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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
      • CHI 13:00
        17h 25m
        1 stop
        BOS 14:00
        Chicago - Boston | Sat, Jul 11 | Normal Airline
        Search
        Search
      • CHI 13:00
        17h 25m
        1 stop
        BOS 14:00
        Chicago - Boston | Sat, Jul 11 | Normal Airline
        Search
        Search
      • CHI 13:00
        17h 25m
        1 stop
        BOS 14:00
        Chicago - Boston | Sat, Jul 11 | Normal Airline
        Search
        Search
      • CHI 13:00
        17h 25m
        1 stop
        BOS 14:00
        Chicago - Boston | Sat, Jul 11 | Normal Airline
        Search
        Search
      • CHI 13:00
        17h 25m
        1 stop
        BOS 14:00
        Chicago - Boston | Sat, Jul 11 | Normal Airline
        Search
        Search
      • CHI 13:00
        17h 25m
        1 stop
        BOS 14:00
        Chicago - Boston | Sat, Jul 11 | Normal Airline
        Search
        Search
      • CHI 13:00
        17h 25m
        1 stop
        BOS 14:00
        Chicago - Boston | Sat, Jul 11 | Normal Airline
        Search
        Search
      • CHI 13:00
        17h 25m
        1 stop
        BOS 14:00
        Chicago - Boston | Sat, Jul 11 | Normal Airline
        Search
        Search
      • CHI 13:00
        17h 25m
        1 stop
        BOS 14:00
        Chicago - Boston | Sat, Jul 11 | Normal Airline
        Search
        Search
      • CHI 13:00
        17h 25m
        1 stop
        BOS 14:00
        Chicago - Boston | Sat, Jul 11 | Normal Airline
        Search
        Search

Displayed flight fares from Chicago Midway International Airport to Boston Logan International Airport are based on average prices across airlines for the next 3 months according to the latest Trip.com 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.

Frontier Airlines
From €107
Delta Air Lines
From €126
Hahn Air
From €140

Find more flights and airlines

Chicago Midway International Airport to Boston Logan International Airport Flights Info

Flight distance 1,380.83km

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

  • How long does it take to fly 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 €153 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 €199 in July, the most expensive month to book this route.

Find Cheap Flights with Trip.com

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

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Prices displayed on this page are all-inclusive (including taxes, fuel surcharges, civil aviation development fund, etc.), with all fees confirmed before payment. Fees for luggage, meals, Wi-Fi, 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 have been updated within the last 24 hours—sometimes even in real time. The more popular the route, the more accurate the data.

Change & Cancellation Policy

Trip.com shows the cancellation and change policies for each flight ticket during the booking process, including any fees and applicable conditions. Please check 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 according to the airline's ticket policy.
Cancellation/change due to a flight schedule change:
If the flight schedule has changed 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 visit the customer support pages.