Order of Book Series
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Cassandra O’Leary Books in Order

Cassandra O’Leary has written 10 books, published between 2016 and 2023. The first book is Chocolate Truffle Kiss (2016) and the newest is Girl on a Layover (2023). Publication order is the reading order below.

Books
10
Published
2016–2023
See all 10 books in order Printable Cassandra O’Leary checklist

Cassandra O'Leary is an Australian author of romance and women's fiction, based in Melbourne, who also works as a freelance writer and communications professional. HarperCollins UK named O'Leary the winner of its global We Heart New Talent writing contest in 2015. The catalogue lists 10 books from 2016 to 2023, including Chocolate Truffle Kiss (2016), Heart Note (2017), Tree Love (2018), Girl Under The Christmas Tree (2020), Friday I'm In Love (2022), Hot In The City (2022) and Dating Little Miss Perfect (2023). Girl on a Plane is the name of the catalogued series, and Girl on a Babymoon and Girl on a Layover carry 2023 dates.

How many Cassandra O’Leary books are there?

Cassandra O’Leary has 10 books, released between 2016 and 2023. 4 of them belong to the Girl on a Plane series.

Cassandra O’Leary Books in Publication Order

The table lists all 10 Cassandra O’Leary books in the order they were published, with the release year and how many independent book listings confirm each title. Catalogue data as of September 2026.

  1. 1
    Chocolate Truffle Kiss2016 · confirmed 2/4
    2016–
    Buy at Amazon USAmazon UK
  2. 2
    Heart Note2017 · confirmed 2/4
    2017–
    Buy at Amazon USAmazon UK
  3. 3
    Tree Love2018 · confirmed 2/4
    2018–
    Buy at Amazon USAmazon UK
  4. 4
    Girl Under The Christmas TreeGirl on a Plane #12020 · confirmed 2/4
    2020–
    Buy at Amazon USAmazon UK
  5. 5
    Hot In The City2022 · confirmed 2/4
    2022–
    Buy at Amazon USAmazon UK
  6. 6
    Friday I'm In Love2022 · confirmed 2/4
    2022–
    Buy at Amazon USAmazon UK
  7. 7
    Dating Little Miss Perfect2023 · confirmed 2/4
    2023–
    Buy at Amazon USAmazon UK
  8. 8
    Girl on a PlaneGirl on a Plane #22023 · confirmed 2/4
    2023–
    Buy at Amazon USAmazon UK
  9. 9
    Girl on a BabymoonGirl on a Plane #32023 · confirmed 2/4
    2023–
    Buy at Amazon USAmazon UK
  10. 10
    Girl on a LayoverGirl on a Plane #42023 · confirmed 2/4
    2023–
    Buy at Amazon USAmazon UK

Cassandra O’Leary books grouped by series

Each title below is a row in the publication-order table above. None of these groups has a reading-order page of its own on this site.

Girl on a Plane in order

4 books
  1. 1. Girl Under The Christmas Tree
  2. 2. Girl on a Plane
  3. 3. Girl on a Babymoon
  4. 4. Girl on a Layover

Standalone books

6 books

6 Cassandra O’Leary titles here are not listed as part of any series.

Do you have to read Cassandra O’Leary books in order?

You only need to read Cassandra O’Leary books in order within the Girl on a Plane series, which holds 4 of the 10 Cassandra O’Leary books listed here. The numbered table above gives every book in publication order.

Where to start with Cassandra O’Leary

Start with Chocolate Truffle Kiss (2016), the earliest published title.

What is the newest Cassandra O’Leary book?

Girl on a Layover (2023) is the newest Cassandra O’Leary book released so far.

Is there a new Cassandra O’Leary book coming?

No next Cassandra O’Leary book is announced in the catalogue, which is a gap in the listings it merges rather than a sign that the run has ended.

Cassandra O’Leary at a glance

Paused
No new Cassandra O’Leary title has appeared for 3 years. The last was published in 2023.
Release pace
Cassandra O’Leary books have appeared about one a year on average.
Busiest decade
Most Cassandra O’Leary books, 7 of 10, were published in the 2020s.