Key:
BFF - Before the Fires of Friendship
AFF - After the Fires of Friendship

Around 5000 BFF - The first Pegasus bones found and dated to have been around here. The first instances of natural flight by Ponykind.

Around 4800 BFF - Cave Paintings[1] found depicting Pegasi forming hunter gatherer groups.

Around 4700 BFF - Cave Paintings found depicting Pegasi with the ability to walk on clouds. There is assumptions of this extending to weather manipulation. This is not confirmed.

Around 4200 BFF - Cave Paintings found depicting what could potentially be the first Alicorn[2]. Rumors speculating that this mysterious Alicorn is Faust[3].

Around 1000 BFF - Ancient Records[4] depict an organized tribe of Pegasi. This is the moment where the Three Tribes[5] of Ponies were founded.

Around 780 BFF - Ancient Records depict the founding of the Pegasus Weather Brigade[5].

534 BFF - Griffons[6] are encountered. This was also the first time Ponykind came across another sentient being capable of flight.

490 BFF - The first documented Aerial Combat[7]. Griffons versus Pegasi. Massive casualties on both sides, the Pegasi had to retreat.

0 - Fires of Friendship. Equestria is founded. This became the first instance that the entirety of Ponykind had full and willing access to Flight. The Wendigoes[8] are encountered. While there is speculation of ponies coming across Wendigoes before, this was the first official documentation of such an instance.

24 AFF - The first official documentation of Alicorns. Celestia and Luna have ascended. A combination of Earth Pony, Unicorn, and Pegasus. Capable of all of Pony Magicks[9].

38 AFF - The Dragonlands[10] are encountered. By extension, Dragons are encountered. Ponykind dares not to interact with them for fear of their power.

107 AFF - Tirek and Scorpan[11] visit Equestria. While Tirek turned out to be evil, Scorpan turned out to be the very first sentient being capable of flight that was on friendly terms with Ponykind.

108 AFF - The Royal Legion[12] founded. Due to the Tirek scare, the Pegasi have returned to their militaristic routes back in the Three Tribes Era. They founded the Royal Legion. This was supposed to represent the might of the Pegasi race as well as showcase their aerial superiority.

109 AFF - Air Chariots[13] are invented. Allows for pegasi to bring Earth Ponies or Unicorns into the sky.

111 AFF - Cockatrices[8] are encountered. While there has been rumors of Ponykind interacting with Cockatrices before this point, even befriending them, this is the first official documentation. The creatures are a combination of chicken and snake with the power to turn anything it locks eyes with, into stone. The discovery was astonishing.

145 AFF - King Grover of Griffonstone[6] and Princess Celestia of Canterlot drafted a peace treaty[14]. This marks an era of great peace within Aviation.

188 AFF - Somnombula[15] encountered a Sphinx[8]. She outwitted the creature, raising her to hero status. The Sphinx is a creature of curious origin, a giant cat capable of flight and speaks in riddles.

198 AFF - Flash Magnus[15] and the Royal Legion encounter Dragons. Second major Aerial Battle documented. The Royal Legion won the battle because of Flash Magnus. After the battle, he was awarded the Air Medal[16] for his heroism.

199 AFF - Flash Magnus and the Royal Legion answered a distress call from Griffonstone. Together, with the Griffons, the two armies were able to beat back a massive storm, nicknamed the Dread Storm[15][17]. Pegasi kind were celebrated by both nations that day.

214 AFF - The Sirens[18] have been encountered. Stygian gathers heroes who would then become the Pillars of Harmony[19]. The Sirens are curious beings. This was the first time Ponykind had encountered a being capable of flight without the actual use of wings.

228 AFF - The entity known as the Nightmare[20] corrupts Stygian, transforming him into the Pony of Shadows. The Pillars of Harmony sacrifice themselves to lock away the Nightmare. The Nightmare was an entity that could reshape malevolent thoughts. While it isn't directly relevant with aviation, it is to be noted that the Nightmare boosted magic capabilities. By that logic, it is logically to suggest that if a pegasus was possessed, flight capabilities would be extraordinary.

