We've moved quite a few trees through the years at my local club. Biggest ones were moved with a tree spade, a real big one. Those trees were mostly mature ashes, I'm guessing maybe 8" in diameter. That was only affordable ($100 per tree) because the owner of the machine was a friend of the club. Unfortunately, the ashes all croaked due to an invasive species. (Several choke cherries have survived, they're tough and don't mind the discs much. Very sappy.) I think our success rate was roughly 4/5 survival before the ash borers hit. (The bonus was that several of the ashes had small cedars growing at the base, which were also picked up by the spade. Several of those have long outlived the big tree and grown up nicely.)
The park folks, using a much smaller spade, have successfully moved a few smaller cedars, in the 4 to 6 foot range. Survival, roughly 2/3. Also moved were a few maples, smallish ones in the one inch diameter range. They didn't do well, although maples we've planted (purchased from a wholesaler) have done uniformly well, except when snapped off by disgruntled disc golfers who seem to thrive on breaking things. (I'd recommend putting smaller transplants off the fairway, and using purchased, more mature trees for any fairway plantings. Scrawny little transplants won't like the traffic and abuse the fairway brings but can mature nicely along the margins.)
Good luck. Hopefully your park system has a person on staff who can help with timing this right and with optimizing success via watering etc.
Joe