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Boston Logan International Airport to Chicago flight

Explore the cheapest one-way and round-trip flights from Boston Logan International Airport to Chicago over the next 90 days, with one-way fares from INR 7,784 and round-trip from INR 16,298. Based on Trip.com's latest 7-day flight data.

      • Cheapest nonstop
        BOS 5:00 PM
        3h 12m
        Nonstop
        ORD 7:12 PM
        Boston - Chicago | Sat, Nov 7 | Jetblue Airways
        MDW 8:30 AM
        2h 30m
        Nonstop
        BOS 12:00 PM
        Chicago - Boston | Wed, Nov 11 |
        INR 16,298 INR 49,438
        67% off
        67% off
        INR 49,438 INR 16,298
      • BOS 12:31 PM
        3h 9m
        Nonstop
        ORD 2:40 PM
        Boston - Chicago | Tue, Nov 3 | American Airlines
        ORD 6:59 AM
        2h 29m
        Nonstop
        BOS 10:28 AM
        Chicago - Boston | Sat, Nov 7 | American Airlines
        INR 16,412 INR 49,438
        67% off
        67% off
        INR 49,438 INR 16,412
      • BOS 7:10 PM
        2h 56m
        Nonstop
        ORD 9:06 PM
        Boston - Chicago | Tue, Nov 3 | Delta Air Lines
        ORD 3:05 PM
        2h 24m
        Nonstop
        BOS 6:29 PM
        Chicago - Boston | Tue, Nov 10 | Delta Air Lines
        INR 17,027 INR 49,438
        66% off
        66% off
        INR 49,438 INR 17,027
      • BOS 5:54 AM
        3h 6m
        Nonstop
        ORD 8:00 AM
        Boston - Chicago | Wed, Oct 21 | American Airlines
        ORD 7:03 PM
        2h 34m
        Nonstop
        BOS 10:37 PM
        Chicago - Boston | Fri, Oct 23 | American Airlines
        INR 30,205
        39% off
        INR 49,438 INR 30,205
      • BOS 7:40 PM
        2h 51m
        Nonstop
        ORD 9:31 PM
        Boston - Chicago | Fri, Oct 23 | Delta Air Lines
        ORD 7:25 AM
        2h 35m
        Nonstop
        BOS 11:00 AM
        Chicago - Boston | Mon, Oct 26 | Delta Air Lines
        INR 34,483
        30% off
        INR 49,438 INR 34,483
      • BOS 7:40 PM
        2h 51m
        Nonstop
        ORD 9:31 PM
        Boston - Chicago | Tue, Oct 20 | Delta Air Lines
        ORD 7:25 AM
        2h 35m
        Nonstop
        BOS 11:00 AM
        Chicago - Boston | Tue, Oct 27 | Delta Air Lines
        INR 34,512
        30% off
        INR 49,438 INR 34,512
      • BOS 4:25 PM
        2h 55m
        Nonstop
        ORD 6:20 PM
        Boston - Chicago | Fri, Oct 16 | Delta Air Lines
        ORD 7:25 AM
        2h 35m
        Nonstop
        BOS 11:00 AM
        Chicago - Boston | Mon, Oct 19 | Delta Air Lines
        INR 38,561
        22% off
        INR 49,438 INR 38,561
      • BOS 12:39 PM
        7h 6m
        1 stop
        ORD 6:45 PM
        Boston - Chicago | Thu, Nov 19 | Frontier Airlines
        MDW 1:50 PM
        2h 15m
        Nonstop
        BOS 5:05 PM
        Chicago - Boston | Thu, Nov 26 |
        INR 17,814
        64% off
        INR 49,438 INR 17,814
      • BOS 1:00 PM
        17h 25m
        1 stop
        CHI 2:00 PM
        Boston - Chicago | Thu, Oct 15 | Normal Airline
        CHI 3:00 PM
        6h
        Nonstop
        BOS 4:00 PM
        Chicago - Boston | Sat, Oct 17 | Normal Airline
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      • Cheapest nonstop
        BOS 8:40 PM
        2h 56m
        Nonstop
        ORD 10:36 PM
        Boston - Chicago | Mon, Nov 23 | Delta Air Lines
        INR 7,784 INR 12,090
        36% off
        36% off
        INR 12,090 INR 7,784
      • BOS 7:40 PM
        3h 23m
        Nonstop
        ORD 10:03 PM
        Boston - Chicago | Mon, Nov 23 | American Airlines
        INR 7,970 INR 12,090
        34% off
        34% off
        INR 12,090 INR 7,970
      • BOS 8:40 PM
        2h 56m
        Nonstop
        ORD 10:36 PM
        Boston - Chicago | Mon, Nov 9 | Delta Air Lines
        INR 8,957 INR 12,090
        26% off
        26% off
        INR 12,090 INR 8,957
      • BOS 7:55 PM
        2h 56m
        Nonstop
        ORD 9:51 PM
        Boston - Chicago | Sat, Nov 14 | Delta Air Lines
        INR 8,972
        26% off
        INR 12,090 INR 8,972
      • BOS 7:10 PM
        2h 56m
        Nonstop
        ORD 9:06 PM
        Boston - Chicago | Mon, Nov 2 | Delta Air Lines
        INR 9,272
        23% off
        INR 12,090 INR 9,272
      • BOS 8:10 PM
        2h 54m
        Nonstop
        ORD 10:04 PM
        Boston - Chicago | Tue, Nov 17 | Delta Air Lines
        INR 9,287
        23% off
        INR 12,090 INR 9,287
      • BOS 5:05 PM
        3h 12m
        Nonstop
        ORD 7:17 PM
        Boston - Chicago | Mon, Nov 2 | Jetblue Airways
        INR 9,344
        23% off
        INR 12,090 INR 9,344
      • BOS 8:10 PM
        2h 54m
        Nonstop
        ORD 10:04 PM
        Boston - Chicago | Wed, Nov 4 | Delta Air Lines
        INR 9,415
        22% off
        INR 12,090 INR 9,415
      • BOS 7:38 PM
        3h 16m
        Nonstop
        ORD 9:54 PM
        Boston - Chicago | Sat, Nov 14 | American Airlines
        INR 9,430
        22% off
        INR 12,090 INR 9,430
      • BOS 11:27 AM
        7h 49m
        1 stop
        ORD 6:16 PM
        Boston - Chicago | Sat, Oct 31 | Frontier Airlines
        INR 8,800
        27% off
        INR 12,090 INR 8,800
      • BOS 12:39 PM
        12h 8m
        1 stop
        MDW 11:47 PM
        Boston - Chicago | Mon, Nov 9 | Frontier Airlines
        INR 8,957
        26% off
        INR 12,090 INR 8,957
      • BOS 1:00 PM
        17h 25m
        1 stop
        CHI 2:00 PM
        Boston - Chicago | Thu, Oct 15 | Normal Airline
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Displayed flight fares from Boston Logan International Airport to Chicago are based on average prices across airlines for the next 3 months, according to the latest Trip.com database.

