Has anyone tried placing

A CRJ on jetway stand? I know I can place/land a small plane on medium stand if I upgrade or unlock a small and medium in the same stand

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You can absolutely park a CRJ at a jetway stand that is S capable, it just won’t use the jetway.
Only E170,E175 and B462 from the S size aircraft will use the jetway system

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You can park anything on a jetway stand if it’s upgraded for it, but as Carlsberg said it just doesn’t connect the jetway except the planes he mentioned