Did Jesus celebrate Hanukkah?

All the feasts point to Christ, and we know 100% that Christ celebrated the feasts. Likewise, Paul celebrated the feasts, even after the resurrection - and he said that the Feasts are a shadow of things to come, but the substance is of Christ.

Here follows three reasons we know that Christ celebrated the feasts:

• 1. Because He created them, and God instructed his children to keep them forever, and Jesus always did what the Father said. In fact, the Jews were sent into exile for 70 years, because they did not keep the Jubilee years.
• 2. We have record of Christ celebrating the Passover with his disciples.
• 3. In the passage of Jesus at the transfiguration, Peter said let us build 3 tabernacles, and the word in the original Greek, is the same word for Feast of Booths- Sukkot. These booths are temporary shelters, which was a reminder of when they wandered in the wilderness.

We would expect to find this in the Old Testament in Leviticus, where God established the 7 feasts. The reason it's not here, is that this is the dedication of the 2nd temple, which happened in the 400 year period between the Testaments, so we see it in the New Testament.

To answer your question directly - Yes, this passage you mention from John 10:22 doesn't just refer to Hanukkah - in the original language, the Hebrew word for Feast of Dedication actually is "Hanukkah", and several translations actually say Hanukkah.
John 10:22-24 Jesus Claims to Be the Son of God

22 It was now winter, and Jesus was in Jerusalem at the time of Hanukkah, the Festival of Dedication. 23 He was in the Temple, walking through the section known as Solomon’s Colonnade. 24 The people surrounded him and asked, “How long are you going to keep us in suspense? If you are the Messiah, tell us plainly.” 25 Jesus replied, “I have already told you, and you don’t believe me. The proof is the work I do in my Father’s name. 26 But you don’t believe me because you are not my sheep. 27 My sheep listen to my voice; I know them, and they follow me. 28 I give them eternal life, and they will never perish. No one can snatch them away from me, 29 for my Father has given them to me, and he is more powerful than anyone else. No one can snatch them from the Father’s hand. 30 The Father and I are one.”

• Jesus Celebrated Hanukkah!

The other reason we know that Christ celebrated the feasts is that His second advent is inseparably linked with the 3 Fall feasts. When his disciples asked about the end of the world and when he would return, he used a Jewish idiom, that was instantly understood and recognizable to them. He said he would return when "no one knows the day or hour" which was unmistakable reference to Feast of Trumpets. It is the only feast that happens at the New Moon, and sometimes it's rainy or cloudy and the sliver of the new moon cannot be seen. This feast begins the Jewish Civil calendar and all 7 feasts and all the weekly Sabbaths are determined by the 2 witnesses who see the New Moon, and then the New Year begins. When the new moon is sighted by the two witnesses in Jerusalem, there are 99 alternating long and short blasts on the shofar, and then the 100th blast is the longest of all, and it is known as "the Last Trumpet".

If you look at the God ordained feasts, it would make sense that Jesus would honor them, after all, they are His creation. The Feast of Hannukah, not so. It is a civil Holiday, a man made tradition.

I am, sure Jesus respected it as a tradition, because it is in His character to respect people. However, it does not follow that He participated in it.

Most commentaries state that this festival in particular was a means for Jesus to reach the crowds, and his "walking in the portico", was a way to keep out of inclement weather (vs 23). These two situations set up a perfect condition to meet others.

Many people try to spiritualize Hannukah, but this can be done to many events and circumstances in life. But because it was recorded in the Bible, this makes it a lot easier to do that.

One other reason I do not think Hannukah would be celebrated by the Lord, is that it does nothing to forward His mission, prophetic time line, nor is it representative of His salvific work (unless you spiritualize it, as noted above) For this reason, other than demonstrating His sensitivity to the event, I do not think the Lord participated in Hannukah.

Yes.

The feast of the dedication was a festival celebrating the re-dedication if the sacrificial altar. It was instituted by by Judas Maccabaees. This was later referred to as the festival of lights. It was/is Hanukkah.

On the lunar-solar calendar this celebration falls in December and sometimes in November.

While this is somewhat opinion, there is no reason to believe as a Jew that Christ wouldn't participate in this important festival.