
One tip for pairing prints, combine ones that have similar qualities. Here, I went with the linear theme on both top and pants. As an accessory, I wore pearls to break up and soften the hard edges on the clothes.
Red and White checkered top from Nordstrom, Navy and White striped trousers from Old Navy

Color based: The lavender floral print brings out the purple from the red and blue plaid combination in the jacket.

You can also go with the same color palette for cohesiveness. The plaid jacket and floral top may be totally different, but with similar tones, the outfit makes sense (to me at least!).
Vintage mini corduroy western top, plaid jacket from Nordstrom
Go ahead and make your own pairings then! If you feel good in your choices then it totally works!