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Misty and Brock, Ash's two original traveling companions, are my two favorites but I prefer Misty because her attitude is unpredictable unlike Brock's.
Dawn, she was the reason I enjoyed Sinnoh a lot. She was also portrayed as a starting trainer in a similar fashion to Ash, especially given her debut episode was almost entirely had her as the main focus.
My vote would be with Misty and Brock. Brock with his breeding experience and cooking while Misty with her attitude. Even Cilan is good to travel with Ash so Misty. Brock, Cilan and Ash : a perfect journey partners