It is not permissible to perform Umrah on behalf of the living unless they are not capable. Therefore, if somebody’s illness is permanent , you can perform Umrah on his or her behalf though it is not recommended.

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It is permissible to do Umrah and it doesn’t mean that a person is forced to do hajj.

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No, you can not. You must make your Ihram from Jeddah as long as you intended it from there.

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