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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
£82
Delta Air Lines Delta Air Lines 8h · 1 stop Wed, Jan 6
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Cheapest round-trip
£149
Frontier Airlines Frontier Airlines 12h 8m · 2 stops Fri, Nov 20 - Sun, Nov 22
Select flight
Recommended airlines
Delta Air Lines Delta Air LinesCheapest· From £82 American Airlines American 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 £82 and round-trip from £149. Based on Trip.com's latest 7-day flight data.

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    • BOS 12:39 PM
      12h 8m
      1 stop
      MDW 11:47 PM
      Boston - Chicago | Fri, Nov 20 | Frontier Airlines
      MDW 8:42 PM
      12h 29m
      1 stop
      BOS 10:11 AM
      Chicago - Boston | Sun, Nov 22 | Frontier Airlines
      £149 £303
      51% off
      51% off
      £303 £149
    • BOS 10:25 AM
      10h 5m
      1 stop
      MDW 7:30 PM
      Boston - Chicago | Fri, Dec 18 | Frontier Airlines
      MDW 8:35 PM
      11h 55m
      1 stop
      BOS 9:30 AM
      Chicago - Boston | Sun, Dec 20 | Frontier Airlines
      £179 £303
      41% off
      41% off
      £303 £179
    • BOS 12:39 PM
      12h 8m
      1 stop
      MDW 11:47 PM
      Boston - Chicago | Thu, Nov 19 | Frontier Airlines
      MDW 8:42 PM
      12h 29m
      1 stop
      BOS 10:11 AM
      Chicago - Boston | Tue, Nov 24 | Frontier Airlines
      £206 £303
      32% off
      32% off
      £303 £206
    • BOS 11:06 AM
      9h 41m
      1 stop
      MDW 7:47 PM
      Boston - Chicago | Sat, Nov 21 | Frontier Airlines
      ORD 5:40 AM
      27h 31m
      1 stop
      BOS 10:11 AM
      Chicago - Boston | Tue, Nov 24 | Frontier Airlines
      £248
      18% off
      £303 £248
    • BOS 1:00 PM
      17h 25m
      1 stop
      CHI 2:00 PM
      Boston - Chicago | Tue, Nov 17 | Normal Airline
      CHI 3:00 PM
      6h
      Nonstop
      BOS 4:00 PM
      Chicago - Boston | Thu, Nov 19 | Normal Airline
      Find more flights
      Find more flights
    • Cheapest
      BOS 3:10 PM
      8h
      1 stop
      MDW 10:10 PM
      Boston - Chicago | Wed, Jan 6 | Delta Air Lines
      £82 £120
      32% off
      32% off
      £120 £82
    • BOS 10:25 AM
      10h 5m
      1 stop
      MDW 7:30 PM
      Boston - Chicago | Tue, Dec 22 | Frontier Airlines
      £88 £120
      27% off
      27% off
      £120 £88
    • BOS 11:06 AM
      9h 41m
      1 stop
      MDW 7:47 PM
      Boston - Chicago | Sat, Nov 28 | Frontier Airlines
      £96 £120
      20% off
      20% off
      £120 £96
    • BOS 10:25 AM
      10h 5m
      1 stop
      MDW 7:30 PM
      Boston - Chicago | Fri, Dec 18 | Frontier Airlines
      £96
      20% off
      £120 £96
    • BOS 11:06 AM
      9h 41m
      1 stop
      MDW 7:47 PM
      Boston - Chicago | Sun, Nov 22 | Frontier Airlines
      £97
      19% off
      £120 £97
    • BOS 8:30 AM
      9h 9m
      1 stop
      MDW 4:39 PM
      Boston - Chicago | Wed, Jan 13 | Frontier Airlines
      £97
      19% off
      £120 £97
    • BOS 12:15 PM
      6h 32m
      1 stop
      MDW 5:47 PM
      Boston - Chicago | Wed, Nov 18 | Frontier Airlines
      £97
      19% off
      £120 £97
    • BOS 1:00 PM
      17h 25m
      1 stop
      CHI 2:00 PM
      Boston - Chicago | Tue, Nov 17 | Normal Airline
      Find more flights
      Find more flights
    • BOS 5:30 AM
      4h 20m
      1 stop
      MDW 8:50 AM
      Boston - Chicago | Sat, Dec 26 | Delta Air Lines
      £115 £370
      69% off
      69% off
      £370 £115
    • BOS 9:05 AM
      4h 56m
      1 stop
      MDW 1:01 PM
      Boston - Chicago | Sun, Dec 6 | Delta Air Lines
      £133 £370
      64% off
      64% off
      £370 £133
    • BOS 1:04 PM
      5h 40m
      1 stop
      MDW 5:44 PM
      Boston - Chicago | Fri, Dec 25 | Delta Air Lines
      £138 £370
      63% off
      63% off
      £370 £138
    • BOS 1:04 PM
      5h 40m
      1 stop
      MDW 5:44 PM
      Boston - Chicago | Thu, Dec 24 | Delta Air Lines
      £182
      51% off
      £370 £182
    • BOS 5:30 AM
      5h 16m
      1 stop
      MDW 9:46 AM
      Boston - Chicago | Sat, Nov 28 | Delta Air Lines
      £303
      18% off
      £370 £303
    • BOS 1:00 PM
      17h 25m
      1 stop
      CHI 2:00 PM
      Boston - Chicago | Tue, Nov 17 | Normal Airline
      Find more flights
      Find more flights
    • BOS 12:15 PM
      6h 32m
      1 stop
      MDW 5:47 PM
      Boston - Chicago | Wed, Nov 18 | Frontier Airlines
      £97 £120
      19% off
      19% off
      £120 £97
    • BOS 3:10 PM
      8h
      1 stop
      MDW 10:10 PM
      Boston - Chicago | Wed, Jan 6 | Delta Air Lines
      £82 £120
      32% off
      32% off
      £120 £82
    • BOS 8:30 AM
      9h 9m
      1 stop
      MDW 4:39 PM
      Boston - Chicago | Wed, Jan 13 | Frontier Airlines
      £97 £120
      19% off
      19% off
      £120 £97
    • BOS 11:06 AM
      9h 41m
      1 stop
      MDW 7:47 PM
      Boston - Chicago | Sat, Nov 28 | Frontier Airlines
      £96
      20% off
      £120 £96
    • BOS 11:06 AM
      9h 41m
      1 stop
      MDW 7:47 PM
      Boston - Chicago | Sun, Nov 22 | Frontier Airlines
      £97
      19% off
      £120 £97
    • BOS 10:25 AM
      10h 5m
      1 stop
      MDW 7:30 PM
      Boston - Chicago | Tue, Dec 22 | Frontier Airlines
      £88
      27% off
      £120 £88
    • BOS 10:25 AM
      10h 5m
      1 stop
      MDW 7:30 PM
      Boston - Chicago | Fri, Dec 18 | Frontier Airlines
      £96
      20% off
      £120 £96
    • BOS 1:00 PM
      17h 25m
      1 stop
      CHI 2:00 PM
      Boston - Chicago | Tue, Nov 17 | Normal Airline
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      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 £82) among 4 carriers operating this route. Based on Trip.com's latest 7-day flight data.
Frontier Airlines logo Frontier Airlines American Airlines logo American Airlines Delta Air Lines logo Delta Air Lines United Airlines logo United Airlines Alaska Airlines logo Alaska Airlines
American Airlines logo American Airlines Jetblue Airways logo Jetblue Airways Delta Air Lines logo Delta Air Lines 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

