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Boston Logan International Airport to Chicago Midway International Airport flight

Explore the cheapest one-way and round-trip flights from Boston Logan International Airport to Chicago Midway International Airport over the next 90 days, with one-way fares from PHP 5,903 and round-trip from PHP 11,507. Based on Trip.com's latest 7-day flight data.

    • Cheapest
      BOS 11:27
      7h 20m
      1 stop
      MDW 17:47
      Boston - Chicago | Sat, Oct 31 | Frontier Airlines
      PHP 5,903 PHP 8,927
      34% off
      34% off
      PHP 8,927 PHP 5,903
    • BOS 17:45
      6h 9m
      1 stop
      MDW 22:54
      Boston - Chicago | Mon, Dec 7 | Delta Air Lines
      PHP 6,651 PHP 8,927
      25% off
      25% off
      PHP 8,927 PHP 6,651
    • BOS 15:15
      8h 18m
      1 stop
      MDW 22:33
      Boston - Chicago | Sat, Oct 31 | Delta Air Lines
      PHP 6,651 PHP 8,927
      25% off
      25% off
      PHP 8,927 PHP 6,651
    • BOS 17:50
      2h 45m
      Direct
      MDW 19:35
      Boston - Chicago | Tue, Nov 17 | Hahn Air
      PHP 6,786
      24% off
      PHP 8,927 PHP 6,786
    • BOS 06:20
      6h 44m
      1 stop
      MDW 12:04
      Boston - Chicago | Thu, Dec 10 | Delta Air Lines
      PHP 6,929
      22% off
      PHP 8,927 PHP 6,929
    • BOS 09:05
      4h 56m
      1 stop
      MDW 13:01
      Boston - Chicago | Tue, Dec 8 | Delta Air Lines
      PHP 7,141
      20% off
      PHP 8,927 PHP 7,141
    • BOS 13:00
      17h 25m
      1 stop
      CHI 14:00
      Boston - Chicago | Thu, Oct 29 | Normal Airline
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    • BOS 11:06
      9h 41m
      1 stop
      MDW 19:47
      Boston - Chicago | Fri, Nov 20 | Frontier Airlines
      ORD 05:40
      27h 31m
      1 stop
      BOS 10:11
      Chicago - Boston | Mon, Nov 23 | Frontier Airlines
      PHP 11,507 PHP 15,500
      26% off
      26% off
      PHP 15,500 PHP 11,507
    • BOS 12:15
      6h 32m
      1 stop
      MDW 17:47
      Boston - Chicago | Tue, Nov 17 | Frontier Airlines
      MDW 18:42
      11h 59m
      1 stop
      BOS 07:41
      Chicago - Boston | Thu, Nov 19 | Frontier Airlines
      PHP 11,517 PHP 15,500
      26% off
      26% off
      PHP 15,500 PHP 11,517
    • BOS 12:39
      12h 8m
      1 stop
      MDW 23:47
      Boston - Chicago | Thu, Nov 19 | Frontier Airlines
      MDW 20:42
      12h 29m
      1 stop
      BOS 10:11
      Chicago - Boston | Mon, Nov 23 | Frontier Airlines
      PHP 11,546 PHP 15,500
      26% off
      26% off
      PHP 15,500 PHP 11,546
    • BOS 12:39
      12h 8m
      1 stop
      MDW 23:47
      Boston - Chicago | Wed, Nov 18 | Frontier Airlines
      MDW 20:42
      12h 29m
      1 stop
      BOS 10:11
      Chicago - Boston | Tue, Nov 24 | Frontier Airlines
      PHP 11,632
      25% off
      PHP 15,500 PHP 11,632
    • BOS 10:25
      10h 5m
      1 stop
      MDW 19:30
      Boston - Chicago | Thu, Dec 17 | Frontier Airlines
      MDW 20:35
      11h 55m
      1 stop
      BOS 09:30
      Chicago - Boston | Sat, Dec 19 | Frontier Airlines
      PHP 11,709
      24% off
      PHP 15,500 PHP 11,709
    • BOS 11:27
      7h 20m
      1 stop
      MDW 17:47
      Boston - Chicago | Sat, Nov 14 | Frontier Airlines
