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Chicago Midway International Airport to Boston Logan International Airport flight

Explore the cheapest one-way and round-trip flights from Chicago Midway International Airport to Boston Logan International Airport over the next 90 days, with one-way fares from €87 and round-trip from €143. Based on Trip.com's latest 7-day flight data.

      • MDW 13:19
        5h 27m
        1 stop
        BOS 19:46
        Chicago - Boston | Tue, Oct 6 | Delta Air Lines
        BOS 07:30
        2h 54m
        Direct
        ORD 09:24
        Boston - Chicago | Sat, Oct 10 | Delta Air Lines
        €143 €193
        26% off
        26% off
        €193 €143
      • MDW 13:27
        5h 26m
        1 stop
        BOS 19:53
        Chicago - Boston | Mon, Nov 9 | Delta Air Lines
        BOS 05:39
        4h 38m
        1 stop
        MDW 09:17
        Boston - Chicago | Thu, Nov 12 | Delta Air Lines
        €146 €193
        24% off
        24% off
        €193 €146
      • MDW 16:30
        7h 47m
        1 stop
        BOS 01:17
        Chicago - Boston | Sat, Oct 17 | Delta Air Lines
        BOS 12:54
        6h 29m
        1 stop
        ORD 18:23
        Boston - Chicago | Sat, Oct 24 | Frontier Airlines
        €149 €193
        23% off
        23% off
        €193 €149
      • CHI 13:00
        17h 25m
        1 stop
        BOS 14:00
        Chicago - Boston | Wed, Sep 23 | Normal Airline
        BOS 15:00
        6h
        Direct
        CHI 16:00
        Boston - Chicago | Fri, Sep 25 | Normal Airline
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      • Cheapest nonstop
        MDW 08:30
        2h 25m
        Direct
        BOS 11:55
        Chicago - Boston | Wed, Nov 11 | Hahn Air
        €87 €131
        34% off
        34% off
        €131 €87
      • CHI 13:00
        17h 25m
        1 stop
        BOS 14:00
        Chicago - Boston | Wed, Sep 23 | Normal Airline
        Find more flights
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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.

Which airline offers the cheapest flights from Chicago Midway International Airport to Boston Logan International Airport?

The cheapest airline flying from Chicago Midway International Airport to Boston Logan International Airport is Hahn Air (from €87) among 2 carriers operating this route. Based on Trip.com's latest 7-day flight data.

Hahn Air
From €87
Delta Air Lines
From €127

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What is the 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. DL4690

    Chicago Midway International Airport

    18:41

    MDW

    1h 24m

    Direct

    21:05

    DTW

    S M T W T F S
    Search

  2. DL1187

    Detroit Metropolitan Wayne County Airport

    21:58

    DTW

    2h

    Direct

    23:58

    BOS

    S M T W T F S

  3. DL1285

    Chicago Midway International Airport

    06:00

    MDW

    2h 3m

    Direct

    09:03

    ATL

    S M T W T F S
    Search

  4. DL1293

    Hartsfield–Jackson Atlanta International Airport

    13:15

    ATL

    2h 32m

    Direct

    15:47

    BOS

    S M T W T F S
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About Chicago Midway International Airport and Boston Logan International Airport

Learn about Chicago Midway International Airport (MDW) and Boston Logan International Airport (BOS) — including location, terminals, transportation, and travel tips.

Flight distance1,380.83km
Cheapest one-way ticket price€87
Cheapest return ticket price€143

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

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

    Chicago Midway International Airport to Boston Logan International Airport takes about 1 hour 55 minutes on average. Actual flight time may vary depending on route, weather and air traffic.
  • There are around 4 daily flights from Chicago Midway International Airport (MDW) to Boston Logan International Airport (BOS).
  • The earliest flight from Chicago Midway International Airport to Boston Logan International Airport departs at 05:45, and the last departs at 18:30, with about 13 flights per day. Flight times may change, so please check the latest departure and arrival times before you travel.
  • 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 €555 in September, the most expensive month to book this route.
  • One-way flights from Chicago Midway International Airport to Boston Logan International Airport currently start from €87, and round-trip fares start from €143. The current lowest fare is a Hahn Air flight departing on Wed, Nov 11; 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 Chicago Midway International Airport to Boston Logan International Airport is €124. Prices may vary depending on the departure date, airline, and availability.
  • Enter Chicago Midway International Airport and Boston Logan 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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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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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.