342 AFF - Hippogriffs[21] were encountered by an exploration team. Princess Celestia and Princess Luna go out to meet them. Queen Novo of Mount Aris and Princess Celestia of Canterlot drafted a peace treaty[13]. There was much rejoicing in both nations that day.

437 AFF - The being known as Discord was encountered. The Era of Chaos[11] began. This was the second time Ponykind had encountered a being capable of flight without the actual use of wings, despite the being known as Discord having a pair of mismatched wings.

500 AFF - The entity known as the Nightmare corrupts Luna, transforming her into Nightmare Moon[20]. Celestia sacrifices the Elements of Harmony[18] to banish her to the Moon. That leaves one known Alicorn in Equestria. The Elements of Harmony is also shown to have the power of space travel. There is also on record, that Nightmare Moon had the ability to turn into smoke.

501 AFF - The Royal Legion disbands. The E.U.P Guard is formed[22], otherwise known as the Royal Guard. This is the first time the various combat styles of the three ponies have been combined in one effort. The Wonderbolts[23] was formed on the first anniversary of Nightmare Moon's banishment. The idea was to give off an Aerial Performance[23] and 20 Pegasi from the Royal Guard were chosen to do so. The performance was so dazzling that General Firefly named that 20, the Wonderbolts.

570 AFF - General Flash[23], 10th leader of the Wonderbolts coined the first Wonderbolt slogan, "Altius volantis." This means "Soaring Higher."

606 AFF - Records show the discovery of the Alicorn Amulet[24]. The object is reported to have insurmountable power. One can only imagine what would happen if a Pegasus would wear it.

693 AFF - Commander Easyglider[23]. He created and revolutionized many of the Wonderbolts' choreographed stunts. Many of which were still used till Captain Rainbow Dash[25].

700 AFF - For the 200th anniversary of the Wonderbolts, Admiral Fairweather[23] created the Wonderbolts Academy[23][25].

712 AFF - The Hot Air Balloon[13] Invented. Revolutionizes air travel.

723 AFF - Admiral Sherbert Burst[23] authored The Wonderbolts Academy Handbook[23][25].

814 AFF - The Great Famine[26]. This was due to the discovery of Parasprites[8]. Their peculiar bodies are incredible on an aviation point of view. They can eat an insurmountable amount of things and still continue to fly. This is nothing short of magical.

917 AFF - The Second Great Famine[26]. This was due to the discovery of Fruit Bats[8]. They consumed all the fruit. This discovery was nothing short of miraculous. Discovered from testing, Fruit Bats are creatures that are made entirely out of fruits and leaves.

1000 AFF - The Icaranian Sun Salutation[23] was performed for the first time for the 500th Anniversary of the Sun Celebration. This would remain Celestia's favorite performance till the end of her reign.

1111 AFF - The first recorded Sonic Rainboom[3][27] done by an undisclosed member of the Wonderbolts.

1278 AFF - Celestia encounters Phoenixes[28]. She acquired a pet and names her Philomena. Phoenixes are wondrous creatures, capable of dying and rebirthing as long as nothing harmful interjects the process.

1293 AFF - Second Griffon War[29]. Massive casualties on both sides. This time, Unicorns and Earth Pony were involved. The Royal Guard prove to be effective.

1300 AFF - The Equestria Games[29][30] invented. This was created to help keep the peace between Ponykind and Griffons. The Games would also portray the wonders of Aviation with flying sports and would also feature the Wonderbolts.

1349 AFF - Flair d'Mare[23] reinvented the Wonderbolts' outfit to what it is modern day. Prior to this, there were many designs, all with their own function and flair, however, Flair's design is revolutionary as well as streamlined. It's comfortable for aviators to perform in.

