Is there a direct train from Quincy to Chicago?

No, you must travel to Boston South Station to board the Amtrak Lake Shore Limited.

How long is the flight from Boston to Chicago?

The flight time is typically 2 hours and 45 minutes.

What is the best way to get to Logan Airport from Quincy?

The most reliable way is taking the MBTA Red Line to Park Street and transferring to the Silver Line.

Are there sleeper cars on the train to Chicago?

Yes, Amtrak offers roomettes and bedrooms on the Lake Shore Limited.

What is the cheapest month to fly to Chicago?

February and November typically offer the lowest airfares.

Quincy

Chicago

Train Flight

Quincy to Chicago

Updated: 28 May 2026

The journey from Quincy to Chicago covers approximately 1,050 miles. You can fly from Boston Logan International Airport, located just 10 miles from Quincy, to O'Hare or Midway. Alternatively, take the MBTA Red Line to South Station and board the Amtrak Lake Shore Limited. This rail route follows the historic New York Central Railroad path. The flight duration is roughly 2.5 hours, while the train takes about 22 hours. Both options offer distinct views of the American landscape.

Total Distance: 1,690 km driving distance; 1,550 km air distance.

Fastest Way

Non-stop flight from Boston Logan (BOS) to Chicago O'Hare (ORD) takes under 3 hours.

Cheapest Way

Amtrak coach seating is often the most budget-friendly if booked well in advance.

Compare Quincy to Chicago Routes

	Train Direct	Flight Direct
Duration	22 hours	2 hours 45 mins
Avg Price	$120 - $400	$150 - $350
Operator	Amtrak Lake Shore Limited	United Airlines
Route	South Station to Union Station	BOS to ORD
Tip	Book a roomette for a more comfortable overnight experience.	Book at least three weeks in advance to secure lower fares.

Travel Tips

Airport Access
Use the MBTA Silver Line to reach Logan Airport efficiently from Quincy.
Train Station
South Station in Boston is the primary hub for all long-distance rail travel.
Chicago Transit
Purchase a Ventra card for seamless access to the CTA 'L' train system.
Weather Prep
Chicago is known for high winds; pack layers regardless of the season.
Dining
Try authentic deep-dish pizza at Lou Malnati's or Giordano's.

Safety Tips

Public Transit
Stay aware of your surroundings when using the CTA late at night.
Crowded Areas
Keep your belongings secure in high-traffic tourist zones like Michigan Avenue.
Emergency
Dial 911 for any immediate emergency assistance in both cities.
Navigation
Use official transit apps to track bus and train arrivals in real-time.