Chicago Cubs Betting Guide

How to bet on the Chicago Cubs

The Chicago Cubs are one of the most famous franchises in Major League Baseball.

They have been featured in many Hollywood films, as well as suffered one of the most extended championship droughts in baseball history. In our opinion, their uniforms are some of the best in sports.

When betting on the Chicago Cubs, you will be investing your money on a franchise that is always trying to win no matter what, and never takes no for an answer.

The Cubs have been a baseball team since 1903 and have won three World Series titles. Their last title was in 2016, and it was one of the most celebrated triumphs in the MLB.

With that victory, Chicago ended their drought of 108 years without winning the World Series. Since then, they have become a favorite team to bet on every year.

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How to Bet On The Chicago Cubs Online

  1. Pick A Trusted Sportsbook

    The most essential step to betting on baseball is to join a sportsbook that values you as a customer. Finding a good gambling site is not hard, but you should also not deposit at the first online sportsbook you come across.

    Take a look at the sportsbook reviews our team of experts has done over the years. These can help you find the best sports betting site.
  2. Maximize Welcome Bonuses

    This is a bonus that online sportsbooks give when a person signs up with them. There are several baseball sportsbooks that offer more than a thousand dollars in sign-up bonuses.

    Do your best to take advantage of these offers and get the maximum bonus available.
  3. MLB Line Shopping

    When placing a sports bet, it is important to compare odds. By comparing the odds at different sportsbooks, you will always get the best prices available and increase your bottom line profits as a sports bettors.

    This concept is called line shopping and is imperative to success at sports betting.
  4. Make A Deposit

    Depositing money into your account is fast and simple. It’s similar to using money in other online transactions. The deposit can be made using debit or credit card.

    Also, there are a lot of sports betting sites that accept crypto deposits. We recommend Bitcoin deposits because of they are free at almost every betting site when it comes to deposits and withdrawals.
  5. Bet On The Cubs

    When you have picked your favorite sportsbook and made a deposit, it’s time to start betting. Always double check the wager you are placing, as well as the money you are investing.

    After you place your bet, sit back, open a beer and Cubs’ baseball!

Best Chicago Cubs Betting Bonuses And Sportsbooks

The following are the best MLB betting bonuses to start wagering on the Cubs with an edge at online sportsbooks.

Choose a site, sign up, make your first deposit and maximize your money with a bonus!

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Check Our Review Of The Best MLB Betting Sites

Betting On The Cubs To Win The World Series

Chicago Cubs World Series Betting

Since winning the World Series in 2016, the Chicago Cubs have made the playoffs three of the last five years. Yet, they missed the postseason in 2021, losing 91 games for the first time since 2013.

After trading away the core of the 2016 team (Javier Báez, Kris Bryant, and Anthony Rizzo), Chicago will be in rebuilding mode for at least the next couple of seasons.

The oddsmakers have the Cubs 100/1 to win the World Series in the bottom group of the league.

If you are interested in this market, check our guide to betting on the World Series before placing your wagers. It will help you make a better decision.

Popular Chicago Cubs Bets

There are several ways to bet on the Chicago Cubs during the season. The wide range of options during the baseball year makes betting on the MLB one of the most lucrative and steady sports betting options out there.

Check out all of the types of bet you can place on the Cubs this year.

Chicago Cubs Moneyline Bets

MLB Moneylines Bets

To win by betting on a moneyline, the bettors simply need to put their money on the Chicago Cubs to be the winning team.

If the Cubs win, the bet is a winner and you receive a payout. It’s that simple. It doesn’t involve the number of runs scored or the run differential between the teams.

This is what makes moneyline bets the easiest to understand in the sports betting world. Let’s take a look at an example:

Chicago Cubs Moneyline Bet Example

Let’s use the St. Louis Cardinals as an example in this scenario; after all, the Cubs and the Cards can’t stand each other.

The first thing you need to know is any moneyline odds are based on the amount required to win $100.

