Meet in the middle between New York and Chicago

Cheapest 15 destinations to meet between New York and Chicago

Meet in the middle flights
  • $356.8 to Quebec, Canada

    Total for 2 peoplereturn flightsquoted 2 days ago
    FromPrice
    New York$1341 person
    Chicago$2231 person
  • $382.92 to Toronto, Canada

    Total for 2 peoplereturn flightsquoted yesterday
    FromPrice
    New York$1571 person
    Chicago$2271 person
  • $546.17 to San Juan, Puerto Rico

    Total for 2 peoplereturn flightsquoted 5 days ago
    FromPrice
    New York$2381 person
    Chicago$3091 person
  • $549.52 to Cancun, Mexico

    Total for 2 peoplereturn flightsquoted 4 days ago
    FromPrice
    New York$2701 person
    Chicago$2811 person
  • $588.29 to Santiago, Dominican Republic

    Total for 2 peoplereturn flightsquoted yesterday
    FromPrice
    New York$3321 person
    Chicago$2571 person
  • $601.7 to Guadalajara, Mexico

    Total for 2 peoplereturn flightsquoted 8 days ago
    FromPrice
    New York$3661 person
    Chicago$2361 person
  • $649.96 to San Salvador, El Salvador

    Total for 2 peoplereturn flightsquoted 2 days ago
    FromPrice
    New York$3051 person
    Chicago$3461 person
  • $673.55 to Guatemala City, Guatemala

    Total for 2 peoplereturn flightsquoted yesterday
    FromPrice
    New York$3391 person
    Chicago$3361 person
  • $679.8 to Port Au Prince, Haiti

    Total for 2 peoplereturn flightsquoted 2 days ago
    FromPrice
    New York$3181 person
    Chicago$3621 person
  • $737.24 to Bogota, Colombia

    Total for 2 peoplereturn flightsquoted 2 days ago
    FromPrice
    New York$4611 person
    Chicago$2771 person
  • $753.75 to St Croix Island, US Virgin Islands

    Total for 2 peoplereturn flightsquoted 14 days ago
    FromPrice
    New York$2681 person
    Chicago$4871 person
  • $755.34 to Paris, France

    Total for 2 peoplereturn flightsquoted yesterday
    FromPrice
    New York$3381 person
    Chicago$4191 person
  • $784.67 to Punta Cana, Dominican Republic

    Total for 2 peoplereturn flightsquoted 12 days ago
    FromPrice
    New York$3821 person
    Chicago$4041 person
  • $809.28 to Hamilton, Bermuda

    Total for 2 peoplereturn flightsquoted yesterday
    FromPrice
    New York$3591 person
    Chicago$4511 person
  • $821.94 to San Jose, Costa Rica

    Total for 2 peoplereturn flightsquoted yesterday
    FromPrice
    New York$3421 person
    Chicago$4811 person
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