Meet in the middle between Chicago and Portland

Cheapest 15 destinations to meet between Chicago and Portland

Meet in the middle flights
  • $290.15 to Denver, United States

    Total for 2 peoplereturn flightsquoted 12 days ago
    FromPrice
    Chicago$1161 person
    Portland$1751 person
  • $346.90 to Las Vegas, United States

    Total for 2 peoplereturn flightsquoted 27 days ago
    FromPrice
    Chicago$1781 person
    Portland$1691 person
  • $525.48 to Guadalajara, Mexico

    Total for 2 peoplereturn flightsquoted today
    FromPrice
    Chicago$2831 person
    Portland$2431 person
  • $727.22 to San Juan, Puerto Rico

    Total for 2 peoplereturn flightsquoted 20 days ago
    FromPrice
    Chicago$2881 person
    Portland$4401 person
  • $785.15 to Cancun, Mexico

    Total for 2 peoplereturn flightsquoted 20 days ago
    FromPrice
    Chicago$2911 person
    Portland$4951 person
  • $863.17 to Havana, Cuba

    Total for 2 peoplereturn flightsquoted 22 days ago
    FromPrice
    Chicago$3771 person
    Portland$4871 person
  • $918.78 to Bogota, Colombia

    Total for 2 peoplereturn flightsquoted 20 days ago
    FromPrice
    Chicago$3141 person
    Portland$6061 person
  • $938.37 to Guatemala City, Guatemala

    Total for 2 peoplereturn flightsquoted 20 days ago
    FromPrice
    Chicago$3381 person
    Portland$6021 person
  • $942.51 to Santo Domingo, Dominican Republic

    Total for 2 peoplereturn flightsquoted 21 days ago
    FromPrice
    Chicago$4711 person
    Portland$4731 person
  • $965.8 to Guayaquil, Ecuador

    Total for 2 peoplereturn flightsquoted 24 days ago
    FromPrice
    Chicago$4271 person
    Portland$5391 person
  • $972.76 to Lima, Peru

    Total for 2 peoplereturn flightsquoted 21 days ago
    FromPrice
    Chicago$4111 person
    Portland$5631 person
  • $981.72 to Punta Cana, Dominican Republic

    Total for 2 peoplereturn flightsquoted 22 days ago
    FromPrice
    Chicago$4371 person
    Portland$5451 person
  • $1,007.78 to San Salvador, El Salvador

    Total for 2 peoplereturn flightsquoted 20 days ago
    FromPrice
    Chicago$3281 person
    Portland$6811 person
  • $1,016.27 to Port Au Prince, Haiti

    Total for 2 peoplereturn flightsquoted 20 days ago
    FromPrice
    Chicago$3651 person
    Portland$6521 person
  • $1,020.74 to Managua, Nicaragua

    Total for 2 peoplereturn flightsquoted 22 days ago
    FromPrice
    Chicago$4301 person
    Portland$5921 person
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