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Where to fly in September from Chicago

September: 14 destinations from Chicago, round trips from $171.

  1. Phoenix US · PHX100°F
    ✈ ≈3.5 h · direct
    round trip from $330Flights →
  2. Dubai AE · DXB100°F
    ✈ ≈15 h · direct · 🌊 beach
    round trip from $681Flights →
  3. Abu Dhabi AE · AUH100°F
    ✈ ≈15 h · direct · 🌊 beach
    round trip from $776Flights →
  4. Sharjah AE · SHJ100°F
    ✈ ≈15 h · direct · 🌊 beach
    round trip from $812Flights →
  5. Las Vegas US · LAS99°F
    ✈ ≈3.5 h · direct
    round trip from $171Flights →
  6. Jeddah SA · JED97°F
    ✈ ≈14 h · direct · 🌊 beach
    round trip from $819Flights →
  7. Cairo EG · CAI91°F
    ✈ ≈12.5 h · direct
    round trip from $476Flights →
  8. Bangkok TH · BKK90°F
    ✈ ≈17.5 h · direct
    round trip from $777Flights →
  9. Hong Kong HK · HKG90°F
    ✈ ≈16 h · direct · 🌊 beach
    round trip from $1,160Flights →
  10. Los Angeles US · LAX88°F
    ✈ ≈4 h · direct · 🌊 beach
    round trip from $201Flights →
  11. San Juan US · SJU88°F
    ✈ ≈4.5 h · direct · 🌊 beach
    round trip from $308Flights →
  12. Cancún MX · CUN88°F
    ✈ ≈3.5 h · direct · 🌊 beach
    round trip from $395Flights →
  13. Punta Cana DO · PUJ88°F
    ✈ ≈4.5 h · direct · 🌊 beach
    round trip from $428Flights →
  14. Havana CU · HAV88°F
    ✈ ≈3.5 h · direct · 🌊 beach
    round trip from $606Flights →
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