Chelsea Academy keeper Ben Killip played in Norwich City Under-18's 1-0 defeat to Everton on 2nd November 2013 and was on the bench for the Under-21s against Manchester City the day before.

Ben has been with Chelsea since joining their Under-8s. He was on the Chelsea bench for the FA Youth Cup final defeat to Norwich in May 2013.

Ben transferred his scholarship to Norwich on 6th December 2013, after he had made four youth team appearances for Chelsea during 2013/14 (he had played 14 games in 2012/13).

On 20th February 2014, he joined Kings Lynn on a work expereince loan to solve their goalkeeping crisis. Lynn manager Gary Setchell said: “I’ve spoken to Ricky Martin (Canaries’ academy manager) on a number of occasions over the last couple years and he always said he would help us if he could. I thought I’d give him a ring to sort our keeper situation because if you don’t buy a ticket you can’t win the raffle. They’ve agreed to let him come for a couple of games which gives me a bit of breathing space. I’m really grateful to Ricky and Norwich City. It’s great for a Premier League club to help out a local non-league team in their time of need.”

On 30th October 2015, he was loaned to Lowestoft until 29th November 2015. This was extended as he was first choice for Lowestoft. Killip made ten appearances, keeping four clean sheets and claiming the man of the match honours in the 4-0 win over St Albans City in the FA Trophy.

On 3rd February 2016, Killip was loaned again to Lowestoft until the end of the 2015/16 season.

On 10th June 2016, Norwich announced that they had triggered a one year contract extension for Killip.

He joined Luton on trial in April 2017 after the Canaries decided not to offer him a new contract. He played in Luton Town Reserves’ 4-1 win over Derby County’s second string earlier this week. Hatters’ chief Nathan Jones is now weighing up whether to bring the youngster - who made three appearances this season in the Canaries’ Football League Trophy campaign - to Kenilworth Road. Jones said “We’ve had Ben for a while, so it’s just giving him a game, and apart from the goal he’s been excellent. He made a slight error but we won’t judge him on one thing,” He’s been with us for about a month so he knows our environment and we’re looking to him for the future, we’re not looking for him as being number one. He won’t be continuing with Norwich, so we’re grateful to them for giving him the opportunity to come here as it’s so much better when you get them in your environment, you can see their character and not just what they’re like technically. He’s one that’s on our list, but it depends on where we are and who our first choice is. The process is in place, and we have a list of first choice ones, but we want to add to the competition as well. Craig King has stepped up and shown he may have a future more than he did a year ago.”

Killip's departure was confirmed by Norwich City on 5th May 2017. With Luton not looking to bring in Killip as the club's number one, he joined Grimsby on trial in July 2017 playing in pre-season friendlies against Cleethorpes Town. He signed a one year deal with Grimsby on 15th July 2017.

Killip was one of 11 players released by Grimsby on 9th May 2018. He had made 10 appearances for Grimsby, his league debut coming against Mansfield on Boxing Day 2017 (a 1-1 draw)

Killip joined Braintree on 31st July 2018. He won his first England C cap in 2018 and a second one in March 2019 against Wales. Unfortunately his form could not prevent Braintree being relegated from the National League on 30th March 2019 despite beating Gateshead.

On 28th May 2019, Ben signed for Harltepool, replacing Scott Loach. Kilip was an unused substitute as Hartlepool beat Torquay in the National League play-off finals on 20th June 2021 to return to the Football League.

Kilip was on the bench when Hartlepool were relegated to the Conference on 29 April 2023 despite beating Barrow 3-1 due to Crawley securing a point at Walsall. It was announced on 15th May 2023 that Killip would leave Hartlepoolk at the end of the 2022/23 season when his contract expires. He had made 150 appearances for the Pools.

He signed a two year deal with Barnsley on 5th July 2023.