Is the train faster than flying?

No, flying is significantly faster at 2.5 hours versus 22 hours.

Where does the train arrive?

The Lake Shore Limited arrives at Union Station in downtown Chicago.

Do I need a car in Chicago?

No, the city has an extensive public transit system called the CTA.

What is the best airport?

O'Hare is larger, but Midway is often closer to the city center.

Are there direct trains?

Yes, the Lake Shore Limited runs directly from Boston to Chicago.

Cambridge

Chicago

Train Flight

Cambridge to Chicago

Updated: 28 May 2026

The journey from Cambridge to Chicago spans approximately 1,550 kilometers. You can fly from Logan International Airport to O'Hare or Midway in about 2.5 hours. Alternatively, take the MBTA Red Line to South Station and board the Amtrak Lake Shore Limited. This train route traverses the scenic Berkshires and upstate New York. Expect a travel time of roughly 22 hours by rail. Both options offer distinct views of the American landscape.

Total Distance: 1,550 km driving, 1,350 km air distance.

Fastest Way

Non-stop flight from Logan Airport, taking 2.5 hours.

Cheapest Way

Amtrak coach seat, often starting at $120 if booked early.

Compare Cambridge to Chicago Routes

	Train Direct	Flight Direct
Duration	22 hours	2 hours 30 mins
Avg Price	$120 - $300	$150 - $400
Operator	Amtrak Lake Shore Limited	JetBlue or United Airlines
Route	South Station to Union Station	BOS to ORD or MDW
Tip	Reserve a Roomette for a comfortable overnight experience.	Book at least three weeks in advance for the lowest fares.

Travel Tips

Airport Transit
Use the Blue Line train from O'Hare to reach downtown Chicago quickly.
Train Comfort
Bring a travel pillow and noise-canceling headphones for the long train ride.
Dining
Try deep-dish pizza at Lou Malnati's or Giordano's.
Weather
Pack layers as the wind off Lake Michigan can be unpredictable.
Booking
Use the Amtrak app to track your train's status in real-time.

Safety Tips

Public Transit
Stay aware of your surroundings on the CTA trains at night.
Crowds
Keep your belongings secure in high-traffic tourist areas like Michigan Avenue.
Navigation
Stick to well-lit main streets when walking after dark.
Emergency
Dial 911 for any immediate assistance needed in the city.