Wanna go to Chicago? Craving an Italian Beef Sandwich (see photo above)? Boston-Chicago flights are still cheap, this summer has been unbelievable. Southwest Airlines is offering Boston to Midway Airport in Chicago for $44 each way before tax, which comes to $109.40 total roundtrip with tax, awesome! Go to Southwest.com and check your dates. The best fare is for mid-week travel.
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