This chapter provides an overview of the developments in syntax in the history of English. There is a long–term typological drift, with the language moving from synthetic to analytic, with functions that were earlier expressed in the morphology increasingly coming to be expressed by free morphemes. The main word order developments are the loss of Object–Verb orders in Early Middle English, and the loss of V2/V3 word order in the fifteenth century, leading to strict SVO order in which information–structural status was mapped onto syntactic function, with subjects as the only unmarked way to express ‘given’ information and objects as the only unmarked way for ‘new’ information. A number of ‘escape hatches’ develop to compensate for the loss of options for the flow of information in the clause: word order alternations such as the dative alternation or the particle alternation in phrasal verbs, cross-linguistically rare passives, ‘stretched verb’ constructions and clefts.