Direct (nonstop) flights from Boston to Chicago
1 airline flys nonstop from Boston Logan International Airport (BOS) to Chicago Midway International (MDW). It's 859 miles (1,382 km), about 2h 40m in the air. Operated by Southwest Airlines.
Southwest Airlines
Route data last updated: May 29, 2026
Airlines with non-stop flights
WN
Southwest Airlines
Alternative Routes
Other ways to fly from Boston to Chicago with one stop · direct emits 159 kg CO₂ per passenger
Looking for the return flight?
MDW → BOS: Flights from Chicago to BostonOther direct flights from Boston
Direct flights from Chicago (MDW)
Frequently Asked Questions
How long is the direct flight from Boston to Chicago?
A nonstop flight from Boston (BOS) to Chicago (MDW) takes approximately 2 hours and 40 minutes. The distance is 859 miles (1,382 km).
Which airlines fly nonstop from Boston to Chicago?
Just Southwest Airlines.
Is there a nonstop flight from Boston to Chicago?
Yes. 1 airline: Southwest Airlines.
How far is Boston from Chicago?
The flight distance from Boston to Chicago is 859 miles (1,382 km), measured as the great-circle (shortest air) distance. That's roughly the same distance as London to Madrid.
What type of aircraft flies from Boston to Chicago?
At 2h 40m, this route typically uses narrow-body or mid-range jets — Boeing 737 MAX or Airbus A320neo. Varies by airline.
What is the carbon footprint of a flight from Boston to Chicago?
Roughly 159 kg CO2 per passenger one-way. That's about the same as driving 795 km.
Is the return flight from Chicago to Boston also nonstop?
Yes — nonstop flights run both ways. Flight time may differ slightly due to wind patterns.
When is the cheapest time to fly from Boston to Chicago?
Midweek flights (Tue/Wed) outside holiday peaks are usually cheapest. 3-6 weeks ahead is a good window for this route. Use "Check Prices" above to compare.
How early should I arrive at Boston Logan International Airport for this flight?
1.5-2 hours for domestic. Add more time during holidays or busy travel weekends.