Chicago to Milwaukee City Highlights or Fall Foliage Day Trip
Overview
（For Non-foliage season tour）Visit Milwaukee’s top attractions: Harley-Davidson Museum, Public Market, Miller Brewery & Milwaukee Art Museum
Seasonal upgrade available during autumn foliage season
Enjoy breathtaking fall colors at Back Bay Park, Holy Hill Basilica, and Lake Geneva (For optional foliage tour)
Optional lake cruise to view Lake Geneva’s stunning autumn scenery
Round-trip transportation from Chicago included
What's Included
- Professional vehicles transportation (Vehicle used based on the number of guests attending that day)
- Professional Driver and Guide (or Driver-Guide) .
- Gratuities(10% - 20% recommended)
- All personal and other expenses not listed in the Cost Includes.
- Food and beverage.
- Tickets to Harley Davidson Museum,Miller Brewery,Best of the Lake Cruise are not included.(If tour option not selected)
Meeting Location
This activity ends back at the meeting point.
What To Expect
Milwaukee Day Tour from Chicago – Regular & Seasonal Foliage Option Available
Departing from Chicago in the morning, we will head to Milwaukee, Wisconsin’s largest industrial city. Our first stop is the world-famous Harley-Davidson Museum to explore the brand’s legendary history. After the museum, we’ll visit the vibrant Milwaukee Public Market located in the historic Third Ward, where you can discover a variety of Wisconsin specialties such as cheese and sausages.
Next, we’ll tour Miller Brewery to learn about Milwaukee’s rich brewing history and enjoy beer samples (optional). We will then visit the iconic Milwaukee Art Museum, one of the largest art museums in the United States, before returning to Chicago in the evening.
Foliage Season Upgrade (Available in Autumn Only)
During the beautiful autumn foliage season, you may choose to upgrade to our special Maple Foliage Tour. This seasonal itinerary offers stunning fall scenery as we visit Back Bay Park, a perfect maple viewing and hiking location along Lake Michigan. Then we continue to Holy Hill Basilica, where you can overlook colorful forests and rolling hills. Finally, we will explore Lake Geneva, where you may take an optional lake cruise to enjoy the vibrant autumn landscape from a different perspective. After the foliage tour, we will return to Chicago.
Important Note:
This product offers both regular departure dates and special foliage season departures. Please select your preferred option when booking.
Foliage Season Itinerary:
Chicago → Milwaukee → BACK BAY PARK (60 mins) → Holy Hill Basilica (60 mins) → Lake Geneva (90 mins, you can take a cruise at your own expense) → Chicago
Non-Foliage Season Itinerary:
Chicago → Milwaukee → Harley-Davidson Museum (Optional, 90 mins) → Milwaukee Public Market (90 mins) → Miller Brewery Tour (Optional, 90 mins) → Lakefront & Milwaukee Art Museum (Outside Visit, 30 mins) → Chicago
Itinerary effective from January 1, 2027:
Chicago → Milwaukee → Milwaukee Art Museum (Outside Visit, 30 mins) → Harley-Davidson Museum (Optional, 90 mins) → Milwaukee Public Market (90 mins) → Miller Brewery Tour (Optional, 90 mins) → Chicago
Notes:
1. Admission to the Miller Brewery (at your own expense) is subject to the brewery's operating schedule on the day of the visit. From January 1, 2027, should the brewery be closed, the itinerary will be adjusted to include a visit to the Pabst Mansion—the estate of the "Beer King" (Optional; 90-mins).
Additional Info
- Public transportation options are available nearby
- Suitable for all physical fitness levels
- Infants and small children can ride in a pram or stroller
- Infants are required to sit on an adult’s lap
- Age and Safety: Guests under 18 must be with at least one adult. Pregnant women can join the tour only if they are 24 weeks pregnant or less by the end of the trip.
- Booking Details: Provide accurate information, including your name, contact details (preferably a mobile number), and flight information. Errors can affect your travel and any losses due to incorrect information will be your responsibility.
- Tickets and Charges: We do not accept City Passes or personal tickets for attractions. Admission and meal prices may change without notice. Tickets cannot be refunded if prices drop and no price matches on attractions are allowed.
- Itinerary Changes: We may adjust the tour itinerary if needed, but the included attractions will not be reduced.
