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Boston Logan International Airport to Midway International Airport flight
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Boston Logan International Airport to Midway International Airport Flights Info

Cheapest one-way
€98
Delta Air Lines Delta Air Lines 8h · 1 stop Wed, Jan 13
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Cheapest return
€179
Frontier Airlines Frontier Airlines 12h 8m · 2 stops Fri, Nov 27 - Sun, Nov 29
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Recommended airlines
Delta Air Lines Delta Air LinesCheapest· From €98 United Airlines United AirlinesMost booked

Explore the cheapest one-way and round-trip flights from Boston Logan International Airport to Midway International Airport over the next 90 days, with one-way fares from €98 and round-trip from €179. Based on Trip.com's latest 7-day flight data.

    • Cheapest
      BOS 15:10
      8h
      1 stop
      MDW 22:10
      Boston - Chicago | Wed, Jan 13 | Delta Air Lines
      €98 €148
      34% off
      34% off
      €148 €98
    • BOS 12:15
      6h 32m
      1 stop
      MDW 17:47
      Boston - Chicago | Wed, Nov 25 | Frontier Airlines
      €109 €148
      26% off
      26% off
      €148 €109
    • BOS 12:39
      12h 8m
      1 stop
      MDW 23:47
      Boston - Chicago | Thu, Nov 26 | Frontier Airlines
      €114 €148
      23% off
      23% off
      €148 €114
    • BOS 11:06
      9h 41m
      1 stop
      MDW 19:47
      Boston - Chicago | Tue, Dec 1 | Frontier Airlines
      €116
      22% off
      €148 €116
    • BOS 11:08
      28h 33m
      1 stop
      MDW 14:41
      Boston - Chicago | Fri, Dec 11 | Frontier Airlines
      €121
      18% off
      €148 €121
    • BOS 13:00
      17h 25m
      1 stop
      CHI 14:00
      Boston - Chicago | Tue, Nov 17 | Normal Airline
      Find more flights
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    • BOS 12:39
      12h 8m
      1 stop
      MDW 23:47
      Boston - Chicago | Fri, Nov 27 | Frontier Airlines
      MDW 20:42
      12h 29m
      1 stop
      BOS 10:11
      Chicago - Boston | Sun, Nov 29 | Frontier Airlines
      €179 €485
      63% off
      63% off
      €485 €179
    • BOS 10:25
      10h 5m
      1 stop
      MDW 19:30
      Boston - Chicago | Fri, Dec 25 | Frontier Airlines
      MDW 20:35
      11h 55m
      1 stop
      BOS 09:30
      Chicago - Boston | Sun, Dec 27 | Frontier Airlines
      €206 €485
      57% off
      57% off
      €485 €206
    • BOS 12:39
      12h 8m
      1 stop
      MDW 23:47
      Boston - Chicago | Thu, Nov 26 | Frontier Airlines
      MDW 20:42
      12h 29m
      1 stop
      BOS 10:11
      Chicago - Boston | Tue, Dec 1 | Frontier Airlines
      €232 €485
      52% off
      52% off
      €485 €232
    • BOS 11:06
      9h 41m
      1 stop
      MDW 19:47
      Boston - Chicago | Sat, Nov 28 | Frontier Airlines
      ORD 05:40
      27h 31m
      1 stop
      BOS 10:11
      Chicago - Boston | Tue, Dec 1 | Frontier Airlines
      €277
      43% off
      €485 €277
    • BOS 13:00
      17h 25m
      1 stop
      CHI 14:00
      Boston - Chicago | Tue, Nov 17 | Normal Airline
      CHI 15:00
      6h
      Direct
      BOS 16:00
      Chicago - Boston | Thu, Nov 19 | Normal Airline
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    • BOS 05:30
      4h 20m
      1 stop
      MDW 08:50
      Boston - Chicago | Sat, Dec 26 | Delta Air Lines
      €138 €442
      69% off
      69% off
      €442 €138
    • BOS 13:04
      5h 40m
      1 stop
      MDW 17:44
      Boston - Chicago | Fri, Dec 25 | Delta Air Lines
      €165 €442
      63% off
      63% off
      €442 €165
    • BOS 13:04
      5h 40m
      1 stop
      MDW 17:44
      Boston - Chicago | Thu, Dec 24 | Delta Air Lines
      €218 €442
      51% off
      51% off
      €442 €218
    • BOS 09:05
      4h 56m
      1 stop
      MDW 13:01
      Boston - Chicago | Sun, Dec 6 | Delta Air Lines
      €225
      49% off
      €442 €225
    • BOS 05:30
      5h 16m
      1 stop
      MDW 09:46
      Boston - Chicago | Sat, Nov 28 | Delta Air Lines
      €362
      18% off
      €442 €362
    • BOS 13:00
      17h 25m
      1 stop
      CHI 14:00
      Boston - Chicago | Tue, Nov 17 | Normal Airline
      Find more flights
      Find more flights
    • BOS 12:15
      6h 32m
      1 stop
      MDW 17:47
      Boston - Chicago | Wed, Nov 25 | Frontier Airlines
      €109 €148
      26% off
      26% off
      €148 €109
    • BOS 15:10
      8h
      1 stop
      MDW 22:10
      Boston - Chicago | Wed, Jan 13 | Delta Air Lines
      €98 €148
      34% off
      34% off
      €148 €98
    • BOS 11:06
      9h 41m
      1 stop
      MDW 19:47
      Boston - Chicago | Tue, Dec 1 | Frontier Airlines
      €116 €148
      22% off
      22% off
      €148 €116
    • BOS 12:39
      12h 8m
      1 stop
      MDW 23:47
      Boston - Chicago | Thu, Nov 26 | Frontier Airlines
      €114
      23% off
      €148 €114
    • BOS 11:08
      28h 33m
      1 stop
      MDW 14:41
      Boston - Chicago | Fri, Dec 11 | Frontier Airlines
      €121
      18% off
      €148 €121
    • BOS 13:00
      17h 25m
      1 stop
      CHI 14:00
      Boston - Chicago | Tue, Nov 17 | Normal Airline
      Find more flights
      Find more flights

Displayed flight fares from Boston to Chicago 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 Midway International Airport?

