Flights from Boston Airport BOS to Chicago Airport MDW

2 Airliners fly direct from Logan International to Midway, NetJets 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 Airlines322333306:4019:55VIEW FLIGHTS
NetJets020000110:0016:30VIEW FLIGHTS

The greatest amount of direct flights offered from Logan International to Midway United States are by Southwest Airlines with around 19 flights a week. The earliest flight is available at 06:40 and the latest flights at 19:55 with the most popular flight number being WN1549, WN3249, WN3586 and WN787.

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
06:40
AirlineFlightNo
Southwest AirlinesWN787
14:55
AirlineFlightNo
Southwest AirlinesWN3249
19:55
AirlineFlightNo
Southwest AirlinesWN3586
VIEW FLIGHTS
Tuesday
07:00
AirlineFlightNo
Southwest AirlinesWN787
10:00
AirlineFlightNo
NetJetsEJA531
16:30
AirlineFlightNo
NetJetsEJA849
18:00
AirlineFlightNo
Southwest AirlinesWN1549
VIEW FLIGHTS
Wednesday
07:00
AirlineFlightNo
Southwest AirlinesWN787
18:00
AirlineFlightNo
Southwest AirlinesWN1549
VIEW FLIGHTS
Thursday
06:40
AirlineFlightNo
Southwest AirlinesWN787
14:55
AirlineFlightNo
Southwest AirlinesWN3249
19:55
AirlineFlightNo
Southwest AirlinesWN3586
VIEW FLIGHTS
Friday
06:40
AirlineFlightNo
Southwest AirlinesWN787
14:55
AirlineFlightNo
Southwest AirlinesWN3249
19:55
AirlineFlightNo
Southwest AirlinesWN3586
VIEW FLIGHTS
Saturday
05:05
AirlineFlightNo
Southwest AirlinesWN787
12:05
AirlineFlightNo
Southwest AirlinesWN3249
17:05
AirlineFlightNo
Southwest AirlinesWN3586
VIEW FLIGHTS
Sunday
06:40
AirlineFlightNo
Southwest AirlinesWN787
10:00
AirlineFlightNo
NetJetsEJA225
14:55
AirlineFlightNo
Southwest AirlinesWN3249
19:55
AirlineFlightNo
Southwest AirlinesWN3586
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
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
Beverly to Chicago Midway01,395 km (867 miles)2 Hours 27 Minutes
New Haven to Chicago Midway01,237 km (769 miles)2 Hours 16 Minutes
Manchester boston Regional to Chicago Midway01,345 km (835 miles)2 Hours 24 Minutes
Portsmouth Pease to Chicago Midway01,394 km (866 miles)2 Hours 27 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.

Looking for the best hire car deals?

Search for a cheap hire vehicle in Boston

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

1+ STOP(S)
What is the cheapest flight one way from Boston BOS to Chicago MDW?
The cheapest flight one way from Boston BOS to Chicago MDW is £42.74 ($54 €51.13)
£42.74
$54 | €51.13
Check Latest Price
1+ STOP(S)
What is the cheapest return flight from Boston BOS to Chicago MDW?
The cheapest return flight from Boston BOS to Chicago MDW is £79.94 ($101 €95.63)
£79.94
$101 | €95.63
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

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 - Boston (BOS) to Chicago (MDW)

Who flies from Boston to Chicago?
The following airlines fly from Boston (BOS) to Chicago (MDW): NetJets, 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

Looking for the best car hire deals?

Search for a cheap hire vehicle in Boston, United States

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...
More Useful Information