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Segment Information - Schedule of segment reporting information (Details)
$ in Millions
3 Months Ended 6 Months Ended
Nov. 30, 2018
USD ($)
Nov. 30, 2017
USD ($)
Nov. 30, 2018
USD ($)
segment
Nov. 30, 2017
USD ($)
May 31, 2018
USD ($)
May 31, 2017
USD ($)
Segment Reporting Information [Line Items]            
Number of reportable segments | segment     3      
Revenues $ 604.7 $ 598.3 $ 823.1 $ 787.5    
Bad debt expense 2.7 4.3 4.1 6.2    
Depreciation and amortization 20.6 15.9 39.8 31.4    
Asset impairments 0.0 0.0 0.0 6.7    
Segment operating income (loss) 98.2 107.2 14.4 5.4    
Segment assets 2,081.9 1,908.3 2,081.9 1,908.3    
Goodwill 119.1 119.1 119.1 119.1 $ 119.2 $ 118.9
Expenditures for other non-current assets 43.4 43.6 89.1 88.9    
Other non-current assets 851.5 768.7 $ 851.5 768.7    
Children's Book Publishing and Distribution            
Segment Reporting Information [Line Items]            
Number of operating segments | segment     3      
Revenues 417.9 413.7 $ 513.6 482.6    
Bad debt expense 1.6 2.2 2.4 2.7    
Asset impairments       0.0    
Segment assets 622.4 553.4 622.4 553.4    
Goodwill 40.9 40.9 40.9 40.9    
Expenditures for other non-current assets 20.2 18.2 31.0 28.2    
Other non-current assets 164.1 148.3 $ 164.1 148.3    
Education            
Segment Reporting Information [Line Items]            
Number of operating segments | segment     2      
Revenues 71.5 69.0 $ 119.4 111.9    
Bad debt expense 0.7 1.1 0.7 1.0    
Asset impairments       0.0    
Segment assets 175.9 174.2 175.9 174.2    
Goodwill 68.2 68.2 68.2 68.2    
Expenditures for other non-current assets 5.0 4.6 10.1 7.0    
Other non-current assets 109.6 93.8 109.6 93.8    
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    
Asset impairments       6.7    
Segment assets 990.6 906.9 990.6 906.9    
Goodwill 0.0 0.0 0.0 0.0    
Expenditures for other non-current assets 15.1 17.9 40.6 48.7    
Other non-current assets 499.8 456.2 499.8 456.2    
Total Domestic            
Segment Reporting Information [Line Items]            
Revenues 489.4 482.7 633.0 594.5    
Bad debt expense 2.3 3.3 3.1 3.7    
Asset impairments       6.7    
Segment assets 1,788.9 1,634.5 1,788.9 1,634.5    
Goodwill 109.1 109.1 109.1 109.1    
Expenditures for other non-current assets 40.3 40.7 81.7 83.9    
Other non-current assets 773.5 698.3 $ 773.5 698.3    
International            
Segment Reporting Information [Line Items]            
Number of operating segments | segment     3      
Revenues 115.3 115.6 $ 190.1 193.0    
Bad debt expense 0.4 1.0 1.0 2.5    
Asset impairments       0.0    
Segment assets 293.0 273.8 293.0 273.8    
Goodwill 10.0 10.0 10.0 10.0    
Expenditures for other non-current assets 3.1 2.9 7.4 5.0    
Other non-current assets 78.0 70.4 78.0 70.4    
Operating Segments | Children's Book Publishing and Distribution            
Segment Reporting Information [Line Items]            
Depreciation and amortization 5.9 5.6 11.6 11.2    
Segment operating income (loss) 106.3 115.0 60.3 56.1    
Operating Segments | Education            
Segment Reporting Information [Line Items]            
Depreciation and amortization 2.1 1.7 4.1 3.5    
Segment operating income (loss) 8.3 3.9 (6.6) (8.6)    
Operating Segments | Overhead            
Segment Reporting Information [Line Items]            
Depreciation and amortization 10.8 6.9 20.7 13.3    
Segment operating income (loss) (29.4) (26.4) (50.3) (54.0)    
Operating Segments | Total Domestic            
Segment Reporting Information [Line Items]            
Depreciation and amortization 18.8 14.2 36.4 28.0    
Segment operating income (loss) 85.2 92.5 3.4 (6.5)    
Operating Segments | International            
Segment Reporting Information [Line Items]            
Depreciation and amortization 1.8 1.7 3.4 3.4    
Segment operating income (loss) 13.0 14.7 11.0 11.9    
Expenditures to acquire long-lived assets 1.6 1.7 4.4 3.0    
Long-lived assets $ 36.5 $ 33.4 $ 36.5 33.4    
Legacy Building Improvements            
Segment Reporting Information [Line Items]            
Asset impairments       $ 6.7