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

Flights are available to Midway from Logan International with a choice of 4 airliners, Summit Aviation, Flexjet, NetJets 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 Airlines433443306:1523:00VIEW FLIGHTS
NetJets002100011:0015:07VIEW FLIGHTS
Summit Aviation000010018:4818:48VIEW FLIGHTS
Flexjet100000014:3014:30VIEW FLIGHTS

Southwest Airlines offer the most direct flights from Midway to Logan International with an average of 24 flights a week. The earliest flights are operated at 06:15 and the latest flights operated at 23:00 and the most common flight numbers are WN2383, WN5802, WN745 and WN862

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
06:15
AirlineFlightNo
Southwest AirlinesWN862
09:00
AirlineFlightNo
Southwest AirlinesWN5802
14:30
AirlineFlightNo
FlexjetLXJ352
19:15
AirlineFlightNo
Southwest AirlinesWN745
23:00
AirlineFlightNo
Southwest AirlinesWN2383
VIEW FLIGHTS
Tuesday
10:30
AirlineFlightNo
Southwest AirlinesWN862
17:15
AirlineFlightNo
Southwest AirlinesWN745
22:30
AirlineFlightNo
Southwest AirlinesWN2383
VIEW FLIGHTS
Wednesday
07:15
AirlineFlightNo
Southwest AirlinesWN862
11:00
AirlineFlightNo
NetJetsEJA905
13:55
AirlineFlightNo
Southwest AirlinesWN745
14:11
AirlineFlightNo
NetJetsEJA946
22:30
AirlineFlightNo
Southwest AirlinesWN2383
VIEW FLIGHTS
Thursday
09:30
AirlineFlightNo
Southwest AirlinesWN862
12:15
AirlineFlightNo
Southwest AirlinesWN5802
15:07
AirlineFlightNo
NetJetsEJA593
19:15
AirlineFlightNo
Southwest AirlinesWN745
23:00
AirlineFlightNo
Southwest AirlinesWN2383
VIEW FLIGHTS
Friday
09:30
AirlineFlightNo
Southwest AirlinesWN862
12:15
AirlineFlightNo
Southwest AirlinesWN5802
18:48
AirlineFlightNo
Summit AviationYEL87
19:15
AirlineFlightNo
Southwest AirlinesWN745
23:00
AirlineFlightNo
Southwest AirlinesWN2383
VIEW FLIGHTS
Saturday
12:10
AirlineFlightNo
Southwest AirlinesWN5802
12:30
AirlineFlightNo
Southwest AirlinesWN2383
17:00
AirlineFlightNo
Southwest AirlinesWN745
VIEW FLIGHTS
Sunday
10:15
AirlineFlightNo
Southwest AirlinesWN862
17:50
AirlineFlightNo
Southwest AirlinesWN998
20:30
AirlineFlightNo
Southwest AirlinesWN2383
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

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

Planning a Holiday or Business Trip?

Search for the best car hire in Boston, United States

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

1+ STOP(S)
What is the cheapest flight one way from Chicago MDW to Boston BOS?
The cheapest flight one way from Chicago MDW to Boston BOS is £57.72 ($72 €66.75)
£57.72
$72 | €66.75
Check Latest Price
1+ STOP(S)
What is the cheapest return flight from Chicago MDW to Boston BOS?
The cheapest return flight from Chicago MDW to Boston BOS is £262.14 ($327 €303.14)
£262.14
$327 | €303.14
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

Was your flight delayed or cancelled?

Was your flight delayed or cancelled?

You may be eligible to receive up to 600 EUR compensation per person in your party.

Claim Now!

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

Who flies from Chicago to Boston?
The following airlines fly from Chicago (MDW) to Boston (BOS): Flexjet, NetJets, Southwest Airlines, Summit Aviation.
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.

Other Airports Connecting To Logan Airport in united states

Looking for the best hire car deals?

Search for the best car rentals at Logan Airport

Useful Information about Logan Airport

Lounges at Logan Airport

See all the airport lounges, locations and opening times available at Logan Airport

View...
Eating and Drinking at Logan Airport

See all bars and restaurants at Logan Airport, including locations and if they are before or after check-in

View...
Duty Free Shopping at Logan Airport

See all shops available at Logan Airport - plan your duty free shopping in advance

View...
Boston Logan Airport Ferry Transfers

Information about using the MBTA Commuter Boat and water shuttle taxis at Boston Logan Airport...

View...