In late 2017, announcements were made to expand to the United States, starting with a location in The Mall at Short Hills in Millburn, New Jersey.

The company's first big-box bookstore initially called "Indigo Books, Music & More", was opened in Burlington, Ontario on September 4, 1997.

Indigo closed three high-profile stores in Toronto in the spring of 2014, including the World's Biggest Bookstore, which it acquired when it bought Chapters.

[8] In February 2023, Indigo was the victim of a ransomware attack that rendered them unable to process non-cash transactions, returns, and gift cards for approximately four days.

[13] In September 2023, founder Heather Reisman returned as chief executive officer, after Peter Ruis abruptly resigned earlier in the month.

[15] On September 17, 2024,[16][17] the Federal Court of Canada[18] granted interim emergency[19] approval to a lawsuit from Indigo requesting internet service providers take down the organization's website.

The money is raised by Indigo itself, customers, staff, suppliers, and proceeds from Love of Reading fundraising products (i.e., gift card sleeves).

[27] In 2007, the Indigo Love of Reading Foundation produced a documentary chronicling the issue of funding for books in Canadian elementary schools.

The documentary Writing on the Wall recounts the establishment of the foundation, while revealing the current conditions of school libraries and literacy in Canada.

[31] By August 2011, the Kobo e-reading platform had become the dominant player in Canada, with research firm Ipsos Reid estimating that it represented 36% of the Canadian market as of that date.

Based on data provided by the CBC documentary, the profits obtained is almost equal to the charity it gives if the tax refunds is taken into account.

[36] In 2006, Indigo decided not to sell the June issue of Harper's Magazine, which reprinted the controversial cartoons of the Muslim prophet Muhammad that had led to violent demonstrations around the world.