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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 THB 2,910 and round-trip from THB 5,010. Based on Trip.com's latest 7-day flight data.

      • BOS 12:54 PM
        5h 57m
        1 stop
        MDW 5:51 PM
        Boston - Chicago | Mon, Sep 21 | Frontier Airlines
        ORD 7:30 PM
        2h 39m
        Nonstop
        BOS 11:09 PM
        Chicago - Boston | Thu, Sep 24 | Delta Air Lines
        THB 5,010 THB 6,440
        22% off
        22% off
        THB 6,440 THB 5,010
      • BOS 12:54 PM
        5h 57m
        1 stop
        MDW 5:51 PM
        Boston - Chicago | Mon, Sep 28 | Frontier Airlines
        ORD 11:30 AM
        2h 45m
        Nonstop
        BOS 3:15 PM
        Chicago - Boston | Mon, Oct 5 | Delta Air Lines
        THB 5,030 THB 6,440
        22% off
        22% off
        THB 6,440 THB 5,030
      • BOS 5:40 AM
        4h 27m
        1 stop
        MDW 9:07 AM
        Boston - Chicago | Mon, Sep 28 | Delta Air Lines
        ORD 11:30 AM
        2h 45m
        Nonstop
        BOS 3:15 PM
        Chicago - Boston | Mon, Oct 5 | Delta Air Lines
        THB 5,370 THB 6,440
        17% off
        17% off
        THB 6,440 THB 5,370
      • BOS 5:30 AM
        5h 33m
        1 stop
        MDW 10:03 AM
        Boston - Chicago | Sat, Oct 31 | Delta Air Lines
        ORD 12:00 PM
        2h 32m
        Nonstop
        BOS 3:32 PM
        Chicago - Boston | Sat, Nov 7 | Delta Air Lines
        THB 5,390
        16% off
        THB 6,440 THB 5,390
      • BOS 5:40 AM
        4h 27m
        1 stop
        MDW 9:07 AM
        Boston - Chicago | Fri, Sep 18 | Delta Air Lines
        ORD 7:35 AM
        2h 33m
        Nonstop
        BOS 11:08 AM
        Chicago - Boston | Thu, Sep 24 | Delta Air Lines
        THB 5,390
        16% off
        THB 6,440 THB 5,390
      • BOS 5:39 AM
        4h 38m
        1 stop
        MDW 9:17 AM
        Boston - Chicago | Mon, Oct 19 | Delta Air Lines
        ORD 7:25 AM
        2h 35m
        Nonstop
        BOS 11:00 AM
        Chicago - Boston | Thu, Oct 22 | Delta Air Lines
        THB 5,420
        16% off
        THB 6,440 THB 5,420
      • BOS 1:00 PM
        17h 25m
        1 stop
        CHI 2:00 PM
        Boston - Chicago | Wed, Sep 9 | Normal Airline
        CHI 3:00 PM
        6h
        Nonstop
        BOS 4:00 PM
        Chicago - Boston | Fri, Sep 11 | Normal Airline
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      • BOS 1:05 PM
        5h 55m
        1 stop
        MDW 6:00 PM
        Boston - Chicago | Thu, Oct 29 | Delta Air Lines
        THB 2,910 THB 4,180
        30% off
        30% off
        THB 4,180 THB 2,910
      • BOS 12:54 PM
        5h 57m
        1 stop
        MDW 5:51 PM
        Boston - Chicago | Mon, Oct 5 | Frontier Airlines
        THB 2,960 THB 4,180
        28% off
        28% off
        THB 4,180 THB 2,960
      • BOS 12:54 PM
        5h 57m
        1 stop
        MDW 5:51 PM
        Boston - Chicago | Mon, Sep 21 | Frontier Airlines
        THB 2,970 THB 4,180
        28% off
        28% off
        THB 4,180 THB 2,970
      • BOS 12:39 PM
        12h 8m
        1 stop
        MDW 11:47 PM
        Boston - Chicago | Fri, Oct 30 | Frontier Airlines
        THB 3,080
        26% off
        THB 4,180 THB 3,080
      • BOS 12:54 PM
        11h 50m
        1 stop
        MDW 11:44 PM
        Boston - Chicago | Sat, Sep 26 | Frontier Airlines
        THB 3,150
        25% off
        THB 4,180 THB 3,150
      • BOS 12:54 PM
        11h 50m
        1 stop
        MDW 11:44 PM
        Boston - Chicago | Sat, Oct 3 | Frontier Airlines
        THB 3,340
        20% off
        THB 4,180 THB 3,340
      • BOS 1:00 PM
        17h 25m
        1 stop
        CHI 2:00 PM
        Boston - Chicago | Wed, Sep 9 | Normal Airline
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Displayed flight fares from Boston Logan International Airport to Chicago Midway International Airport 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 Delta Air Lines (from THB 2,910) among 3 carriers operating this route. Based on Trip.com's latest 7-day flight data.

Delta Air Lines
From THB 2,910
Frontier Airlines
From THB 2,960
Hahn Air
From THB 3,750

Find more flights and airlines

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. DL2222

    Boston Logan International Airport

    1:05 PM

    BOS

    2h 15m

    Nonstop

    3:20 PM

    DTW

    S M T W T F S
    Search

  2. DL4677

    Detroit Metropolitan Wayne County Airport

    6:15 PM

    DTW

    1h 22m

    Nonstop

    6:37 PM

    MDW

    S - - - - - S

  3. F93511

    Boston Logan International Airport

    9:36 AM

    BOS

    2h 54m

    Nonstop

    12:30 PM

    ATL

    S M T W T F S
    Search

  4. F92779

    Hartsfield–Jackson Atlanta International Airport

    9:55 AM

    ATL

    2h

    Nonstop

    10:55 AM

    MDW

    S M T W T F S

  5. F93511

    Boston Logan International Airport

    9:36 AM

    BOS

    2h 54m

    Nonstop

    12:30 PM

    ATL

    S M T W T F S
    Search

  6. F92291

    Hartsfield–Jackson Atlanta International Airport

    9:44 PM

    ATL

    2h 3m

    Nonstop

    10:47 PM

    MDW

    S M - 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 1,380.83 km
Cheapest one-way ticket price THB 2,910
Cheapest return ticket price THB 5,010

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

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

    It takes around 2 hours 43 minutes to fly from Boston Logan International Airport (bos) to Chicago Midway International Airport (mdw).
  • There are around 4 daily flights from Boston Logan International Airport (BOS) to Chicago Midway International Airport (MDW).
  • Tickets cost around THB 6,760 in October, making it the cheapest month to book. Boston Logan International Airport (BOS) to Chicago Midway International Airport (MDW) is a popular route, so don't forget to book your tickets in advance.
  • 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 THB 7,450 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 Chicago Midway International Airport (MDW) at 08:15.
  • The latest flight departs from Boston Logan International Airport (BOS) at 20:05 and arrives in Chicago 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 Chicago Midway International Airport to downtown is about 14 km. It takes about 30 minutes by taxi.
  • The closest airport to Chicago Midway International Airport (MDW) is O'Hare International Airport. The distance is around 25 km.
  • The earliest flight from Boston Logan International Airport to Chicago Midway International Airport departs at 07:05, and the last departs at 21:05, with about 14 flights per day. Flight times may change, so please check the latest departure and arrival times before you travel.

Popular Destinations

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

Book with no extra fees

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

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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.