      ORD 20:15
      2h 44m
      Direct
      BOS 23:59
      Chicago - Boston | Mon, Nov 16 | Jetblue Airways
      PHP 12,400
      20% off
      PHP 15,500 PHP 12,400
    • BOS 13:00
      17h 25m
      1 stop
      CHI 14:00
      Boston - Chicago | Thu, Oct 29 | Normal Airline
      CHI 15:00
      6h
      Direct
      BOS 16:00
      Chicago - Boston | Sat, Oct 31 | Normal Airline
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    • Cheapest nonstop
      BOS 17:50
      2h 45m
      Direct
      MDW 19:35
      Boston - Chicago | Tue, Nov 17 | Hahn Air
      PHP 6,786 PHP 8,927
      24% off
      24% off
      PHP 8,927 PHP 6,786
    • BOS 13:00
      17h 25m
      1 stop
      CHI 14:00
      Boston - Chicago | Thu, Oct 29 | Normal Airline
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    • BOS 05:30
      4h 20m
      1 stop
      MDW 08:50
      Boston - Chicago | Sat, Dec 26 | Delta Air Lines
      PHP 10,615 PHP 16,268
      35% off
      35% off
      PHP 16,268 PHP 10,615
    • BOS 09:05
      4h 56m
      1 stop
      MDW 13:01
      Boston - Chicago | Sun, Dec 6 | Delta Air Lines
      PHP 11,210 PHP 16,268
      31% off
      31% off
      PHP 16,268 PHP 11,210
    • BOS 05:30
      5h 16m
      1 stop
      MDW 09:46
      Boston - Chicago | Sat, Nov 28 | Delta Air Lines
      PHP 11,728 PHP 16,268
      28% off
      28% off
      PHP 16,268 PHP 11,728
    • BOS 13:04
      5h 40m
      1 stop
      MDW 17:44
      Boston - Chicago | Fri, Dec 25 | Delta Air Lines
      PHP 12,486
      23% off
      PHP 16,268 PHP 12,486
    • BOS 13:04
      5h 40m
      1 stop
      MDW 17:44
      Boston - Chicago | Thu, Dec 24 | Delta Air Lines
      PHP 13,014
      20% off
      PHP 16,268 PHP 13,014
    • BOS 13:00
      17h 25m
      1 stop
      CHI 14:00
      Boston - Chicago | Thu, Oct 29 | Normal Airline
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    • BOS 17:50
      2h 45m
      Direct
      MDW 19:35
      Boston - Chicago | Tue, Nov 17 | Hahn Air
      PHP 6,786 PHP 8,927
      24% off
      24% off
      PHP 8,927 PHP 6,786
    • BOS 09:05
      4h 56m
      1 stop
      MDW 13:01
      Boston - Chicago | Tue, Dec 8 | Delta Air Lines
      PHP 7,141 PHP 8,927
      20% off
      20% off
      PHP 8,927 PHP 7,141
    • BOS 17:45
      6h 9m
      1 stop
      MDW 22:54
      Boston - Chicago | Mon, Dec 7 | Delta Air Lines
      PHP 6,651 PHP 8,927
      25% off
      25% off
      PHP 8,927 PHP 6,651
    • BOS 06:20
      6h 44m
      1 stop
      MDW 12:04
      Boston - Chicago | Thu, Dec 10 | Delta Air Lines
      PHP 6,929
      22% off
      PHP 8,927 PHP 6,929
    • BOS 11:27
      7h 20m
      1 stop
      MDW 17:47
      Boston - Chicago | Sat, Oct 31 | Frontier Airlines
      PHP 5,903
      34% off
      PHP 8,927 PHP 5,903
    • BOS 15:15
      8h 18m
      1 stop
      MDW 22:33
      Boston - Chicago | Sat, Oct 31 | Delta Air Lines
      PHP 6,651
      25% off
      PHP 8,927 PHP 6,651
    • BOS 13:00
      17h 25m
      1 stop
      CHI 14:00
      Boston - Chicago | Thu, Oct 29 | Normal Airline
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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 Chicago Midway International Airport?

