Step 1 Decide between clip and clipless cycling shoes. If you're serious enough about riding to be buying cycling shoes, odds are good that you will be buying clipless shoes.
Step 2 Look at shoes that will work with the pedal system on your bike, or buy new pedals to fit your shoes. Shimano Pedaling Dynamics (SPD) is the current industry norm.
Step 3 Find a pair of shoes that is well vented, so that your feet can breathe and any water that gets into your shoe will be able to drain.
Step 4 Check the fit in the toe of the shoe. There should be about an inch of room between your toes and the front of the shoe.
Step 5 Find shoes with heels that aren't so tight that they restrict your movement, but are snug enough to prevent your heels from rubbing.
Step 6 Ensure the shoes are not pinching your feet in the middle. Narrow cycling shoes can cause cramping and pain on longer rides, even if they feel good at the store.
Step 7 Take a look at the sole. Carbon-fiber and Kevlar soles are more expensive but will have a longer life. Also, sole design can push your foot into a different position in relation to cranks; this can have a major impact on your riding. Step 8 Readjust your cleats after your first ride. Your shoe will settle into your feet and will need to be checked up on to ensure they are properly adjusted.
