plus30°

Where to fly in October from Chicago

October: 14 destinations from Chicago, round trips from $313.

  1. Jeddah SA · JED95°F
    ✈ ≈14 h · direct · 🌊 beach
    round trip from $779Flights →
  2. Mumbai IN · BOM93°F
    ✈ ≈16.5 h · direct · 🌊 beach
    round trip from $669Flights →
  3. Dubai AE · DXB93°F
    ✈ ≈15 h · direct · 🌊 beach
    round trip from $764Flights →
  4. Abu Dhabi AE · AUH93°F
    ✈ ≈15 h · direct · 🌊 beach
    round trip from $794Flights →
  5. Doha QA · DOH93°F
    ✈ ≈14.5 h · direct · 🌊 beach
    round trip from $817Flights →
  6. Sharjah AE · SHJ93°F
    ✈ ≈15 h · direct · 🌊 beach
    round trip from $917Flights →
  7. Sharm El Sheikh EG · SSH90°F
    ✈ ≈13 h · direct · 🌊 beach
    round trip from $843Flights →
  8. Bangkok TH · BKK90°F
    ✈ ≈17.5 h · direct
    round trip from $851Flights →
  9. Los Cabos MX · SJD88°F
    ✈ ≈4.5 h · direct · 🌊 beach
    round trip from $313Flights →
  10. Montego Bay JM · MBJ88°F
    ✈ ≈4 h · direct · 🌊 beach
    round trip from $771Flights →
  11. Hyderabad IN · HYD88°F
    ✈ ≈16.5 h · direct
    round trip from $1,050Flights →
  12. Cancún MX · CUN86°F
    ✈ ≈3.5 h · direct · 🌊 beach
    round trip from $361Flights →
  13. Cairo EG · CAI86°F
    ✈ ≈12.5 h · direct
    round trip from $476Flights →
  14. Bali ID · DPS86°F
    ✈ ≈19.5 h · direct · 🌊 beach
    round trip from $943Flights →
plus30° →