Tired of the hustle and bustle of the Windy City? Just a short and scenic journey north lies Milwaukee, the perfect, easy escape for a refreshing change of pace. One of the best day trips near Chicago, Milwaukee offers a unique character all its own, blending rich history, a stunning lakefront, world-class museums, and a legendary beer and food scene. Forget about traffic and parking woes; this guide will show you why the train is your ticket to a stress-free, car-free adventure. A day trip from Chicago to Milwaukee is easier than you think!
Milwaukee Day Trip: Quick Facts
| Category | Details |
|---|---|
| Distance from Chicago | ~90 miles |
| Travel Time | ~90 minutes by train; 1.5-2.5 hours by car |
| Avg. Round-Trip Cost | $50-$100 (Train) / $30-$50 (Gas/Tolls + Parking) |
| Best Time to Visit in 2025 | June – October |
How to Get from Chicago to Milwaukee
Getting to Milwaukee is a breeze, but one option stands head and shoulders above the rest for a day trip. Here’s the breakdown of your transportation choices.
By Train: The Easiest & Best Way
If you’re wondering, “is there a train from Chicago to Milwaukee?” the answer is a resounding yes, and it’s fantastic! The Amtrak Hiawatha Service is, without a doubt, the most convenient and enjoyable way to travel between the two cities. It departs multiple times daily from Chicago’s Union Station and arrives at the centrally-located Milwaukee Intermodal Station in about 90 minutes.
A common point of confusion is whether there is a Metra train from Chicago to Milwaukee. It’s important to note that the Metra UP-North line terminates in Kenosha, WI, and does not go all the way to Milwaukee. For a direct trip, Amtrak is your only rail option.
How long is the train from Milwaukee to Chicago? The journey is consistently around 90 minutes each way, making it faster and far more predictable than driving. One-way fares typically range from $25 to $50+, so booking in advance on the Amtrak website is the best way to secure a great price.
| Feature | Train (Amtrak Hiawatha) | Driving |
|---|---|---|
| Time | ~90 minutes | 1.5 – 2.5 hours+ |
| Stress Level | Low (relax, work, enjoy views) | High (traffic, navigation) |
| Cost | ~$50-$100 round-trip | ~$30 (gas) + tolls + parking ($15-$30+) |
| Convenience | Arrives downtown, no parking needed | Flexibility to stop on the way |
By Car
If you prefer to drive, the route is a straight shot up I-94 W. So, how long does it take to get from Chicago to Milwaukee by car? Without traffic, it’s about 90 minutes, but with Chicago’s infamous congestion, it can easily stretch to 2.5 hours or more. And how far is Chicago from the Wisconsin border? You’ll cross into “America’s Dairyland” about 40-50 miles into your journey. The main downsides to driving are the unpredictable traffic, Illinois tolls, and the cost and hassle of finding parking in downtown Milwaukee.
Other Options (Bus & Rideshare)
For budget travelers, bus services like Coach USA and Greyhound offer a cheaper alternative, though the trip usually takes over 2 hours. As for rideshare, we strongly advise against it. A one-way Uber or Lyft ride from Chicago to Milwaukee is estimated to be $150 – $250+, making it an impractical choice for a day trip.
Top 5 Things to Do on a Milwaukee Day Trip
Milwaukee packs a punch with its diverse attractions. Here are five must-do activities you can easily conquer in a day.
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Marvel at the Milwaukee Art Museum
Home to a stunning architectural masterpiece by Santiago Calatrava, the museum is as famous for its exterior as the art within. The iconic “wings” (Burke Brise Soleil) that sit atop the building open, flap, and close daily, creating a spectacle you can’t miss. Inside, you’ll find an impressive collection spanning from antiquity to the present.
- Insider Tip: Time your visit to see the wings open at 10 AM, “flap” at noon, or close with the museum. It’s the perfect photo opportunity.
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Explore the Historic Third Ward & Milwaukee Public Market
This is Milwaukee’s creative hub. Once a district of historic warehouses, the Third Ward is now filled with trendy boutiques, art galleries, theaters, and fantastic restaurants. The anchor of the neighborhood is the Milwaukee Public Market, a bustling indoor market where you can find everything from artisan cheese and fresh seafood to delicious prepared meals.
- Insider Tip: Plan to have lunch here. You can grab a famous lobster roll from St. Paul Fish Company, sample local cheeses, or enjoy a craft beer. There’s something for every palate.
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Get Your Motor Running at the Harley-Davidson Museum
You don’t have to be a biker to appreciate this iconic piece of American history. The Harley-Davidson Museum is a sleek, modern tribute to the legendary motorcycle company founded right here in Milwaukee. Explore over a century of design and culture through incredible exhibits and an unrivaled collection of bikes.
- Insider Tip: Even if you don’t pay to go inside the museum, the campus is free to walk around and features fantastic statues and photo ops with classic bikes.
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Take a Brewery Tour
You can’t visit “Beer City” without touring a brewery! Milwaukee’s brewing heritage, shaped by German immigrants, is still alive and well. For a fun and informative experience, book a tour at Lakefront Brewery, known for its humorous guides, generous samples, and lively atmosphere. It’s a quintessential Milwaukee experience.
- Insider Tip: Brewery tours, especially on weekends, sell out quickly. Be sure to book your tickets online a week or two in advance.
