AMERITRADE HOLDING CORP
424B3, 2000-03-10
SECURITY BROKERS, DEALERS & FLOTATION COMPANIES
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<PAGE>   1

          PROSPECTUS SUPPLEMENT NO. 5 FILED PURSUANT TO RULE 424(B)(3)

                     (TO PROSPECTUS DATED OCTOBER 21, 1999)
                                                      REGISTRATION NO. 333-87999
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                                  $200,000,000

                         AMERITRADE HOLDING CORPORATION
            5.75% CONVERTIBLE SUBORDINATED NOTES DUE AUGUST 1, 2004
                  AND 6,142,740 SHARES OF CLASS A COMMON STOCK
                     ISSUABLE UPON CONVERSION OF THE NOTES
                            ------------------------
     This prospectus supplement no. 5 relates to the resale by the holders of
5.75% Convertible Subordinated Notes due August 1, 2004 of Ameritrade Holding
Corporation and the shares of Class A common stock of Ameritrade issuable upon
the conversion of the notes.

     This prospectus supplement no. 5 should be read in conjunction with the
prospectus dated October 21, 1999, the prospectus supplement no. 1 dated
November 9, 1999, the prospectus supplement no. 2 dated November 22, 1999, the
prospectus supplement no. 3 dated December 22, 1999, and the prospectus
supplement no. 4 dated January 27, 2000, each of which are to be delivered with
this prospectus supplement no. 5. All capitalized terms used but not defined in
this prospectus supplement no. 5 shall have the meanings given them in the
prospectus.

     The information in the table appearing under the heading "Selling Holders"
in the prospectus, as amended by each prior prospectus supplement, is superseded
in part by the information appearing in the table below:

<TABLE>
<CAPTION>
                                               PRINCIPAL AMOUNT OF       CLASS A COMMON           CLASS A
                                                NOTES BENEFICIALLY      STOCK OWNED PRIOR          COMMON
                    NAME                        OWNED AND OFFERED     TO THE OFFERING(3)(4)   STOCK OFFERED(4)
                    ----                       -------------------    ---------------------   ----------------
<S>                                            <C>                    <C>                     <C>
AIG SoundShore Holdings Ltd. (1)............        $3,350,000               102,890              102,890
AIG SoundShore Opportunity Holding Fund Ltd.
  (2).......................................         2,893,000                88,854               88,854
Deeprock & Co...............................         2,000,000                61,427               61,427
Goldman Sachs & Company.....................         9,800,000               300,994              300,994
JMG Convertible Investments, L.P............         3,000,000                92,141               92,141
JMG Triton Offshore Fund, Ltd...............         2,050,000                62,963               62,963
Triton Capital Investments, Ltd.............         1,000,000                30,713               30,713
</TABLE>

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(1) AIG SoundShore Holdings Ltd. was formerly known as SoundShore Holdings Ltd.
(2) AIG SoundShore Opportunity Holding Fund Ltd. was formerly known as
    SoundShore Opportunity Holding Fund Ltd.
(3) Includes Class A common stock into which the notes are convertible.
(4) Assumes a conversion price of 30.7137 shares per $1,000 principal amount of
    notes and a cash payment in lieu of any fractional interest.

     INVESTING IN OUR CLASS A COMMON STOCK OR OUR CONVERTIBLE SUBORDINATED NOTES
INVOLVES A HIGH DEGREE OF RISK. PLEASE CAREFULLY CONSIDER THE "RISK FACTORS"
BEGINNING ON PAGE 8 OF THE PROSPECTUS.
                            ------------------------
     NEITHER THE SECURITIES AND EXCHANGE COMMISSION NOR ANY STATE SECURITIES
COMMISSION HAS APPROVED OR DISAPPROVED OF THESE SECURITIES OR PASSED UPON THE
ADEQUACY OR ACCURACY OF THIS PROSPECTUS SUPPLEMENT NO. 5, ANY PRIOR PROSPECTUS
SUPPLEMENT OR THE PROSPECTUS. ANY REPRESENTATION TO THE CONTRARY IS A CRIMINAL
OFFENSE.
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           The date of this prospectus supplement is March 10, 2000.
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