[5] In her first major race Chelandry contested the Royal Two-Year-Old Plate over five furlongs at Kempton Park Racecourse on 8 May and finished second, beaten three quarters of a length by Alfred W. Cox's colt Eager.

[8] In the Coventry Stakes at Royal Ascot two weeks later she disputed the lead for most of the way but faded in the closing stages and finished fourth behind Gorletta, Eager and Minstrel.

[13] On 7 May 1897, Chelandry, ridden by John Watts, started the 9/4 second favourite behind Goletta in a nine-runner field for the 84th running of the 1000 Guineas over the Rowley Mile course at Newmarket Racecourse.

[16] Chelandry was moved up in distance to contest the Oaks Stakes at Epsom on 5 June and although her old rivals Goletta, Galatia and Cortegar were in opposition she was regarded as a near certainty and went off at odds of 2/5.

In a race which was run very slowly until the final stages she produced a strong late rush on the outside and finished second, three quarters of a length behind Galtee More, and a neck in front of the American-bred colt St Cloud.

[19] On her final start of the year Chelandry finished third behind Love Wisely and Velasquez in the £10,000 Jockey Club Stakes over ten furlongs at Newmarket on 30 September.

[20] For her first appearance as a four-year-old, Chelandry was assigned a weight of 112 pounds for the City and Suburban Handicap over ten furlongs at Epsom on 20 April and finished unplaced behind Bay Ronald.