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Stroll the Milwaukee RiverWalk
Winding through the heart of the city, the 3-mile RiverWalk is a scenic path connecting downtown, the Third Ward, and Beerline B neighborhoods. It’s dotted with public art, waterfront cafes, and historical markers. It’s the perfect way to see the city’s architecture from a different perspective.
- Insider Tip: Keep an eye out for the “Bronze Fonz”! This beloved statue of Arthur Fonzarelli from the TV show Happy Days (which was set in Milwaukee) is a must-see for a classic photo.
Sample One-Day Itinerary for 2025
Here’s a step-by-step plan to maximize your day in Milwaukee, assuming you take the train.
- 8:30 AM: Catch the Amtrak Hiawatha from Chicago Union Station. Settle in and enjoy the ride!
- 10:00 AM: Arrive at Milwaukee Intermodal Station. Walk (about 20 minutes) or take a short rideshare to the lakefront.
- 10:30 AM – 12:30 PM: Explore the stunning Milwaukee Art Museum.
- 12:30 PM – 2:00 PM: Take a leisurely walk to the Historic Third Ward for a delicious lunch at the Milwaukee Public Market.
- 2:00 PM – 4:00 PM: Your choice! Option A: Browse the unique shops and galleries in the Third Ward. Option B: Head over to the Harley-Davidson Museum for a dose of motor-culture.
- 4:00 PM – 5:30 PM: Hop on a pre-booked brewery tour at Lakefront Brewery for some beer and laughs.
- 5:30 PM – 7:00 PM: Enjoy a scenic walk along a portion of the RiverWalk, find the Bronze Fonz, and grab an early dinner or a final snack.
- 7:30 PM: Catch your return train to Chicago, filled with memories of “the good land.”
Where to Eat in Milwaukee: From Cheese Curds to Fine Dining
Milwaukee’s food scene is famous for its comfort classics and laid-back vibe.
Must-Try Local Foods ($)
- Fried Cheese Curds: A Wisconsin delicacy! You’ll find them on almost every pub menu. Look for the “squeaky” kind.
- Frozen Custard: Creamier and richer than ice cream. Head to a classic stand like Kopp’s or Leon’s for the authentic experience.
- Bratwurst: Best enjoyed grilled and served on a roll with sauerkraut and spicy mustard. Grab one at the Public Market or a local beer garden.
Great Sit-Down Meals ($$)
- Café Benelux: A popular spot in the Third Ward, perfect for brunch or dinner. Features a fantastic rooftop patio and an extensive Belgian beer list.
- Mader’s Restaurant: Step back in time at this historic downtown restaurant serving authentic German cuisine since 1902.
Insider Tips for a Perfect Day Trip
- Book Ahead: Reserve your train tickets 1-2 weeks in advance for the best prices. The same goes for popular brewery tours.
- Wear Comfortable Shoes: Milwaukee’s downtown and lakefront are very walkable, and you’ll want to explore on foot.
- Check for Events: Before you go in 2025, check the city’s event calendar. Major festivals like Summerfest can be amazing but will also mean larger crowds.
- Use The Hop: The Hop is Milwaukee’s streetcar service. It’s a cheap (and sometimes free) way to get around the main downtown areas if your feet need a break.
What to Pack for Your Milwaukee Day Trip
- Comfortable Walking Shoes
- A Portable Phone Charger
- Reusable Water Bottle
- A Light Jacket or Windbreaker (lake breezes can be cool, even in summer)
- Camera
- Your ID (required for brewery tours and beer tasting)
Sample Budget Breakdown (Per Person)
| Expense | Budget Traveler | Mid-Range Traveler |
|---|---|---|
| Train (Round-Trip) | $50 | $75 |
| Food & Drink | $40 | $70 |
| Attractions | $22 (one museum) | $45 (two museums) |
| Local Transport | $5 (walking/streetcar) | $15 (one rideshare) |
| TOTAL: | ~$117 | ~$205 |
Frequently Asked Questions (FAQ)
How much is a train ride from Chicago to Milwaukee?
A one-way ticket on the Amtrak Hiawatha typically costs between $25 and $50. Prices are dynamic and depend on how far in advance you book, the day of the week, and the time of day. Booking early is the best way to save.
What is there to do on the way to Milwaukee from Chicago?
If you choose to drive, you can make a few interesting stops. Consider visiting Illinois Beach State Park, the Jelly Belly Visitor Center in Pleasant Prairie, WI, or stopping in Racine for an authentic Kringle, Wisconsin’s official state pastry.
How much is an Uber ride from Chicago to Milwaukee?
An Uber or Lyft ride is extremely expensive for this route, usually ranging from $150 to $250 or more each way. It is not a cost-effective or practical option for a day trip compared to the train or even driving.
What city is about 2 hours from Chicago?
Milwaukee is a prime example of a great city within that travel window, taking just under 2 hours by car or a speedy 90 minutes by train. Other popular destinations about 2 hours from Chicago include Lake Geneva, WI; New Buffalo, MI; and South Bend, IN.
TLDR: Your Milwaukee Day Trip in a Nutshell
- Best Way to Go: Take the Amtrak Hiawatha train (~90 mins, ~$50-100 round-trip). It’s faster and less stressful than driving.
- Must-Do Activities: See the Milwaukee Art Museum’s “wings,” eat at the Milwaukee Public Market, and tour a brewery like Lakefront.
- Top Tip: Book train tickets and brewery tours online in advance to save money and guarantee a spot.
- What to Eat: Don’t leave without trying fried cheese curds and frozen custard.
