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 takes2 Hours 26 Minutes.

Flights from Boston Airport BOS to Chicago Airport MDW

We've found the cheapest flights to Chicago

Returns from £121.67

One-way from £60.45

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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

Airliner	Mo	Tu	We	Th	Fr	Sa	Su	First Flight	Last Flight	Flights
Southwest Airlines	2	2	2	2	2	2	3	05:00	18:50	VIEW FLIGHTS
NetJets	0	0	0	0	1	0	0	13:00	13:00	VIEW FLIGHTS

The greatest amount of direct flights offered from Logan International to Midway United States are by Southwest Airlines with around 15 flights a week. The earliest flight is available at 05:00 and the latest flights at 18:50 with the most popular flight number being WN1159, WN1549, WN2330 and WN2663.

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

Day

Flight Times

Flights

Monday

07:00

Airline	FlightNo
Southwest Airlines	WN787

18:35

Airline	FlightNo
Southwest Airlines	WN1549

VIEW FLIGHTS

Tuesday

08:10

Airline	FlightNo
Southwest Airlines	WN787

17:40

Airline	FlightNo
Southwest Airlines	WN855

VIEW FLIGHTS

Wednesday

08:10

Airline	FlightNo
Southwest Airlines	WN787

17:40

Airline	FlightNo
Southwest Airlines	WN855

VIEW FLIGHTS

Thursday

06:30

Airline	FlightNo
Southwest Airlines	WN1159

11:35

Airline	FlightNo
Southwest Airlines	WN2663

VIEW FLIGHTS

Friday

06:30

Airline	FlightNo
Southwest Airlines	WN1159

11:35

Airline	FlightNo
Southwest Airlines	WN2663

13:00

Airline	FlightNo
NetJets	EJA558

VIEW FLIGHTS

Saturday

06:30

Airline	FlightNo
Southwest Airlines	WN1159

18:25

Airline	FlightNo
Southwest Airlines	WN4309

VIEW FLIGHTS

Sunday

05:00

Airline	FlightNo
Southwest Airlines	WN3190

11:55

Airline	FlightNo
Southwest Airlines	WN1159

18:50

Airline	FlightNo
Southwest Airlines	WN2330

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

Route	Distance	Flying Time
Windsor Locks to Chicago Midway	1,246 km (774 miles)	2 Hours 17 Minutes
Bedford Hanscom to Chicago Midway	1,358 km (844 miles)	2 Hours 25 Minutes
Westhampton to Chicago Midway	1,267 km (787 miles)	2 Hours 18 Minutes
Manchester boston Regional to Chicago Midway	1,345 km (835 miles)	2 Hours 24 Minutes
Providence to Chicago Midway	1,353 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.

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 £60.45 ($78 €71.98)

£60.45

$78 | €71.98

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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 £121.67 ($157 €144.88)

£121.67

$157 | €144.88

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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 £37.97 ($49 €45.22)

£37.97

$49 | €45.22

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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 £77.50 ($100 €92.28)

£77.50

$100 | €92.28

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.

Flights from Boston Airport BOS to Chicago Airport MDW

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