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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 €84 and round-trip from €150. Based on Trip.com's latest 7-day flight data.

    • Cheapest
      MDW 20:35
      11h 58m
      1 stop
      BOS 09:33
      Chicago - Boston | Sun, Dec 20 | Frontier Airlines
      €84 €120
      30% off
      30% off
      €120 €84
    • MDW 06:00
      8h 1m
      1 stop
      BOS 15:01
      Chicago - Boston | Thu, Nov 26 | Delta Air Lines
      €90 €120
      25% off
      25% off
      €120 €90
    • MDW 11:27
      6h 31m
      1 stop
      BOS 18:58
      Chicago - Boston | Wed, Nov 18 | Delta Air Lines
      €99 €120
      18% off
      18% off
      €120 €99
    • MDW 18:15
      4h 44m
      1 stop
      BOS 23:59
      Chicago - Boston | Fri, Jan 1 | Delta Air Lines
      €150
      32% off
      €222 €150
    • CHI 13:00
      17h 25m
      1 stop
      BOS 14:00
      Chicago - Boston | Fri, Oct 23 | Normal Airline
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    • MDW 13:27
      5h 26m
      1 stop
      BOS 19:53
      Chicago - Boston | Sun, Nov 8 | Delta Air Lines
      BOS 05:39
      4h 38m
      1 stop
      MDW 09:17
      Boston - Chicago | Wed, Nov 11 | Delta Air Lines
      €150 €441
      66% off
      66% off
      €441 €150
    • MDW 19:01
      3h 57m
      1 stop
      BOS 23:58
      Chicago - Boston | Thu, Oct 22 | Delta Air Lines
      BOS 07:30
      2h 54m
      Direct
      ORD 09:24
      Boston - Chicago | Fri, Oct 23 | Delta Air Lines
      €366 €441
      17% off
      17% off
      €441 €366
    • CHI 13:00
      17h 25m
      1 stop
      BOS 14:00
      Chicago - Boston | Fri, Oct 23 | Normal Airline
      BOS 15:00
      6h
      Direct
      CHI 16:00
      Boston - Chicago | Sun, Oct 25 | Normal Airline
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    • MDW 18:15
      4h 44m
      1 stop
      BOS 23:59
      Chicago - Boston | Fri, Jan 1 | Delta Air Lines
      €150 €222
      32% off
      32% off
      €222 €150
    • CHI 13:00
      17h 25m
      1 stop
      BOS 14:00
      Chicago - Boston | Fri, Oct 23 | Normal Airline
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Displayed flight fares from Chicago to Boston 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 Chicago Midway International Airport to Boston Logan International Airport?

The cheapest airline flying from Chicago Midway International Airport to Boston Logan International Airport is Frontier Airlines (from €84) among 3 carriers operating this route. Based on Trip.com's latest 7-day flight data.

Frontier Airlines
From €84
Delta Air Lines
From €90
Hahn Air
From €164

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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. DL1063

    Chicago Midway International Airport

    10:59

    MDW

    1h 54m

    Direct

    13:53

    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

  3. DL1285

    Chicago Midway International Airport

    06:00

    MDW

    2h

    Direct

    09:00

    ATL

    S M T W T F S
    Search

  4. DL1293

    Hartsfield–Jackson Atlanta International Airport

    12:20

    ATL

    2h 34m

    Direct

    14:54

    BOS

    S M T W T F S

  5. F92292

    Chicago Midway International Airport

    06:21

    MDW

    2h 14m

    Direct

    09:35

    ATL

    S M T W T F S
    Search

  6. F93512

    Hartsfield–Jackson Atlanta International Airport

    09:05

    ATL

    2h 47m

    Direct

    11:52

    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 distance 1,380.83km
Cheapest one-way ticket price €84
Cheapest return ticket price €150

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 2 hours 4 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 05:00, and the last departs at 19:00, with about 15 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 €198 in October, the most expensive month to book this route.
  • One-way flights from Chicago Midway International Airport to Boston Logan International Airport currently start from €84, and round-trip fares start from €150. The current lowest fare is a Frontier Airlines flight departing on Sun, Dec 20; 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 €143. Prices may vary depending on the departure date, airline, and availability.
  • Jetblue Airways are the most popular budget airlines flying from Chicago Midway International Airport to Boston Logan International Airport, with one-way fares starting from €84. Compare final prices carefully, as baggage, seat selection and payment fees may apply.
  • 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.

Find Cheap Flights with Trip.com

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

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Prices displayed on 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, 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 the 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.