This is exactly the constitutional crisis that we have been moving towards these past several months (has it truly only been 5?!) As of yet, he has not directly told any court to pound sand. Instead, his consistent approach has been to obfuscate and delay, and hope that if need be he will be bailed out by the Supremes.
Then, there is always his modus operandi that TACO. As with Abrego Garcia. He’s back in the US, facing a whole new pile of made up bullshit. So far, Trump seems content to cause as much harm IMMEDIATELY to as many people as possible. Then, if some isolated aspect of his action is adjudged improper some months down the line, such judicial relief is unlikely to help ALL the folk he harmed.
It will be interesting - and not in any good way - to see what happens when/if he directly refuses a court order. Plus, we have the effort by the House budget bill to outlaw contempt judgments.