>>54222928Dawn.
She has been shown time and time again to be the choice for Ash by the writers. She not only has the best relationship with him but she has been given extremely special treatment thought all her time in the entirety of the anime.
From DP to BW and finally, in JN, each time she is with Ash she always gets shipping moments, she and Ash are the only male-female characters to share a special (physical btw) connection(high touch) she was the only girl or rather only companion to show up for Ash in his biggest moment, Chleo funny enough, was only there to show Eevee a battle but Dawn came for Ash no other reason.
Speaking of Chloe was got to see that the writers dual-shipped both Ash and Dawn together in addition to Goh and Chloe like a double date type of thing. There is also how Bunnery is in the same breeding group as Pikachu, so it's pretty obvious that Dawn wins Ash.
for out of anime evidence we have the popularity of Dawn and Piplup, the Pizza thing and a few others.
each other girl has been shown to either not have an interest, lose interest in Ash, or was never given any to start with.
Dawn is the clear romantic winner for Ash
Ash x Dawn won