The cheapest airline flying from Boston Logan International Airport to Chicago Midway International Airport is Frontier Airlines (from PHP 5,903) among 3 carriers operating this route. Based on Trip.com's latest 7-day flight data.

Frontier Airlines
From PHP 5,903
Delta Air Lines
From PHP 6,651
Hahn Air
From PHP 6,786

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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. DL1748

    Boston Logan International Airport

    09:00

    BOS

    2h 26m

    Direct

    11:26

    DTW

    S M T W T F S
    Search

  2. DL4688

    Detroit Metropolitan Wayne County Airport

    12:28

    DTW

    1h 19m

    Direct

    12:47

    MDW

    S M T W T F S

  3. DL2464

    Boston Logan International Airport

    18:55

    BOS

    3h 5m

    Direct

    22:00

    ATL

    - - T - - - -
    Search

  4. DL1076

    Hartsfield–Jackson Atlanta International Airport

    22:59

    ATL

    1h 56m

    Direct

    23:55

    MDW

    S M T W T F S

  5. DL2222

    Boston Logan International Airport

    12:55

    BOS

    2h 18m

    Direct

    15:13

    DTW

    S M T W T F S
    Search

  6. DL4677

    Detroit Metropolitan Wayne County Airport

    17:40

    DTW

    1h 20m

    Direct

    18:00

    MDW

    S M T W T F S

  7. DL695

    Boston Logan International Airport

    06:45

    BOS

    3h 13m

    Direct

    09:58

    ATL

    S M T W T F S
    Search

  8. DL2417

    Hartsfield–Jackson Atlanta International Airport

    11:00

    ATL

    1h 56m

    Direct

    11:56

    MDW

    - - T W T - -

  9. F93511

    Boston Logan International Airport

    12:39

    BOS

    3h 20m

    Direct

    15:59

    ATL

    S M T W T F S
    Search

  10. F92779

    Hartsfield–Jackson Atlanta International Airport

    16:44

    ATL

    2h 1m

    Direct

    17:45

    MDW

    S M T W T F S

  11. DL1710

    Boston Logan International Airport

    15:10

    BOS

    3h 1m

    Direct

    18:11

    ATL

    S M T W T F S
    Search

  12. DL1076

    Hartsfield–Jackson Atlanta International Airport

    22:59

    ATL

    1h 56m

    Direct

    23:55

    MDW

    S M T W T F S

  13. DL2330

    Boston Logan International Airport

    16:20

    BOS

    3h 3m

    Direct

    19:23

    ATL

    S M T W T F S
    Search

  14. DL1076

    Hartsfield–Jackson Atlanta International Airport

    22:59

    ATL

    1h 56m

    Direct

    23:55

    MDW

    S M T W T F 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 1,380.83km
Cheapest one-way ticket price PHP 5,903
Cheapest return ticket price PHP 11,507

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

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

    Boston Logan International Airport to Chicago Midway International Airport takes about 2 hours 6 minutes on average. Actual flight time may vary depending on route, weather and air traffic.
  • There are around 4 daily flights from Boston Logan International Airport (BOS) to Chicago Midway International Airport (MDW).
  • The earliest flight from Boston Logan International Airport to Chicago Midway International Airport departs at 05:50, and the last departs at 22:50, with about 12 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 Chicago Midway International Airport (MDW) is quite popular. Without considering departure times or holidays, tickets cost around PHP 16,382 in November, the most expensive month to book this route.
    • The distance from O'Hare International Airport to downtown is about 25km, by taxi about 40 minutes.
    • The distance from Chicago Midway International Airport to downtown is about 14km, by taxi about 30 minutes.
  • The closest airport to Chicago Midway International Airport (MDW) is O'Hare International Airport. The distance is around 25km.
  • One-way flights from Boston Logan International Airport to Chicago Midway International Airport currently start from PHP 5,903, and round-trip fares start from PHP 11,507. The current lowest fare is a Frontier Airlines flight departing on Sat, Oct 31; prices may vary depending on availability.
  • 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 Chicago Midway International Airport is PHP 10,157. Prices may vary depending on the departure date, airline, and availability.
  • Enter Boston Logan International Airport and Chicago 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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