RE: Clover
Clover can be best when planted 6-8 weeks prior to heavy frosts in the fall. The best reason for fall planting is that the small, established clover goes dormant, and is poised to take advantage of abundant moistue when spring comes - Fall planting gives it a real good jump-start in the spring. Clover grows slow, and a spring seeding must compete with weed & grasss seeds that grow so much faster.
Still a spring seeding is a good option as long as moisture is abundant. I like to plant it with a nurse crop like Rape-seed, or Oats. The nurse crop helps to compete against weeds, yet still allows the clover to establish. Since both are annuals - they are gone in a year, or after a few mowings..
Chicory might offer a similar result - I'm not sure.
Good luck -