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To arrive in Chicago at 5pm local time, you would need to leave London in the morning, typically around 11am or noon, to account for the time difference of approximately 6-7 hours. This would allow for an average flight duration of 8-9 hours to reach Chicago O'Hare International Airport from London Heathrow.
The flight duration from Chicago to Seattle is around 4-5 hours. If you leave Chicago at 3:30 PM, you are likely to arrive in Seattle between 7:30 PM and 8:30 PM local time, accounting for any time zone differences.
4PM in London is 10AM in Chicago. Chicago is 6 hours behind London.
If you leave London at 19:30 (7:30 pm) on Thursday, and assuming it takes approximately 22 hours to fly to Sydney, you would arrive in Sydney around 17:30 (5:30 pm) local time on Friday, accounting for the time difference.
If it is January 7th at 10:00 PM in Chicago, it would be January 8th at 4:00 AM in London. London is six hours ahead of Chicago.
If you leave Hong Kong at 0100 am on Saturday, accounting for the time difference and flight duration, you would likely arrive in Vancouver on Friday evening, local time.