Yes, Delaware requires you to file 1099s to the Delaware Department of Finance.
Yes, the state does. Learn more about combined state and federal filing. In most cases, if you participated in combined filing for your 1099s, then you do not need to send 1099s to the Delaware Department of Finance, they should already have a copy.
February 28 for paper and March 31 for electronic.
1099 filing requirements: James Stewart at 302-577-8170 or firstname.lastname@example.org
File formats and the online submission process: David G. Smith at 302-323-5300 x3032 or email@example.com
Paper forms (W-2, 1099, and reconciliation) should be mailed to:
State of Delaware
Division of Revenue
P.O. Box 830
Wilmington, DE 19899-0830
$0.99 per payment