Batman and The Punisher vs Captain America and Nightwing
the fights on the rooftops of NYC at night. no prep.
Batman- No Man's Land Batsuit with electric suit taser, Nomex fabric, kevlar triple weave(around the insignia), nightvison(infrared imaging) in the cowl with emergency gas vents(as seen in HUSH), comm device, regular batarangs, poison-tipped batarangs, rope batarangs, grapple gun with jumplines, wall-penetrating dart and hook, concussion grenades, flashbangs, tear gas capsules and red smoke capsules.
The Punisher- Barrett M468 carbine(6.8mm), Mossberg pistol grip pump, silenced UZI, kevlar vest, comm device, rapple gear, survival knife and 4 frag grenades.
Nightwing- standard costume with kevlar around the chest, nightvision mask, fighting batons, grapple equipment, grenades, tear gas capsules, wing dings and razor wings.
Captain America(R.I.P, this is hypotherical of course)- Vibranium and steel alloy shield, duralumin lightweight, fire-resistant chainmail suit and a grapple hook.