Flights from Chicago Airport (MDW) to Logan Airport Airport (BOS)

We've found the cheapest flights to Boston

Returns from £88.19

One-way from £43.72

Flights are available to Midway from Logan International with a choice of 2 airliners, Red Wing Aviation and Southwest Airlines. When flying from Midway to Logan International you will cover 1,381 Km (858 Miles) with the flight time at approximately 2 Hours 26 Minutes. The airport code for Midway is MDW and for Logan International it is BOS.

The cost of ticket prices to Logan International United States can vary quite considerably if you travel at certain times of the week especially at weekends. With the advent of cheap no frills flights it may be worth booking in advance if possible to get the best deal to Logan International United States, perhaps late evening or midweek. Please book in advance if you want to take advantage of the best prices airlines have to offer as prices normally increase as time goes on.

The time zone at Logan International is 5.0 GMT compared to 6.0 GMT at Midway so bare this in mind is you need to make travel arrangements when you arrive at Logan International.

Please see below the airlines that fly from Midway (MDW) to Logan International (BOS) and the amount of daily flights in operation.

Flights Chart
AirlinerMoTuWeThFrSaSuFirst FlightLast FlightFlights
Southwest Airlines333334405:3020:40VIEW FLIGHTS
Red Wing Aviation001000014:3014:30VIEW FLIGHTS

Southwest Airlines offer the most direct flights from Midway to Logan International with an average of 23 flights a week. The earliest flights are operated at 05:30 and the latest flights operated at 20:40 and the most common flight numbers are WN1132, WN1240, WN1915 and WN3273

For more details regarding Southwest Airlines flight information and bookings you can visit them at www.southwest.com/?ref=southwestairlines.com

Please see below the times of flights. These times and frequency may vary at different times of the year please visit the website for more information.

Flights Time In WeekDays
DayFlight TimesFlights
Monday
05:30
AirlineFlightNo
Southwest AirlinesWN404
12:30
AirlineFlightNo
Southwest AirlinesWN1240
19:20
AirlineFlightNo
Southwest AirlinesWN1132
VIEW FLIGHTS
Tuesday
10:10
AirlineFlightNo
Southwest AirlinesWN1915
13:15
AirlineFlightNo
Southwest AirlinesWN1240
18:25
AirlineFlightNo
Southwest AirlinesWN3273
VIEW FLIGHTS
Wednesday
10:10
AirlineFlightNo
Southwest AirlinesWN1915
13:15
AirlineFlightNo
Southwest AirlinesWN1240
14:30
AirlineFlightNo
Red Wing AviationVJA620
18:25
AirlineFlightNo
Southwest AirlinesWN3273
VIEW FLIGHTS
Thursday
05:30
AirlineFlightNo
Southwest AirlinesWN404
12:30
AirlineFlightNo
Southwest AirlinesWN1240
19:20
AirlineFlightNo
Southwest AirlinesWN1132
VIEW FLIGHTS
Friday
05:30
AirlineFlightNo
Southwest AirlinesWN404
12:30
AirlineFlightNo
Southwest AirlinesWN1240
19:20
AirlineFlightNo
Southwest AirlinesWN1132
VIEW FLIGHTS
Saturday
07:50
AirlineFlightNo
Southwest AirlinesWN404
12:10
AirlineFlightNo
Southwest AirlinesWN1240
15:00
AirlineFlightNo
Southwest AirlinesWN3273
18:30
AirlineFlightNo
Southwest AirlinesWN1132
VIEW FLIGHTS
Sunday
06:50
AirlineFlightNo
Southwest AirlinesWN1915
10:20
AirlineFlightNo
Southwest AirlinesWN1240
16:15
AirlineFlightNo
Southwest AirlinesWN3273
20:40
AirlineFlightNo
Southwest AirlinesWN676
VIEW FLIGHTS

Alternatively, there are other routes that depart Midway and arrive at Logan International or other nearby airports. The table below gives you a summary of these.

Alternative Direct Routes
RouteStopsDistanceFlying Time
Grand Rapids Gerald R Ford to Boston 01,188 km (738 miles)2 Hours 13 Minutes
Milwaukee General Mitchell to Boston 01,380 km (858 miles)2 Hours 26 Minutes
Chicago O'Hare to Boston 01,391 km (864 miles)2 Hours 27 Minutes
Chicago Pal Waukee to Boston 01,396 km (867 miles)2 Hours 27 Minutes
South Bend to Boston 01,265 km (786 miles)2 Hours 18 Minutes

Don’t forget that flight regulations are getting tight so we recommend you leave plenty of time to get through customs at Midway.

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Flight Price FAQ - Chicago (MDW) to Boston (BOS)

DIRECT Southwest Airlines
What is the cheapest direct flight one way from Chicago MDW to Boston BOS?
The cheapest direct flight one way from Chicago MDW to Boston BOS is £43.72 ($58 €51.32)
£43.72
$58 | €51.32
Check Latest Price
DIRECT Southwest Airlines
What is the cheapest direct return flight from Chicago MDW to Boston BOS?
The cheapest direct return flight from Chicago MDW to Boston BOS is £88.19 ($117 €103.53)
£88.19
$117 | €103.53
Check Latest Price
Important Note: Prices shown are taken from searches performed for flights operating during the current month. Please use the "Latest Price" buttons to get the most up to date airfares.

Compare Flight Prices from MDW to BOS

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Flight Info FAQ - Chicago (MDW) to Boston (BOS)

Who flies from Chicago to Boston?
The following airlines fly from Chicago (MDW) to Boston (BOS): Red Wing Aviation, Southwest Airlines.
How far is the flight from Chicago to Boston?
The flight from Chicago to Boston is 1,381KM or 858 miles.
How long does the flight from Chicago to Boston to take?
The flight from Chicago to Boston takes 2 Hours 26 Minutes.

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