Amazing deal: Chicago to Bangkok, Thailand flights roundtrip as low as $477.
Bangkok or Phuket, Thailand
Departure: mid of October – November (Monday, Wednesday, Friday)
Return: mid of October – November
Note, that the lowest price has a an overnight stop in Shanghai, which can be considered as 2in1 trip. Or you can pay a little bit extra ($527 R/T) and avoid this long stop.
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