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By Huuk Team

Road trip from Philadelphia to Milwaukee

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ITINERARY

15h 51m849 miles19 stops
1
Philadelphia Distilling
25 E Allen St, Philadelphia, PA 19123-1753
2
Old City Hall
Independence Mall, Philadelphia, PA 19106
3
Vintage VanBlair Antiques and Oddities
11839 South Ave, North Lima, Youngstown, OH 44452-8558
Vintage VanBlair Antiques and Oddities has an eclectic mix of quality items ranging from mid century, industrial and oddities to primitives and antiques. We feature nine curated vendors each with their own unique aesthetic. We also carry Heirloom Traditions paint and hand-painted furniture.
4
Boardman Park
375 Boardman Poland Rd, Youngstown, OH 44512-4904
5
Mr. Darby's Antique & Collectible Emporium
8574 Market St, Boardman, Youngstown, OH 44512-6726
6
The Bomb Shelter
923 Bank St, Akron, OH 44305-2370
7
Firestone Country Club
452 E Warner Rd, Akron, OH 44319-1994
8
Don Drumm Studios & Gallery
437 Crouse St, Akron, OH 44311-1220
9
National Shrine of St Jude
3200 E 91st St, Chicago, IL 60617-4408
10
Promontory Point
5491 S Shore Dr, Chicago, IL 60615-5983
11
Spring Awakening Music Festival
6401 S Stony Island Ave Jackson Park, Chicago, IL 60637-3800
12
A. Philip Randolph Pullman Porter Museum
10406 S Maryland Ave Entrance 817 East 104th St from the parking lot, Chicago, IL 60628-3090
The National APR Pullman Porter Museum, is located in the National Park Service-Pullman National Monument. It is the only one of its kind world-wide. NAPRPPM is the first Black Labor History museum, in the United States, that exclusively tells the story of the Pullman Porters, The Brotherhood of Sleeping Car Porters labor union, and A. Philip Randolph Its founder. Tucked away on a quiet corner at the north end of Pullman National monument, don’t let the unassuming exterior keep you from missing this black heritage treasure. The museum presents, and interprets content intended to educate the public-on the impact the union had on organized labor, and on America’s modern day civil rights movement The exhibits chronicle the formation of the Brotherhood of Sleeping Car Porters; the first Black labor union in the United States chartered under the American Federation of Labor. Exhibits depict important activities on their amazing JOURNEY OF UNITY that ended in victory.
13
Soldier Field
1410 S Museum Campus Dr, Chicago, IL 60605-2902
Venerable home field of the Chicago Bears football team.
14
Michigan Avenue Bridge
333 Michigan Ave, Chicago, IL 60601-3901
The view from the bridge is one of the best vistas the city has to offer.
15
Boystown
Chicago, IL
Located in Chicago's North Side, this vibrant neighborhood is known for its exciting nightlife and for being one of the largest LGBTQIA+ communities in the city. It's the host of the annual Chicago Pride Parade, and a must-see in the area is the Legacy Walk on Halsted Street, where you can learn about the contributions of the LGBTQIA+ community while admiring the colorful street art and rainbow crosswalks. Check out the unique shops and then grab a bite at one of the area's delicious Thai or Mexican restaurants. At night, visit one of the neighborhood's bars to enjoy a drag show, concert, and tasty cocktail. Consider taking a food or walking tour of Chicago that stops by Boystown. – Tripadvisor
16
Wrigley Field
1060 W. Addison St., Chicago, IL 60613-4566
Get a behind-the-scenes look at the legendary home of the Chicago Cubs with Wrigley Field Tours. Built in 1914, this must-see Chicago attraction houses more than 100 years of history. New this year, fans can join us on a non-gameday Ivy Tour which includes the opportunity to take a photo in front of Wrigley Field’s historic ivy wall.
17
South Shore Park
2900 S Shore Dr, Milwaukee, WI 53207-2542
Beautiful park on the lake shore. Great view of city in the distance. Nice place to play in the water or have a picnic.
18
Klassic Limousine, Inc
1551 West Goldcrest Avenue, Milwaukee, WI 53221-5014
Thank you for choosing Klassic Limousine, Inc-your true North for the Wisconsin luxury transportation market. We are proud to be your first choice in Milwaukee, and we take your vote of confidence in us very seriously, and welcome you to VIP treatment on a larger scale. Based in Milwaukee, Klassic Limousine, Inc is all about luxury and elegance. As the undisputed leader in luxury we know how to deliver the VIP treatment the passenger expects. Founded with a desire to bring the best in luxury and modern class to our discerning clients, we are now the finest Milwaukee black car service. This is based on our commitment to being not only the best in urban transportation, but the best overall in terms of vehicle luxury and professionalism. With Klassic Limousine, Inc you travel your way. All of the above combined make us a superior Milwaukee limousine service. Therefore, when you choose Klassic Limousine, Inc you can rest assured that an unforgettable experience awaits you.
19
The Riverside Theater
116 W Wisconsin Ave, Milwaukee, WI 53203-2503
Customize this Trip

