Trip.com
>
Flights
>
Flights to United States
>
Flights to Massachusetts
>
Cheap Flights to Boston
>
Chicago to Boston flight
>
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, Aug 8 | Normal Airline
        BOS 15:00
        6h
        Direct
        CHI 16:00
        Boston - Chicago | Mon, Aug 10 | Normal Airline
        Search
        Search
      • CHI 13:00
        17h 25m
        1 stop
        BOS 14:00
        Chicago - Boston | Sat, Aug 8 | Normal Airline
        BOS 15:00
        6h
        Direct
        CHI 16:00
        Boston - Chicago | Mon, Aug 10 | Normal Airline
        Search
        Search
      • CHI 13:00
        17h 25m
        1 stop
        BOS 14:00
        Chicago - Boston | Sat, Aug 8 | Normal Airline
        BOS 15:00
        6h
        Direct
        CHI 16:00
        Boston - Chicago | Mon, Aug 10 | Normal Airline
        Search
        Search
      • CHI 13:00
        17h 25m
        1 stop
        BOS 14:00
        Chicago - Boston | Sat, Aug 8 | Normal Airline
        BOS 15:00
        6h
        Direct
        CHI 16:00
        Boston - Chicago | Mon, Aug 10 | Normal Airline
        Search
        Search
      • CHI 13:00
        17h 25m
        1 stop
        BOS 14:00
        Chicago - Boston | Sat, Aug 8 | Normal Airline
        BOS 15:00
        6h
        Direct
        CHI 16:00
        Boston - Chicago | Mon, Aug 10 | Normal Airline
        Search
        Search
      • CHI 13:00
        17h 25m
        1 stop
        BOS 14:00
        Chicago - Boston | Sat, Aug 8 | Normal Airline
        BOS 15:00
        6h
        Direct
        CHI 16:00
        Boston - Chicago | Mon, Aug 10 | Normal Airline
        Search
        Search
      • CHI 13:00
        17h 25m
        1 stop
        BOS 14:00
        Chicago - Boston | Sat, Aug 8 | Normal Airline
        BOS 15:00
        6h
        Direct
        CHI 16:00
        Boston - Chicago | Mon, Aug 10 | Normal Airline
        Search
        Search
      • CHI 13:00
        17h 25m
        1 stop
        BOS 14:00
        Chicago - Boston | Sat, Aug 8 | Normal Airline
        BOS 15:00
        6h
        Direct
        CHI 16:00
        Boston - Chicago | Mon, Aug 10 | Normal Airline
        Search
        Search
      • CHI 13:00
        17h 25m
        1 stop
        BOS 14:00
        Chicago - Boston | Sat, Aug 8 | Normal Airline
        BOS 15:00
        6h
        Direct
        CHI 16:00
        Boston - Chicago | Mon, Aug 10 | Normal Airline
        Search
        Search
      • CHI 13:00
        17h 25m
        1 stop
        BOS 14:00
        Chicago - Boston | Sat, Aug 8 | Normal Airline
        BOS 15:00
        6h
        Direct
        CHI 16:00
        Boston - Chicago | Mon, Aug 10 | Normal Airline
        Search
        Search
      • MDW 10:35
        7h 57m
        1 stop
        BOS 19:32
        Chicago - Boston | Tue, Sep 22 | Delta Air Lines
        € 68 € 122
        44% off
        44% off
        € 122 € 68
      • CHI 13:00
        17h 25m
        1 stop
        BOS 14:00
        Chicago - Boston | Sat, Aug 8 | Normal Airline
        Find more flights
        Find more flights

airport_to_airport.flight_disclaimer

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.

Delta Air Lines
From € 68
Hahn Air
From € 131
Frontier Airlines
From € 176

Find more flights and airlines

Flight Schedule from Chicago Midway International Airport to Boston Logan International Airport

Check the schedule for flights from Chicago to Boston and find the flight that best matches your travel plans.

Flight info.
Departure
Arrival
Weekly Schedule

  1. DL1063

    Chicago Midway International Airport

    10:54

    MDW

    1h 53m

    Direct

    13:47

    ATL

    S M T W T F S
    Search

  2. DL518

    Hartsfield–Jackson Atlanta International Airport

    16:45

    ATL

    2h 36m

    Direct

    19:21

    BOS

    S M T W T F S
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 € 68

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

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

    It takes around 2 hours 31 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 € 172 in October, 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 € 266 in September, 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.

Most popular destination

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, regulatory fees, etc) with all fees confirmed before payment. Fees for baggage, 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 were updated within last 24 hours—even in real-time. The more popular the route, the more precise the data.

Change & Cancellation Policy

Trip.com displays flight cancellation and change policies for each flight ticket during the booking process, including fees and applicable conditions. Please check the following scenarios:
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.