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I heard that Heathrow Airport has a 2 bag limit when going through security. How strictly do they enforce this? If i have my carry-on and personal item and a plastic shopping bag/carrier bag is that an issue? Is it any different going through connections?

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    Apparently the two-bag limit exists, but I have seen plenty of people take more. As far as I can see, security isn't really interested in policing hand baggage sizes, although if you really took the mickey I suppose they might say something. A carrier bag with some shopping is not likely to be a problem. Connections security is pretty much the same as anywhere else. – Calchas Mar 7 '17 at 10:42
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I've never seen security caring about the number of bags when your going through security. As a matter of fact, they probably not even aware whose bag is it, unless they see something suspicious in one, and they need to do a manual check in front of the owner.

On the other hand, can you put your shopping bag into your carry on?

However, it might be a problem at the gate, some airlines might be more strict than others with the number of hand baggage items.

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