British women’s number one Boulter, seeded 31st, starts against Belarusian qualifier Aliaksandra Sasnovich at 16:00 BST.
Draper, who is the British men’s number one and seeded 25th, takes on China’s Zhang Zhizhen at about 19:00 BST as the post-Andy Murray era begins in the men’s singles.
Former world number one Murray retired after the Olympic Games last month, when he played alongside Evans in the doubles.
Evans, 34, faces Russian Karen Khachanov at about 18:00 BST as he aims to find joy in a difficult year, which has brought wins in just four singles matches on the ATP Tour.
A host of big names are also in action.
Italian men’s world number Jannik Sinner plays for the first time since it was revealed he had tested positive for a banned substance.
The 23-year-old, who was cleared of fault or negligence by a tribunal last week, faces American hope Mackenzie McDonald on Arthur Ashe Stadium at about 19:30 BST.
Poland’s Iga Swiatek, who is the leading women’s player, opens up Tuesday’s action on Ashe when she plays Kamilla Rakhimova at 17:00 BST.
In the night session, which starts at 00:00 BST on Wednesday, Spanish third seed and 2022 champion Carlos Alcaraz plays Australia’s Li Tu, with sixth seed Jessica Pegula taking on Shelby Rogers in an all-American clash afterwards.
Russia’s 2021 men’s champion Daniil Medvedev, recent Wimbledon runner-up Jasmine Paolini and American 11th seed Danielle Collins, who will retire at the end of the season, are among the players in action on Louis Armstrong Stadium.
Greek 11th seed Stefanos Tsitsipas and Kazakh fourth seed Elena Rybakina feature on Grandstand before Raducanu’s match.