You might get the bags prior to 1am....but, there's just no way to safely count on it. If you land, on-time, at 8:30, you won't be at your resort until close to 10pm. That means, that depending on the resort you're at, you could get bags as early as 11 or as late as 1 or 2:00!! The value resorts don't have terrific luggage service after 10pm. The moderates do a better job, but it can take a bit of time. The deluxe resorts do the best since they have Bell Services up and running 24/7.
Your options are...
1. Don't tag your checked bags and get them yourselves at baggage claim. Then take them to the DME bus with you. The driver will expect to be tipped for luggage handling. But, you'll have your bags with you upon arrival at the resort.
2. Tag the bags and have DME take care of them. But....tell the front desk you want the bags held until the next morning. Then, stop at Bell Services/Luggage Assistance and tell them the same thing. When you get to your room, put the 'privacy please' hanger out on the door. When you wake up the message light will be blinking...your luggage is ready to be delivered.
3. Tag the bags and stay up until the bags are delivered to the room.
But always, always pack anything you will need for the first 6 or so hrs of your stay, in your carry on bags. Checked bags get misdirected all the time. If that happens to your bag, at least you'll have what you need to get through the night.
When I get to WDW in late Jan, our flight arrives at 8pm. I still haven't decided whether or not I'm tagging the bags. We won't get to BWV until close to 9:30, and probably won't have the bags delivered until midnight. Not sure I want to stay up that late after traveling.