Flights from Boston Airport BOS to Chicago Airport MDW

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 £74.55 ($100 €89.37)

£74.55

$100 | €89.37

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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 £147.61 ($198 €176.94)

£147.61

$198 | €176.94

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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 £71.57 ($96 €85.79)

£71.57

$96 | €85.79

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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 £145.37 ($195 €174.26)

£145.37

$195 | €174.26

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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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