see the outclass display of classic cars and automotive artifacts. Today's last stop will be the Museum of the Gilding Art. We will head back to Chicago for night stay.

Hotel: BEST WESTERN O’HARE or similar

In the morning of the third day, we will start exploring the main landmarks and the bold architectures of Chicago in one day. We will visit the Millennium Park and enjoy a peaceful walk and astonish by its unique architecture and landscape and see the well-known Cloud Gate. Next, we will take a short break at Grant Park. Then we will visit the Chicago Theater that hosts different kinds of performances. Later we will observe an extensive collection of African-American art at the Museum of the Art Institute of Chicago. Another stop will be Michigan Avenue, here we will sightsee shopping malls, Chicago Water Tower and much more. The excitement begins when we will take a tour of Chicago Cruise and sightsee the beauty of the city from the Chicago River. Today's last stop will be the observation desk of 360 Chicago where we will enjoy the best view of this attractive city. We will pass by the Clarence Buckingham Memorial Fountain, Willis Tower Observation Deck, Navy Pier, Trump International Hotel, Marina City and Tower. Head to the hotel for night stay.

Note: Chicago Cruise will be closed in Winter.

Hotel: BEST WESTERN O’HARE or similar

In the morning of the fourth day, we will travel towards Milwaukee. It is the largest city of Wisconsin State. Here first we will explore the Harley Davidson Museum and sightsee a collection of motorcycles and artifacts as well as the oldest known Harley Davidson motorcycle. Our next stop will be the Miller Brewing Company. In Miller Valley, we will enjoy an indoor/outdoor guided walking tour and know about the brewing history. We will also enjoy the taste of Ice-cold refreshing samples of the finest brews. After lunch, we will visit Lake Geneva where we will take a tour of Bay Cruise and sightsee the picturesque beauty of the lake. Night stay will be at the hotel.

Note: Brews testing is only for 21 and older. Water and soft drinks are available for guests under 21. Geneva Bay Cruise Winter is usually closed from November 1 to April 30.

Hotel: BEST WESTERN O’HARE or similar

On the last day of the tour, we will leave the hotel and head to Michigan. We will visit the Gilmore Car Museum and explore a great collection of old and classic automobiles from different periods. Then we will travel towards Holland, Michigan that is well known for its Dutch heritage. A local tour guide will take us on the walking tour of Holland where we will learn about its unique heritage. We will also explore the beautiful gardens and scenic views on Windmill Island. We will visit different workshops of Dutch industry and famous wooden shoe-making. We will back to Chicago to conclude this tour.


  • Air-conditioned transport services.
  • Taxes are included in the Tour Price.
  • Experienced tour-guide.
  • Hotel Stay


Optional Attractions Adult Child
360 Chicago $28 $21
Amish Farms $20.00 $13.00
Amish style lunch $28 $18
Chicago Cruise $39 $18
Chicago Theater $15 $10 (under 12)
Gilmore Car Museum $15 $10
Harley-Davidson Museum $20 $10 (5-17)
Holland Walking Tour + Windmill Island $25 $15
Lake Geneva Cruise $30 $16
Route 66 Association Hall of Fame & Museum $25 $25
The Art Institute of Chicago $25 Free (under 14)
  • All of the meals during the tour.
  • A minimum wage of $10 must be paid in cash to the bus driver and tour guide for mandatory fees services. Any child is also subjected to pay the service fees. In case the visitors take the tour of 2 days then the services fees will be paid separately for each day.
  • Some other service charges may apply, such as personal room, valet services or beverages or any other bar items.
  • Private expenses will be paid by the visitors.


How much baggage is allowed to carry?

It depends on two things; if the tour is via 14 seat minibus then only one piece of baggage is allowed to carry otherwise it is recommended to carry two pieces of standard sized baggage per passenger. Always keep in mind that this is a tour bus ride, the less your baggage the more happy and lighter you will be.

Is restroom available on the bus?

The answer is yes. But it is recommended that you use the toilet only when there is a personal emergency. If you can wait then you should know that the bus stops along the way after every 2 to 3 hours. It helps the Bus crew to maintain a clean atmosphere on the bus. If there is personal emergency and you want to use it urgently then you can ask the staff to open it for you. 

What can we do if we choose not to go on the optional activities?

Definitely yes, if you wish not to participate in the tour activities you have option to hang around the tourist attractions as you like to. Some folks don’t want to go along with the tour activities which they had booked. It is allowed to go on your own but before you leave you have to inform the tour guide so he get notified and also he can inform you on the return time. It’s not wise to dispatch the group without informing the tour guide.

I am a vegetarian, what options I have on this tour?

