I want to travel from Germany to Jeddah and my wife and baby daughter of 16 months will also be traveling with me. I want to perform Umrah with my wife and daughter, but If I wear Ihram from Germany or on flight then it will be difficult for me to handle the luggage and my baby daughter.
Will it be okay for me if I stay in a hotel in Makkah and then go to Masjad Ayesha and wear Ihram from there?
No. Instead, your wife can handle your baby daughter, while you can pull the luggage. It really isnt that difficult, and many people do it.
Sometimes, we have an idea in our minds that something is going to be difficult, but that is only because we have a lack of experience of it. If we make a firm intention to do it, it becomes easy.
What you could, however, do is wear only the bottom half of your ihram on the plane, and then, when you are close to the miqaat boundary, wear the top half, and make intention, and say labbayk. You are now in ihraam, and only now do the ihraam restrictions apply.
Here is a picture of the miqaat boundary
Here is a hajj guide: