Yes! But please read the signs on the street to let you know if you can actually park there. Keep an eye out for signs about street cleaning, permit parking and construction. ParkChicago is an app you can download to add money to parking meters virtually, or you can use a credit/debit card or coins to add money to a parking meter physically. https://parkchicago.com/
Not if you will be drinking. If you are staying at any of the hotels designated for guests a shuttle is scheduled to bring you to and from the wedding venue. Street parking is available, but limited. If you are not staying at a hotel designated for wedding guests, we recommend that you take a hired car (Taxi, etc.) rather than drive to the wedding ceremony & reception (even if you are not drinking).