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Cheap Flights from General Edward Lawrence Logan International Airport to Midway International Airport

Search for flights from Boston to Chicago and check out affordable one-way and round-trip options.

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  • Round-trip
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Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Selected Airlines from General Edward Lawrence Logan International Airport to Midway International Airport

See which airlines fly from Boston to Chicago. Find the airline that best meets your travel needs by comparing prices and treat yourself to an enjoyable journey.

Frontier Airlines
From S$ 70
Southwest Airlines
From S$ 99
Spirit Airlines
From S$ 114
Jetblue Airways
From S$ 117
American Airlines
From S$ 143
Delta Air Lines
From S$ 202
United Airlines
From S$ 215
Sun Country Airlines
From S$ 287
ANA airlines
Find more flights and airlines
Flight Schedule from General Edward Lawrence Logan International Airport to Midway International Airport

Check the schedule for flights from Boston to Chicago and find the flight that best matches your travel plans.

Flight info.
Departure
Arrival
Weekly Schedule
  1. WN678

    06:30

    BOS

    2.8h

    Direct

    08:15

    MDW

    SMTWTFS
  2. F92167

    08:15

    BOS

    1.5h

    09:47

    PHL

    SMT---S
  3. F94367

    17:49

    PHL

    2.3h

    19:02

    MDW

    SMTWTFS
  4. F91893

    08:21

    BOS

    1.7h

    10:02

    PHL

    ---W---
  5. F94367

    17:49

    PHL

    2.3h

    19:02

    MDW

    SMTWTFS
  6. F93011

    12:36

    BOS

    1.5h

    14:08

    PHL

    -M---FS
  7. F94367

    17:49

    PHL

    2.3h

    19:02

    MDW

    SMTWTFS
  8. DL2222

    13:07

    BOS

    2.2h

    15:18

    DTW

    SMTWTFS
  9. DL3964

    16:05

    DTW

    1.3h

    16:23

    MDW

    SMTWTFS
  10. DL322

    13:50

    BOS

    2.9h

    16:42

    ATL

    SMTWTFS
  11. DL1076

    20:45

    ATL

    1.9h

    21:41

    MDW

    SMTWTFS
  12. WN4190

    18:13

    BOS

    2.8h

    Direct

    19:58

    MDW

    SMTWTFS

General Edward Lawrence Logan International Airport to Midway International Airport Flights Info

Flight distance1,380.83km
Cheapest one-way ticket priceS$ 66
Cheapest return ticket priceS$ 129

FAQs for General Edward Lawrence Logan International Airport to Midway International Airport Flights

  • How long is a flight from General Edward Lawrence Logan International Airport (BOS) to Midway International Airport (MDW)?

    It takes around 2 hours 41 minutes to fly from General Edward Lawrence Logan International Airport (BOS) to Midway International Airport (MDW).
  • How many daily flights are there from General Edward Lawrence Logan International Airport (BOS) to Midway International Airport (MDW)?

    There are around 3 daily flights from General Edward Lawrence Logan International Airport (BOS) to Midway International Airport (MDW).
  • When to buy flight tickets from General Edward Lawrence Logan International Airport (BOS) to Midway International Airport (MDW) the cheapest?

    Tickets cost around S$ 276 in April, making it the cheapest month to book. General Edward Lawrence Logan International Airport (BOS) to Midway International Airport (MDW) is a popular route, so don't forget to book your tickets in advance.
  • When to buy flight tickets from General Edward Lawrence Logan International Airport (BOS) to Midway International Airport (MDW) most expensive?

    The route from General Edward Lawrence Logan International Airport (BOS) to Midway International Airport (MDW) is quite popular. Without considering departure times or holidays, tickets cost around S$ 276 in April, the most expensive month to book this route.
  • What time does the earliest flight from General Edward Lawrence Logan International Airport to Midway International Airport depart?

    The earliest flight departs from General Edward Lawrence Logan International Airport (BOS) at 05:10 and arrives in Midway International Airport (MDW) at 07:00.
  • What time does the latest flight from General Edward Lawrence Logan International Airport to Midway International Airport depart?

    The latest flight departs from General Edward Lawrence Logan International Airport (BOS) at 21:40 and arrives in Midway International Airport (MDW) at 23:25.
  • What is the transportation method from the main airport to downtown in Chicago?

    • The distance from O'Hare International Airport to downtown is about 25km, by taxi about 40 minutes.
    • The distance from Midway International Airport to downtown is about 14km, by taxi about 30 minutes.
  • What's the closest airport to Midway International Airport (MDW)?

    The closest airport to Midway International Airport (MDW) is O'Hare International Airport. The distance is around 25km.
  • Which airline operates the most direct flights from General Edward Lawrence Logan International Airport (BOS) to Midway International Airport (MDW)?

    Southwest Airlines is a very popular airline operating an average of 856 flights per month.