One half of David Moyes's crop will do battle with Ipswich, while another selection of players make the journey to face Boreham Wood at the same time.
Match preview
The tables turned for Ipswich Town in their second pre-season friendly of the summer, as after putting seven unanswered goals past Needham Market, the Tractor Boys were defeated 5-1 by Arsenal in a behind-closed-doors battle at London Colney.
Eddie Nketiah bagged a treble alongside strikes from Albert Sambi Lokonga and Folarin Balogun, but there were muted cheers from those in blue when Sone Aluko added a consolation for Kieran McKenna's men in the dying embers.
The meeting with West Ham marks Ipswich's final pre-season test against top-flight opposition, as McKenna's men will lock horns with Wimbledon, Millwall and Southend United before their League One campaign commences against Bolton Wanderers on July 30.
So far, the Tractor Boys' attempts to end their three-year stint in the third tier have all ended with mediocre mid-table finishes, but a playoff push ought to be on the minds of those at Portman Road while the team has enjoyed a training camp in Loughborough.
Taking on European opposition in pre-season should set West Ham United up well for another season of continental football, even if they will be forced to accept a stint in the Europa Conference League after coming so close yet so far in the Europa League last term.
Moyes led his side to Switzerland for a showdown with Servette on Friday, and the capital club ran out convincing 2-0 winners on the day thanks to efforts from academy prospects Aji Alese and Divin Mubama.
The young duo took their opportunities in a largely senior first XI from the Hammers, and now, the squad will be divided up into two, as one half travel to Portman Road while the other aim to make a statement of intent versus Borehamwood.
Not once will the London Stadium welcome West Ham for a pre-season friendly this summer, as the Premier League side will make the journey to Reading, Rangers, Luton Town and Lens later this month before another season promising so much begins.
It has been over a decade since Ipswich Town and West Ham last did battle in the Championship, with the Tractor Boys enjoying an emphatic 5-1 success in January 2012 to complete a second-tier double over the capital club that year.
Ipswich Town Club Friendlies 1 form:
West Ham United Club Friendlies 1 form:
Team News
Ipswich town boss McKenna has already witnessed new signings Greg Leigh and Freddie Ladapo open their accounts for the Tractor Boys in pre-season, while Dominic Ball was also named in the first-half XI for the showdown with the Gunners.
Arsenal loanee Tyreece John-Jules will hope to put his injury woes behind him this term, but the 22-year-old striker was not involved in the clash with his parent club.
Since their last exhibition match, Ipswich have allowed Armando Dobra and Elkan Baggott to advance their careers elsewhere, with the former joining Chesterfield permanently while Baggott has been loaned to Fulham.
Meanwhile, it is impossible to predict how West Ham could set their side up for either encounter with Ipswich or Borehamwood, but Moyes will now have Flynn Downes at his disposal after his move from Swansea City came through.
Neither Alphonse Areola nor Nayef Aguerd were involved in the win over Servette following the international break, but Moyes expects to have a full squad of players back at the club's training base on Monday.
Jarrod Bowen, Declan Rice and Tomas Soucek would therefore be among the crop to return in time for Tuesday's games.
We say: Ipswich Town 1-3 West Ham United
It remains to be seen how Moyes will set his teams up for Tuesday's fixtures, but one can expect a healthy mix of youth and experience to be on both coaches.