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Funds Held for Clients and Corporate Investments (Funds Held for Clients and Corporate Investments) (Details) - USD ($) $ in Millions | Feb. 28, 2019 | May 31, 2018
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Schedule of Available-for-sale Securities [Line Items] |  |  |
Funds held for clients' money market securities and other cash equivalents, Amortized cost |  | $ 2,874.7 | $ 1,942.3
Funds held for clients' money market securities and other cash equivalents, Gross unrealized gains |  |  |
Funds held for clients' money market securities and other cash equivalents, Gross unrealized losses |  |  |
Funds held for clients' money market securities and other cash equivalents, Fair value |  | 2,874.7 | 1,942.3
Available-for-sale securities, Amortized cost |  | 2,567.1 | 3,143.1
Available-for-sale securities, Gross unrealized gains |  | 8.0 | 2.4
Available-for-sale securities, Gross unrealized losses |  | (17.8) | (40.7)
Available-for-sale securities, Fair value |  | 2,557.3 | 3,104.8
Other, Amortized cost |  | 27.3 | 16.1
Other, Gross unrealized gains |  | 2.0 | 2.1
Other, Gross unrealized losses |  | (0.2) |
Other, Fair value |  | 29.1 | 18.2
Total funds held for clients and corporate investments, Amortized cost |  | 5,469.1 | 5,101.5
Total funds held for clients and corporate investments, Gross unrealized gains |  | 10.0 | 4.5
Total funds held for clients and corporate investments, Gross unrealized losses |  | (18.0) | (40.7)
Total funds held for clients and corporate investments, Fair value |  | 5,461.1 | 5,065.3
Corporate Bonds [Member] |  |  |
Schedule of Available-for-sale Securities [Line Items] |  |  |
Available-for-sale securities, Amortized cost |  | 410.9 |
Available-for-sale securities, Gross unrealized gains |  | 1.5 |
Available-for-sale securities, Gross unrealized losses |  | (4.3) |
Available-for-sale securities, Fair value |  | 408.1 |
General Obligation Municipal Bonds [Member] |  |  |
Schedule of Available-for-sale Securities [Line Items] |  |  |
Available-for-sale securities, Amortized cost |  | 870.1 | 1,231.6
Available-for-sale securities, Gross unrealized gains |  | 3.6 | 1.3
Available-for-sale securities, Gross unrealized losses |  | (2.6) | (11.2)
Available-for-sale securities, Fair value |  | 871.1 | 1,221.7
Pre-Refunded Municipal Bonds [Member] |  |  |
Schedule of Available-for-sale Securities [Line Items] |  |  |
Available-for-sale securities, Amortized cost | [1] | 47.8 | 50.9
Available-for-sale securities, Gross unrealized gains | [1] | 0.2 | 0.1
Available-for-sale securities, Gross unrealized losses | [1] |  | (0.1)
Available-for-sale securities, Fair value | [1] | 48.0 | 50.9
Revenue Municipal Bonds [Member] |  |  |
Schedule of Available-for-sale Securities [Line Items] |  |  |
Available-for-sale securities, Amortized cost |  | 562.7 | 813.5
Available-for-sale securities, Gross unrealized gains |  | 2.1 | 0.9
Available-for-sale securities, Gross unrealized losses |  | (1.9) | (8.0)
Available-for-sale securities, Fair value |  | 562.9 | 806.4
U.S. Government Agency Securities [Member] |  |  |
Schedule of Available-for-sale Securities [Line Items] |  |  |
Available-for-sale securities, Amortized cost |  | 493.7 | 410.2
Available-for-sale securities, Gross unrealized gains |  | 0.6 |
Available-for-sale securities, Gross unrealized losses |  | (9.0) | (14.1)
Available-for-sale securities, Fair value |  | 485.3 | 396.1
Variable Rate Demand Notes [Member] |  |  |
Schedule of Available-for-sale Securities [Line Items] |  |  |
Available-for-sale securities, Amortized cost |  | 181.9 | 308.3
Available-for-sale securities, Gross unrealized gains |  |  |
Available-for-sale securities, Gross unrealized losses |  |  |
Available-for-sale securities, Fair value |  | $ 181.9 | $ 308.3
[1] | Pre-refunded municipal bonds are secured by an escrow fund of U.S. government obligations.

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