    5:30 AM

    BOS

    2h 20m

    Nonstop

    7:50 AM

    DTW

    S M T W T F S
    Search

  2. DL4684

    Detroit Metropolitan Wayne County Airport

    8:25 AM

    DTW

    1h 24m

    Nonstop

    8:49 AM

    MDW

    S M T W T F S

  3. F93511

    Boston Logan International Airport

    11:27 AM

    BOS

    3h 13m

    Nonstop

    2:40 PM

    ATL

    S M T W - - S
    Search

  4. F92779

    Hartsfield–Jackson Atlanta International Airport

    4:45 PM

    ATL

    2h 2m

    Nonstop

    5:47 PM

    MDW

    S M T W - F S

  5. DL1710

    Boston Logan International Airport

    3:10 PM

    BOS

    3h 1m

    Nonstop

    6:11 PM

    ATL

    S M T W T F S
    Search

  6. DL1076

    Hartsfield–Jackson Atlanta International Airport

    9:15 PM

    ATL

    1h 55m

    Nonstop

    10:10 PM

    MDW

    S M T W T F S

  7. F91773

    Boston Logan International Airport

    9:46 AM

    BOS

    2h 59m

    Nonstop

    12:45 PM

    ATL

    - - - - T F -
    Search

  8. F92779

    Hartsfield–Jackson Atlanta International Airport

    4:45 PM

    ATL

    2h 2m

    Nonstop

    5:47 PM

    MDW

    S M T W - F S

  9. F91977

    Boston Logan International Airport

    10:26 AM

    BOS

    3h 13m

    Nonstop

    1:39 PM

    MCO

    - - - - T F -
    Search

  10. F91457

    Orlando Intl. Airport

    5:31 PM

    MCO

    3h 4m

    Nonstop

    7:35 PM

    MDW

    - - - - T F -

  11. F93511

    Boston Logan International Airport

    11:27 AM

    BOS

    3h 13m

    Nonstop

    2:40 PM

    ATL

    S M T W - - S
    Search

  12. F92291

    Hartsfield–Jackson Atlanta International Airport

    10:48 PM

    ATL

    1h 59m

    Nonstop

    11:47 PM

    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 £154 in November, the most expensive month to book this route.
  • The earliest flight departs from Boston Logan International Airport (BOS) at 06:20 and arrives in Midway International Airport (MDW) at 08:15.
  • The latest flight departs from Boston Logan International Airport (BOS) at 20:05 and arrives in Midway International Airport (MDW) at 21:55.
    • 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 £82, and round-trip fares start from £149. The current lowest fare is a Delta Air Lines flight departing on Wed, Jan 6; 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 £137. 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 £82. 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 estimated lowest price and include all taxes and fees found in the last 24 hours.

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Prices displayed in this page are all-inclusive prices (incl. taxes, fuel surcharge, civil aviation development fund, etc) with all fees confirmed before payment. Fees for luggage, meals, WLAN, or other additional services are also included as shown in the flight cards.

Real-time pricing updates

Prices, availability, and travel information on this page were updated within last 24 hours—even in real-time. The more popular the route, the more precise the data.

Change & Cancellation Policy

Trip.com displays flight cancellation and change policies for each flight ticket during the booking process, including fees and applicable conditions. Please check the following scenarios:
Voluntary cancellation/change:
To submit a change or cancellation request, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and segment, and submit a request. Please note that additional charges may apply according to the airline ticket policy.
Cancellation/change due to a flight schedule change:
If the flight has been rescheduled and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For more details about change and cancellation policies, please check the customer support pages.