plus30°

Where to fly in October from Chicago

October: 14 destinations from Chicago, round trips from $135.

  1. Mumbai IN · BOM93°F
    ✈ ≈16.5 h · direct · 🌊 beach
    round trip from $732Flights →
  2. Jeddah SA · JED93°F
    ✈ ≈14 h · direct · 🌊 beach
    round trip from $882Flights →
  3. Dubai AE · DXB93°F
    ✈ ≈15 h · direct · 🌊 beach
    round trip from $900Flights →
  4. Sharjah AE · SHJ93°F
    ✈ ≈15 h · direct · 🌊 beach
    round trip from $1,080Flights →
  5. Phoenix US · PHX91°F
    ✈ ≈3.5 h · direct
    round trip from $257Flights →
  6. Cancún MX · CUN90°F
    ✈ ≈3.5 h · direct · 🌊 beach
    round trip from $468Flights →
  7. Cairo EG · CAI90°F
    ✈ ≈12.5 h · direct
    round trip from $687Flights →
  8. Delhi IN · DEL90°F
    ✈ ≈15 h · direct
    round trip from $1,000Flights →
  9. Sharm El Sheikh EG · SSH90°F
    ✈ ≈13 h · direct · 🌊 beach
    round trip from $1,170Flights →
  10. San Juan US · SJU88°F
    ✈ ≈4.5 h · direct · 🌊 beach
    round trip from $245Flights →
  11. Punta Cana DO · PUJ88°F
    ✈ ≈4.5 h · direct · 🌊 beach
    round trip from $357Flights →
  12. Kuala Lumpur MY · KUL88°F
    ✈ ≈18.5 h · direct
    round trip from $893Flights →
  13. Manila PH · MNL86°F
    ✈ ≈16.5 h · direct · 🌊 beach
    round trip from $543Flights →
  14. Miami US · MIA84°F
    ✈ ≈3 h · direct · 🌊 beach
    round trip from $135Flights →
plus30° →