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Boston Logan International Airport to Chicago Midway International Airport flight

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

      • BOS 13:00
        17h 25m
        1 stop
        CHI 14:00
        Boston - Chicago | Wed, Sep 9 | Normal Airline
        CHI 15:00
        6h
        Nonstop
        BOS 16:00
        Chicago - Boston | Fri, Sep 11 | Normal Airline
        Search
        Search
      • BOS 13:00
        17h 25m
        1 stop
        CHI 14:00
        Boston - Chicago | Wed, Sep 9 | Normal Airline
        CHI 15:00
        6h
        Nonstop
        BOS 16:00
        Chicago - Boston | Fri, Sep 11 | Normal Airline
        Search
        Search
      • BOS 13:00
        17h 25m
        1 stop
        CHI 14:00
        Boston - Chicago | Wed, Sep 9 | Normal Airline
        CHI 15:00
        6h
        Nonstop
        BOS 16:00
        Chicago - Boston | Fri, Sep 11 | Normal Airline
        Search
        Search
      • BOS 13:00
        17h 25m
        1 stop
        CHI 14:00
        Boston - Chicago | Wed, Sep 9 | Normal Airline
        CHI 15:00
        6h
        Nonstop
        BOS 16:00
        Chicago - Boston | Fri, Sep 11 | Normal Airline
        Search
        Search
      • BOS 13:00
        17h 25m
        1 stop
        CHI 14:00
        Boston - Chicago | Wed, Sep 9 | Normal Airline
        CHI 15:00
        6h
        Nonstop
        BOS 16:00
        Chicago - Boston | Fri, Sep 11 | Normal Airline
        Search
        Search
      • BOS 13:00
        17h 25m
        1 stop
        CHI 14:00
        Boston - Chicago | Wed, Sep 9 | Normal Airline
        CHI 15:00
        6h
        Nonstop
        BOS 16:00
        Chicago - Boston | Fri, Sep 11 | Normal Airline
        Search
        Search
      • BOS 13:00
        17h 25m
        1 stop
        CHI 14:00
        Boston - Chicago | Wed, Sep 9 | Normal Airline
        CHI 15:00
        6h
        Nonstop
        BOS 16:00
        Chicago - Boston | Fri, Sep 11 | Normal Airline
        Search
        Search
      • BOS 13:00
        17h 25m
        1 stop
        CHI 14:00
        Boston - Chicago | Wed, Sep 9 | Normal Airline
        CHI 15:00
        6h
        Nonstop
        BOS 16:00
        Chicago - Boston | Fri, Sep 11 | Normal Airline
        Search
        Search
      • BOS 13:00
        17h 25m
        1 stop
        CHI 14:00
        Boston - Chicago | Wed, Sep 9 | Normal Airline
        CHI 15:00
        6h
        Nonstop
        BOS 16:00
        Chicago - Boston | Fri, Sep 11 | Normal Airline
        Search
        Search
      • BOS 13:00
        17h 25m
        1 stop
        CHI 14:00
        Boston - Chicago | Wed, Sep 9 | Normal Airline
        CHI 15:00
        6h
        Nonstop
        BOS 16:00
        Chicago - Boston | Fri, Sep 11 | Normal Airline
        Search
        Search
      • BOS 14:59
        8h 34m
        1 stop
        MDW 22:33
        Boston - Chicago | Fri, Nov 6 | Delta Air Lines
        THB 2,910 THB 3,800
        23% off
        23% off
        THB 3,800 THB 2,910
      • BOS 13:05
        5h 55m
        1 stop
        MDW 18:00
        Boston - Chicago | Thu, Nov 5 | Delta Air Lines
        THB 2,910 THB 3,800
        23% off
        23% off
        THB 3,800 THB 2,910
      • BOS 12:54
        5h 57m
        1 stop
        MDW 17:51
        Boston - Chicago | Mon, Oct 12 | Frontier Airlines
        THB 2,920 THB 3,800
        23% off
        23% off
        THB 3,800 THB 2,920
      • BOS 12:54
        5h 57m
        1 stop
        MDW 17:51
        Boston - Chicago | Mon, Sep 28 | Frontier Airlines
        THB 2,930
        23% off
        THB 3,800 THB 2,930
      • BOS 05:50
        6h 57m
        1 stop
        MDW 11:47
        Boston - Chicago | Fri, Oct 16 | Delta Air Lines
        THB 2,930
        23% off
        THB 3,800 THB 2,930
      • BOS 12:54
        5h 57m
        1 stop
        MDW 17:51
        Boston - Chicago | Sun, Sep 20 | Frontier Airlines
        THB 2,970
        22% off
        THB 3,800 THB 2,970
      • BOS 12:54
        5h 57m
        1 stop
        MDW 17:51
        Boston - Chicago | Mon, Sep 21 | Frontier Airlines
        THB 2,970
        22% off
        THB 3,800 THB 2,970
      • BOS 12:45
        11h 2m
        1 stop
        MDW 22:47
        Boston - Chicago | Thu, Sep 10 | Frontier Airlines
        THB 2,980
        22% off
        THB 3,800 THB 2,980
      • BOS 12:45
        11h 2m
        1 stop
        MDW 22:47
        Boston - Chicago | Wed, Sep 9 | Frontier Airlines
        THB 3,140
        17% off
        THB 3,800 THB 3,140
      • BOS 12:57
        11h 46m
        1 stop
        MDW 23:43
        Boston - Chicago | Fri, Oct 30 | Frontier Airlines
        THB 3,210
        16% off
        THB 3,800 THB 3,210
      • BOS 12:54
        5h 57m
        1 stop
        MDW 17:51
        Boston - Chicago | Sun, Oct 11 | Frontier Airlines
        THB 3,230
        15% off
        THB 3,800 THB 3,230
      • BOS 13:00
        17h 25m
        1 stop
        CHI 14:00
        Boston - Chicago | Wed, Sep 9 | Normal Airline
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Displayed flight fares from Boston Logan International Airport to Chicago Midway International Airport are based on average prices across airlines for the next 3 months, according to the latest Trip.com database.

