Which Jazz Albums are similar to Kind of Blue

The Cannonball Adderly "Something Else" suggestion is probably closest. Others that I would consider ar Kenny Burrell "Midnight Blue" featuring guitar, Bill Evans "Portrait" and "Explorations" piano, Wynton Kelly "Kelly Blue" more piano, Chet Baker "Chet" trumpet with an even milder edge, maybe John Coltranes "Ballads" not considered one of his best but one of my favorites.

The Tomasz Stanko recommendations are a good suggestion. Along with "Suspended Night" I would look at "Soul of Things".

But, in the end "Kind of Blue" stands by itself as maybe the greatest jazz album of all time.

I find it quite funny that I found this thread because I've been asking friends and co-workers for the last two weeks what kinda Jazz out there sounds like Kind of Blue and Dave Brubeck's Take Five. Since reading all the posts listed in this thread I've just bought 6 disc's (mostly what Planckscale like as well) off of Amazon.ca ranging from Gene Ammons - Boss Tenor to Miles Davis. I like that oldschool laid back jazzy sound. A few people have recommended me some jazz-fushion stuff that I absolutely detest. Hopefully I'll enjoy all the new music i just bought.

Miles Davis ESP. This pre-dates Kind of Blue by less than a year, the lineup is essentially the same. The music is a little more up-tempo, but there are some significant nods towards the modality of KOB to come. Also, IMHO the recording quality is better, as KOB seems to have suffered more than the usual number of mishaps along the way.

There have been some excellent suggestions made here. I would also recommend recordings from the same era from Harold Land, Benny Golson, Tina Brooks, Kenny Dorham, Art Pepper. If you're looking for a really "cool" and laid back sound, you must check out "Blue Hour" on vinyl or "The Complete Blue Hour Sessions" on CD...Stanley Turrentine w/ The Three Sounds.

Here is another one Way Out West by Sonny Rollins