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Yes they will but im not sure how good it be!

As you know that Sony had taken out Spiderman from MCU and they have made venom movie which is blockbuster. So there are very high chances that the crossover will happen until marvel sony deal get renewed.

Yes there will be a crossover. As spidey is not a part of the mcu that changes what role spiderman will play in any upcoming films but Sony wants there to be crossover so it is most likely that there will be one.

Yes given that both are owned by Sony

Yes they will have a crossover after the 3 rd movie from the homecoming series gets released as Sony owns both the spiderman and venom