Which airline offers the cheapest flights from Boston Logan International Airport to Chicago Midway International Airport?

The cheapest airline flying from Boston Logan International Airport to Chicago Midway International Airport is Frontier Airlines (from THB 2,740) among 3 carriers operating this route. Based on Trip.com's latest 7-day flight data.

Frontier Airlines
From THB 2,740
Delta Air Lines
From THB 2,910
Hahn Air
From THB 3,400

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What is the flight schedule from Boston Logan International Airport to Chicago 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. DL2222

    Boston Logan International Airport

    13:05

    BOS

    2h 15m

    Nonstop

    15:20

    DTW

    S M T W T F S
    Search

  2. DL4677

    Detroit Metropolitan Wayne County Airport

    18:15

    DTW

    1h 22m

    Nonstop

    18:37

    MDW

    S - - - - - S

  3. F93511

    Boston Logan International Airport

    09:36

    BOS

    2h 54m

    Nonstop

    12:30

    ATL

    S M T W T F S
    Search

  4. F92779

    Hartsfield–Jackson Atlanta International Airport

    09:55

    ATL

    2h

    Nonstop

    10:55

    MDW

    S M T W T F S

  5. F93511

    Boston Logan International Airport

    09:36

    BOS

    2h 54m

    Nonstop

    12:30

    ATL

    S M T W T F S
    Search

  6. F92291

    Hartsfield–Jackson Atlanta International Airport

    21:44

    ATL

    2h 3m

    Nonstop

    22:47

    MDW

    S M - W T - S
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About Boston Logan International Airport and Chicago Midway International Airport

Learn about Boston Logan International Airport (BOS) and Chicago Midway International Airport (MDW) — including location, terminals, transportation, and travel tips.

Flight distance 1,380.83 km
Cheapest one-way ticket price THB 2,910

FAQs for Boston Logan International Airport to Chicago Midway International Airport Flights

  • How long does it take to fly from Boston Logan International Airport (BOS) to Chicago Midway International Airport (MDW)?

    It takes around 2 hours 43 minutes to fly from Boston Logan International Airport (bos) to Chicago Midway International Airport (mdw).
  • There are around 4 daily flights from Boston Logan International Airport (BOS) to Chicago Midway International Airport (MDW).
  • Tickets cost around THB 6,760 in October, making it the cheapest month to book. Boston Logan International Airport (BOS) to Chicago Midway International Airport (MDW) is a popular route, so don't forget to book your tickets in advance.
  • The route from Boston Logan International Airport (BOS) to Chicago Midway International Airport (MDW) is quite popular. Without considering departure times or holidays, tickets cost around THB 7,440 in November, the most expensive month to book this route.
  • The earliest flight departs from Boston Logan International Airport (BOS) at 05:40 and arrives in Chicago Midway International Airport (MDW) at 07:20.
  • The latest flight departs from Boston Logan International Airport (BOS) at 21:40 and arrives in Chicago Midway International Airport (MDW) at 23:15.
    • The distance from O'Hare International Airport to downtown is about 25 km, by taxi about 40 minutes.
    • The distance from Chicago Midway International Airport to downtown is about 14 km, by taxi about 30 minutes.
  • The closest airport to Chicago Midway International Airport (MDW) is O'Hare International Airport. The distance is around 25 km.
  • The earliest flight from Boston Logan International Airport to Chicago Midway International Airport departs at 07:05, and the last departs at 21:05, with about 14 flights per day. Flight times may change, so please check the latest departure and arrival times before you travel.

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