OVERVIEW

Embark on an adventure that will take you from the bustling streets of Philadelphia to the shores of Lake Michigan. Along the way, discover hidden gems, immerse yourself in local culture, and create memories to last a lifetime.

The journey begins in historic Philadelphia, where you'll explore Independence Hall, the Liberty Bell, and other iconic landmarks that shaped the nation's history. Wander through vibrant neighborhoods, sample local cuisine, and soak in the city's vibrant arts and culture scene.

As you travel west, rolling hills and lush forests unfold before you. Take scenic detours to explore charming towns, visit national parks, or simply relax and enjoy the passing landscapes. Arrive in Milwaukee, a vibrant city on the shores of Lake Michigan, where you can immerse yourself in its rich musical heritage, explore art museums, and savor the flavors of local breweries and restaurants.

1
Start:Philadelphia Distilling
Philadelphia, Pennsylvania·
5.0
(98) review
25 E Allen St, Philadelphia, PA 19123-1753
2
Old City Hall
Philadelphia, Pennsylvania·
4.5
(99) review
Independence Mall, Philadelphia, PA 19106
3
Vintage VanBlair Antiques and Oddities
North Lima, Youngstown, Ohio·
4.0
(6) review
Vintage VanBlair Antiques and Oddities has an eclectic mix of quality items ranging from mid century, industrial and oddities to primitives and antiques. We feature nine curated vendors each with their own unique aesthetic. We also carry Heirloom Traditions paint and hand-painted furniture.
11839 South Ave, North Lima, Youngstown, OH 44452-8558
4
Boardman Park
Youngstown, Ohio·
4.5
(60) review
375 Boardman Poland Rd, Youngstown, OH 44512-4904
5
Mr. Darby's Antique & Collectible Emporium
Boardman, Youngstown, Ohio·
4.5
(34) review
8574 Market St, Boardman, Youngstown, OH 44512-6726
6
The Bomb Shelter
Akron, Ohio·
3.5
(9) review
923 Bank St, Akron, OH 44305-2370
7
Firestone Country Club
Akron, Ohio·
4.5
(72) review
452 E Warner Rd, Akron, OH 44319-1994
8
Don Drumm Studios & Gallery
Akron, Ohio·
5.0
(73) review
437 Crouse St, Akron, OH 44311-1220
9
National Shrine of St Jude
Chicago, Illinois·
4.5
(7) review
3200 E 91st St, Chicago, IL 60617-4408
10
Promontory Point
Chicago, Illinois·
5.0
(9) review
5491 S Shore Dr, Chicago, IL 60615-5983
11
Spring Awakening Music Festival
Chicago, Illinois·
4.0
(8) review
6401 S Stony Island Ave Jackson Park, Chicago, IL 60637-3800
12
A. Philip Randolph Pullman Porter Museum
Chicago, Illinois·
3.5
(7) review
The National APR Pullman Porter Museum, is located in the National Park Service-Pullman National Monument. It is the only one of its kind world-wide. NAPRPPM is the first Black Labor History museum, in the United States, that exclusively tells the story of the Pullman Porters, The Brotherhood of Sleeping Car Porters labor union, and A. Philip Randolph Its founder. Tucked away on a quiet corner at the north end of Pullman National monument, don’t let the unassuming exterior keep you from missing this black heritage treasure. The museum presents, and interprets content intended to educate the public-on the impact the union had on organized labor, and on America’s modern day civil rights movement The exhibits chronicle the formation of the Brotherhood of Sleeping Car Porters; the first Black labor union in the United States chartered under the American Federation of Labor. Exhibits depict important activities on their amazing JOURNEY OF UNITY that ended in victory.
10406 S Maryland Ave Entrance 817 East 104th St from the parking lot, Chicago, IL 60628-3090
13
Soldier Field
Chicago, Illinois·
4.0
(935) review
Venerable home field of the Chicago Bears football team.
1410 S Museum Campus Dr, Chicago, IL 60605-2902
14
Michigan Avenue Bridge
Chicago, Illinois·
4.5
(985) review
The view from the bridge is one of the best vistas the city has to offer.
333 Michigan Ave, Chicago, IL 60601-3901
15
Boystown
Chicago, Illinois·
4.5
(98) review
