With out seeing it, I say no. Too many patterns clashing and possibly too many colors. If the checks are not too bold and on a tie it may work. Personally, I'd stick with solids when wearing pin stripes keep it simple.
Ok now, the above guy is correct if your a lawyer going to court. But, overall go ahead and wear it. Just follow a few rules. The 2 of 3 rule. Only 2 pieces of your suit, shirt and tie should have a pattern. Then secondly make sure the patterns are not similar and they should compliment each other. Me personally I like a light pinstripe with a check shirt and solid tie. It is a bold look and you will stand out.
A checked shirt
I would think it does go together.Unless the stripes are different colors.
No
A solid tie would stand out over a pin stripe shirt.
No. that is unstylish no
No. That would be too much pattern. wear a solid colored shirt. the only way you could wear that is with a jacket over the shirt.
Yes.
It depends on the colour of the stripe.
Gingham is a small checked pattern. It is usually two colors, and traditionally red or blue with white. However, it can be found in many different color varieties.
The Joker's shirt pattern? http://davkal2000.deviantart.com/art/Joker-Shirt-Pattern-98312438 http://davkal2000.deviantart.com/art/joker-shirt-pattern-2-98498265
You can go to T-Shirt world! And I'm pretty sure you can ask for any kind of shirt!
Chaps sells these types of shirts: Custom fit, Polo, solid knit polo, multi stripe polo, golf polo, performance polo, check shirt, gingham shirt, woven shirt, harbour plaid shirt.