Trip.com
>
Cheap Flights
>
United States
>
Boston
>
Chicago to Boston flight
>
Chicago Midway International Airport to Boston Logan International Airport flight

Find the cheapest Chicago to Boston flights over the next 3 months. One-way fares from DKK 623, return fares from DKK 623.

    • Cheapest
      MDW 20:35
      11h 58m
      1 stop
      BOS 09:33
      Chicago - Boston | Sun, Dec 20 | Frontier Airlines
      DKK 623 DKK 975
      36% off
      36% off
      DKK 975 DKK 623
    • MDW 06:00
      8h 1m
      1 stop
      BOS 15:01
      Chicago - Boston | Thu, Nov 26 | Delta Air Lines
      DKK 673 DKK 975
      31% off
      31% off
      DKK 975 DKK 673
    • MDW 09:30
      5h 22m
      1 stop
      BOS 15:52
      Chicago - Boston | Thu, Nov 19 | Delta Air Lines
      DKK 721 DKK 975
      26% off
      26% off
      DKK 975 DKK 721
    • MDW 13:41
      5h 16m
      1 stop
      BOS 19:57
      Chicago - Boston | Mon, Dec 7 | Delta Air Lines
      DKK 742
      24% off
      DKK 975 DKK 742
    • MDW 17:29
      5h 15m
      1 stop
      BOS 23:44
      Chicago - Boston | Sat, Nov 14 | Delta Air Lines
      DKK 742
      24% off
      DKK 975 DKK 742
    • MDW 18:41
      4h 17m
      1 stop
      BOS 23:58
      Chicago - Boston | Sat, Dec 5 | Delta Air Lines
      DKK 750
      23% off
      DKK 975 DKK 750
    • MDW 18:15
      4h 44m
      1 stop
      BOS 23:59
      Chicago - Boston | Fri, Jan 1 | Delta Air Lines
      DKK 1,116
      42% off
      DKK 1,930 DKK 1,116
    • CHI 13:00
      17h 25m
      1 stop
      BOS 14:00
      Chicago - Boston | Sat, Oct 24 | Normal Airline
      Find more flights
      Find more flights
    • MDW 18:15
      4h 44m
      1 stop
      BOS 23:59
      Chicago - Boston | Fri, Jan 1 | Delta Air Lines
      DKK 1,116 DKK 1,930
      42% off
      42% off
      DKK 1,930 DKK 1,116
    • CHI 13:00
      17h 25m
      1 stop
      BOS 14:00
      Chicago - Boston | Sat, Oct 24 | Normal Airline
      Find more flights
      Find more flights

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 DKK 623) among 4 carriers operating this route. Based on Trip.com's latest 7-day flight data.

Frontier Airlines
From DKK 623
Delta Air Lines
From DKK 673
Allegiant Air
From DKK 875
Hahn Air
From DKK 1,223

Find more flights and airlines

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. DL4714

    Chicago Midway International Airport

    17:31

    MDW

    1h 44m

    Direct

    19:15

    MSP

    S M T W T F S
    Search

  2. DL2614

    Minneapolis-Saint Paul International Airport

    20:00

    MSP

    2h 53m

    Direct

    23:53

    BOS

    S M T W T F S

  3. DL4688

    Chicago Midway International Airport

    13:00

    MDW

    1h 10m

    Direct

    15:10

    DTW

    S M T W T F S
    Search

  4. DL1707

    Detroit Metropolitan Wayne County Airport

    17:45

    DTW

    2h

    Direct

    19:45

    BOS

    S M T W T - S

  5. DL1285

    Chicago Midway International Airport

    06:00

    MDW

    2h

    Direct

    09:00

    ATL

    S M T W T F S
    Search

  6. DL862

    Hartsfield–Jackson Atlanta International Airport

    11:15

    ATL

    2h 34m

    Direct

    13:49

    BOS

    S M T W T - S

  7. DL1285

    Chicago Midway International Airport

    06:00

    MDW

    2h

    Direct

    09:00

    ATL

    S M T W T F S
    Search

  8. DL1293

    Hartsfield–Jackson Atlanta International Airport

    12:20

    ATL

    2h 34m

    Direct

    14:54

    BOS

    S M T W T F S

  9. F92292

    Chicago Midway International Airport

    06:21

    MDW

    2h 14m

    Direct

    09:35

    ATL

    S M T W T F S
    Search

  10. F93512

    Hartsfield–Jackson Atlanta International Airport

    09:05

    ATL

    2h 47m

    Direct

    11:52

    BOS

    S M T W T F S

  11. F92144

    Chicago Midway International Airport

    11:36

    MDW

    2h 7m

    Direct

    14:43

    ATL

    - M T W - - S
    Search

  12. F93512

    Hartsfield–Jackson Atlanta International Airport

    09:05

    ATL

    2h 47m

    Direct

    11:52

    BOS

    S M T W T F S

  13. G43054

    Chicago Midway International Airport

    14:26

    MDW

    1h 25m

    Direct

    16:51

    TYS

    - - - - T - -
    Search

  14. G41398

    Mcghee Tyson Airport

    08:30

    TYS

    2h 12m

    Direct

    10:42

    BOS

    - M - - - F S

  15. G43024

    Chicago Midway International Airport

    13:26

    MDW

    1h 25m

    Direct

    15:51

    TYS

    S - - - - - -
    Search

  16. G41398

    Mcghee Tyson Airport

    08:30

    TYS

    2h 12m

    Direct

    10:42

    BOS

    - M - - - F S
Find more flights and airlines

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 DKK 623

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 DKK 1,479 in October, the most expensive month to book this route.
  • 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 DKK 1,063. 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 DKK 623. 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 the estimated lowest prices and include all taxes and fees found in the last 24 hours.

Book with no extra fees

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.