The below fiddle has three blocks.
block 1 contains three columns. The middle column has two rows within it, each set to flex:1.
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Here is one solution using relative/absolute positioning. Not sure if it's "kosher" as some MXMJ types would say, but it works. See added code at the bottom of CSS.
.block{
height:100px;
}
.wrapper{
border:5px solid purple;
display:flex;
flex-direction:row;
}
.column{
flex:1;
border:3px solid yellow;
}
.middle{
display:flex;
flex-direction:column;
}
.first{
background:red;
}
.second{
background:orange;
}
.third{
background:purple;
}
.row{
flex:1;
border:1px solid black;
display:flex;
align-items:stretch;
}
img{
flex:1;
}
/* Added Code */
.middle .row {
position: relative;
}
.middle .row img {
position: absolute;
top: 50%;
left: 50%;
transform: translateX(-50%) translateY(-50%);
max-width: 95%;
max-height: 95%;
}