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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 ₹ 8,380 and round-trip from ₹ 17,116. Based on Trip.com's latest 7-day flight data.

    • Cheapest
      BOS 11:06
      9h 41m
      1 stop
      MDW 19:47
      Boston - Chicago | Fri, Nov 20 | Frontier Airlines
      ₹ 8,380 ₹ 12,884
      35% off
      35% off
      ₹ 12,884 ₹ 8,380
    • BOS 11:27
      7h 20m
      1 stop
      MDW 17:47
      Boston - Chicago | Sat, Oct 31 | Frontier Airlines
      ₹ 8,779 ₹ 12,884
      32% off
      32% off
      ₹ 12,884 ₹ 8,779
    • BOS 12:39
      12h 8m
      1 stop
      MDW 23:47
      Boston - Chicago | Wed, Nov 18 | Frontier Airlines
      ₹ 9,864 ₹ 12,884
      23% off
      23% off
      ₹ 12,884 ₹ 9,864
    • BOS 17:45
      6h 9m
      1 stop
      MDW 22:54
      Boston - Chicago | Mon, Dec 7 | Delta Air Lines
      ₹ 9,893
      23% off
      ₹ 12,884 ₹ 9,893
    • BOS 15:15
      8h 18m
      1 stop
      MDW 22:33
      Boston - Chicago | Sat, Oct 31 | Delta Air Lines
      ₹ 9,893
      23% off
      ₹ 12,884 ₹ 9,893
    • 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
      ₹ 17,116 ₹ 23,054
      26% off
      26% off
      ₹ 23,054 ₹ 17,116
    • 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
      ₹ 17,130 ₹ 23,054
      26% off
      26% off
      ₹ 23,054 ₹ 17,130
    • 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
      ₹ 17,173 ₹ 23,054
      26% off
      26% off
      ₹ 23,054 ₹ 17,173
    • 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
      ₹ 17,301
      25% off
      ₹ 23,054 ₹ 17,301
    • 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
      ₹ 17,415
      24% off
      ₹ 23,054 ₹ 17,415
    • 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
      ₹ 18,443
      20% off
      ₹ 23,054 ₹ 18,443
    • 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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    • BOS 05:30
      4h 20m
      1 stop
      MDW 08:50
      Boston - Chicago | Sat, Dec 26 | Delta Air Lines
      ₹ 15,788 ₹ 34,705
      55% off
      55% off
      ₹ 34,705 ₹ 15,788
    • BOS 09:05
      4h 56m
      1 stop
      MDW 13:01
      Boston - Chicago | Sun, Dec 6 | Delta Air Lines
      ₹ 16,673 ₹ 34,705
      52% off
      52% off
      ₹ 34,705 ₹ 16,673
    • BOS 05:30
      5h 16m
      1 stop
      MDW 09:46
      Boston - Chicago | Sat, Nov 28 | Delta Air Lines
      ₹ 17,444 ₹ 34,705
      50% off
      50% off
      ₹ 34,705 ₹ 17,444
    • BOS 13:04
      5h 40m
      1 stop
      MDW 17:44
      Boston - Chicago | Fri, Dec 25 | Delta Air Lines
      ₹ 18,572
      46% off
      ₹ 34,705 ₹ 18,572
    • BOS 13:04
      5h 40m
      1 stop
      MDW 17:44
      Boston - Chicago | Thu, Dec 24 | Delta Air Lines
      ₹ 19,357
      44% off
      ₹ 34,705 ₹ 19,357
    • BOS 13:00
      17h 25m
      1 stop
      CHI 14:00
      Boston - Chicago | Thu, Oct 29 | Normal Airline
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    • BOS 17:45
      6h 9m
      1 stop
      MDW 22:54
      Boston - Chicago | Mon, Dec 7 | Delta Air Lines
      ₹ 9,893 ₹ 12,884
      23% off
      23% off
      ₹ 12,884 ₹ 9,893
    • BOS 11:27
      7h 20m
      1 stop
      MDW 17:47
      Boston - Chicago | Sat, Oct 31 | Frontier Airlines
      ₹ 8,779 ₹ 12,884
      32% off
      32% off
      ₹ 12,884 ₹ 8,779
    • BOS 15:15
      8h 18m
      1 stop
      MDW 22:33
      Boston - Chicago | Sat, Oct 31 | Delta Air Lines
      ₹ 9,893 ₹ 12,884
      23% off
      23% off
      ₹ 12,884 ₹ 9,893
    • BOS 11:06
      9h 41m
      1 stop
      MDW 19:47
      Boston - Chicago | Fri, Nov 20 | Frontier Airlines
      ₹ 8,380
      35% off
      ₹ 12,884 ₹ 8,380
    • BOS 12:39
      12h 8m
      1 stop
      MDW 23:47
      Boston - Chicago | Wed, Nov 18 | Frontier Airlines
      ₹ 9,864
      23% off
      ₹ 12,884 ₹ 9,864
    • 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 ₹ 8,380) among 3 carriers operating this route. Based on Trip.com's latest 7-day flight data.

Frontier Airlines
From ₹ 8,380
Delta Air Lines
From ₹ 9,893
Hahn Air
From ₹ 19,485

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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. DL1019

    Boston Logan International Airport

    05:30

    BOS

    2h 25m

    Direct

    07:55

    DTW

    S M T W T F S
    Search

  4. DL4684

    Detroit Metropolitan Wayne County Airport

    08:25

    DTW

    1h 24m

    Direct

    08:49

    MDW

    S M T W T F S

  5. DL2464

    Boston Logan International Airport

    18:55

    BOS

    3h 5m

    Direct

    22:00

    ATL

    - M T - - - -
    Search

  6. DL1076

    Hartsfield–Jackson Atlanta International Airport

    22:59

    ATL

    1h 56m

    Direct

    23:55

    MDW

    S M T W T F S

  7. DL2222

    Boston Logan International Airport

    12:55

    BOS

    2h 18m

    Direct

    15:13

    DTW

    S M T W T F S
    Search

  8. DL4677

    Detroit Metropolitan Wayne County Airport

    17:40

    DTW

    1h 20m

    Direct

    18:00

    MDW

    S M T W T F S

  9. F93511

    Boston Logan International Airport

    12:57

    BOS

    3h 7m

    Direct

    16:04

    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

  15. F93511

    Boston Logan International Airport

    12:57

    BOS

    3h 7m

    Direct

    16:04

    ATL

    S M T W T F S
    Search

  16. F92291

    Hartsfield–Jackson Atlanta International Airport

    22:45

    ATL

    1h 58m

    Direct

    23:43

    MDW

    S M T 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 1,380.83km
Cheapest one-way ticket price ₹ 8,380
Cheapest return ticket price ₹ 17,116

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 3 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 ₹ 19,442 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 ₹ 8,380, and round-trip fares start from ₹ 17,116. The current lowest fare is a Frontier Airlines flight departing on Fri, Nov 20; 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 ₹ 15,107. 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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