Is it better to fly or take the train?

Flying is much faster, but the train is a unique, scenic experience.

How long is the flight?

Approximately 2.5 hours from Boston.

Yes, tourist areas are safe, but exercise standard urban caution.

No, Chicago has excellent public transit.

New Bedford

Chicago

Train Flight

New Bedford to Chicago

Updated: 30 May 2026

The distance from New Bedford to Chicago is approximately 1,000 miles. The most practical way to travel is by flying from Boston Logan International Airport (BOS) to O'Hare (ORD) or Midway (MDW). Alternatively, you can take the Amtrak Lake Shore Limited from Boston South Station for a scenic, albeit long, train journey. This route crosses the Appalachian Mountains and the Great Lakes region. It is a major transit corridor connecting the East Coast with the Midwest.

Total Distance: 1,600 km driving distance, 1,500 km air distance.

Fastest Way

Flying from Boston Logan is the fastest way to reach Chicago.

Cheapest Way

Flying is often cheaper than the cost of a sleeper train ticket.

Compare New Bedford to Chicago Routes

	Train Direct	Flight Direct
Duration	22 hours	2 hours 30 mins
Avg Price	$150-$300	$150-$400
Operator	Amtrak	United/American
Route	Lake Shore Limited from Boston South Station to Chicago Union Station.	BOS to ORD/MDW.
Tip	Book a sleeper car for a more comfortable overnight experience.	Book flights at least 3 weeks in advance for the best rates.

Travel Tips

Use the 'L'
Chicago's elevated train system is the best way to get around the city.
Try Deep Dish Pizza
It is a Chicago staple; visit a local pizzeria for an authentic experience.
Walk the Riverwalk
The Chicago Riverwalk is a beautiful place for a stroll and offers great city views.
Dress in Layers
Chicago weather can change quickly; always be prepared for wind and temperature shifts.
Visit Museums Early
Popular museums get crowded by noon; arrive early to beat the lines.

Safety Tips

Stay in Tourist Areas
Stick to well-populated areas like the Loop and Magnificent Mile.
Use Official Transport
Only use marked taxis or verified ride-share apps.
Be Aware of Surroundings
Maintain standard urban awareness, especially when using public transit at night.
Secure Valuables
Keep your phone and wallet secure in crowded tourist areas.