I understand you valid concern about the need to check the level of your transmission fluid, but...
Has the fluid ever been changed in this 5 year old transmission?
Whether someone has a "conventional" automatic transmission or a CVT, the fluid should be changed every 3 yrs or 30k miles (whichever comes first) if you want to avoid an expensive rebuilding or replacement of the transmission.
Whether Chrysler's maintenance schedule lists this service or not, this is something that needs to be done if you want to get the maximum number of years/miles from your car. Car mfrs have begun to drop this type of service from their maintenance schedule in an attempt to make their cars look like they are maintenance free, but when the trans fails from lack of maintenance (most likely around 120k-150k miles) your warranty will be long over, and the mfr will not be the one to bear the financial burden of replacing the transmission.
If you don't feel comfortable with the dealership doing this type of service, you should look for a well-reputed independent transmission shop in your area. Whatever you do, do NOT go to AAMCO, Lee Myles, Cottman, Mr. Transmission, or any other chain operation.