Robert Eagle joined Norwich's Academy in January 2003 after being released by Ipswich who decided not to offer him a scholarship. Travelling up the A140 to Norwich where he joined the Canaries academy following a successful trial. He is a left winger but has played in a central midfield role. He became a full time scholar in July 2003

Robert was offered a professional contract by the Canaries in April 2006 and he made his professional debut on 19th September 2006, playing all 90 minutes in Norwich's 4-2 Carling Cup victory at Rotherham

Robert signed a one year extension to his contract, with a further year option in the club's favour, on 2nd April 2007.

Robert was given a one year contract in May 2008. Glenn Roeder said "“It's because I think he's not a bad player because technically he's gifted and I think with a full year's working with us and working in the gym with a specific strengthening programme - although I don't think he is going to grow much taller - I think we can make Robert stronger and that will help him. Left-footed footed players are quite rare and he has got a very nice left footy, quite cultured. He has earned the year with his attitude and his motivation to train and get another contract here and a couple of weeks ago his dream comes true.”

At the end of March 2009, Eagle has a trial with Stevenage ahead of a potential loan move but Stevenage opted not to pursue it.

Eagle was released at the end of April 2009 having failed to add to his 12 appearances during the 2008/9 season

In July 2009, he joined Inverness Caledonian Thistle, managed by former Ipswich defender Terry Butcher, on trial. He had previously been with Dagenham & Redbridge. Impressing Butcher in pre-season friendlies, he signed a two year deal with ICT on 21st July 2009. In his first season with Inverness, they won the Scottish First Division title. However Eagle was released at the end of the season

In July 2010, Robert joined Leyton Orient on trial and was in their squad for the friendly against Tottenham on 29th July 2010. Robert then went on trial with Grimsby playing in their Lincolnshire Seniot Cup clash with Lincoln City. He signed a two year contract with Grimsby on 5th August 2010

On 24th November 2011, Robert joined Alfreton on loan until 2nd January 2012. Grimsby announced that Rob would leave them on his return from Alfreton. He had only played 3 times for Grimsby during the 2011/12 season. Robert trialled with Lowestfort playing in their 2-0 Suffolk Premier Cup win over Kirkley on 10th January 2012. This move was completed shortly afterwards.

Eagle and Lowestoft won promotion to Conference South on Monday 5th May beating AFC Hornchurch.

Eagle moved to AFC Sudbury on 26th May 2016 as they prepare for a season in the Ryman League Premier division.

On 8th June 2017, it was reported that Eage had joined hometown club Leiston on a two year contract following Sudbury's relegation.

On 5th February 2018, he rejoined Lowestoft on loan for the remainder of the 2017/18 season. “I’m looking forward to putting the shirt back on and helping the club through its difficult times,” he said “I’ve been there through the good times so I only feel it’s right to help through the tough periods too. I always enjoyed my time at Lowestoft and I’m sure I will enjoy it again for the time that I am there.” He scored on his debut against Enfield the followind day ending a run of eight winless games.

Eagle joined Lowestoft early in the 2018/19 season but returned to Leiston in a new player-coach role on 13th November 2018. “Due to new management and family reasons, I’ve decided to go back to Leiston. I have enjoyed my time at Lowestoft as I always have but having been offered a new role at Leiston, I’ve made the decision to go back” said Eagle. Lowestoft manager Jamie Godbold, added: “Rob has U-turned and returned to Leiston as a player-coach under the new management there. It is a role Rob wanted to take up with Leiston for the geographical benefits to himself and also as that is the direction he wishes to take his football career long term.”

On 23rd January 2019 Eagle was found guilty at Norwich Crown Court at sexual assault having been accused of putting his hand up the skirt of a women at Norwich nightclub Mercy. He was found guilty and sentenced to 140 hours unpaid coluntary work and placed on the sex offenders register for five years.

He returned to Lowestoft on 10th June 2022 having made 125 appearances for Leiston, scoring seven goals.

He played a key role as Lowestoft won the Isthmian League North title in 2023/24.