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Flights from Chicago to Boston with American Airlines

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Change Fee Waiver Terms and Conditions

If you purchase a non-refundable ticket on American Airlines between March 1, 2020 at 4:30 p.m. CT and April 15, 2020 at 11:59 p.m. CT, you may change your flight once without paying a change fee. Complete all travel within 1 year of original ticket issue date. Any difference in fare will apply. This waiver is valid only for tickets issued on American Airlines ticket stock. For complete terms, click here.

Flights from Chicago to Boston with American Airlines

Recent searches for flights from Chicago to Boston

  • March2020
    From
    $46*
  • April2020
    From
    $46*
  • May2020
    From
    $46*
  • Find deals on Chicago to Boston flights

    FromToDatesFare typePrice

    Chicago (ORD)

    Boston (BOS)

    05/15/20-

    05/18/20

    Round trip
    from
    $50*
    Updated:15hoursago

    Chicago (ORD)

    Boston (BOS)

    05/12/20-

    05/14/20

    Round trip
    from
    $50*
    Updated:5hoursago

    Chicago (ORD)

    Boston (BOS)

    04/30/20-

    05/03/20

    Round trip
    from
    $50*
    Updated:20hoursago

    Chicago (ORD)

    Boston (BOS)

    06/12/20-

    06/15/20

    Round trip
    from
    $50*
    Updated:22hoursago

    Chicago (ORD)

    Boston (BOS)

    04/28/20-

    04/30/20

    Round trip
    from
    $50*
    Updated:22hoursago

    Chicago (ORD)

    Boston (BOS)

    06/12/20-

    06/14/20

    Round trip
    from
    $50*
    Updated:2hoursago

    Chicago (ORD)

    Boston (BOS)

    04/27/20-

    04/30/20

    Round trip
    from
    $50*
    Updated:1hourago

    Chicago (ORD)

    Boston (BOS)

    06/06/20-

    06/10/20

    Round trip
    from
    $46*
    Updated:1dayago

    Chicago (ORD)

    Boston (BOS)

    04/23/20-

    04/27/20

    Round trip
    from
    $46*
    Updated:1dayago

    Chicago (ORD)

    Boston (BOS)

    05/16/20-

    05/26/20

    Round trip
    from
    $46*
    Updated:1dayago

    *Fares displayed have been collected within the last 48hrs and may no longer be available at time of booking. Modifying this information may result in a different fare. To find the most updated fare, please visit aa.com. Fares listed may be Basic Economy, which class is subject to additional terms and conditions. Additional baggage fees and charges for optional products and services may apply.

    Weather in Boston

    Monday light rain
    40°F 03/30/20
    Tuesday light snow
    37°F 03/31/20
    Wednesday overcast clouds
    37°F 04/01/20
    Thursday moderate rain
    47°F 04/02/20
    Friday overcast clouds
    45°F 04/03/20
    Saturday overcast clouds
    36°F 04/04/20
    Sunday sky is clear
    49°F 04/05/20
    Powered by: OpenWeatherMap.org