Direct (nonstop) flights from Chicago to Boston
1 airline flys nonstop from Chicago Midway International (MDW) to Boston Logan International Airport (BOS). It's 859 miles (1,382 km), about 2h 20m in the air. Operated by Southwest Airlines.
Southwest Airlines
Route data last updated: May 31, 2026
Airlines with non-stop flights
WN
Southwest Airlines
Alternative Routes
Other ways to fly from Chicago to Boston with one stop · direct emits 159 kg CO₂ per passenger
Looking for the return flight?
BOS → MDW: Flights from Boston to ChicagoOther direct flights from Chicago
Direct flights from Boston (BOS)
Frequently Asked Questions
How long is the direct flight from Chicago to Boston?
A nonstop flight from Chicago (MDW) to Boston (BOS) takes approximately 2 hours and 20 minutes. The distance is 859 miles (1,382 km).
Which airlines fly nonstop from Chicago to Boston?
Just Southwest Airlines.
Is there a nonstop flight from Chicago to Boston?
Yes. 1 airline: Southwest Airlines.
How far is Chicago from Boston?
The flight distance from Chicago to Boston 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 Chicago to Boston?
At 2h 20m, 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 Chicago to Boston?
Roughly 159 kg CO2 per passenger one-way. That's about the same as driving 795 km.
Is the return flight from Boston to Chicago 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 Chicago to Boston?
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 Chicago Midway International for this flight?
1.5-2 hours for domestic. Add more time during holidays or busy travel weekends.