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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 Sun, Jan 10
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Cheapest return
€ 166
Frontier Airlines Frontier Airlines 10h 5m · 2 stops Tue, Dec 22 - Thu, Dec 24
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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 € 166. Based on Trip.com's latest 7-day flight data.

    • Cheapest
      BOS 15:10
      8h
      1 stop
      MDW 22:10
      Boston - Chicago | Sun, Jan 10 | Delta Air Lines
      € 98 € 159
      38% off
      38% off
      € 159 € 98
    • BOS 11:08
      10h 34m
      1 stop
      MDW 20:42
      Boston - Chicago | Sat, Dec 19 | Frontier Airlines
      € 109 € 159
      31% off
      31% off
      € 159 € 109
    • BOS 11:08
      9h 34m
      1 stop
      MDW 19:42
      Boston - Chicago | Tue, Dec 15 | Frontier Airlines
      € 116 € 159
      27% off
      27% off
      € 159 € 116
    • BOS 11:08
      28h 33m
      1 stop
      MDW 14:41
      Boston - Chicago | Tue, Dec 8 | Frontier Airlines
      € 121
      24% off
      € 159 € 121
    • BOS 11:06
      9h 41m
      1 stop
      MDW 19:47
      Boston - Chicago | Fri, Nov 27 | Frontier Airlines
      € 121
      24% off
      € 159 € 121
    • BOS 08:26
      6h 19m
      1 stop
      MDW 13:45
      Boston - Chicago | Thu, Nov 26 | Frontier Airlines
      € 123
      23% off
      € 159 € 123
    • BOS 10:25
      10h 5m
      1 stop
      MDW 19:30
      Boston - Chicago | Tue, Dec 22 | Frontier Airlines
      € 123
      23% off
      € 159 € 123
    • BOS 09:35
      8h 11m
      1 stop
      MDW 16:46
      Boston - Chicago | Wed, Jan 13 | Frontier Airlines
      € 129
      19% off
      € 159 € 129
    • 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 10:25
      10h 5m
      1 stop
      MDW 19:30
      Boston - Chicago | Tue, Dec 22 | Frontier Airlines
      MDW 20:35
      11h 55m
      1 stop
      BOS 09:30
      Chicago - Boston | Thu, Dec 24 | Frontier Airlines
      € 166 € 470
      65% off
      65% off
      € 470 € 166
    • BOS 12:39
      12h 8m
      1 stop
      MDW 23:47
      Boston - Chicago | Tue, Nov 24 | Frontier Airlines
      MDW 20:42
      12h 29m
      1 stop
      BOS 10:11
      Chicago - Boston | Thu, Nov 26 | Frontier Airlines
      € 179 € 470
      62% off
      62% off
      € 470 € 179
    • BOS 12:39
      12h 8m
      1 stop
      MDW 23:47
      Boston - Chicago | Mon, Nov 23 | Frontier Airlines
      MDW 20:42
      12h 29m
      1 stop
      BOS 10:11
      Chicago - Boston | Sat, Nov 28 | Frontier Airlines
      € 248 € 470
      47% off
      47% off
      € 470 € 248
    • BOS 11:06
      9h 41m
      1 stop
      MDW 19:47
      Boston - Chicago | Wed, Nov 25 | Frontier Airlines
      ORD 05:40
      27h 31m
      1 stop
      BOS 10:11
      Chicago - Boston | Sat, Nov 28 | Frontier Airlines
      € 322
      31% off
      € 470 € 322
    • 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 08:26
      6h 19m
      1 stop
      MDW 13:45
      Boston - Chicago | Thu, Nov 26 | Frontier Airlines
      € 123 € 159
      23% off
      23% off
      € 159 € 123
    • BOS 15:10
      8h
      1 stop
      MDW 22:10
      Boston - Chicago | Sun, Jan 10 | Delta Air Lines
      € 98 € 159
      38% off
      38% off
      € 159 € 98
    • BOS 09:35
      8h 11m
      1 stop
      MDW 16:46
      Boston - Chicago | Wed, Jan 13 | Frontier Airlines
      € 129 € 159
      19% off
      19% off
      € 159 € 129
    • BOS 11:08
      9h 34m
      1 stop
      MDW 19:42
      Boston - Chicago | Tue, Dec 15 | Frontier Airlines
      € 116
      27% off
      € 159 € 116
    • BOS 11:06
      9h 41m
      1 stop
      MDW 19:47
      Boston - Chicago | Fri, Nov 27 | Frontier Airlines
      € 121
      24% off
      € 159 € 121
    • BOS 10:25
      10h 5m
      1 stop
      MDW 19:30
      Boston - Chicago | Tue, Dec 22 | Frontier Airlines
      € 123
      23% off
      € 159 € 123
    • BOS 11:08
      10h 34m
      1 stop
      MDW 20:42
      Boston - Chicago | Sat, Dec 19 | Frontier Airlines
      € 109
      31% off
      € 159 € 109
    • BOS 11:08
      28h 33m
      1 stop
      MDW 14:41
      Boston - Chicago | Tue, Dec 8 | Frontier Airlines
      € 121
      24% off
      € 159 € 121
    • BOS 13:00
      17h 25m
      1 stop
      CHI 14:00
      Boston - Chicago | Tue, Nov 17 | Normal Airline
      Find more flights
      Find more flights

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

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 1 carriers operating this route. Based on Trip.com's latest 7-day flight data.
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United Airlines logo United Airlines

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 earliest flight departs from Boston Logan International Airport (BOS) at 05:10 and arrives in Midway International Airport (MDW) at 07:00.
  • The latest flight departs from Boston Logan International Airport (BOS) at 21:40 and arrives in Midway International Airport (MDW) at 23:25.
    • 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.
  • The closest airport to Midway International Airport (MDW) is O'Hare International Airport. The distance is around 25km.
  • One-way flights from Boston Logan International Airport to Midway International Airport currently start from € 98, and round-trip fares start from € 166. The current lowest fare is a Delta Air Lines flight departing on Sun, Jan 10; 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.

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Note: Prices shown on this page are the lowest estimated prices found in the last 24 hours and include all taxes and fees.

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Prices displayed on this page are all-inclusive (incl. taxes, fuel surcharges, Civil Aviation Development Fund, etc.), and all fees are shown before payment. Charges for checked baggage, meals, Wi-Fi, and other optional services may also appear in the flight cards.

Real-time pricing updates

Prices, availability, and travel information on this page have been updated within the last 24 hours, and with many routes refreshed in real time. The more popular the route, the more accurate the data.

Change & Cancellation Policy

Trip.com shows the change and cancellation rules for each ticket during the booking process, including all related fees and conditions. Please refer to the following scenarios:
Voluntary cancellation/change:
To request a change or cancellation, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and flight segment, and submit your request. Please note that additional charges may apply based on the airline’s fare rules.
Cancellation/change due to a flight schedule change:
If your flight has been rescheduled and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For full details of change and cancellation policies, please refer to the customer support pages.