Company: FRFXF
Filing Date: 2025-03-26
Form Type: 424B3
Source: 0001104659-25-028272
Chunk: 0

Company: FAIRFAX FINANCIAL HOLDINGS LTD/ CAN
Filing Date: 2025-03-26
Form: 424B3
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Filed Pursuant to Rule 424(b)(3)

Registration Nos. 333-285834 and 333-285834-01

<div align='center'>Fairfax Financial Holdings Limited

Allied World Assurance Company Holdings, Ltd

Offer to Exchange

$600,000,000 aggregate principal amount of 6.100% Senior Notes due 2055

for

$600,000,000 aggregate principal amount of 6.100% Senior Notes due 2055

that have been registered under the

Securities Act of 1933, as amended (the “Securities Act”)

The Exchange Offer will expire at 5:00 p.m.,

New York City time, on April 22, 2025, unless extended.</div>

Fairfax Financial Holdings
Limited (“Fairfax” or the “Company”) and the Company’s subsidiary, Allied World Assurance
Company Holdings, Ltd (“Allied World”), as co-obligors of the 6.100% Senior Notes due 2055 (the “Notes”),
hereby offer, upon the terms and subject to the conditions set forth in this prospectus and the accompanying letter of transmittal, to
exchange up to $600,000,000 aggregate principal amount of the outstanding Notes (the “Initial Notes”) that are validly
tendered and not validly withdrawn for an equal principal amount of new Notes (the “Exchange Notes”) that will be registered
under the Securities Act pursuant to this prospectus. This offer is referred to as the “Exchange Offer”.

The terms of the Exchange
Notes will be identical to the terms of the Initial Notes, except that, unlike the Initial Notes, the Exchange Notes will be freely tradable
in the United States by persons not affiliated with us, will not bear legends restricting their transfer and will not contain the registration
rights provisions of the Initial Notes. The payment obligations of each of Fairfax and Allied World in respect of the Notes are full and
unconditional.

The Exchange Offer will expire
at 5:00 p.m., New York City time, on April 22, 2025, unless we extend the Exchange Offer, in which case, the Exchange Offer will
expire at 5:00 p.m., New York City time, on the date to which the Exchange Offer is extended (the “Expiration Date”).

We will not receive any cash
proceeds from the issuance of the Exchange Notes in the Exchange Offer.

No public market currently
exists for the