plus30°

Where to fly in May from Chicago

May: 12 destinations from Chicago, round trips from $343.

  1. Bangkok TH · BKK95°F
    ✈ ≈17.5 h · direct
    round trip from $1,110Flights →
  2. Cancún MX · CUN90°F
    ✈ ≈3.5 h · direct · 🌊 beach
    round trip from $399Flights →
  3. Tashkent UZ · TAS82°F
    ✈ ≈13.5 h · direct
    round trip from $1,290Flights →
  4. Guadalajara MX · GDL81°F
    ✈ ≈4 h · direct
    round trip from $343Flights →
  5. Madrid ES · MAD77°F
    ✈ ≈9 h · direct
    round trip from $688Flights →
  6. Tokyo JP · TYO73°F
    ✈ ≈13 h · direct
    round trip from $1,370Flights →
  7. Istanbul TR · IST70°F
    ✈ ≈11.5 h · direct · 🌊 beach
    round trip from $877Flights →
  8. Zurich CH · ZRH64°F
    ✈ ≈9.5 h · direct
    round trip from $470Flights →
  9. Sydney AU · SYD64°F
    ✈ ≈18.5 h · direct · 🌊 beach
    round trip from $1,410Flights →
  10. Saint Petersburg RU · LED64°F
    ✈ ≈9.5 h · direct
    round trip from $1,720Flights →
  11. London GB · LON63°F
    ✈ ≈8.5 h · direct
    round trip from $832Flights →
  12. Moscow RU · MOW63°F
    ✈ ≈10.5 h · direct
    round trip from $1,730Flights →
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