Is there a direct train from Oak Park to Milwaukee?

No, you must transfer at Chicago Union Station.

How much is the toll on I-94?

Tolls vary by exit, but expect to pay around $5 to $8 total.

Is Milwaukee walkable?

The downtown area is very walkable, but you may need a car for outer neighborhoods.

What is the best time to visit Milwaukee?

Summer is best for festivals, while winter offers cozy indoor activities.

Are there Uber services in Milwaukee?

Yes, rideshare services are widely available throughout the city.

Oak Park

Milwaukee

Train Driving

Oak Park to Milwaukee

Updated: 30 May 2026

Traveling from Oak Park to Milwaukee is a straightforward 145-kilometer journey. The most efficient way is to take the CTA or Metra into Chicago Union Station and transfer to the Amtrak Hiawatha service, which runs frequently to Milwaukee's Intermodal Station. Alternatively, driving via I-94 North takes approximately 90 minutes, though traffic near the Illinois-Wisconsin border can be heavy. This route connects the dense urban landscape of the Chicago area with the lakeside charm of Milwaukee.

Total Distance: 145 km driving distance; 135 km straight-line air distance.

Fastest Way

The Amtrak Hiawatha train is the most reliable way to avoid traffic congestion on I-94.

Cheapest Way

Driving is generally cheaper for groups, while Amtrak is cost-effective for solo travelers.

Compare Oak Park to Milwaukee Routes

	Train Connecting	Driving Direct
Duration	1 hour 30 mins	1 hour 45 mins
Avg Price	$25 - $40	$20 - $35 in fuel
Operator	Amtrak Hiawatha	Personal Vehicle
Route	Union Station (Chicago) to Milwaukee Intermodal Station.	I-290 to I-90/94 North.
Tip	Book tickets online in advance to save on peak-hour pricing.	Expect tolls on the Tri-State Tollway (I-294).

Travel Tips

Amtrak Booking
Use the Amtrak app to track your train's status in real-time.
Toll Pass
If driving, ensure you have an I-PASS or E-ZPass to pay tolls automatically.
Lakefront Access
The lakefront trail is perfect for biking or walking during warmer months.
Brewery Tours
Book your brewery tours in advance, as they fill up quickly on weekends.
Parking
Use parking apps to find affordable spots in downtown Milwaukee.

Safety Tips

Traffic Awareness
I-94 can be dangerous during winter storms; check road conditions before leaving.
Station Safety
Stay in the main waiting area at the Milwaukee Intermodal Station.
Night Travel
If driving at night, be cautious of deer on rural stretches of the highway.
Valuables
Do not leave bags visible in your car when parked in public lots.