Originally Posted by Yoshi212

Even with the split cash-miles concept you're a bit behind. Award flights are all about availability. When dealing with trying to travel soon what you find today most likely won't be there tomorrow or even 5 hours from now.
At this point it's not about what's the best deal but rather about what is available. Be sure to search for two and also just one ticket for award redemption as getting one award would help keep costs down.
Hotels can work a bit differently as some have unlimited award rooms at higher rates and some have limited availability like airlines.
You could use an award booking service in hopes of them finding what fits your needs.