Flights from Boston Airport BOS to Chicago Airport MDW

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2 Airliners fly direct from Logan International to Midway, Flexjet and Southwest Airlines. When flying from Logan International to Midway you will cover 1,381 Km (858 Miles) with the flight time at approximately 2 Hours 26 Minutes. The airport code for Logan International is BOS and for Midway it is MDW.

The cost of the air travel varies depending on what day you travel and the time of day. With the advent of cheap no frills flights it may be worth booking in advance if possible to get the best deal to Midway United States, perhaps late evening or midweek. Flights to Midway United States normally go up in price the nearer the travel date, so it would be advisable to book as early as possible.

There is a time difference of 6.0 GMT at Midway United States, so remember to alter your watch to the correct time upon your arrival.

If you plan on flying to Midway Airport (MDW) from Logan International Airport (BOS) you can pre-arrange your long or short term parking at Logan International Airport (BOS).

If you had a rental car at Midway Airport (MDW) and need to return it, find the nearest fuel station on your route to Midway Airport (MDW) and avoid excess fees.

Organise and book your choice of transport to Logan International Airport (BOS):

Organise and book your choice of transport at Midway Airport (MDW):

You can also research and pre-book a hotel near Midway Airport (MDW)

Below you will see all the airlines that fly from Logan International (BOS) to Midway (MDW) and the number of flights they operate each day.

Flights Chart
AirlinerMoTuWeThFrSaSuFirst FlightLast FlightFlights
Southwest Airlines222443005:2018:25VIEW FLIGHTS
Flexjet100000015:1815:18VIEW FLIGHTS

The greatest amount of direct flights offered from Logan International to Midway United States are by Southwest Airlines with around 17 flights a week. The earliest flight is available at 05:20 and the latest flights at 18:25 with the most popular flight number being WN1266, WN3514, WN527 and WN699.

www.southwest.com/?ref=southwestairlines.com is available for information regarding booking flights etc with Southwest Airlines.

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
05:20
AirlineFlightNo
Southwest AirlinesWN699
15:18
AirlineFlightNo
FlexjetLXJ348
17:45
AirlineFlightNo
Southwest AirlinesWN701
VIEW FLIGHTS
Tuesday
05:30
AirlineFlightNo
Southwest AirlinesWN699
14:40
AirlineFlightNo
Southwest AirlinesWN701
VIEW FLIGHTS
Wednesday
05:30
AirlineFlightNo
Southwest AirlinesWN699
14:40
AirlineFlightNo
Southwest AirlinesWN701
VIEW FLIGHTS
Thursday
07:15
AirlineFlightNo
Southwest AirlinesWN833
11:50
AirlineFlightNo
Southwest AirlinesWN527
15:10
AirlineFlightNo
Southwest AirlinesWN3514
18:25
AirlineFlightNo
Southwest AirlinesWN1266
VIEW FLIGHTS
Friday
07:15
AirlineFlightNo
Southwest AirlinesWN833
11:50
AirlineFlightNo
Southwest AirlinesWN527
15:10
AirlineFlightNo
Southwest AirlinesWN3514
18:25
AirlineFlightNo
Southwest AirlinesWN1266
VIEW FLIGHTS
Saturday
06:30
AirlineFlightNo
Southwest AirlinesWN833
14:20
AirlineFlightNo
Southwest AirlinesWN527
20:30
AirlineFlightNo
Southwest AirlinesWN1266
VIEW FLIGHTS

You may also have a choice of an alternative airport when it comes to flying from Logan International and arriving at Midway. You can find details of this below.

Alternative Direct Routes
RouteStopsDistanceFlying Time
Nantucket to Chicago Midway01,471 km (914 miles)2 Hours 33 Minutes
Windsor Locks to Chicago Midway01,246 km (774 miles)2 Hours 17 Minutes
Bedford Hanscom to Chicago Midway01,358 km (844 miles)2 Hours 25 Minutes
New London to Chicago Midway01,306 km (811 miles)2 Hours 21 Minutes
Manchester boston Regional to Chicago Midway01,345 km (835 miles)2 Hours 24 Minutes
Worcester to Chicago Midway01,311 km (814 miles)2 Hours 21 Minutes
Providence to Chicago Midway01,353 km (840 miles)2 Hours 24 Minutes

Before departing customs Logan International make sure that you do not exceed baggage allowances as excess charges may be considerable.

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

DIRECT Southwest Airlines
What is the cheapest direct flight one way from Boston BOS to Chicago MDW?
The cheapest direct flight one way from Boston BOS to Chicago MDW is £46.91 ($63 €54.32)
£46.91
$63 | €54.32
Check Latest Price
DIRECT Southwest Airlines
What is the cheapest direct return flight from Boston BOS to Chicago MDW?
The cheapest direct return flight from Boston BOS to Chicago MDW is £94.56 ($127 €109.50)
£94.56
$127 | €109.50
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 BOS to MDW

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

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

Alternative Airports in United States with Connections from Logan Airport

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