Trip.com Price Insights: Flights from Boston Logan International Airport to Chicago

What is the cheapest month for one-way flights from Boston Logan International Airport to Chicago?

Data is based on average one-way flight prices from Boston Logan International Airport to Chicago in Trip.com's database over the past 12 months.

According to Trip.com's data from the past 12 months, the cheapest month for one-way flights from Boston Logan International Airport to Chicago is January, with an average price of INR 12,150. In contrast, the most expensive month is usually October, with an average price of INR 17,823.

INR 17,823
INR 14,987
INR 12,150
INR 9,314
    Cheapest
  • INR 17,823
    Oct
  • INR 16,434
    Nov
  • INR 12,372
    Dec
  • INR 12,150
    Jan
  • INR 15,060
    Feb
  • INR 15,361
    Mar
  • INR 14,563
    Apr
  • INR 12,811
    May
  • INR 13,039
    Jun
  • INR 14,446
    Jul
  • INR 13,939
    Aug
  • INR 15,128
    Sep

What is the cheapest day of the week to fly from Boston Logan International Airport to Chicago?

The data is based on the past 12 months and shows the average ticket prices from Boston Logan International Airport to Chicago for each day of the week in the Trip.com database.

Based on Trip.com’s data from the past 12 months, the cheapest day to depart from Boston Logan International Airport to Chicago is Tuesday, with average fares usually lower than on other days. Avoid flying on Sunday, as ticket prices are typically highest that day.

INR 18,452
INR 15,497
INR 12,542
INR 9,587
  • INR 14,511
    Mon
  • INR 12,542
    Tue
  • INR 13,580
    Wed
  • INR 16,561
    Thu
  • INR 15,526
    Fri
  • INR 13,318
    Sat
  • INR 18,452
    Sun

Which airlines are the most popular for Boston Logan International Airport to Chicago flights?

The most popular airlines flying from Boston Logan International Airport to Chicago are American Airlines, Jetblue Airways, and Delta Air Lines, among 4 carriers on this route. Delta Air Lines offers the lowest fares. Based on Trip.com's flight booking data from the previous 12 months.
American Airlines logo American Airlines
Jetblue Airways logo Jetblue Airways
Delta Air Lines logo Delta Air Lines
United Airlines logo United Airlines

