The 36th edition of the Gateway Cup takes place in the heart of FOUR unique and awesome St. Louis neighborhoods. All four days of the The Gateway Cup are on the USA Cycling Professional Road Tour (PRT). All four days offer equal payout for the women’s and men’s professional races.

Within each of these host communities, the race course is a defined one mile lap and the race is known as a criterium. This Americanized style of racing appeals to both athletes and spectators alike as the peloton, or pack of cyclists, pass by every few minutes at impressive speeds holding lines only inches apart from one another. Spectators can watch the race develop lap after lap and hear commentators announce race strategy, allowing more of an understanding and involvement in the excitement.

There are five to six races each day based on ability, ranging from newbies to pros. Each day is punctuated by the featured event, the men’s and Women’s Professional races. In this race, 150 of the nation’s top cyclists will hurl themselves through corners averaging 30 mph towards a typically thrilling sprint finish. Guaranteed inspiration.

Men’s and Women’s Leader Jerseys

Want to know who the points leaders are each day? Your race leader will be easily spotted in a spiffy race leader’s jersey, a feature used for all of the categories this year. A Gateway Cup inspired jersey will also be for sale at our merchandise tent as well as online.
Buy one. It will make you go fast.



Every Labor Day weekend around 600 amateur and professional cyclists compete in 4 races in South City St. Louis.  They pay for their own gear, bikes, airfare, car rental, entry fee, food, gels, sugary stuff in their bottles, dazzling socks, and reflective sunglasses.  They put in countless hours of training to pursue the passion of cycling.

Some riders are up and comers, sponsored on a development program.  Some riders are making their way to Pro Continental and World Tour ranks.  Some riders are current and former National Champions.  Some riders are Olympians.  Some riders have taken their pursuit of a healthy life to an entirely next level.  Some riders you might work with or be neighbors with.  All of them are chasing a dream and a goal.

The overwhelming majority of these riders do not come from St. Louis.  In 2019 the field represented 30 states and 3 countries (USA, New Zealand, Australia).  In the past I have met an Olympian from New Zealand, a World Tour rider from Canada, and a National Champion from California.

If you enjoy the night time racing of Lafayette Square, the high speed circuit of Francis Park, the downhill finish in the blistering sun on The Hill, or the tight cornering in Benton Park you can say thanks to the riders for their performance and to the Big Shark Team for putting on this event.  That’s right: IF YOU LOVE WHAT YOU SEE, THEN SHOW YOUR LOVE.

If $6,000 is raised, it would be $15 per rider.  It’d help them with 1 meal over the weekend.  The more we raise the more we support chasing their goals and the beautiful sport of cycling.  The more we ease the burden of them getting to the next race.

The entire amount raised will be equally divided by every rider that starts at least one Gateway Cup race.  The rider who comes in last will get the same as the rider who came in first.  The sponsored rider will get the same as the amateur rider.  The female rider will get the same as the male rider.  The rider with the worst haircut will get the same as the best hairdo in the field.  The ride in the completely coordinated kit will get the same as the rider with mismatched socks.

How this works:

  • How long to contribute?  Up to and including GWC weekend. The GoFundMe will close at 9 PM the day after GWC (Tues-Sep-7).
  • How will the $ be distributed evenly? The total amount of money raised will be divided by the count of riders that start at least one GWC race.
  • When will payments be disbursed? The goal is to have all the payments entered into the distribution system(s) by 9 PM Sun-Sep-12.
  • Who will be in charge of the distribution? Fund organizer Ryan Metcalf. His golden retrievers will be providing emotional support.
  • Why is the deadline 9PM? Because that is when Ryan goes to bed.
  • Contact: Gateway Cup GoFundMe Here
Learn More


We are proud to announce that BIG SHARK’s Neutral Support will be providing neutral wheels, service and mechanical expertise for all four days. Tips are encouraged.


Cultivating its mission of providing this city with the highest level of quality pre-hospital emergency care possible, the EMS Bureau of the St. Louis fire department will be providing efficient and responsive care to all of our participating athletes. Due to the bureau’s incredible generosity, every medic, bike team and piece of emergency response equipment is being provided free of charge.