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Ukrainian drones destroyed Putin’s bombers. A secret operation made it possible

By Adrian Blomfield

For the citizens of Russia’s far-flung regions, filming it all on their phones, it scarcely seemed believable.

Life in the villages of deepest Siberia or Russia’s Arctic north felt a world away from the front lines of their country’s war with Ukraine.

Ukraine targeted TU-95 “Bear” aircraft, the mainstay of Russia’s strategic bomber fleet.

Ukraine targeted TU-95 “Bear” aircraft, the mainstay of Russia’s strategic bomber fleet.Credit: AP

Yet suddenly, as they went about the Sunday business, the war unmistakably and dramatically arrived at their doorsteps.

From the roof panels of nondescript container lorries parked in quiet rural lay-bys, drone after buzzing drone rose nonchalantly into the sky before hurling itself at nearby airbases housing some of Russia’s most prized military assets.

A hardy few onlookers scrambled onto the lorries, vainly trying to stop the tiny drones from completing their kamikaze missions. Most stood gaping as explosions echoed across the tundra.

Five airfields came under attack on Sunday as Ukraine launched Operation Spider’s Web, the most daring mission it has mounted on Russian soil in more than three years of war. Its target: Russia’s strategic bomber fleet, long considered beyond Kyiv’s reach.

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As plumes of smoke rose over the Olenya and Belaya bases and footage emerged of $156-million supersonic jets reduced to fireballs by drones costing only a few thousand dollars, the scale of the Kremlin’s miscalculation became clear.

According to Ukrainian officials, as many as 40 of Russia’s most expensive and sophisticated bombers – perhaps a third of Russia’s entire strategic bomber fleet – were eliminated in the space of a few hours.

The attacks came at a critical juncture, just hours before Russian and Ukrainian delegates were due to meet again in Istanbul. With US President Donald Trump’s peace initiative already teetering, the talks have taken on a new complexion.

Though the timing was most likely calculated to send a message, Ukrainian officials say planning for the operation began 18 months earlier.

The final stage began a few weeks ago, when dozens of first-person view drones were smuggled into Russia under the supervision of Ukraine’s domestic intelligence agency, the SBU.

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Russia’s bombers had always been the target, but adjustments were required after Moscow moved much of its strategic air fleet deeper inland to shield it from strikes.

The drones were hidden in modified containers fitted inside commercial hauliers whose roof panels retracted at the push of a remote-control button.

By all accounts, the drivers had no idea what cargo they were carrying.

Residents near the Olenya base in Russia’s far north described watching as a panicked driver ran in circles as drones launched, one after another, from the back of his lorry.

He later told police that he had been instructed to park his vehicle in a lay-by near the town of Olenegorsk, where somebody would meet him.

Not all of the lorries made it to their destinations, with videos showing at least two “self-destructing” en route.

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It was not the first time trucks had been used in the war. In 2020, a lorry carrying explosives was remotely detonated during an attack on the Kerch Bridge connecting Crimea to the Russian mainland.

But this was more sophisticated. Reports suggest the drones had been trained using artificial intelligence to strike aircraft at their weakest points. The attacks came so swiftly no Russian airman is believed to have reached the relative safety of the skies.

Several TU-95 bombers are shown in flames on the ground in this still image from a drone feed released by the Ukrainian security services.

Several TU-95 bombers are shown in flames on the ground in this still image from a drone feed released by the Ukrainian security services.Credit: nna\riwood

Just weeks earlier, Russia had relocated many of its strategic bombers to bases deeper inside its territory. Olenya, located within the Arctic Circle, is more than 1600 kilometres from the Ukrainian border; Belaya, in Siberia, is over 4000 kilometres. Until Sunday, Ukraine had never struck more than 1600 kilometres inside Russia.

The aircraft based at Olenya and Belaya were among the jewels of the Russian Air Force: the Tu-95 “Bear”, a long-range bomber capable of carrying nuclear or conventional warheads; the Tu-160 “Blackjack”, the largest combat aircraft in the world; and the Tu-22M3 “Backfire”, a supersonic workhorse.

The Russians had not counted on Ukraine’s Mossad-like ingenuity – nor its desperation to retaliate against the bombers that had rained destruction on its cities.

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Operation Spider’s Web did not rely on long-range drones or missiles, but on small, hand-held FPV drones – relatively simple devices that have proved devastating on the battlefield.

Unprecedented moment

Russian military bloggers were quick to liken it to the Japanese surprise attack on Pearl Harbour in 1941. An exaggeration, certainly – yet in terms of chutzpah, scope and possibly damage, the operation marked an unprecedented moment in the war.

