Flights from Chicago Airport MDW to Boston Airport BOS

We've found the cheapest flights to Boston

Returns from £117.45

One-way from £58.35

If you are looking to fly from Midway to Logan International you will find there are 4 airliners who offer this route. These include United Airlines, Flexjet, NetJets and Southwest Airlines. The official 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. If you know the dates you wish to travel then book you flights as soon as you can. The earlier you book your lights the cheaper they will be. You can get saving of up to 50% of you book 2 or 3 months in advance! If it is possible, you should book your flights 2 or more months in advance as ticket prices will be substantially lower.

On arriving at Logan International please note the time difference, the time zone at Logan International is 5.0 GMT compared to 6.0 GMT at Midway.

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

Flights Chart
AirlinerMoTuWeThFrSaSuFirst FlightLast FlightFlights
Southwest Airlines333334405:3020:40VIEW FLIGHTS
NetJets011000010:0015:00VIEW FLIGHTS
United Airlines000100017:4517:45VIEW FLIGHTS
Flexjet0000010VIEW FLIGHTS

Southwest Airlines is the most popular airliners who operate this route. They have around 23 a week with times that vary between 05:30 and 20:40.

Would you like to book your flight? Bookings can be made direct with Southwest Airlines on their website www.southwest.com/?ref=southwestairlines.com.

The flight time for the selected route vary based on the month you will travel, but below we has summarised the most common times they will fly. We recommend you only take these times as guidance and check with appropriate airline for the exact times for the date you depart.

Flights Time In WeekDays
DayFlight TimesFlights
Monday
05:30
AirlineFlight  No
Southwest AirlinesWN404
12:30
AirlineFlight  No
Southwest AirlinesWN1240
19:20
AirlineFlight  No
Southwest AirlinesWN1132
VIEW FLIGHTS
Tuesday
10:00
AirlineFlight  No
NetJetsEJM377
10:10
AirlineFlight  No
Southwest AirlinesWN1915
13:15
AirlineFlight  No
Southwest AirlinesWN1240
18:25
AirlineFlight  No
Southwest AirlinesWN3273
VIEW FLIGHTS
Wednesday
10:10
AirlineFlight  No
Southwest AirlinesWN1915
13:15
AirlineFlight  No
Southwest AirlinesWN1240
15:00
AirlineFlight  No
NetJetsEJA268
18:25
AirlineFlight  No
Southwest AirlinesWN3273
VIEW FLIGHTS
Thursday
05:30
AirlineFlight  No
Southwest AirlinesWN404
12:30
AirlineFlight  No
Southwest AirlinesWN1240
17:45
AirlineFlight  No
United AirlinesUA3777
19:20
AirlineFlight  No
Southwest AirlinesWN1132
VIEW FLIGHTS
Friday
05:30
AirlineFlight  No
Southwest AirlinesWN404
12:30
AirlineFlight  No
Southwest AirlinesWN1240
19:20
AirlineFlight  No
Southwest AirlinesWN1132
VIEW FLIGHTS
Saturday
07:50
AirlineFlight  No
Southwest AirlinesWN404
12:10
AirlineFlight  No
Southwest AirlinesWN1240
14:00
AirlineFlight  No
FlexjetLXJ603
15:00
AirlineFlight  No
Southwest AirlinesWN3273
18:30
AirlineFlight  No
Southwest AirlinesWN1132
VIEW FLIGHTS
Sunday
06:50
AirlineFlight  No
Southwest AirlinesWN1915
10:20
AirlineFlight  No
Southwest AirlinesWN1240
16:15
AirlineFlight  No
Southwest AirlinesWN3273
20:40
AirlineFlight  No
Southwest AirlinesWN676
VIEW FLIGHTS

Other routes are also possible. Flying from a different airport may offer more convenient flight times, so below we have we have put a list of other routes that may well be suitable.

Alternative Direct Routes
RouteStopsDistanceFlying Time
Grand Rapids Gerald R Ford to Boston02 Hours 13 Minutes
Gary to Boston02 Hours 24 Minutes
Milwaukee General Mitchell to Boston02 Hours 26 Minutes
Madison Dane County Regional to Boston02 Hours 34 Minutes
Chicago O'Hare to Boston02 Hours 27 Minutes
Chicago Pal Waukee to Boston02 Hours 27 Minutes
South Bend to Boston02 Hours 18 Minutes

A useful tip to save money to exchange money before you go, or go to a bureau de change outside of the airport when you arrive. The exchange rate within the airport are not very good so try to avoid changing money their if you can.

Don't forget to book your hire car!

Search for the best vehicle rental at MDW

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 £58.35 ($78 €67.88)
£58.35
$78 | €67.88
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 £117.45 ($157 €136.63)
£117.45
$157 | €136.63
Check Latest Price
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 £43.39 ($58 €50.47)
£43.39
$58 | €50.47
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 £98.75 ($132 €114.87)
£98.75
$132 | €114.87
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): Flexjet, NetJets, Southwest Airlines, United 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.

Alternative Airports in United States with Connections from Chicago Midway Airport

Planning a trip? Save money on car hire by booking in advance

Search for the best vehicle rental in Chicago Midway

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