Rulings
Q1: If I use this card's On Deletion effect to DNA digivolve into Millenniummon in the hand, do the DNA digivolution requirements have to be met for Millenniummon?
Yes, the DNA digivolution requirements have to be met. In addition, DNA digivolution can't be performed unless the Millenniummon has DNA digivolution.
Q2: Does this card's On Deletion effect allow my Machinedramon and this card itself in the trash that activated the effect to DNA digivolve into Millenniummon in the hand?
Yes, that's correct. The On Deletion effect activates after the card is placed in the trash, therefore this card itself in the trash can DNA digivolve into Millenniummon in the hand.
Q3: For this card's On Deletion effect, which locations must the Machinedramon and Kimeramon be in to DNA digivolve to Millenniummon from the hand?
You can DNA digivolve into Millenniummon from your hand by using your Machinedramon in the battle area and your Kimeramon in the trash.
Q4: What are the areas where Machinedramon and Kimeramon can DNA digivolve into Millenniummon in the hand using this card's On Deletion effect?
Your Machinedramon in the battle area and Kimeramon in your trash can DNA digivolve into Millenniummon in the hand.
Q5: When this card's On Deletion effect digivolves Joggles to a "Millenniummon" in my hand, does it have to meet the digivolution requirements for that "Millenniummon"'s Joggles?
Yes, DNA digivolution requirements must be met. Also, "Millenniummon" without DNA digivolution cannot have DNA digivolution.
Q6: Can this card's On Deletion effect digivolve DNA digivolves to Millenniummon in my Hand with my Machinedramon and this card itself in the trash that activated this effect?
Yes, it is possible. Since the On Deletion effect is activated after the card is placed in Trash, this card in Trash itself can DNA digivolves to "Millenniummon" in your hand.
Q7: In what location can the On Deletion effect of this card On Deletion be used with Machinedramon and Kimeramon to DNA digivolve to Millenniummon in the hand?
With your "Mugendramon" in the Battle Area and "Kimeramon" in your trash, you can DNA digivolve to "Millenniummon" in your hand.
Data Sources
Lv.5 Kimeramon BT18-015 R Ultimate | Data | Composite [Digivolve] Lv.4 w/[Composite] trait: Cost 3 [When Digivolving] [When Attacking] By deleting 1 of your Digimon, delete 1 of your opponent's Digimon with the lowest DP. [On Deletion] 1 of your [Machinedramon] and 1 [Kimeramon] in the trash may DNA digivolve into [Millenniummon] in the hand. --- Inherited: <Security A. +1> (This Digimon checks 1 additional security card.)
Lv.5 Kimeramon BT18-015 R Ultimate | Data | Composite [Digivolve] Lv.4 w/[Composite] trait: Cost 3 [When Digivolving] [When Attacking] By deleting 1 of your Digimon, delete 1 of your opponent's Digimon with the lowest DP. [On Deletion] 1 of your [Machinedramon] and 1 [Kimeramon] in the trash may DNA digivolve into [Millenniummon] in the hand. --- Inherited: <Security A. +1> (This Digimon checks 1 additional security card.)
Lv.5 Kimeramon BT18-015 R Ultimate | Data | Composite [Digivolve] Lv.4 w/[Composite] trait: Cost 3 [When Digivolving] [When Attacking] By deleting 1 of your Digimon, delete 1 of your opponent's Digimon with the lowest DP. [On Deletion] You may DNA digivolve 1 of your [Machinedramon] in play and 1 [Kimeramon] in the trash into [Millenniummon] in the hand. --- Inherited: <Security A. +1>.
Lv.5 キメラモン BT18-015 R 完全体 | データ種 | 合成型 特徴に「合成型」を持つLv.4:コスト3 【進化時】【アタック時】自分のデジモン1体を消滅させることで、最もDPの低い相手のデジモン1体を消滅させる。 【消滅時】自分の「ムゲンドラモン」1体とトラッシュの「キメラモン」1枚で手札の「ミレニアモン」にジョグレス進化できる。 --- Inherited: ≪Sアタック+1≫（このデジモンがチェックする枚数+1）