Tips and tricks to help you find cheap flights from Boston to Chicago Midway

Favorite airline: Frontier Airlines
The most popular airline for flights from Boston to Chicago Midway is Frontier Airlines.
Frontier Airlines
52 %
Delta
24 %
Porter Airlines
16 %
Cheapest weekday: Thursday
The cheapest days to fly on this route are Thursday.
Favourite connection: via Orlando
37 % of booked tickets on this route are for flights with a transfer in Orlando.
Route
bookings
1 stopover Orlando International Airport, FL
25h 34min, from 396 $US
37 %
1 stopover Philadelphia International Airport, PA
05h 45min, from 217 $US
32 %
1 stopover Toronto - City Centre Airport
10h 17min, from 550 $US
21 %

Important flight information

Discover more flights around Boston and Chicago Midway

Departure airport Airport Boston Logan International Airport, MA (BOS)
Arrival airport Airport Chicago Midway International Airport, IL (MDW)
Destination country Flights to United States
Departure airport - Destination country Boston Logan International Airport, MA - United States
Departure airport - City-Code Boston Logan International Airport, MA - Chicago
Alternative routes to United States
Alternative flights to Chicago Midway
Flight destinations with a similar price