AMERITRADE HOLDING CORP
424B3, 1999-11-22
SECURITY BROKERS, DEALERS & FLOTATION COMPANIES
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<PAGE>   1

          PROSPECTUS SUPPLEMENT NO. 2 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 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 should be read in conjunction with the
prospectus dated October 21, 1999, and the prospectus supplement dated November
9, 1999, which are to be delivered with this prospectus supplement. All
capitalized terms used but not defined in this prospectus supplement shall have
the meanings given them in the prospectus.

     The information in the table appearing under the heading "Selling Holders"
in the prospectus is superseded in part by the information appearing in the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(1)(2)   STOCK OFFERED(2)
                    ----                       -------------------    ---------------------   ----------------
<S>                                            <C>                    <C>                     <C>
Goldman Sachs & Company.....................       $ 8,300,000               254,923               254,923
Deephaven Domestic Convertible Trading
  Ltd.(3)...................................           500,000                49,356                15,356
Robertson Stephens .........................         2,030,000                62,348                62,348
Tribeca Investments, L.L.C..................        11,960,000               367,335               367,335
</TABLE>

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(1) Includes Class A common stock into which the notes are convertible.

(2) 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.

(3) Includes 34,000 shares of Class A common stock held by Deephaven Domestic
    Convertible Trading Ltd.

     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.

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     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, ANY PRIOR PROSPECTUS
SUPPLEMENT OR THE PROSPECTUS. ANY REPRESENTATION TO THE CONTRARY IS A CRIMINAL
OFFENSE.

                            ------------------------

          The date of this prospectus supplement is November 22, 1999.

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