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MDW (Chicago) to BOS (Boston) Flights

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Interesting Facts About Flights from Chicago to Boston (MDW to BOS)

Question : If you’re booking MDW to BOS, how many different options of departure times do you have?
Answer : Of course the day matters, but on average, four different flight times exist when you fly from MDW to BOS. That is lower than the national average of five.

Question : Will you do what it takes to get the absolute cheapest flight?
Answer : The lowest-cost day to fly in August is Tuesday. Flexibility is paramount when booking travel plans in order to keep travel costs down.

Question : Who's offering the cheapest round-trip flight to Logan International Airport (BOS) over the coming months?
Answer : Delta Air Lines is your best bet for finding that coveted low fare. They're offering fares as low as $184, while prices for other flights are as high as $627.

Question : How long do most people visit Boston?
Answer : Of course you're not most people, but if you were, you'd stay roughly four days.

Question : Do some days of the week have more flight times than others?
Answer : When you’re flying from MDW to BOS, the day with the most flight times is Monday, with four different options. Sunday currently offers the fewest number of flight times with three options.

Question : Is the price you found a good deal?
Answer : Flight prices are fluctuating more for this route than the majority of routes in the United States, as they're ranging from $184 to $627. The further out you book a route, the more likely you are to save.

Question : Is there an alternative to Chicago Midway International Airport (MDW) for getting you to Boston?
Answer : Chicago Midway International Airport is a wonderful airport, but in getting you to Boston, there is a lower cost option – O'Hare International Airport. It's just 16 miles away and flights are being priced 47% cheaper over the next few months.