Modern definition: The states in dark red (see map) are almost always included in modern day definitions of the South, while those in medium red are usually included. Some sources classify Maryland and Missouri as Southern, with Delaware only rarely grouped within the region. West Virginia is often considered Southern, because it was once part of Virginia.
Your map is from the U.S. Census Bureau: THE SOUTH ATLANTIC STATES: Florida, Georgia, Maryland, North Carolina, South Carolina, Virginia, West Virginia, and Delaware
No, neither today nor historically has Delaware been grouped with the southern states.
If we consider the Confederate States of America to be "southern" and the remaining United States of America to be "northern," Delaware was a northern state during the Civil War, from which all the dust still hasn't quite settled.
As noted by star, Delaware was a "border" state, and a slaveholding one. But it stayed in the Union.
I guess the bottom line here is it depends on the purpose. If you go by slave state versus free state, it is southern. If you go by on which side they fought during the Civil War, then it's northern. If you go by Census geographic regions, it's southern. If you talk to most southerns, they'll tell you it's northern.