- Tour Adjustments: Guides or drivers may change the tour schedule due to weather, traffic, or other conditions to ensure a smooth trip.
- Closed Attractions: If attractions are closed or altered due to holidays or other reasons, we will adjust the itinerary and/or replace it with an equivalent attraction to maintain the tour’s quality.
- For state law, Children under the age of 6 require a booster seat in order to participate in the tour group. Please understand that the violations and fines are borne by the guests themselves. There is no need for a booster seat for bus travel on the day of travel.
- Health Requirements: Good health is required to enjoy the tour. Contact us for policies on passengers with disabilities. We do not guarantee accessible buses or seating without prior notification.
- Terms and Conditions: We may update these terms occasionally. Check our product website before booking. We are not liable for any consequential or incidental damages related to these terms.
- Check-In Documents: Bring a valid photo ID to board the bus. It's also a good idea to have a copy of your email confirmation.
- Leaving the Group: If you choose to leave the group, inform the tour guide in advance and sign a departure agreement. You will not receive a refund for any missed parts of the tour.
- This tour/activity will have a maximum of 55 travelers
Frequently Asked Questions (8)
Q: What is the cancellation policy for the Chicago to Milwaukee City Highlights or Fall Foliage Day Trip?
Cancellation Policy
Still have questions?
We're here to help.
Activity code: C-132218P196
Traveler Photos
Reviews
Average 5.00 out of 5 stars based on 4 traveler reviews collected by Key West Private Charters and partner sites such as Cool Destinations and TripAdvisor
Additional Info
Similar Tours & Activities
Luxury vehicles Professional chauffeurs Updated fleet Licensed chauffeurs Knowledge about navigating in the city...
$1,200
Chauffeurs are knowledgeable and professional, always on time, and well dressed. Chauffeurs are highly trained that safety is our number one priority. We also make...
$180
Great customer service is our focus! Our customer service is what sets us apart. Hence, we do not leave our clients hanging when problems occur...
$130
At Ohare Airport Taxi LLC, we specialize exclusively in private transportation to and from O’Hare Airport, located in Chicago, Illinois. Our service is designed for...
$145
Luxury vehicles Professional chauffeurs Updated fleet Licensed chauffeurs Knowledge about navigating in the city...
$1,200
Chauffeurs are knowledgeable and professional, always on time, and well dressed. Chauffeurs are highly trained that safety is our number one priority. We also make...
$180
Great customer service is our focus! Our customer service is what sets us apart. Hence, we do not leave our clients hanging when problems occur...
$130
At Ohare Airport Taxi LLC, we specialize exclusively in private transportation to and from O’Hare Airport, located in Chicago, Illinois. Our service is designed for...
$145
Travelers Who Bought This Tour Also Bought
Chicago River 90 Minute Architecture Tour
Be inspired by the captivating, visual art that is Chicago’s legendary architecture, and the exceptional architects who created this ever-changing, dynamic legacy for all to...
$45
Chicago Lake and River Architecture Tour
An authentic Chicago tradition since 1935, this is the tour that started it all. This unique excursion tells the story of more than 200 years...
$45
Chicago Crime and Mob Bus Tour
Escape into Chicago's underworld on a crime and mob tour with stops on-and-off the luxury, climate-controlled bus. Explore historic crime scenes with great photo opportunities....
$49
Experience Chicago's legendary architecture and the exceptional architects who created this ever-changing legacy for all to admire. This family-friendly introduction to the Windy City's rich...
$28
Be inspired by the captivating, visual art that is Chicago’s legendary architecture, and the exceptional architects who created this ever-changing, dynamic legacy for all to...
$45
An authentic Chicago tradition since 1935, this is the tour that started it all. This unique excursion tells the story of more than 200 years...
$45
Escape into Chicago's underworld on a crime and mob tour with stops on-and-off the luxury, climate-controlled bus. Explore historic crime scenes with great photo opportunities....
$49
Experience Chicago's legendary architecture and the exceptional architects who created this ever-changing legacy for all to admire. This family-friendly introduction to the Windy City's rich...
$28
Frequently Asked Questions (8)
The answers provided below were previously given in response to questions from Key West Private Charters customers.
Filter by:
- For a full refund, you must cancel at least 24 hours before the tour start time.
- If you cancel less than 24 hours before the tour start time, the amount you paid will not be refunded.
