How long is the train ride?

The train ride from Alliance to Chicago is about 6 hours.

Is Chicago expensive?

It can be, but there are many free museums and parks to enjoy.

What is the best way to get around?

The CTA train and bus system is the most efficient way to travel.

No, a car is a liability in downtown Chicago due to traffic and parking costs.

Yes, Amtrak is a safe and reliable way to travel.

Massillon

Chicago

Train Driving

Massillon to Chicago

Updated: 30 May 2026

The trip from Massillon to Chicago covers approximately 360 miles. You can drive via I-80 W, which takes about 5 hours and 30 minutes. Alternatively, you can drive to Alliance, Ohio, and take the Amtrak Capitol Limited train directly to Chicago Union Station. This journey offers a mix of urban landscapes and scenic Midwestern plains.

Total Distance: Driving distance 580 km, straight-line air distance 500 km.

Fastest Way

Driving is generally faster, provided you avoid peak rush hour traffic in Chicago.

Cheapest Way

Amtrak can be cheaper than driving if you book well in advance and avoid parking fees in Chicago.

Compare Massillon to Chicago Routes

	Train Direct	Driving Direct
Duration	6 hours	5 hours 30 mins
Avg Price	$60 - $150	$70 - $100 in fuel
Operator	Amtrak	Personal Vehicle
Route	Alliance Station to Chicago Union Station	I-80 W
Tip	Book your tickets in advance to get the best rates on the Capitol Limited.	Expect heavy traffic when entering the Chicago metropolitan area.

Travel Tips

Public Transit
Use the CTA 'L' train system to get around the city; it is cheaper and faster than driving.
Parking
Parking in downtown Chicago is very expensive; use apps like SpotHero to find deals.
Weather
Chicago is known as the 'Windy City' for a reason; bring a windbreaker even in summer.
Dining
Try the deep-dish pizza at local favorites like Lou Malnati's or Giordano's.
Safety
Stay in well-populated tourist areas and be aware of your surroundings at night.

Safety Tips

Train Safety
Keep your belongings close to you while riding public transit.
Driving Safety
Be cautious of aggressive drivers on the I-80/I-90 corridor.
Emergency Info
Save the number for Chicago non-emergency services (311) in your phone.
Walking
Stick to main streets when walking between attractions after dark.