depends on the shoe and your foot. i have found comfortable shoes across all price points. my most comfy open toed pump was a coach shoe that i got at tjmaxx about 5 years ago and it's still going strong as a shoe i wear at least once a week in the summer. i have had good luck with ivanka trump pumps as well at the lower heel height.
then i have high heeled boots from jimmy choo that i have worn once a week in the fall / winter since i got them 18 months ago and they have gone to every professional meeting with me as long as it's not summer or miami. they are 8 hour heeled boots x 3-4 conf days. i have worn them on back to back days and survived walking 3 blocks back and forth across a convention center to get from meeting to meeting. this brand has a last that is made for my duck feet with a high instep and use soft leather that is kind to bunions. it's true for their shoes as well. i can wear their 3.5 in heels all day into a night event. same for manolos, but more comfy in regular leather not patent.
mind you, i buy my summer sandals from target and i love those equally...as a matter of fact, with one exception, i will not buy flat sandals from expensive designers --and i include jcrew, br etc here--because target and other lower end makers have extremely similar shoes that are more comfortable for my foot.
i buy my rubbah slippahs at the dollar store 2 for $3, 6 pairs at a time. still working through my 2010 cache.