Meet in the middle between Chicago and Boston

Cheapest 15 destinations to meet between Chicago and Boston

Meet in the middle flights
  • $196.11 to Chicago, United States

    Total for 2 peoplereturn flightsquoted 9 days ago
    FromPrice
    Boston$1971 person
    ChicagoFree1 person
  • $208.96 to Boston, United States

    Total for 2 peoplereturn flightsquoted 17 days ago
    FromPrice
    Chicago$2091 person
    BostonFree1 person
  • $286.62 to Philadelphia, United States

    Total for 2 peoplereturn flightsquoted 4 days ago
    FromPrice
    Chicago$2201 person
    Boston$681 person
  • $320.24 to New Orleans, United States

    Total for 2 peoplereturn flightsquoted 25 days ago
    FromPrice
    Chicago$2441 person
    Boston$771 person
  • $362.54 to Myrtle Beach, United States

    Total for 2 peoplereturn flightsquoted 25 days ago
    FromPrice
    Chicago$2911 person
    Boston$721 person
  • $468.53 to Miami, United States

    Total for 2 peoplereturn flightsquoted yesterday
    FromPrice
    Chicago$2251 person
    Boston$2441 person
  • $473.89 to Orlando, United States

    Total for 2 peoplereturn flightsquoted 17 days ago
    FromPrice
    Chicago$2471 person
    Boston$2281 person
  • $486.67 to Fort Lauderdale, United States

    Total for 2 peoplereturn flightsquoted 2 days ago
    FromPrice
    Chicago$2201 person
    Boston$2681 person
  • $569.67 to Toronto, Canada

    Total for 2 peoplereturn flightsquoted 2 days ago
    FromPrice
    Chicago$2921 person
    Boston$2791 person
  • $610.80 to Montreal, Canada

    Total for 2 peoplereturn flightsquoted 2 days ago
    FromPrice
    Chicago$2711 person
    Boston$3411 person
  • $620.60 to San Juan, Puerto Rico

    Total for 2 peoplereturn flightsquoted yesterday
    FromPrice
    Chicago$3361 person
    Boston$2851 person
  • $627.5 to Ottawa, Canada

    Total for 2 peoplereturn flightsquoted 5 days ago
    FromPrice
    Chicago$4141 person
    Boston$2141 person
  • $711.19 to Kingston, Jamaica

    Total for 2 peoplereturn flightsquoted 9 days ago
    FromPrice
    Chicago$4261 person
    Boston$2871 person
  • $754.40 to Bogota, Colombia

    Total for 2 peoplereturn flightsquoted yesterday
    FromPrice
    Chicago$3891 person
    Boston$3661 person
  • $778.12 to Quebec, Canada

    Total for 2 peoplereturn flightsquoted 28 days ago
    FromPrice
    Chicago$4311 person
    Boston$3481 person
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