Ukraine’s security services had “set a new bar of skill in conducting large-scale combat operations on enemy territory”, Iryna Vereshchuk, deputy head of Ukraine’s presidential office, wrote on Telegram. “This is not a knockout, but a very serious knockdown for the enemy.”

According to Ukrainian officials, as many as 40 of Russia’s most expensive and sophisticated bombers were eliminated in the space of a few hours.

That claim awaits independent verification, yet whatever the final tally, Ukraine has inflicted a humiliating blow on Russia – and sent a powerful signal to its Western allies.

In the days leading up to the strike, Ukraine’s cities had endured some of the most intense Russian bombardment of the war. Dozens had died, children among them. The Kremlin has shown no sign of relenting and is likely to take its vengeance in the coming days.

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Ukraine’s ability to strike so deeply and with such apparent ease is clearly an embarrassment. It exposed vulnerabilities at what should have been among Russia’s best-protected military installations.

As his envoys prepared for a second round of negotiations in Istanbul, Russian President Vladimir Putin seemed determined to project military dominance. Confident of victory, he ignored Kyiv’s requests to share his peace terms in advance.

But hours before the talks began, Ukrainian President Volodymyr Zelensky delivered a pointed message of his own.

There had been co-ordinated attacks on Russian airfields before. On August 13 last year, Ukraine targeted four airbases in Kursk, Voronezh and Nizhny Novgorod. But all were within a few hundred kilometres of the Ukrainian border.

Operation Spider’s Web was conceived on a much grander scale.

The night before the strike, Ukraine endured perhaps the heaviest aerial support of a bloody week. Kyiv reported that 472 drones and seven ballistic and cruise missiles had struck targets across the country. Twelve Ukrainian soldiers died in a separate attack on a training base on Sunday.

The damaged bridge in Russia’s Bryansk region, which borders Ukraine, which collapsed on to a train on Saturday night.

The damaged bridge in Russia’s Bryansk region, which borders Ukraine, which collapsed on to a train on Saturday night.Credit: Russian Emergency Ministry/AP

But revenge would follow. Early that day, two transport bridges in the Russian regions of Bryansk and Kursk were blown up as trains passed, killing seven people. Russian officials blamed Ukraine.

Yet, those attacks were just a prelude. The main attack came hours later, with far greater effect.

Among the planes destroyed, Ukrainian intelligence said, was an A-50 “Mainstay”, a $480 million airborne early warning and control aircraft. The A-50 is essentially a flying radar and command post, critical to co-ordinating fighter jets and air defences. Russia has only a handful left. They are considered irreplaceable.

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According to Ukrainian intelligence officials, all those knowingly involved in the operation returned safely – their mission accomplished in the most astonishing way.

This was no Pearl Harbour. The Japanese attack killed 2403 Americans and destroyed or damaged 347 US aircraft and 15 warships. A better comparison might be the 1942 SAS raid on the Sidi Haneish airfield in Egypt, when British commandos destroyed or damaged 40 Luftwaffe aircraft using machine-gun-mounted jeeps.

It was not a turning point in the Desert War, but it boosted morale, disrupted Axis logistics, and helped forge the legend of the SAS.

Operation Spider’s Web might have a similar impact. Ukraine will now approach the Istanbul talks with renewed confidence. Hours after news of the attack broke, Zelensky confirmed his delegation would attend, naming Rustem Umerov, his defence minister, as its head.

Umerov’s presumed involvement in the operation will no doubt discomfit the Russians seated across from him.

Ukraine’s ability to strike so deeply and with such apparent ease is clearly an embarrassment. It exposed vulnerabilities at what should have been among Russia’s best-protected military installations.

Russia’s TU-160s - the largest bomber in the world - were also targeted by Ukraine.

Russia’s TU-160s - the largest bomber in the world - were also targeted by Ukraine.Credit: AP

The damage was not just symbolic. Russia’s long-range strike capabilities have been degraded. A significant financial cost has been incurred. Ukraine may have inflicted material damage exceeding $2 billion, while other estimates suggested $11 billion of damage.

Even in a country where public dissent is not tolerated, such a debacle may well provoke recriminations within the armed forces and Russia’s influential military bloggers.

Granted, Russia still has dozens of strategic bombers. But they may now have to be moved even further east. Even then, the nagging suspicion will remain that nowhere in Russia is truly safe.

That fear will be felt acutely in the civilian populations of Siberia and Russia’s far north – regions that, until now, seemed far removed from the conflict. The war has arrived at their doorstep.

The Telegraph, London

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Original URL: https://www.smh.com.au/world/europe/ukrainian-drones-destroyed-putin-s-bombers-a-secret-operation-made-it-possible-20250602-p5m45j.html