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Junior Subordinated Debentures (Summary of the Company's Junior Subordinated Debentures) (Details) - USD ($)
$ in Thousands
12 Months Ended
Dec. 31, 2015
Dec. 31, 2014
Subordinated Borrowing [Line Items]    
Junior subordinated debentures $ 268,566 $ 249,493
Maturity Date Jun. 15, 2020  
Wintrust Capital Trust Three    
Subordinated Borrowing [Line Items]    
Common Securities $ 774  
Trust Preferred Securities 25,000  
Junior subordinated debentures $ 25,774 25,774
Rate Structure L+3.25  
Contractual Rate 3.57%  
Debt instrument, issuance date Apr. 30, 2003  
Maturity Date Apr. 30, 2033  
Earliest Redemption Date Apr. 30, 2008  
Wintrust Statutory Trust Four    
Subordinated Borrowing [Line Items]    
Common Securities $ 619  
Trust Preferred Securities 20,000  
Junior subordinated debentures $ 20,619 20,619
Rate Structure L+2.80  
Contractual Rate 3.41%  
Debt instrument, issuance date Dec. 31, 2003  
Maturity Date Dec. 31, 2033  
Earliest Redemption Date Dec. 31, 2008  
Wintrust Statutory Trust Five    
Subordinated Borrowing [Line Items]    
Common Securities $ 1,238  
Trust Preferred Securities 40,000  
Junior subordinated debentures $ 41,238 41,238
Rate Structure L+2.60  
Contractual Rate 3.21%  
Debt instrument, issuance date May 31, 2004  
Maturity Date May 31, 2034  
Earliest Redemption Date Jun. 30, 2009  
Wintrust Capital Trust Seven    
Subordinated Borrowing [Line Items]    
Common Securities $ 1,550  
Trust Preferred Securities 50,000  
Junior subordinated debentures $ 51,550 51,550
Rate Structure L+1.95  
Contractual Rate 2.46%  
Debt instrument, issuance date Dec. 31, 2004  
Maturity Date Mar. 31, 2035  
Earliest Redemption Date Mar. 31, 2010  
Wintrust Capital Trust Eight    
Subordinated Borrowing [Line Items]    
Common Securities $ 1,238  
Trust Preferred Securities 40,000  
Junior subordinated debentures $ 41,238 41,238
Rate Structure L+1.45  
Contractual Rate 2.06%  
Debt instrument, issuance date Aug. 31, 2005  
Maturity Date Sep. 30, 2035  
Earliest Redemption Date Sep. 30, 2010  
Wintrust Capital Trust Nine    
Subordinated Borrowing [Line Items]    
Common Securities $ 1,547  
Trust Preferred Securities 50,000  
Junior subordinated debentures $ 51,547 51,547
Rate Structure L+1.63  
Contractual Rate 2.14%  
Debt instrument, issuance date Sep. 30, 2006  
Maturity Date Sep. 30, 2036  
Earliest Redemption Date Sep. 30, 2011  
Northview Capital Trust One    
Subordinated Borrowing [Line Items]    
Common Securities $ 186  
Trust Preferred Securities 6,000  
Junior subordinated debentures $ 6,186 6,186
Rate Structure L+3.00  
Contractual Rate 3.33%  
Debt instrument, issuance date Aug. 31, 2003  
Maturity Date Nov. 30, 2033  
Earliest Redemption Date Aug. 31, 2008  
Town Bankshares Capital Trust One    
Subordinated Borrowing [Line Items]    
Common Securities $ 186  
Trust Preferred Securities 6,000  
Junior subordinated debentures $ 6,186 6,186
Rate Structure L+3.00  
Contractual Rate 3.33%  
Debt instrument, issuance date Aug. 31, 2003  
Maturity Date Nov. 30, 2033  
Earliest Redemption Date Aug. 31, 2008  
First Northwest Capital Trust One    
Subordinated Borrowing [Line Items]    
Common Securities $ 155  
Trust Preferred Securities 5,000  
Junior subordinated debentures $ 5,155 5,155
Rate Structure L+3.00  
Contractual Rate 3.61%  
Debt instrument, issuance date May 31, 2004  
Maturity Date May 31, 2034  
Earliest Redemption Date May 31, 2009  
Suburban Illinois Capital Trust Two    
Subordinated Borrowing [Line Items]    
Common Securities $ 464  
Trust Preferred Securities 15,000  
Junior subordinated debentures $ 15,464 0
Rate Structure L+1.75  
Contractual Rate 2.26%  
Debt instrument, issuance date Dec. 31, 2006  
Maturity Date Dec. 31, 2036  
Earliest Redemption Date Dec. 31, 2011  
Community Financial Shares Statutory Trust Two    
Subordinated Borrowing [Line Items]    
Common Securities $ 109  
Trust Preferred Securities 3,500  
Junior subordinated debentures $ 3,609 $ 0
Rate Structure L+1.62  
Contractual Rate 2.13%  
Debt instrument, issuance date Jun. 30, 2007  
Maturity Date Sep. 30, 2037  
Earliest Redemption Date Jun. 30, 2012  
Junior Subordinated Debt    
Subordinated Borrowing [Line Items]    
Weighted average interest rate 2.68%  
London Interbank Offered Rate (LIBOR) | Wintrust Capital Trust Three    
Subordinated Borrowing [Line Items]    
Debt instrument, basis spread on variable rate 3.25%  
London Interbank Offered Rate (LIBOR) | Wintrust Statutory Trust Four    
Subordinated Borrowing [Line Items]    
Debt instrument, basis spread on variable rate 2.80%  
London Interbank Offered Rate (LIBOR) | Wintrust Statutory Trust Five    
Subordinated Borrowing [Line Items]    
Debt instrument, basis spread on variable rate 2.60%  
London Interbank Offered Rate (LIBOR) | Wintrust Capital Trust Seven    
Subordinated Borrowing [Line Items]    
Debt instrument, basis spread on variable rate 1.95%  
London Interbank Offered Rate (LIBOR) | Wintrust Capital Trust Eight    
Subordinated Borrowing [Line Items]    
Debt instrument, basis spread on variable rate 1.45%  
London Interbank Offered Rate (LIBOR) | Wintrust Capital Trust Nine    
Subordinated Borrowing [Line Items]    
Debt instrument, basis spread on variable rate 1.63%  
London Interbank Offered Rate (LIBOR) | Northview Capital Trust One    
Subordinated Borrowing [Line Items]    
Debt instrument, basis spread on variable rate 3.00%  
London Interbank Offered Rate (LIBOR) | Town Bankshares Capital Trust One    
Subordinated Borrowing [Line Items]    
Debt instrument, basis spread on variable rate 3.00%  
London Interbank Offered Rate (LIBOR) | First Northwest Capital Trust One    
Subordinated Borrowing [Line Items]    
Debt instrument, basis spread on variable rate 3.00%  
London Interbank Offered Rate (LIBOR) | Suburban Illinois Capital Trust Two    
Subordinated Borrowing [Line Items]    
Debt instrument, basis spread on variable rate 1.75%  
London Interbank Offered Rate (LIBOR) | Community Financial Shares Statutory Trust Two    
Subordinated Borrowing [Line Items]    
Debt instrument, basis spread on variable rate 1.62%