There are 15 games on the MLB schedule on May 16, 2025. That means we have plenty of avenues we can take to put together winning MLB parlay picks. Our parlay of the day for Friday’s MLB action is a two-leg moneyline parlay featuring a couple of National League teams that we expect to get wins at home in their respective games. You can find today’s top MLB parlay prediction below.
MLB Parlay Pick Of The Day
Two-Leg Moneyline Parlay: Risk $100 To Win $115 (+115)
Pick 1: Cubs ML (-230) over White Sox
Pick 2: Giants ML (-198) over Athletics
Reasoning: Up first, we will take the Chicago Cubs to get a win over the Chicago White Sox in their rivalry game from Wrigley Field. The White Sox are 5-18 on the road so far this season. Against a Cubs team with the third best run differential in the National League this season, we expect the road woes of the White Sox to continue this afternoon.
Then, we will go with the San Francisco Giants to defeat the Athletics in a rivalry game that is no longer centered around the Bay Area thanks to the relocation of the A’s. The A’s are an impressive 14-9 on the road so far this year, but the Giants are one of the best teams in baseball early in the 2025 season and we will bank on San Francisco representing the Bay Area well here against the team that abandoned it.
Today’s MLB Game Previews
- MLB
& Sweepstakes Casino
& Sweepstakes Casino
Parlay betting in Major League Baseball is a way to potentially amplify your winnings by combining multiple wagers into a single bet. With years of experience analyzing MLB games and trends, we’ve mastered the art of identifying value in parlay bets to give you the best possible edge. Our team of seasoned baseball experts diligently researches every matchup, considering factors like player form, pitching matchups, and team dynamics to craft daily MLB parlay picks you can trust.
Whether you’re new to parlay betting or a seasoned bettor looking to refine your strategy, our insights are designed to help you make informed decisions. Along with expert picks, we provide the reasoning behind each leg we include in those selections. Explore our comprehensive guide below and find out which MLB parlays we like every day throughout the baseball season.
What Are MLB Parlay Picks
Our free MLB parlay picks are bets that consist of two or more MLB predictions, combined into one single ticket. Each of those MLB picks needs to win in order for the parlay ticket to be graded as a winner. The appeal of these bets is that combining multiple predictions into one bet increases the potential payout of the wager, making it possible to turn a small wager into a large payout if every pick wins.
How to Win MLB Parlay Bets
MLB parlays, and parlay bets in general, carry more risk than single bets. With these wagers featuring multiple bets in one ticket, the probability of picking everything correctly is lower. However, our MLB parlay strategies can help maximize the chances of overcoming the parlay odds with each bet you place using our recommendations.
Stick to Small MLB Parlays
The smartest thing that bettors can do when placing an MLB parlay is to stick to small parlays of two or three picks maximum. While the potential payouts for these parlays is smaller than a 10-leg lottery ticket, the chances of winning are also higher. Baseball picks can be volatile enough without adding too many legs to the mix.
Look For Value
As is the case with any type of bet, bettors should look for value when betting on parlays in baseball. Shopping around at their favorite sportsbooks for the best odds on each leg can deliver bettors significantly better parlay odds when locking in their selections. While this may not seem important in a one-parlay sample size, it can make a huge difference in the long run.
Bettors can also find value by analyzing the games that are on the MLB schedule to find betting angles that are profitable on any given game. For example, if the Houston Astros are dealing with injuries going into a game against the New York Yankees, the Yankees could have an edge that they may not have otherwise. That could give bettors a better chance to win than the parlay odds they lock in would suggest.
Types Of MLB Parlays
There are multiple types of MLB parlay that bettors can wager on, which our team of MLB betting experts consistently use when betting on baseball. Here, we will break down the different types of MLB parlays out there, and what you can expect when you come back on a regular basis for our parlay picks.
MLB Same Game Parlays
SGPs are the most popular type of parlay in baseball and any other sport right now. With these parlays, bettors are able to select multiple parlay legs from a single game. All of those legs still need to win in order for the parlay to cash, but there is an advantage to using these that does not exist when betting on a multi-game parlay.
That advantage would be the ability to put together multiple picks that are correlated to one another into a parlay ticket. For example, let’s say that there is an American League game going on between the Cleveland Guardians and Seattle Mariners. If a bettor thinks that the Guardians are going to win a low-scoring game thanks to Cleveland’s style of play, they can combine the Guardians and the under together. Backing those two related results can increase the chances of winning an SGP.
The great thing about the boom in popularity surrounding SGPs is that they are available all season long in baseball. Every game from the most insignificant regular season matchup to MLB postseason games featuring elite teams such as the New York Yankees and Houston Astros feature the ability to bet on SGPs, to the benefit of new and experienced bettors.
Parlays on Multiple Games
There is also the ability to bet on parlays that feature picks from different contests around Major League Baseball. For example, a bettor can wager on the moneyline of a game between the New York Yankees and Houston Astros, and combine it with the outcome of a game between the Seattle Mariners and Cleveland Guardians.
The one drawback to this approach is that the results of multiple contests are not related to one another in any way. While a Same Game Parlay allows bettors to combine outcomes that are correlated, the result of each individual baseball game is independent from one another. That can reduce the chances of hitting these types of bets, even if they are a popular type of wager.
More than MLB Parlay Picks
Beyond the MLB parlays that we have listed here, there are several other types of MLB picks that we make all season long. Just click on the links below to be taken to the MLB page you wish to visit, to get recommendations on individual MLB games, futures, and more.
