Direct flights from Chicago to Boston

Did you mean flights from Boston to Chicago?

Chicago

United States

United States

MDW

Midway International Airport

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Boston

United States

United States

BOS

Logan International Airport

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Flight schedule
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Click to show full flight schedule

Distance
858 miles  ·  (1,381 km)
Flight time
2 hours and 10 minutes
Airlines
  • Southwest Airlines
Alliances
  • OneWorld
  • SkyTeam
  • Star Alliance
Classes
  • Economy
  • Premium Economy
  • Business Class
  • First Class
Aircrafts
  • Boeing 737-700 (winglets)
  • Boeing 737-800 (winglets)

Chicago to Boston Flight Schedule

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.

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Airlines flying from Chicago to Boston

Airline-specific flight schedules from Chicago to Boston

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.

Southwest Airlines
Southwest Airlines flight schedulefrom Chicago to Boston

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Chicago to Boston Flights

Flights from MDW to BOS are operated 11 times a week, with an average of 2 flights per day. Departure times vary between 06:30 - 20:50. The earliest flight departs at 06:30, the last flight departs at 20:50. 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 10 minutes. The flight distance between Chicago and Boston is 858 miles (or 1,381 km).

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Frequently asked questions - FAQ

How many airports are there in Boston?

There are 2 airports in Boston: Logan International Airport (BOS) and Boston Harbor Seaplane Base (BNH).

How many flights per week are there from MDW to BOS?

There are 11 flights per week flying from Chicago to Boston (as of September 2021).

How long does it take to fly from Chicago to Boston?

2 hours and 10 minutes is the average flight time from Chicago to Boston.

How far is Boston from Chicago?

The distance from Chicago to Boston is 858 miles (1,381 kilometers).

What airlines fly nonstop from MDW airport to BOS airport?

Southwest Airlines is the only airline flying nonstop from Chicago to Boston.

What alliances have direct flights from Chicago to Boston?

There are no alliances flying direct from Chicago to Boston at the moment.

What classes are available from Chicago to Boston?

You can fly non-stop in Economy only.

What aircraft types fly from Chicago to Boston?

Aircraft types that fly from Chicago to Boston:

  • Boeing 737-700 (winglets)
  • Boeing 737-800 (winglets)

What is the earliest flight departing from Chicago to Boston?

The earliest flight departs at 06:30 from Chicago and arrives at 09:45 at Boston.

What is the latest flight available from Chicago to Boston?

The latest flight departs at 20:50 from Chicago and arrives at 00:05 at Boston.

Non-stop flights from MDW to BOS

858 miles (1,381 km)  ·  2h 10m

Round trip
1 passenger
Economy
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Return schedule
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  • Depart
  • Arrive
  • Airline
  • Flight no
  • Aircraft
  • Classes
  • 08:15

  • 11:30

  • Southwest Airlines

    Southwest Airlines

  • WN 4996

  • Southwest Airlines

  • Boeing 737-700 (winglets)

  • Y

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    F

  • 08:30

  • 11:45

  • Southwest Airlines

    Southwest Airlines

  • WN 2078

  • Southwest Airlines

  • Boeing 737-700 (winglets)

  • Y

    W

    J

    F

  • 09:20

  • 12:35

  • Southwest Airlines

    Southwest Airlines

  • WN 4658

  • Southwest Airlines

  • Boeing 737-800 (winglets)

  • Y

    W

    J

    F

  • 09:45

  • 13:00

  • Southwest Airlines

    Southwest Airlines

  • WN 5078

  • Southwest Airlines

  • Boeing 737-700 (winglets)

  • Y

    W

    J

    F

  • 12:20

  • 15:35

  • Southwest Airlines

    Southwest Airlines

  • WN 3240

  • Southwest Airlines

  • Boeing 737-800 (winglets)

  • Y

    W

    J

    F

  • 13:30

  • 16:45

  • Southwest Airlines

    Southwest Airlines

  • WN 4599

  • Southwest Airlines

  • Boeing 737-700 (winglets)

  • Y

    W

    J

    F

  • 13:45

  • 17:00

  • Southwest Airlines

    Southwest Airlines

  • WN 1287

  • Southwest Airlines

  • Boeing 737-800 (winglets)

  • Y

    W

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    F

  • 15:05

  • 18:20

  • Southwest Airlines

    Southwest Airlines

  • WN 1596

  • Southwest Airlines

  • Boeing 737-700 (winglets)

  • Y

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  • 18:30

  • 21:45

  • Southwest Airlines

    Southwest Airlines

  • WN 6092

  • Southwest Airlines

  • Boeing 737-700 (winglets)

  • Y

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  • 18:45

  • 22:00

  • Southwest Airlines

    Southwest Airlines

  • WN 5182

  • Southwest Airlines

  • Boeing 737-800 (winglets)

  • Y

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  • 19:00

  • 22:15

  • Southwest Airlines

    Southwest Airlines

  • WN 377

  • Southwest Airlines

  • Boeing 737-700 (winglets)

  • Y

    W

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  • 20:30

  • 23:40

  • Southwest Airlines

    Southwest Airlines

  • WN 3512

  • Southwest Airlines

  • Boeing 737-700 (winglets)

  • Y

    W

    J

    F

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