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You didn't really provide enough info here. The 1969 Dodge charger came with several engine options. The charger with a 383 wouldn't be at all competitve in this race. The 440 six pack might be a better race and the 426 hemi would be real close. I think the Mustang would probably win but I do think it would be close. If you check Motor Trend or road and track from the era I'm almost positive you'll find a head to head test somewhere.

The Cobra had like 500 ponies and was setup to race. The Cryco 440 push around 425 hp, weight a ton, in a race not even close. The Mustang's dropping would be dry before the Dodge got there !!

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Q: What car is faster 1969 Dodge Charger or 1969 Shelby Cobra GT 500?
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