Bedford
Bedford
Chicago
Chicago
Train Flight

Bedford to Chicago

Updated: 29 May 2026

The journey from Bedford to Chicago spans approximately 1,600 kilometers by road. Most travelers fly from Manchester-Boston Regional Airport to O'Hare International Airport for efficiency. Alternatively, you can take a bus to Boston South Station and board the Amtrak Lake Shore Limited. The train journey offers scenic views of the Berkshires and upstate New York. Driving requires navigating I-90 West through Massachusetts and New York. This route connects the quiet suburbs of New Hampshire to the bustling urban core of the Midwest.

Total Distance: 1,600 km driving, 1,450 km air distance.
Fastest Way
Direct flight from MHT to ORD, taking 2.5 hours.
Cheapest Way
Amtrak train, starting at $120 if booked early.
Compare Bedford to Chicago Routes
Train
Direct from Boston
Flight
Direct
Duration 22 hours 2 hours 30 mins
Avg Price $120 - $300 $150 - $400
Operator Amtrak Lake Shore Limited United Airlines
Route Boston South Station to Chicago Union Station MHT to ORD
Tip Reserve a roomette if you prefer privacy on the overnight leg. Book at least three weeks in advance to secure lower fares.
Travel Tips
  • Airport Transit
    Use the Blue Line train from O'Hare to reach downtown Chicago quickly.
  • Train Boarding
    Arrive at Boston South Station at least 45 minutes before your Amtrak departure.
  • Packing
    Chicago is known as the Windy City; bring layers regardless of the season.
  • Local Transport
    Purchase a Ventra card for seamless access to CTA buses and trains.
  • Dining
    Try deep-dish pizza at Lou Malnati's for an authentic Chicago culinary experience.
Safety Tips
  • Urban Awareness
    Stay in well-lit, populated areas when exploring downtown at night.
  • Public Transit
    Keep your belongings secure in crowded train cars during rush hour.
  • Weather Safety
    Check local forecasts for sudden lake-effect snow or severe thunderstorms.
  • Emergency Numbers
    Save the local non-emergency police line in your phone contacts.
People Also Ask
  • Is there a direct train from NH to Chicago?
    No, you must travel to Boston South Station to board the Amtrak Lake Shore Limited.
  • How long is the flight from MHT to Chicago?
    Direct flights typically take about 2 hours and 30 minutes.
  • What is the best way to get from Bedford to MHT?
    Uber, Lyft, or local taxi services are the most convenient options.
  • Does the train go through New York?
    Yes, the Lake Shore Limited passes through Albany and Buffalo, New York.
  • Are there direct flights from MHT to O'Hare?
    Yes, major carriers operate daily direct flights between these two airports.
Quick Info
  • From Bedford, New Hampshire, United States
  • To Chicago, Illinois, United States
  • Modes
Best Time to Travel

May to September for mild weather and clear skies.

Things to Do in Chicago
1
Millennium Park
Visit the iconic Cloud Gate sculpture, locally known as The Bean. It is a centerpiece of Chicago's downtown park system.
2
Art Institute of Chicago
Explore one of the oldest and largest art museums in the country. It houses famous works like American Gothic.
3
Willis Tower Skydeck
Step onto The Ledge, a glass balcony extending 1,353 feet over the city. It offers unparalleled views of the Chicago skyline.
4
Navy Pier
Enjoy the Centennial Wheel and various lakefront attractions. It is a prime spot for viewing Lake Michigan.
Tags
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