Roy’s Chicago Doggery’s The Challenge Dog

A restaurant that you can get pastrami on your hot dog or french fries? Sign me up. Or maybe I should have a little brisket on my hot dog. Roy’s Chicago Doggery has 39 different toppings for your hot dog. In addition, it also has Italian Beef, Pastrami (without the […] Read more »

Fat Tony’s Original 5 Pound Philly Cheese Steak Challenge

This restaurant takes it portions and challenges seriously. How about a 2.5 pound burger? Just kidding that isn’t a challenge at Fat Tony’s that’s just part of the regular menu. No they have three challenges, one that picks fire over-size. We featured the burger challenge earlier, so now we are […] Read more »

Fine Line Bar & Grill Five Alarm Wing Eating Challenge

This challenge includes 3 beers or unlimited soft drinks. It seems only fair if you are going to set your mouth on fire that you should be given some beer to put it out. EATING CONTEST: Eat 10 wings with their homemade sauce containing, Ghost Chili Peppers, Habaneros, Serranos, and […] Read more »

J&J’s Pizza Shack Kitchen Sink Challenge

Many of the food challenges we feature on Best Food Challenges are found via leads from news articles. Some sites mention in passing their challenge or not at all. We always try to verify the challenge with the restaurant and until it is verified we let you know that the […] Read more »

Smokey Bones Burger Battle June 27th, 2012

On June 27th, 2012 at 7PM Smokey Bones will hold it’s second annual Burger Battle at all 73  locations in 17 States (the locations and states figures is the best we can come up with and short of running a zip code search for their location finder for every state […] Read more »

That Bar’s Challenge Burger

That Bar is inspired by a Dueling Piano Bar that the three owners had a great time at. Not sure what the burger challenge was inspired by, but it must have been truly inspirational. EATING CONTEST: Eat a 5 pound, 1 foot in diameter burger that includes two beef patties, […] Read more »

Fat Tony’s Burger Challenge

This restaurant takes it portions and challenges seriously. How about a 2.5 pound burger? Just kidding that isn’t a challenge at Fat Tony’s thats just part of the regular menu. No they have three challenges, one that picks fire over size. But the other two? Well lets start with the […] Read more »

Jake Melnick’s Corner Tap XXX Hot Wings Challenge

Voted the best hot wings for 2010 and 2012 at Chicago’s Wingfest, wasn’t enough for Jake Melnick’s. They had to have the hottest wings as well. EATING CONTEST: Eat an order of the xxxx wings which has a red sauce made with the hottest known raw chili pepper in the […] Read more »