Is there a direct train?

Yes, the Amtrak Southwest Chief runs directly from Kansas City to Chicago.

How long is the drive?

The drive typically takes 8 hours via I-70 and I-55.

Where do I board the train?

Board at Kansas City Union Station, located at 30 W Pershing Rd.

Yes, the downtown area is highly walkable and served by extensive public transit.

What is the best route?

Taking I-70 East to St. Louis and connecting to I-55 North is the most efficient driving route.

Chicago

Train Driving

Overland Park to Chicago

Updated: 28 May 2026

The journey from Overland Park to Chicago spans approximately 520 miles across the heart of the Midwest. You can drive via I-70 E and I-55 N, which typically takes 8 hours depending on traffic near St. Louis. Alternatively, the Amtrak Southwest Chief departs from the nearby Kansas City Union Station. This route offers scenic views of the Missouri and Illinois plains. Expect a travel time of roughly 12 hours by rail. Both options provide reliable access to the Chicago Loop.

Total Distance: 837 km driving distance and 730 km straight-line air distance.

Fastest Way

Driving is the fastest method, taking 8 hours compared to the 12-hour train ride.

Cheapest Way

Driving is the cheapest option if traveling with more than one person, costing roughly $120 in fuel.

Compare Overland Park to Chicago Routes

	Train Direct	Driving Direct
Duration	12 hours	8 hours
Avg Price	$100-$300	$90-$150 in fuel
Operator	Amtrak Southwest Chief	Personal Vehicle
Route	Kansas City Union Station to Chicago Union Station.	I-70 E to St. Louis, then I-55 N to Chicago.
Tip	Book a Roomette for overnight comfort and included dining car meals.	Avoid rush hour traffic in St. Louis by timing your departure for mid-morning.

Travel Tips

Station Access
Kansas City Union Station is a 20-minute drive from Overland Park.
Traffic Warning
I-55 N into Chicago can experience significant congestion during weekday afternoons.
Parking
Use apps like SpotHero to find discounted parking garages in downtown Chicago.
Public Transit
Use the CTA 'L' train system to navigate Chicago without a car.
Weather
Chicago winters are harsh; pack heavy layers if traveling between November and March.

Safety Tips

Highway Safety
Stay alert for heavy semi-truck traffic on I-55.
Urban Awareness
Stay in well-lit, populated areas when walking downtown at night.
Vehicle Security
Never leave valuables in your car when parked in public lots.
Emergency Prep
Keep a winter emergency kit in your trunk if driving during colder months.