Truth is, not all flannel looks good. When you need to look your absolute best, there is no better plaid than Urban Outfitters. Though the durability and practicality of their clothing is questionable, not to mention the price, all of Urban Outfitter's flannel and plaid shirts are definitely indie in appearance and stylish.
If you're feeling daring, you can find some nice classy vintage flannel shirts on Etsy. Such as this gem I found. I was drawn to the clever name "The Steve McQueen" and this shirt evoked memories of The Magnificent Seven and The Great Escape. FLANNEL!