The cheapest airline flying from Boston Logan International Airport to Midway International Airport is Delta Air Lines (from €98) among 2 carriers operating this route. Based on Trip.com's latest 7-day flight data.
Fly Jinnah logo Fly Jinnah Airblue logo Airblue Pakistan International Airlines logo Pakistan International Airlines Air Sial logo Air Sial
United Airlines logo United Airlines Delta Air Lines logo Delta Air Lines

What is the flight schedule from Boston 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. DL1019

    Boston Logan International Airport

    05:30

    BOS

    2h 20m

    Direct

    07:50

    DTW

    S M T W T F S
    Search

  2. DL4684

    Detroit Metropolitan Wayne County Airport

    08:25

    DTW

    1h 24m

    Direct

    08:49

    MDW

    S M T W T F S

  3. F93511

    Boston Logan International Airport

    11:27

    BOS

    3h 13m

    Direct

    14:40

    ATL

    S M T W - - S
    Search

  4. F92779

    Hartsfield–Jackson Atlanta International Airport

    16:45

    ATL

    2h 2m

    Direct

    17:47

    MDW

    S M T W - F S

  5. DL1710

    Boston Logan International Airport

    15:10

    BOS

    3h 1m

    Direct

    18:11

    ATL

    S M T W T F S
    Search

  6. DL1076

    Hartsfield–Jackson Atlanta International Airport

    21:15

    ATL

    1h 55m

    Direct

    22:10

    MDW

    S M T W T F S

  7. F91773

    Boston Logan International Airport

    09:46

    BOS

    2h 59m

    Direct

    12:45

    ATL

    - - - - T F -
    Search

  8. F92779

    Hartsfield–Jackson Atlanta International Airport

    16:45

    ATL

    2h 2m

    Direct

    17:47

    MDW

    S M T W - F S

  9. F91977

    Boston Logan International Airport

    10:26

    BOS

    3h 13m

    Direct

    13:39

    MCO

    - - - - T F -
    Search

  10. F91457

    Orlando International Airport

    17:31

    MCO

    3h 4m

    Direct

    19:35

    MDW

    - - - - T F -

  11. F93511

    Boston Logan International Airport

    11:27

    BOS

    3h 13m

    Direct

    14:40

    ATL

    S M T W - - S
    Search

  12. F92291

    Hartsfield–Jackson Atlanta International Airport

    22:48

    ATL

    1h 59m

    Direct

    23:47

    MDW

    S M T W - F S
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FAQs for Boston Logan International Airport to Midway International Airport Flights

  • How long is the flight from Boston Logan International Airport to Midway International Airport?

    Boston Logan International Airport to Midway International Airport takes about 2 hours 13 minutes on average. Actual flight time may vary depending on route, weather and air traffic.
  • There are around 3 daily flights from Boston Logan International Airport (BOS) to Midway International Airport (MDW).
  • The earliest flight from Boston Logan International Airport to Midway International Airport departs at 07:05, and the last departs at 19:00, with about 5 flights per day. Flight times may change, so please check the latest departure and arrival times before you travel.
  • The route from Boston Logan International Airport (BOS) to Midway International Airport (MDW) is quite popular. Without considering departure times or holidays, tickets cost around €185 in November, the most expensive month to book this route.
    • The distance from O'Hare International Airport to downtown is about 25 km. It takes about 40 minutes by taxi.
    • The distance from Midway International Airport to downtown is about 14 km. It takes about 30 minutes by taxi.
  • The closest airport to Midway International Airport (MDW) is O'Hare International Airport. The distance is around 25 km.
  • One-way flights from Boston Logan International Airport to Midway International Airport currently start from €98, and round-trip fares start from €179. The current lowest fare is a Delta Air Lines flight departing on Wed, Jan 13; prices may vary depending on availability.
  • Yes. Jetblue Airways operate direct flights from Boston Logan International Airport to Midway International Airport, with an average flight time of 2 hours 11 minutes, and around 22 weekly flights. Actual flight frequency may vary by season.
  • Based on Trip.com flight data for departures within the next 30 days with at most one stop, the average one-way price from Boston Logan International Airport to Midway International Airport is €164. Prices may vary depending on the departure date, airline, and availability.
  • Jetblue Airways are the most popular budget airlines flying from Boston Logan International Airport to Midway International Airport, with one-way fares starting from €98. Compare final prices carefully, as baggage, seat selection and payment fees may apply.
  • Boston Logan International Airport to Midway International Airport operates around 22 weekly flights, mainly by Jetblue Airways. Actual frequency may vary during holidays and seasonal schedule adjustments.
  • Enter Boston Logan International Airport and Midway International Airport, select your departure date and number of passengers, then compare flights by price, flight duration, and baggage allowance. Once you've chosen a fare, review the change and refund rules, fill in passenger details, and pay to receive your booking confirmation.