1350 AFF - For the 50th anniversary of the Equestria Games. Buckball[30] was invented by the Earth Ponies. This sport combines the strength of Earth Ponies, the Precision of Unicorns, and the Speed of Pegasi.

1426 AFF - The Best Young Fliers[25] competition started. The Wonderbolts wanted to showcase up and coming talent within the Pegasus race.

1430 AFF - Zeppelins[13] have been invented. This revolutionizes air travel.

1483 AFF - Mi Amore Cadenza[31], descendant of Princess Amore, becomes the third known Alicorn. She was born a Pegasus, which disproves the theory that only Unicorns can become Alicorns. Second Alicorn in Equestria.

1485 AFF - Witnesses report a Sonic Rainboom near Cloudsdale[27].

1500 AFF - The Return of Nightmare Moon. The Return of the Elements of Harmony. The Purification of Luna[20]. Equestria now has three Alicorns. The possibilities to study Alicorn physiology and their flight capabilities are increased.

1501 AFF - First officially documented Sonic Rainboom[27][32] at the Best Young Flyer competition held at Cloudsdale.

1502 AFF - Changelings[33] are encountered. They interrupt the Wedding[34] between Shining Armor and Mi Amore Cadenza. Changelings have a strange physiology. Bug-like, sustains themselves on love, thin wings. The Crystal Empire[35] returns as well. King Sombra[35] is defeated and Mi Amore Cadenza take the throne as the Crystal Princess. During this event, the move called the Princess Throw[36] was invented by Shining Armor.

1503 AFF - Twilight Sparkle[37], descendant of Twilight Twinkle, becomes the fourth known Alicorn. Her studious mind becomes invaluable mind to the Aviation community. Also this year, Twilight Sparkle discovers and documents the world beyond the portal. Canterlot High[38]. It was in this land that humans were discovered. Magic seeped in and a few humans were able to manifest wings. Studies show that the wings are much too small for human bodies, magic must be involved.

1504 AFF - Twilight Sparkle and her Friends unlock Rainbow Power[39] to battle Tirek. The power is unprecedented. It allowed for all six of them to travel throughout Equestria in a mere blink of an eye. Rainbow Power has never been encountered again.

1506 AFF - Flurry Heart[33] is born to Shining Armor and Mi Amore Cadenza. The first ever Alicorn to have been naturally born. She is also the 5th Alicorn. Her wingspan at birth is also unprecedented. This is also the year where Ember[40] becomes the new Dragon Lord[8][40]. Due to her relationship with Spike[37], there have been peace talks with the Dragons. This is also the year in which Starlight Glimmer, Trixie Lulamoon, Thorax, and Discord[41] defeat the Changelings and reform[35] them. This caused the Changelings to entirely change their physiology.

1507 AFF - The Pillars of Equestria are released from Limbo[19]. They bring with them knowledge about old flying techniques. The First Festival of Friendship[42] is held by Twilight Sparkle. The Storm King[43][44]'s Army, led by Fizzlepop Berrytwist[44], attacks with massive War Zeppelins[13]. Along with the War Zeppelins, Sky Ships[13], the discovery of Parrots[45], Ponykind also rediscovered Hippogriffs who became Seaponies[46]. The amount of information from this year along is staggering. The mechanics at Klugetown[44] are nothing short of ingenious.

1508 AFF - The School of Friendship[47] opens. This is the first school to include many races, including Pegasi, Griffons, Changelings, and Hippogriffs. Also this year, the Washouts[48] form. A stunt group that is entirely different from the Wonderbolts. They eventually prove to be too dangerous for manestream entertainment, however, they continue to perform for many years.

1509 AFF - Cozy Glow, utilizing the power of the Bewitching Bell[49], briefly became the sixth Alicorn, before reverting back to normal and then petrified[50]. Celestia and Luna step down. Twilight Sparkles becomes the new regent[51] of Equestria.