Located in Chicago's North Side, this vibrant neighborhood is known for its exciting nightlife and for being one of the largest LGBTQIA+ communities in the city. It's the host of the annual Chicago Pride Parade, and a must-see in the area is the Legacy Walk on Halsted Street, where you can learn about the contributions of the LGBTQIA+ community while admiring the colorful street art and rainbow crosswalks. Check out the unique shops and then grab a bite at one of the area's delicious Thai or Mexican restaurants. At night, visit one of the neighborhood's bars to enjoy a drag show, concert, and tasty cocktail. Consider taking a food or walking tour of Chicago that stops by Boystown. – Tripadvisor
Chicago, IL
16
Wrigley Field
Chicago, Illinois·
4.5
(9953) review
Get a behind-the-scenes look at the legendary home of the Chicago Cubs with Wrigley Field Tours. Built in 1914, this must-see Chicago attraction houses more than 100 years of history. New this year, fans can join us on a non-gameday Ivy Tour which includes the opportunity to take a photo in front of Wrigley Field’s historic ivy wall.
1060 W. Addison St., Chicago, IL 60613-4566
17
South Shore Park
Milwaukee, Wisconsin·
5.0
(9) review
Beautiful park on the lake shore. Great view of city in the distance. Nice place to play in the water or have a picnic.
2900 S Shore Dr, Milwaukee, WI 53207-2542
18
Klassic Limousine, Inc
Milwaukee, Wisconsin·
4.5
(9) review
Thank you for choosing Klassic Limousine, Inc-your true North for the Wisconsin luxury transportation market. We are proud to be your first choice in Milwaukee, and we take your vote of confidence in us very seriously, and welcome you to VIP treatment on a larger scale. Based in Milwaukee, Klassic Limousine, Inc is all about luxury and elegance. As the undisputed leader in luxury we know how to deliver the VIP treatment the passenger expects. Founded with a desire to bring the best in luxury and modern class to our discerning clients, we are now the finest Milwaukee black car service. This is based on our commitment to being not only the best in urban transportation, but the best overall in terms of vehicle luxury and professionalism. With Klassic Limousine, Inc you travel your way. All of the above combined make us a superior Milwaukee limousine service. Therefore, when you choose Klassic Limousine, Inc you can rest assured that an unforgettable experience awaits you.
1551 West Goldcrest Avenue, Milwaukee, WI 53221-5014
19
The Riverside Theater
Milwaukee, Wisconsin·
4.0
(95) review
116 W Wisconsin Ave, Milwaukee, WI 53203-2503

CHECKLIST

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FAQ
Frequently Asked Questions
What's the driving distance between Philadelphia and Milwaukee?
The distance is 849 miles
What's the travel time between Philadelphia and Milwaukee?
The driving time can vary depending on traffic conditions, but it is typically 15h 51m mins in normal traffic
What are some of the best cities to visit between Philadelphia and Milwaukee?
Some popular stops include
Are there any cool sights or attractions I shouldn't miss on my drive to Milwaukee?
There are plenty! Here are some stops you shouldn’t miss on your way to Milwaukee
What’s the weather like in Milwaukee?
The weather in Milwaukee is generally mild year-round, with warm, dry summers and cool, wet winters. See the links below for more information
Weather in Milwaukee in January
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Interested in a detailed plan for your time in Milwaukee?
Plan your dream Milwaukee trip with our daily itineraries featuring must-see attractions! See them here!
A 1-day itinerary in Milwaukee
A 2-day itinerary in Milwaukee
A 3-day itinerary in Milwaukee
A 4-day itinerary in Milwaukee
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Where else can I travel to if I'm starting my trip in Philadelphia?
We have a lot of great trip options for Philadelphia! See the links below for all the itineraries we created for you