- Any changes made less than 24 hours before the tour start time will not be accepted.
- Cut-off times are based on the tour local time (CST).
- This tour requires a minimum number of travelers. If it’s canceled because the minimum isn’t met, you’ll be offered a different date/experience or a full refund.
- Professional vehicles transportation (Vehicle used based on the number of guests attending that day).
- Professional Driver and Guide (or Driver-Guide) .
- Gratuities(10% - 20% recommended).
- All personal and other expenses not listed in the Cost Includes.
- Food and beverage.
- Tickets to Harley Davidson Museum,Miller Brewery,Best of the Lake Cruise are not included.(If tour option not selected).
This tour requires good weather. If it’s canceled due to poor weather, you’ll be offered a different date or a full refund.
Apr 2025There is no minimum age for this tour, so bring your wee one along for an adventure. This tour requires at least one adult to accompany children..
Apr 2025If a date or time is not listed on the calendar, it’s sold out or unavailable for another reason. Support cannot assist further if a date or time is not on the calendar.
If you find a date and time that works for you, book it NOW because things always sell out at this time of year.
Apr 2025Accessibility information for the Chicago to Milwaukee City Highlights or Fall Foliage Day Trip is as follows:
- Public transportation options are available nearby
- Suitable for all physical fitness levels
Detailed check-in instructions – including meeting point address, Google map, and parking information – for Chicago to Milwaukee City Highlights or Fall Foliage Day Trip will be included in your confirmation email from Key West Private Charters. Please be sure to double and triple check your email address is correct at checkout so this important email makes its way to you!
Mar 2024Once your refund is processed, it usually shows on your card statement within 5–10 business days. The exact timing depends on your bank or card issuer.
Want it sooner? When you cancel, choose Receive a refund to my wallet instead. The credit is in your Wallet straight away and is applied automatically at checkout on your next booking when you’re signed in with the same email. You can see your balance any time in My Wallet.
If you paid part of your booking with Wallet credit, that part always goes back to your Wallet. Trip protection isn’t refundable.
Oct 2026What's Included
- Professional vehicles transportation (Vehicle used based on the number of guests attending that day)
- Professional Driver and Guide (or Driver-Guide) .
- Gratuities(10% - 20% recommended)
- All personal and other expenses not listed in the Cost Includes.
- Food and beverage.
- Tickets to Harley Davidson Museum,Miller Brewery,Best of the Lake Cruise are not included.(If tour option not selected)
Additional Info
- Public transportation options are available nearby
- Suitable for all physical fitness levels
- Infants and small children can ride in a pram or stroller
- Infants are required to sit on an adult’s lap
- Age and Safety: Guests under 18 must be with at least one adult. Pregnant women can join the tour only if they are 24 weeks pregnant or less by the end of the trip.
- Booking Details: Provide accurate information, including your name, contact details (preferably a mobile number), and flight information. Errors can affect your travel and any losses due to incorrect information will be your responsibility.
- Tickets and Charges: We do not accept City Passes or personal tickets for attractions. Admission and meal prices may change without notice. Tickets cannot be refunded if prices drop and no price matches on attractions are allowed.
- Itinerary Changes: We may adjust the tour itinerary if needed, but the included attractions will not be reduced.
- Tour Adjustments: Guides or drivers may change the tour schedule due to weather, traffic, or other conditions to ensure a smooth trip.
- Closed Attractions: If attractions are closed or altered due to holidays or other reasons, we will adjust the itinerary and/or replace it with an equivalent attraction to maintain the tour’s quality.
- For state law, Children under the age of 6 require a booster seat in order to participate in the tour group. Please understand that the violations and fines are borne by the guests themselves. There is no need for a booster seat for bus travel on the day of travel.
- Health Requirements: Good health is required to enjoy the tour. Contact us for policies on passengers with disabilities. We do not guarantee accessible buses or seating without prior notification.
- Terms and Conditions: We may update these terms occasionally. Check our product website before booking. We are not liable for any consequential or incidental damages related to these terms.
- Check-In Documents: Bring a valid photo ID to board the bus. It's also a good idea to have a copy of your email confirmation.
- Leaving the Group: If you choose to leave the group, inform the tour guide in advance and sign a departure agreement. You will not receive a refund for any missed parts of the tour.
- This tour/activity will have a maximum of 55 travelers