Flight Schedule from Boston Logan International Airport to Chicago

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

Flight info.
Departure
Arrival
Weekly Schedule

  1. DL1624

    Boston Logan International Airport

    1:35 PM

    BOS

    2h 52m

    3:27 PM

    ORD

    - - - - - F -
    Search

  2. DL2804

    Boston Logan International Airport

    8:10 PM

    BOS

    2h 54m

    10:04 PM

    ORD

    S M T W T F S
    Search

  3. DL2816

    Boston Logan International Airport

    11:00 AM

    BOS

    2h 56m

    12:56 PM

    ORD

    S M T W T - S
    Search

  4. DL2570

    Boston Logan International Airport

    7:30 AM

    BOS

    2h 54m

    9:24 AM

    ORD

    S M T W T - S
    Search

  5. B6811

    Boston Logan International Airport

    5:10 PM

    BOS

    3h 5m

    7:15 PM

    ORD

    S M T W T F S
    Search

  6. AA888

    Boston Logan International Airport

    4:48 PM

    BOS

    3h 12m

    7:00 PM

    ORD

    S M T W T F S
    Search

  7. DL1748

    Boston Logan International Airport

    9:10 AM

    BOS

    2h 23m

    Nonstop

    11:33 AM

    DTW

    S M T W T F S
    Search

  8. DL1716

    Detroit Metropolitan Wayne County Airport

    12:15 PM

    DTW

    1h 22m

    Nonstop

    12:37 PM

    ORD

    S M T W T F S

  9. DL5854

    Boston Logan International Airport

    12:00 PM

    BOS

    1h 25m

    Nonstop

    1:25 PM

    LGA

    S M T W T - S
    Search

  10. DL2226

    LaGuardia Airport

    2:30 PM

    LGA

    2h 42m

    Nonstop

    4:12 PM

    ORD

    S M T W T F S

  11. F93511

    Boston Logan International Airport

    12:57 PM

    BOS

    3h 7m

    Nonstop

    4:04 PM

    ATL

    S M T W T F S
    Search

  12. F92779

    Hartsfield–Jackson Atlanta International Airport

    4:44 PM

    ATL

    2h 1m

    Nonstop

    5:45 PM

    MDW

    - - - W - - S

  13. F93511

    Boston Logan International Airport

    12:57 PM

    BOS

    3h 7m

    Nonstop

    4:04 PM

    ATL

    S M T W T F S
    Search

  14. F91595

    Hartsfield–Jackson Atlanta International Airport

    5:10 PM

    ATL

    2h 21m

    Nonstop

    6:31 PM

    ORD

    S M T W T F S
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What to know about flights from Boston Logan International Airport to Chicago?

Cheapest round-trip ticket price INR 16,298
Cheapest one-way flight price INR 7,784
Off-season for travel September
Peak season for travel January

FAQs for Boston Logan International Airport to Chicago Flights

  • When is peak season for travel to Chicago?

    ؜The peak travel time for visiting Chicago is October. During this time, flights from Boston Logan International Airport to Chicago are the most expensive. Cheap tickets can still be booked on Trip.com.
  • Flights from Boston Logan International Airport (BOS) to O'Hare International Airport (CHI) take around 3 hours.
  • The earliest flight departs from Boston Logan International Airport (BOS) at 05:24 and arrives in Chicago (ORD) at 07:25.
  • The latest flight departs from Boston Logan International Airport (BOS) at 21:45 and arrives in Chicago (ORD) at 23:50.
    • The distance from O'Hare International Airport to downtown is about 25 km. It takes about 40 minutes by taxi.
    • The distance from Chicago Midway International Airport to downtown is about 14 km. It takes about 30 minutes by taxi.
  • Yes. American Airlines and United Airlines operate direct flights from Boston Logan International Airport to Chicago. The average flight time is approximately 2 hours 21 minutes, with about 24 flights per week. Actual schedules may vary by season.
  • The cheapest one-way flight from Boston Logan International Airport to Chicago currently starts from INR 7,784, with round-trip fares from INR 16,298. The lowest fare is offered by Delta Air Lines departing on Mon, Nov 23; prices are subject to availability.
  • Yes. The average flight time from Boston Logan International Airport to Chicago is about 2 hours 22 minutes. Actual flight time may vary due to routing, weather, and air traffic.
  • Currently, multiple airlines offer flights from Boston Logan International Airport to Chicago, including: American Airlines Delta Air Lines Jetblue Airways United Airlines The selected airlines are based on Trip.com user booking data from the past 90 days.
  • Based on Trip.com flight data for departures within the next 30 days, the average one-way fare from Boston Logan International Airport to Chicago is INR 23,075, and the average round-trip fare is INR 41,032. Prices may vary depending on the departure date, airline, and availability.
  • Flights from Boston Logan International Airport to Chicago are usually cheapest in January, with an average one-way fare of about INR 23,075. Prices may vary depending on the departure date, airline, and availability.
  • The earliest flight from Boston Logan International Airport to Chicago departs at 05:50, and the latest one departs at 22:00. There are approximately 32 flights per day. Flight times may change, so please check the latest departure and arrival times before your trip.
  • Flights from Boston Logan International Airport to Chicago usually arrive at Chicago Midway International Airport and O'Hare International Airport. O'Hare International Airport is the most convenient option for this route.
  • Jetblue Airwaysand WestJet are the most popular budget airlines flying from Boston Logan International Airport to Chicago. Basic fares start from INR 7,784. Before comparing final prices, watch out for baggage, seat selection, and payment surcharges.

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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 in 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, WLAN, 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 25 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.
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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.