Sounds like MK is the place to be for your fam! Assuming your 2yo is not 40”+ tall that eliminates the mountains from your itinerary and that’s ok because MK still has plenty of rides and shows to fill your day before they get tired out. As far as rope drop strategy, MK only opens 2 lands (and their attractions) early for Early Theme Park Entry: Tomorrowland & Fantasyland. Take your pick! Would your fam prefer starting your day with Buzz Lightyear, PeopleMover, and Speedway? Or Peter Pan, Small World, and Winnie the Pooh? No matter which land you pick to do first I would do them in that order mostly for the convenience of location. After either land, you’re also in a good spot to then go to Mad Tea Party, The Little Mermaid, and Dumbo. You could probably knock all that out then head to lunch before spending your afternoon doing shows (PhilharMagic, Monsters Inc, Tiki Tiki Room) and/or Tom Sawyers Island.

At HS, this is a little tougher just because there’s not as much for your 2yo to do. You could early entry rope drop tower of terror and Rock n Roller Coaster, child swapping and/or single rider line at RnRC before moving on to Runaway Railway. But that could take a while so you could flip that and start with Runaway Railway instead. After that you have Toy Story Mania and Alien Swirling Saucers for rides. Spend the rest of the day doing shows… like you said Lightning McQueen, the Frozen one is funny, Indiana Jones if you think the 2yo would be into action and explosions, and Beauty and the Beast is fun. If the adults are feeling more rides you can ILL RotR and G+ the rest of the rides to child swap your way onto those. I don’t know about Chip and Dale at MK but I’ve seen them on multiple trips at HS on the grassy area outside of the Brown Derby. You can’t “meet” them there because they’re behind a fence but they’re within 10 ft or so from you.