If you can make it around Illinois, you can double tow in Indiana. Folks do it all the time in this state, especially seen around State Recreation Areas that focus on reservoir and large lakes.
About that 300 pound hitch. If your trailer did not come factory equipped with a plug for lights for the second trailer, then it is not designed to tow a trailer. It's designed to carry a light weight cargo carrier, with a total weight hanging on that hitch of 300 pounds.
If you plan on going forward, then by all means, take your camper to a welding business that can install a proper hitch, or strengthen the one you have.
Another "for what it's worth", even if the second trailer has a swivel wheel and is attached to the trailer with 2 receiver hitches instead on just 1, it's still consider a "trailer". If it has a wheel and the wheel touches the ground, it will need to be titled and have it's own license plate as a utility trailer in Indiana. (if you are a resident of Indiana). Yes, legally, in Indiana, even 2 wheel dollies used for towing a toed car behind a motor home is suppose to be plated also (in Indiana).
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2019 Montana High Country 375FL
2014 Chevy Silverado Duramax, 6.6L Dually
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