About This Route
Which side of the plane should I sit on flying from General Edward Lawrence Logan International (BOS) to Chicago Midway International (MDW)?
Sit on the Right side of the plane for the best views on flights from Boston to Chicago. The right side delivers the dramatic Boston Harbor and skyline departure, and during cruise you track roughly along the 42nd parallel through upstate New York and northern Indiana. The right side also catches the southern Lake Erie shoreline in the mid-flight segment. While the left side wins on landing, the takeoff views from the right are more spectacular and distinctive, making it the better overall seat for the full journey.
What can I see during takeoff from General Edward Lawrence Logan International in Boston?
During takeoff from General Edward Lawrence Logan International (BOS), sit on the Right side for the best views. Logan's primary westbound departures typically use Runway 22L/22R or 27, heading southwest over the harbor. The right side gives you Boston Harbor, the downtown skyline, and the Charles River basin as you climb out. You get a clear look at the city grid and the harbor islands before turning west. Notable sights include: Boston Harbor and Harbor Islands, Downtown Boston skyline, Charles River and Cambridge, Fenway Park.
What can I see when landing at Chicago Midway International in Chicago?
When landing at Chicago Midway International (MDW), sit on the Left side for the best views. Midway sits on Chicago's southwest side, and arrivals typically come in from the east or northeast on Runway 31C/31L. The left side gives you Lake Michigan's shoreline, the downtown Chicago Loop, and Grant Park as you descend. You track the lakefront south before turning final. Notable sights include: Lake Michigan shoreline, Chicago Loop skyline, Grant Park and Museum Campus, Midway Airport grid on the southwest side.
How long is the flight from Boston to Chicago?
The flight from General Edward Lawrence Logan International (BOS) to Chicago Midway International (MDW) takes Approximately 2 hours 15 minutes to 2 hours 30 minutes.
What does the Boston to Chicago flight path pass over?
The flight tracks west-southwest across Massachusetts, then over the Berkshires (a low rolling ridge visible as dark forested terrain), across upstate New York south of Albany, over the Finger Lakes region (long narrow lakes visible as silver slivers in the landscape), across northern Pennsylvania and the southern Lake Erie shoreline, then into northern Indiana and Illinois farmland — a flat, heavily gridded agricultural landscape for the final 200 miles into Chicago.