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Segment Information - Schedule of segment reporting information (Details)
$ in Millions
3 Months Ended 6 Months Ended
Nov. 30, 2019
USD ($)
Nov. 30, 2018
USD ($)
Nov. 30, 2019
USD ($)
segment
Nov. 30, 2018
USD ($)
May 31, 2019
USD ($)
May 31, 2017
USD ($)
Segment Reporting Information [Line Items]            
Number of reportable segments | segment     3      
Revenues $ 597.2 $ 604.7 $ 829.8 $ 823.1    
Bad debt expense 2.7 2.7 4.3 4.1    
Depreciation and amortization 22.6 20.6 45.1 39.8    
Segment operating income (loss) 105.1 98.2 17.7 14.4    
Segment assets 2,031.7 2,081.9 2,031.7 2,081.9    
Goodwill 125.4 119.1 125.4 119.1 $ 125.2 $ 119.2
Expenditures for other non-current assets 36.1 43.4 69.2 89.1    
Other non-current assets 954.9 851.5 $ 954.9 851.5    
Children's Book Publishing and Distribution            
Segment Reporting Information [Line Items]            
Number of operating segments | segment     3      
Revenues 413.6 417.9 $ 523.2 513.6    
Bad debt expense 1.1 1.6 1.6 2.4    
Segment assets 674.6 622.4 674.6 622.4    
Goodwill 47.2 40.9 47.2 40.9    
Expenditures for other non-current assets 14.7 20.2 28.7 31.0    
Other non-current assets 219.6 164.1 $ 219.6 164.1    
Education            
Segment Reporting Information [Line Items]            
Number of operating segments | segment     3      
Revenues 69.9 71.5 $ 118.3 119.4    
Bad debt expense 0.8 0.7 0.8 0.7    
Segment assets 196.1 175.9 196.1 175.9    
Goodwill 68.2 68.2 68.2 68.2    
Expenditures for other non-current assets 5.0 5.0 9.6 10.1    
Other non-current assets 122.4 109.6 122.4 109.6    
Overhead            
Segment Reporting Information [Line Items]            
Revenues 0.0 0.0 0.0 0.0    
Bad debt expense 0.0 0.0 0.0 0.0    
Segment assets 846.8 990.6 846.8 990.6    
Goodwill 0.0 0.0 0.0 0.0    
Expenditures for other non-current assets 10.6 15.1 18.2 40.6    
Other non-current assets 514.3 499.8 514.3 499.8    
Total Domestic            
Segment Reporting Information [Line Items]            
Revenues 483.5 489.4 641.5 633.0    
Bad debt expense 1.9 2.3 2.4 3.1    
Segment assets 1,717.5 1,788.9 1,717.5 1,788.9    
Goodwill 115.4 109.1 115.4 109.1    
Expenditures for other non-current assets 30.3 40.3 56.5 81.7    
Other non-current assets 856.3 773.5 $ 856.3 773.5    
International            
Segment Reporting Information [Line Items]            
Number of operating segments | segment     3      
Revenues 113.7 115.3 $ 188.3 190.1    
Bad debt expense 0.8 0.4 1.9 1.0    
Segment assets 314.2 293.0 314.2 293.0    
Goodwill 10.0 10.0 10.0 10.0    
Expenditures for other non-current assets 5.8 3.1 12.7 7.4    
Other non-current assets 98.6 78.0 98.6 78.0    
Operating Segments | Children's Book Publishing and Distribution            
Segment Reporting Information [Line Items]            
Depreciation and amortization 6.5 5.9 13.2 11.6    
Segment operating income (loss) 109.6 106.3 67.9 60.3    
Operating Segments | Education            
Segment Reporting Information [Line Items]            
Depreciation and amortization 3.4 2.1 6.5 4.1    
Segment operating income (loss) 6.2 8.3 (7.2) (6.6)    
Operating Segments | Overhead            
Segment Reporting Information [Line Items]            
Depreciation and amortization 10.9 10.8 21.9 20.7    
Segment operating income (loss) (22.4) (29.4) (51.0) (50.3)    
Operating Segments | Total Domestic            
Segment Reporting Information [Line Items]            
Depreciation and amortization 20.8 18.8 41.6 36.4    
Segment operating income (loss) 93.4 85.2 9.7 3.4    
Operating Segments | International            
Segment Reporting Information [Line Items]            
Depreciation and amortization 1.8 1.8 3.5 3.4    
Segment operating income (loss) 11.7 13.0 8.0 11.0    
Expenditures to acquire long-lived assets 4.2 1.6 9.9 4.4    
Long-lived assets $ 66.8 $ 36.5 $ 66.8 $ 36.5