Is there a direct train?

Yes, the Amtrak Empire Builder runs directly from St. Paul to Chicago.

How long is the drive?

The drive typically takes 7 to 8 hours depending on traffic.

What is the best highway?

I-94 East is the primary and most direct highway route.

Yes, expect tolls on the Illinois portion of the I-94 tollway.

Yes, flights are available from MSP Airport to ORD or MDW.

Waconia

Chicago

Train Driving

Waconia to Chicago

Updated: 28 May 2026

The journey from Waconia to Chicago spans approximately 420 miles across the heart of the Midwest. You can drive via I-94 East, which takes about 7 hours depending on traffic through Minneapolis and Milwaukee. Alternatively, take a local shuttle to Union Depot in St. Paul to board the Amtrak Empire Builder. This rail route offers a scenic passage through Wisconsin. Chicago serves as a major hub for the Midwest, accessible by both personal vehicle and public transit. Expect varied weather conditions throughout the year, particularly during winter months.

Total Distance: 675 km driving distance; 580 km straight-line air distance.

Fastest Way

Driving is fastest, taking roughly 7.5 hours compared to train schedules.

Cheapest Way

Driving is generally cheapest for groups of two or more people.

Compare Waconia to Chicago Routes

	Train Direct	Driving Direct
Duration	8 hours	7 hours 30 mins
Avg Price	$50-$150	$60-$90 in fuel
Operator	Amtrak Empire Builder	Personal Vehicle
Route	St. Paul Union Depot to Chicago Union Station.	MN-5 East to I-494, then I-94 East through Wisconsin.
Tip	Book coach seats in advance for the lowest fares on the Empire Builder.	Avoid rush hour in downtown Minneapolis and Milwaukee to save two hours.

Travel Tips

Traffic Timing
Depart Waconia before 6 AM to clear Minneapolis traffic before the morning rush.
Parking
Use apps like SpotHero to find discounted parking garages in downtown Chicago.
Public Transit
Purchase a Ventra card for seamless access to the CTA 'L' trains and buses.
Weather
Always carry a windbreaker, as the 'Windy City' nickname is well-earned near the lake.
Dining
Try deep-dish pizza at local institutions like Lou Malnati's or Giordano's.

Safety Tips

Vehicle Security
Never leave valuables visible in your car when parked in public lots.
Awareness
Stay alert in crowded tourist areas like Michigan Avenue to avoid pickpockets.
Navigation
Stick to well-lit, populated streets if walking at night in the Loop.
Emergency
Dial 911 for any immediate safety concerns or medical emergencies.