The average bus between Boston and Chicago Midway Airport (MDW) takes 27h 12m and the fastest bus takes 22h 37m. The bus service runs several times per day from Boston to Chicago Midway Airport (MDW). The journey time may be longer on weekends and holidays; use the search form on this page to search for a specific travel date.
Buses run twice daily between Boston and Chicago Midway Airport (MDW). The earliest departure is at 1:30 AM at night, and the last departure from Boston is at 5:15 PM which arrives into Chicago Midway Airport (MDW) at 3:11 PM. All services require a transfer at Newark Penn Station and take an average of 27h 12m. The schedules shown below are for the next available departures.
Arrives next day



29h 59m • 3 changes
Arrives next day



21h 56m • 3 changes
Arrives next day



29h 59m • 3 changes
Arrives next day



21h 56m • 3 changes
Arrives next day



29h 59m • 3 changes
Arrives next day



21h 37m • 3 changes
Want to know about travelling from Boston to Chicago Midway Airport (MDW)? We have put together a list of the most frequently asked questions from our users such as: What is the cheapest mode of transport? What is the quickest option? How much do tickets usually cost? and many more.
No, there is no direct bus from Boston to Chicago Midway Airport (MDW). However, there are services departing from Boston station and arriving at Chicago Midway Airport (MDW) station via Newark Penn Station station. The journey, including transfers, takes approximately 27h 12m.
Boston to Chicago Midway Airport (MDW) bus services, operated by Greyhound USA, depart from Boston station.
Boston to Chicago Midway Airport (MDW) bus services, operated by Greyhound USA, arrive at Chicago Bus Station.
The distance between Boston and Chicago Midway Airport (MDW) is 1,376.2 km. The road distance is 1,783 km.
You can take a bus from Boston to Midway Orange Line Station via Newark Penn Station, Chicago Bus Station, Harrison & Jefferson, and Cicero & 24th Place in around 24h 5m.