Robin, The Boy Wonder, was the creation of Bill Finger and Bob Kane as a means of attracting young readers to the Batman comics published by DC Comics. Those who have filled this sidekick role have worn some version of the iconic uniform composed of a red-breasted shirt, green pixie boots, and short yellow cape. The original costume design was inspired by the original tale of the legendary hero Robin Hood, containing illustrations by N. C. Wyeth.
The mantle of Robin is one that has been held by just a few over the past 80 years. Some of those have had more success than others, but each one has brought their own style to the role.
10 Dick Grayson, Detective Comics #38 (April 1940)
Dick Grayson is the original Boy Wonder who first appeared in Detective Comics #38 in April of 1940. Dick Grayson, along with his parents, was part of the circus performing acrobats, The Flying Graysons. Dick began the ward of Bruce Wayne, better known as Batman, the defender of Gotham City.
Bruce brought young Grayson into his war on crime as Robin, the Boy Wonder. Dick would go on to grow out of the role of Robin, adopting the new identity, Nightwing, to become his own man and escape the shadow of the bat. Though Dick has worn the Batman cowl in Bruce's absence, he always returns to his roots, that have made him the standard to which those who bore the name and mantle of Robin, aspire to be.
9 Bruce Wayne, Detective Comics #226 (1955)
In this issue of Detective Comics, Bruce reveals to Dick that as a young boy, he assumed the identity of Robin, original costume and all, to learn the basics of detective work from Harvey Harris, a famous detective of his youth. Bruce tells Dick that the purpose for adopting the identity of Robin was to prevent Harris from learning his true motivations, which could have led the detective to discourage the young Bruce from pursuing his obsession. This story remained as part of the Batman canon through Crisis on Infinite Earths. Len Wein would later revisit this story in his Untold Legend of the Batman miniseries. In the post-Crisis continuity, any reference to Bruce Wayne being Robin was erased.
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Earth-Two Robin, Justice League Of America #55 (August 1967) 
The concept of Earth-Two was introduced as the home of the Golden Age heroes where they were allowed to age throughout the years. On this Earth, Dick never hung up the Robin mantle. Following the death of the Earth-2 Batman, Dick still fought crime as Robin but adopted a new costume, a hybrid design of the original Batman and his classic Robin uniform as a way to honor his dead mentor. The Earth-2 Dick Grayson, now an adult, made his debut in Justice League of America #55 where he inducted as a member of the Justice Society of America. During the Crisis on Infinite Earths, the Earth-2 Robin was among the many casualties of the destruction of the multiverse.
7 Jason Todd, Batman #357 (1983)
When DC wanted to reunite the Dynamic Duo in the early 80s, they nixed the idea. Editorial decided it best to bring in a new character to fill the role of Robin and created Jason Peter Todd. Todd first appeared in 1982 and had a similar origin to Batman's original ward. Like Dick Grayson, Jason Todd was part of a family of circus acrobats murdered by the criminal Killer Croc. Unlike Dick, Jason originally had red hair and was overly cheerful. He initially wore his circus costume to fight crime until Dick presented him with a Robin suit. It was also at this time Jason dyed his hair black.
Following the original Crisis, everything about Jason's character & origin would be retconned, making him a darker and troubled character reimagined as a young runaway who Batman caught trying to steal the Batmobile's tires. Jason's new personality would lead to his death at the hands of the Joker and eventual return as Red Hood.
6 Carrie Kelley, The Dark Knight Returns (1986)
Frank Miller's non-canonical The Dark Knight Returns saw the mantle of Robin fall to the first female character, Carrie Kelley. Only a thirteen-year-old girl who saves Batman's life, Carrie becomes the new Robin to the aged and grizzled Batman. Unlike her predecessors, Carrie is not an orphan but instead the daughter of neglectful parents. Carrie was not only the first female Robin but the first whose parents were alive. In the 2001 sequel, Carrie adopts the identity of Catgirl, still operating as Batman's second-in-command. Kelley was introduced into the main continuity during the New 52 in Batman and Robin #19, and the Carrie Kelly version of Robin has also been featured in many animated series alongside her Robin counterparts.
5 Tim Drake, Batman #436 (1989)
Following Jason Todd's fate, DC Comics was forced to address the role that Robin played in the Batman Universe. Batman editor Denny O'Neil, introduced the third Robin, Timothy Drake, whose first appearance was in a retconned flashback in Batman #436 (1989) that had Tim Drake being present at the circus and meeting The Flying Graysons before they plummeted to their death.
It would not be until Batman #457 that Tim would appear in his newly designed Robin costume before starring in multiple miniseries, one-shots, and an ongoing series that ran for 183 issues.
4 Robin The Toy Wonder, Robin 1 Million (1998)
In 1998, the DC Universe jumped forward to the 853rd-century as part of the DC One Million storyline. During this event, members of the Justice League of America encounter a variety of heroes from the future, which includes a Batman who has turned Pluto into a prison planet. A robotic sidekick accompanies this future version of Batman, Robin The Toy Wonder, deliberately programmed to counterbalance the future Batman's dark personality. The Toy Wonder would later make a somewhat cameo appearance in The Unexpected miniseries, part of the short-lived New Age of Heroes line.
3 Stephanie Brown, The Girl Wonder (2004)
In 2004, Tim Drake's father learned that his son was a vigilante, forcing Tim to decide to retire from his role as Robin. Stephanie Brown, Tim's girlfriend and former vigilante The Spoiler, volunteered for the position of Robin upon Tim's resignation, hoping to prove herself worthy of Batman.
Her tenure as Robin was short-lived as she was fired from the role of Girl Wonder for not obeying his direct orders on two separate occasions. Still looking to prove herself to the Dark Knight, Stephanie then stole one of Batman's incomplete War Games plans to control Gotham's crime and executed it..
2 Damian Wayne (2006)
Damian Wayne is the current bearer of the Robin mantle and the song of Bruce Wayne & Talia al Ghul, genetically engineered not only to serve as the host for Ra al Ghul but to kill and replace his famous father. Since his first appearance, Damian has grown from a violent kid who lacked discipline and morality to a leader in his own right. Though Damian's impulses create a sometimes tenuous relationship with his father, he is quickly making a name for himself and redefining the role of Robin.
1 The Dark Multiverse Robin (2017)
The most recent version of Robin hail from Earth -22, part of DC's Dark Multiverse. The Dark Multiverse Robins, commonly referred to as Crows, are the pets of The Batman Who Laughs, the Jokerized version of Batman. These twisted versions of Batman's faithful sidekick are pale-skinned, fang-toothed boys in Robin uniforms that closely resemble the style worn by Jason Todd during his tenure.