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Cheap Flights from Chicago to Boston $183.41

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Here are your best fares found in the past 7 days

The lowest fare found for this route is $190.06 on Mon, May 01 from MDW to BOS
Flights Fare Calendar Find minimum fare between origin MDW and destination BOS Click this button to get previous 30 days data Click this button to get next 30 days data $610 $523 $436 $349 $261 $174 $87 $0 Apr May 25 26 27 28 29 30 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 31 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 31 1 2 3 4 5 6 7 8 9 10 11 12 T W T F S S M T W T F S S M T W T F S S M T W T F S S M T W T F S S M T W T F S S M T W T F S S M T W T F S S M T W T F S S M T W T F S S M T W T F S S M T W T F S S M T W T F S S M T W T F S S M T W T F S S M T W T F S Price is $ 523.6 on Delta Price is $ 510.9 on Delta Price is $ 488.6 on Delta Price is $ 482.59 on Delta Price is $ 454.6 on Delta Price is $ 448.6 on Delta Price is $ 394.82 on Delta Price is $ 386.6 on Delta Price is $ 366.6 on Delta Price is $ 364.54 on Delta Price is $ 363.59 on Delta Price is $ 361.6 on Delta Price is $ 361.6 on Delta Price is $ 350.61 on Delta Price is $ 346.61 on Delta Price is $ 339.67 on Delta Price is $ 337.44 on Delta Price is $ 333.3 on Delta Price is $ 328.6 on Delta Price is $ 322.61 on Delta Price is $ 322.61 on Delta Price is $ 322.61 on Delta Price is $ 322.61 on Delta Price is $ 318.61 on Delta Price is $ 318.61 on Delta Price is $ 309.6 on Delta Price is $ 307.96 on Delta Price is $ 307.14 on Delta Price is $ 304.59 on Delta Price is $ 300.6 on Delta Price is $ 294.6 on Delta Price is $ 290.6 on Delta Price is $ 290.6 on Delta Price is $ 290.6 on Delta Price is $ 276.6 on Delta Price is $ 263.6 on Delta Price is $ 260.6 on Delta Price is $ 260.6 on Delta Price is $ 259.6 on Delta Price is $ 256.6 on Delta Price is $ 235.6 on Delta Price is $ 231.6 on Delta Price is $ 231.6 on Delta Price is $ 231.6 on Delta Price is $ 231.6 on Delta Price is $ 221.23 on Delta Price is $ 221.23 on Delta Price is $ 210.48 on Delta Price is $ 203.6 on Delta Price is $ 203.6 on Delta Price is $ 203.6 on Delta Price is $ 203.6 on Delta Price is $ 203.6 on Delta Price is $ 203.6 on Delta Price is $ 203.6 on Delta Price is $ 203.6 on Delta Price is $ 203.6 on Delta Price is $ 196.27 on Delta Price is $ 196.27 on Delta Price is $ 195.38 on Delta Price is $ 191.85 on Delta Price is $ 191.58 on Delta Price is $ 190.98 on Delta Price is $ 190.98 on Delta Price is $ 190.98 on Delta Price is $ 190.06 on Delta Price is $ 190.06 on Delta Price is $ 190.06 on Delta Price is $ 190.06 on Delta Price is $ 190.06 on Delta Price is $ 190.06 on Delta

Cheapest Flights from Chicago to Boston (MDW to BOS)

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

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

Question : Can you cut down on flight costs by changing the day of the week you travel to Boston?
Answer : The cheapest day to fly in May is Tuesday. Having flexibility in your travel plans means you can save more, so be sure to plan ahead when possible.

Question : How does Chicago to Boston stack up against the rest of the world in overall promptness?
Answer : MDW to BOS currently scores 2 out of a possible 5 stars in promptness. This score combines both the number of delayed flights and total delay minutes. With 2 stars, you should feel rather worried about getting to Boston on time.

Question : What is the cheapest day to fly in the next four weeks?
Answer : Apr 27th has seen bookings (as of Apr 24th) as cheap as $179. That comes in 40% below the average price for this route. Saving now means you'll have more money in your pocket for the trip.

Question : If traveling from MDW to BOS, how long can you expect to be in the air?
Answer : Flying from MDW to BOS typically takes about two hours and 14 minutes.

Question : Is the price you found a good deal?
Answer : Prices for this trip tend to fluctuate more than other flights in the United States. They can range from $179 to $862. Prices tend to be lower the further out you book.

Question : Is there another way to get to Logan International Airport (BOS) besides Chicago Midway International Airport (MDW)?
Answer : Lucky for you, there is another airport near Chicago. O'Hare International Airport (ORD) is 16 miles away, and over the upcoming two months, flights are being booked 52% cheaper than flights from Chicago Midway International Airport.

Question : Is there a day that has more departure times to choose from than other days?
Answer : With four total flight time options, Monday provides the most flexibility from MDW to BOS. However, with only three flight times, Sunday doesn't offer quite as many options when finding that perfect departure time.