Southwest Airlines
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United States
Midway International Airport
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United States
Logan International Airport
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Scan through all non-stop flights from Chicago to Boston. The full flight schedule below gives an overview of all non-stop flights from MDW to BOS, which includes the daily timetable of every operating airline for the upcoming 12 months.
Note: for airline-specific flight schedules, please scroll further down.
Currently, there is only one airline operating non-stop flights from Chicago MDW to Boston BOS, which is Southwest Airlines. This section gives an overview of the flight schedules and timetables of every airline with direct flights for this route.
Click an airline below to view their MDW BOS flight schedule.
Flights from MDW to BOS are operated 17 times a week, with an average of 2 flights per day. Departure times vary between 05:35 - 21:30. The earliest flight departs at 05:35, the last flight departs at 21:30. However, this depends on the date you are flying so please check with the full flight schedule above to see which departure times are available on your preferred date(s) of travel.
On this non-stop route, you can fly in Economy only.
The fastest direct flight from Chicago to Boston takes 2 hours and 20 minutes. The flight distance between Chicago and Boston is 858 miles (or 1,381 km).
There is 1 airport in Boston: Logan International Airport (BOS).
There are 17 flights per week flying from Chicago to Boston (as of April 2024).
2 hours and 20 minutes is the average flight time from Chicago to Boston.
The distance from Chicago to Boston is 858 miles (1,381 kilometers).
Southwest Airlines is the only airline flying nonstop from Chicago to Boston.
There are no alliances flying direct from Chicago to Boston at the moment.
You can fly non-stop in Economy only.
Aircraft types that fly from Chicago to Boston:
The earliest flight departs at 05:35 from Chicago and arrives at 08:50 at Boston.
The latest flight departs at 21:30 from Chicago and arrives at 00:45 at Boston.
858 miles (1,381 km) · 2h 20m
06:15
09:30
Southwest Airlines
WN 862
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
07:00
10:15
Southwest Airlines
WN 862
Southwest Airlines
Boeing 737-700 (winglets)
Y
W
J
F
07:15
10:30
Southwest Airlines
WN 862
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
08:50
12:10
Southwest Airlines
WN 5802
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
09:00
12:15
Southwest Airlines
WN 5802
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
12:30
15:50
Southwest Airlines
WN 2383
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
13:55
17:15
Southwest Airlines
WN 745
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
16:00
19:15
Southwest Airlines
WN 745
Southwest Airlines
Boeing 737-700 (winglets)
Y
W
J
F
17:00
20:15
Southwest Airlines
WN 745
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
17:50
21:10
Southwest Airlines
WN 998
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
19:15
22:30
Southwest Airlines
WN 2383
Southwest Airlines
Boeing 737 MAX 8
Y
W
J
F
19:45
23:00
Southwest Airlines
WN 2383
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
20:30
23:45
Southwest Airlines
WN 2383
Southwest Airlines
Boeing 737-800 (winglets)
Y
W
J
F
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