It doesn’t matter you are vegetarian or not, because at meal break you will be presented with list of menus to choose from. You can enjoy various ethnic restaurants, street foods, and fast food restaurants along the way.  Plenty of vegetarian meals you can look for from the menu.

Is the drop-off location the same as boarding location?

Yes, you will be dropped-off at the same location where you started your journey. If there is change in location you will be notified through tour Special Notes page. Also you can ask your tour guided, most probably you will be notified.

Will the bus wait for me if I’m late?

The answer is sadly no. Tour buses will leave on time. It is wise to be punctual and arrive at the departure location half an hour before the depart time. This is a group tour where group needs are preferred over single individual. It is difficult for the bus to wait so please be understandable.

What is the payment method that Top Bus tours accept?

You can easily pay through Visa and MasterCard, American Express and Discover. Payments received are processed thru PayPal. The reason for that is to protect your transaction safety and provide you fast payment services. Cash is also acceptable with a 3% discount.

What happens if I don’t have PayPal account?

If you pay in cash you can also avail 3% discount and you should not be worried if you don’t have PayPal account. You can pay without it too; select the payment method when checking out for tour. First check as PayPal your payment method, then you will be preceded to PayPal checkout page. There you can see two options:

1)      Have a PayPal account; if you are paying via PayPal then simply transfer the payment to PayPal account.

2)      Don’t have PayPal account, Look for the check box that says “Don't have a PayPal account”, in the form fill your payment method (credit card) information which will be secured by PayPal’s SSL encryption, and after finishing the details click submit. That is all; your particular credit card will be billed as “PayPal TopBusTours”.



You buying a ticket will start reservation process no matter what you technique for payment is later on. The cancellation charge will be considered once you create your reservation. The expenses result from our travel and inn supplier canceling so as to cover losses and charges brought about by affirmed and pending bookings. All cancellation and correction notification must be made by e-mailing specifically to sales@topbustours.com or by standard US mail. Time of cancellation will be resolved when notification is gotten and affirmed by our office. We prescribe every client to completely assess our cancellation and money return strategy and also they should think about obtaining travel insurance too.

  • NO extra handling fee or fee of processing will be charged with the above cancellation penalties mentioned.
  • Refund shall NOT be available for any section of the tour which is unused by the customer after the tour has commenced, no matter what the reasons.
  • Cancellations are to be provided directly with Top Bus Tours, NOT with the service providers.
  • Refund is not available if you don’t show up on the date of departure.
  • When dropping any booking you will be affirmed through email of the aggregate cancellation charges and the refund amount. In the event that you don't get this email from us inside of 3 business days, please reach us as quick as possible.
  • All due refunds shall be mailed by US check. Your credit card will be refunded if payment is made by credit card. It will take 7 business days after receiving of your cancellation notices, for refunds to be processed.
  • Top Bus Tours claims all authority to drop or reschedule any visit/get-away trip bundle for any reason, including low demand. In the event that a visit/excursion bundle is scratched off preceding the commencement of the trip, Top Bus Tours just obligation will be to return any amount customers paid for reservation. Top Bus Tours will attempt to re-book the same get-away with an alternate takeoff date, or a comparative excursion. On the other hand, please remember that if this happens, it would be under extremely extraordinary and uncommon circumstances, so keep in mind that we will attempt our best to suit our clients' travel needs.
  • In unexpected events, such as booking ONE day before the departure day, your reservation can not be confirmed by the service provider, your refund will be sent back to your original method of payment without a fee.
  • Top Bus Tours cannot be held accountable for any other travel arrangements that get effected due to cancellations, by Top Bus Tours or by clients.

The below mentioned information is necessary if you have to apply for cancellation of your reservation:

  • E-TICKET Number
  • Your Full Name
  • Tour Name/Tour Code
  • Departure Date
  • Total Value of the Transaction
  • A small note on the reason for cancellation
  • Provide your valid email address in case if the cancellation request is not submitted by US mail

Change of an Existing Reservation

An expense of $30 per visit bundle will be charged for any change or update made to a reservation. The charges are (not exactly limited to the following): change of trip commencement date and area, alteration of visit/excursion bundle, include traveler(s) to a current reservation, and so on. To expel a customer from a current reservation, or update the trip commencement date inside of 14 days of departure date, the general Cancellation and Refund Policy will be put to use. Date Changes can be made just in the event that we can affirm accessibility on the new date. We can't promise that modifications can be made. If not, then continue to the standard cancellation and discount arrangement. You should present your Change of an Existing Reservation request by email (sales@topbustours.com) keeping in mind the end goal to assist the rescheduling procedure.

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(incl. tax and fees)