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Chicago Midway International Airport to Boston Logan International Airport flight

Search for flights from Chicago to Boston and check out affordable one-way and round-trip options.

      • CHI 13:00
        17h 25m
        1 stop
        BOS 14:00
        Chicago - Boston | Sat, Jul 11 | Normal Airline
        BOS 15:00
        6h
        Direct
        CHI 16:00
        Boston - Chicago | Mon, Jul 13 | Normal Airline
        Search
        Search
      • CHI 13:00
        17h 25m
        1 stop
        BOS 14:00
        Chicago - Boston | Sat, Jul 11 | Normal Airline
        BOS 15:00
        6h
        Direct
        CHI 16:00
        Boston - Chicago | Mon, Jul 13 | Normal Airline
        Search
        Search
      • CHI 13:00
        17h 25m
        1 stop
        BOS 14:00
        Chicago - Boston | Sat, Jul 11 | Normal Airline
        BOS 15:00
        6h
        Direct
        CHI 16:00
        Boston - Chicago | Mon, Jul 13 | Normal Airline
        Search
        Search
      • CHI 13:00
        17h 25m
        1 stop
        BOS 14:00
        Chicago - Boston | Sat, Jul 11 | Normal Airline
        BOS 15:00
        6h
        Direct
        CHI 16:00
        Boston - Chicago | Mon, Jul 13 | Normal Airline
        Search
        Search
      • CHI 13:00
        17h 25m
        1 stop
        BOS 14:00
        Chicago - Boston | Sat, Jul 11 | Normal Airline
        BOS 15:00
        6h
        Direct
        CHI 16:00
        Boston - Chicago | Mon, Jul 13 | Normal Airline
        Search
        Search
      • CHI 13:00
        17h 25m
        1 stop
        BOS 14:00
        Chicago - Boston | Sat, Jul 11 | Normal Airline
        BOS 15:00
        6h
        Direct
        CHI 16:00
        Boston - Chicago | Mon, Jul 13 | Normal Airline
        Search
        Search
      • CHI 13:00
        17h 25m
        1 stop
        BOS 14:00
        Chicago - Boston | Sat, Jul 11 | Normal Airline
        BOS 15:00
        6h
        Direct
        CHI 16:00
        Boston - Chicago | Mon, Jul 13 | Normal Airline
        Search
        Search
      • CHI 13:00
        17h 25m
        1 stop
        BOS 14:00
        Chicago - Boston | Sat, Jul 11 | Normal Airline
        BOS 15:00
        6h
        Direct
        CHI 16:00
        Boston - Chicago | Mon, Jul 13 | Normal Airline
        Search
        Search
      • CHI 13:00
        17h 25m
        1 stop
        BOS 14:00
        Chicago - Boston | Sat, Jul 11 | Normal Airline
        BOS 15:00
        6h
        Direct
        CHI 16:00
        Boston - Chicago | Mon, Jul 13 | Normal Airline
        Search
        Search
      • CHI 13:00
        17h 25m
        1 stop
        BOS 14:00
        Chicago - Boston | Sat, Jul 11 | Normal Airline
        BOS 15:00
        6h
        Direct
        CHI 16:00
        Boston - Chicago | Mon, Jul 13 | Normal Airline
        Search
        Search
      • Cheapest nonstop
        MDW 05:15
        2h 10m
        Direct
        BOS 08:25
        Chicago - Boston | Mon, Jul 27 | Hahn Air
        MYR 367 MYR 404
        9% off
        9% off
        MYR 404 MYR 367
      • CHI 13:00
        17h 25m
        1 stop
        BOS 14:00
        Chicago - Boston | Sat, Jul 11 | Normal Airline
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Flight prices from Chicago Midway International Airport to Boston Logan International Airport are based on the average fares across airlines for the next three months, based on Trip.com’s latest data.

Selected Airlines from Chicago Midway International Airport to Boston Logan International Airport

See which airlines fly from Chicago to Boston. Find the airline that best meets your travel needs by comparing prices and treat yourself to an enjoyable journey.

Hahn Air
From MYR 358
Frontier Airlines
From MYR 577
Delta Air Lines
From MYR 595

Find more flights and airlines

Chicago Midway International Airport to Boston Logan International Airport Flights Info

Flight distance 1,380.83km
Cheapest one-way ticket price MYR 367

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

  • How long is a flight from Chicago Midway International Airport (MDW) to Boston Logan International Airport (BOS)?

    It takes around 2 hours 26 minutes to fly from Chicago Midway International Airport (mdw) to Boston Logan International Airport (bos).
  • There are around 5 daily flights from Chicago Midway International Airport (MDW) to Boston Logan International Airport (BOS).
  • Tickets cost around MYR 710 in September, making it the cheapest month to book. Chicago Midway International Airport (MDW) to Boston Logan International Airport (BOS) is a popular route, so don't forget to book your tickets in advance.
  • The route from Chicago Midway International Airport (MDW) to Boston Logan International Airport (BOS) is quite popular. Without considering departure times or holidays, tickets cost around MYR 926 in July, the most expensive month to book this route.
  • The earliest flight departs from Chicago Midway International Airport (MDW) at 05:45 and arrives in Boston Logan International Airport (BOS) at 08:55.
  • The latest flight departs from Chicago Midway International Airport (MDW) at 19:40 and arrives in Boston Logan International Airport (BOS) at 22:50.

Popular Destinations & Recommendations

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.