1511 AFF - Twilight Sparkle changes the E.U.P Guard to include all races[22].

1514 AFF - The Personalized Plane[13][52] was invented. This allowed for air travel for a single or two occupants.

1519 AFF - The Personalized Plane was tested safe to be used by the public.

1520 AFF - The Mail Company[53] quickly acquired many of the first models, allowing for mail to be quickly delivered as well as entertain the idea of extending their range. Later that year, the Fourth Griffon Civil War[54] started. Between the Griffon Lands and Griffonstone and those associated.

1521 AFF - In response to the cry of help, Equestria sends volunteers[55]. Alongside the first wave, many Wonderbolts[25] were on the front lines.

1524 AFF - The massive amount of Equestrian casualties[56] have sparked an anger in Princess Twilight Sparkle. War[57] was declared on the Griffon Lands. Amongst the casualties was the Captain of the Wonderbolts, Spitfire[58].

1525 AFF - The Personalized Plane were reinvented to became carriers of war. War Planes were invented, the model was called the Spitfire[13] in honor. Changelings joined the war on the side of the Equestrians[57]. The Dragons Fracture[59], those led by Dragon Lord Ember joined the side of the Equestrians, those led by Torch joined the side of the Griffon Lands.

Note: From here forth, until said otherwise, only notable events shall be included in this timeline.

1526 AFF - Derpy Hooves, under employment of the Mail Company, made a daring dash across the Griffon Front to deliver mail[60]. Awarded the Air Medal for bravery.

1527 AFF - The Attack of Wake Up Island[61]. Now to be considered the biggest aerial battle in history.

1528 AFF - Griffon Lands surrender[57]. The Renegade Dragons surrender[57]. A peace treaty[14] is drafted, the Equestrian War has ended.

1530 AFF - A monument is erected for the fallen in Horsolulu[62].

Note: The timeline will resume it's normal program.

1562 AFF - An alternative fuel source, called MagiFuel[13], was invented for Aircraft.

1595 AFF - The fastest plane was built. The X-43[13]. It broke after the first test. It was said to be faster than Rainbow Dash.

1610 AFF - Jökull, a volcano located in the Dragon Lands, erupted. The aftermath caused widespread panic. The ash circulated around Equestria for a whole week, disrupting flight.

1902 AFF - The seventh alicorn was found. Opaline, the Alicorn of Fire[31].

1921 AFF - Opaline falls from grace and overpowers Princess Twilight Sparkle. Equestria has fallen[37].

Around 1920 AFF - Magic starts losing it's potency[63]. Creatures who utilize magic to fly start having a much harder time to fly.

Around 1930 AFF - Magic is completely lost[63]. Flight is completely impossible.

Around 1950 AFF - The Pony Tribes separate[64]. The Pegasi create Zephyr Heights[65].

2021 AFF - Magic is restored. Flight is possible again[66]! The eighth Alicorn(?) is Sunny Starscout[67], chosen by the Unity Crystals[66].

2022 AFF - A Dragon was discovered in Sparky Sparkeroni[68]. The Marestream[66] is invented. A combination of junk, willpower, and magic. This set a new precedence for aircraft.

2023 AFF - Troggles[69] are encountered and officially documented for the first time. Hovering, pig-like creatures. Breezies[69] were also rediscovered and documented. The Isle of Scaly[68] was discovered and along with it, Dragonkind.

2024 AFF - A snow leopard named Allura[97] is encountered. This is the first encounter, since the restoration of magic, of a large sentient flying creature.

References:

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3. Rumors and Speculations.
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56. Twilight Sparkle. List of Casulaties. 1524. 1524.
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58. Capa. Spitfire Killed in Action! 'Equestria Daily.' 5 March, 1524.
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62. Monument Erected! 'Equestria Daily.' 5 December, 1530.
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65. Alto. Zephyr Heights Construction Plans.
66. Zipp Storm. Notes on Magic.
67. Sunny Starscout. Personal Diary.
68. Zipp Storm. Notes on Dragons.
69. Zipp Storm. Notes on Creatures.

Author's Note

This Timeline will update as the present continues.