Meet in the middle between Portland and Boston

Cheapest 15 destinations to meet between Portland and Boston

Meet in the middle flights
  • $657.62 to San Juan, Puerto Rico

    Total for 2 peoplereturn flightsquoted 3 days ago
    FromPrice
    Portland$4381 person
    Boston$2201 person
  • $757.23 to Saint Thomas, US Virgin Islands

    Total for 2 peoplereturn flightsquoted 3 days ago
    FromPrice
    Portland$4861 person
    Boston$2721 person
  • $800.78 to Cancun, Mexico

    Total for 2 peoplereturn flightsquoted 3 days ago
    FromPrice
    Portland$4671 person
    Boston$3351 person
  • $844.43 to Montego Bay, Jamaica

    Total for 2 peoplereturn flightsquoted 3 days ago
    FromPrice
    Portland$4911 person
    Boston$3551 person
  • $879.23 to San Jose, Costa Rica

    Total for 2 peoplereturn flightsquoted 5 days ago
    FromPrice
    Portland$5571 person
    Boston$3231 person
  • $882.17 to Havana, Cuba

    Total for 2 peoplereturn flightsquoted 8 days ago
    FromPrice
    Portland$4801 person
    Boston$4031 person
  • $918.28 to Guatemala City, Guatemala

    Total for 2 peoplereturn flightsquoted 4 days ago
    FromPrice
    Portland$6111 person
    Boston$3091 person
  • $922.39 to Guayaquil, Ecuador

    Total for 2 peoplereturn flightsquoted 3 days ago
    FromPrice
    Portland$5391 person
    Boston$3841 person
  • $925.49 to Port Of Spain, Trinidad and Tobago

    Total for 2 peoplereturn flightsquoted 6 days ago
    FromPrice
    Portland$5331 person
    Boston$3941 person
  • $931.57 to Oranjestad, Aruba

    Total for 2 peoplereturn flightsquoted 3 days ago
    FromPrice
    Portland$5701 person
    Boston$3621 person
  • $936.9 to Punta Cana, Dominican Republic

    Total for 2 peoplereturn flightsquoted 5 days ago
    FromPrice
    Portland$5451 person
    Boston$3921 person
  • $961.43 to Nassau, Bahamas

    Total for 2 peoplereturn flightsquoted 5 days ago
    FromPrice
    Portland$6271 person
    Boston$3361 person
  • $962.11 to Grand Cayman Island, Cayman Islands

    Total for 2 peoplereturn flightsquoted 4 days ago
    FromPrice
    Portland$6011 person
    Boston$3621 person
  • $991.30 to Providenciales, Turks and Caicos Islands

    Total for 2 peoplereturn flightsquoted 6 days ago
    FromPrice
    Portland$6871 person
    Boston$3051 person
  • $999.18 to Hamilton, Bermuda

    Total for 2 peoplereturn flightsquoted 4 days ago
    FromPrice
    Portland$6151 person
    Boston$3851 person
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