In the Black Sea, Soviet cruisers Krasni Kavkaz and Krasni Krym, escorted by destroyers Boyki, Besposhchadny, Bezuprechny and Frunze, carry 1617 troops of 3rd Naval Rifle Regiment from Sevastopol to attack Romanian 15th Infantry Division near Odessa, simultaneous with a land attack by Soviet 157th and 421st Rifle Divisions. Destroyer Frunze is sunk by Stukas during the day but the landings go ahead overnight.
Siege of Leningrad Day 14. At Kronstadt, Stukas hit Soviet WWI-era battleship Oktyabrskaya Revolutsia with 6 medium bombs (damaged but remains afloat) and destroyer Stereguschy is also hit and capsizes.
U-boat and air attacks continue on convoy OG-74, 500 miles West of Brest, France. Between 10.50 and 11.20 PM, U-201 sinks British SS Runa, SS Lissa and SS Rhineland at 11.20 PM. A German Fw200 bombs British rescue ship, killing 16 survivors rescued from SS Baltallinn and SS Empire Moat which were torpedoed by U-124 yesterday. Walmer Castle is scuttled by British corvette HMS Marigold and sloop HMS Deptford which take off the remaining crew and passengers.