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A Day Trip from Chicago to Milwaukee
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A Day Trip from Chicago to Milwaukee
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Day 1: Urban Adventure
Chicago, USA to Milwaukee, USA
8:00AM
Breakfast at The Bongo Room
Start your day with a deliciously unique breakfast at The Bongo Room, famed for its indulgent pancakes and decadent dishes.
Head towards The Bongo Room which is located in Wicker Park, from where you can easily access the highway later.
USD20, 1 hour
9:30AM
Drive to Milwaukee
Embark on your scenic drive to Milwaukee, enjoying the suburban landscapes along the way.
Take I-94 N directly to Milwaukee.
USD0, 1.5 hours
11:00AM
Explore the Milwaukee Art Museum
Visit the iconic Milwaukee Art Museum, known for its stunning architecture and impressive collection of over 30,000 works of art.
Follow E Wells St to N Prospect Ave to arrive at the museum.
USD19, 1.5 hours
12:30PM
Lunch at Lakefront Brewery
Enjoy a hearty lunch overlooking the river at Lakefront Brewery, where you can savour locally brewed beer and traditional brewery fare.
Take a short walk along the Milwaukee River to the brewery.
USD25, 1.5 hours
2:00PM
Visit the Harley-Davidson Museum
Dive into the history of American motorcycling at the Harley-Davidson Museum, showcasing iconic bikes and memorabilia.
Drive or take public transport to the museum, located nearby.
USD22, 1.5 hours
3:30PM
Stroll Through the Historic Third Ward
Wander through the vibrant Historic Third Ward, filled with chic boutiques, art galleries, and the Milwaukee Public Market.
It’s a short drive or walk from the museum.
USD0, 1 hour
4:30PM
Coffee Break at Colectivo Coffee
Relax and recharge with a delicious cup of coffee at Colectivo Coffee, known for its unique blends and inviting atmosphere.
Located nearby in the Third Ward, just a quick walk away.
USD5, 30 minutes
5:00PM
Return to Chicago
After a fulfilling day soaking in Milwaukee's culture and charm, begin your journey back to Chicago.
Retrace your route back via I-94 S.
USD0, 1.5 hours
6:30PM
Dinner at The Girl & The Goat
Celebrate the end of your trip with a magnificent dinner at The Girl & The Goat, renowned for its creative small plates and vibrant atmosphere.
Drive back to your accommodation in Chicago or take a taxi to the restaurant.
USD60, 2 hours
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Itinerary created by
Plantrip Team
January 12, 2025
AI-assisted, human-reviewed
Plan Your chicago ord to Milwaukee Trip
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