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BOS (Boston) to MDW (Chicago) Flights $174.79

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Cheap BOS to MDW Flights

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Chicago

$104.10

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

Question : If you’re booking BOS to MDW, how many different choices of departure times do you have?
Answer : The number of flight times varies by day, but on average, BOS to MDW sees three different choices. The average route departing the United States currently has five different flight times per day, so expect fewer choices than you're used to.

Question : About how long is the flight from Boston to Chicago?
Answer : On average, the flight time from BOS to MDW is two hours and 51 minutes.

Question : How often are flights late from Logan International Airport (BOS) to Chicago Midway International Airport (MDW)?
Answer : The Boston to Chicago route has a 75% on-time rate, ranking in the 52nd percentile worldwide in getting their passengers to their destinations on schedule. If a flight is delayed, though, expect an average of less than half an hour added to your flight time.

Question : Are you paying the cheapest or highest price for your ticket to Chicago?
Answer : Flight prices are fluctuating more for this route than the majority of routes in the United States, as they're ranging from $174 to $651. The further out you book a route, the more likely you are to save.

Question : Which airline is offering the cheapest flight from BOS to MDW?
Answer : Ticket costs are hitting highs of $651 over the next three months when flying to MDW from BOS. Check out Delta Air Lines, as they have been booking customers at just $174.

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

Question : What day of the week has the most flight time options?
Answer : With three total flight time options, Saturday provides the most flexibility from BOS to MDW. With 5,738 different time options, Sunday provides the most options on average across all flights departing the United States.