Montrose Harbor

Nearly 10,000 competitors will swim, bike and run along the lakefront during Supertri Chicago (formerly called the Chicago Triathlon), which starts at Montrose Harbor before zooming down Lake Shore Drive and finishing on Columbus Drive. There are different courses for athletes of all levels, including a sprint and separate races for kids 14 and under. 

Local no-kill animal shelter PAWS hosts its 26th annual 5K race at Montrose Harbor, where humans and dogs can make their way through a lakefront course while raising money to support the organization's work. Once you cross the finish line, you'll be able to enjoy live entertainment for humans and pups alike, including a dog agility course and a "doggy oasis" outfitted with pools for cooling off. Don't have a four-legged friend to bring along? Not to worry—there will be plenty of adoptable doggos for you to pet.