  • St. Louis Cardinals +135
  • Chicago Cubs -160

In this example, the Chicago Cubs are the favorites. Any team with the minus (-) sign is considered the favorite by the oddsmakers. The number next to the minus is the amount of money that needs to be invested in winning $100.

Listed at -160, to bet on the Cubs winning this game in the moneyline, the bettors will invest $160 to win $100. When Chicago wins, the sportsbook will return the $160 spent and will pay $100 for the winning play.

Let’s see the other side. The Cardinals are the underdogs, given by the plus (+) sign next to their name. If the bettor bets $100 on St. Louis, they will win $135 if the Cards come up as winners in the game.

Just like with the Cubs, sportsbooks will pay the $135 and return the $100 bet.

Chicago Cubs Run Lines Betting

MLB Run Lines Bets

The MLB run lines are a little trickier, but not impossible to understand.

While the moneyline bets are just picking the winning team, the run lines are the run difference between the winning team and the losing one. This is how the outcome of the wager is decided.

It works just like the puck lines in hockey and is similar to the football or basketball spread. Unlike other sports, the run lines are mostly attached to the recent performances or reputations of the starting pitchers.

An excellent pitcher will probably be the favorite in the run line, even if his team hasn’t performed well in the previous games. The ballpark and the momentum of the team will have something to say, but not as much as the starting pitcher.

Cubs Run Lines Bet Example

The team with the minus (-) in the run line will also have the (+) odds in the vig. The vigorish is the amount charged by a sportsbook for taking a bet.

  • St. Louis Cardinals -1.5 (+145) | Adam Wainwright – R
  • Chicago Cubs +1.5 (-170) | Cole Hamels – L

In this example, the Cardinals -1.5 run line is valued at +145. A $100 bet on St. Louis will pay $145 but will have to win by a two-run difference or more for you to collect the wager.

The Cubs +1.5 run line has a value of -170. In order to win $100, you have to bet $170 on the Chicago Cubs. We will have the chance to collect the money with two scenarios:

  • The Cubs win the game straight up.
  • Chicago loses by only a one-run difference.

The run line will tell you the outcome needed to win the bet. The number in parentheses tells you how much money is required to invest in making that play.

Chicago Cubs Run Totals Betting

MLB Totals Bets

MLB run totals betting is like wagering the game total of any other sport. Top sports betting sites will give you a number of combined runs they think both teams will score.

Simply bet Over or Under if you believe the total score will be more or less than the number posted. Like the moneyline, it’s one of the most straightforward bets out there.

Chicago Cubs Run Totals Bet Example

The people making the odds have the total at 8 runs. Bettors can bet one of the two sides of the coin.

  • St. Louis Cardinals vs. Chicago Cubs
  • Total: 8 Runs Over -110 / Under -110

Two ways this bet could go:

  • The Cardinals and the Cubs score MORE than eight runs (combined) making the Over the winning bet.
  • The Cardinals and the Cubs score LESS than eight runs (combined) making the Under the winning play.

The number next to it is the amount of money bettors need to wager to win $100. In the example above, you will have to invest $110 to win $100 in any of the two scenarios.

What happens when the St. Louis Cardinals and Chicago Cubs score exactly eight runs? The bet is determined as a PUSH. The sportsbook will give back the money you wagered on either side.

Chicago Cubs Futures Betting

MLB Futures Bets

To collect on a future bet, you need two things: patience and a lot of vision down the line.

As its name suggests, an MLB future bet is one collected in the future; most of the time after the end of the season.

The wager can be made at any moment, but because it is mostly attached to a season result, it can only be cashed in the future.

Cubs World Series Futures

The future bets are mostly linked to a team winning the division, the league Pennant, and eventually in a more significant scenario, the World Series.

For example, you can bet on the Cubs winning the title now, but the money can only be collected at the end of the year, when and if Chicago wins it all.

Cubs National League Pennant Futures

Other bets can be made about the Cubs’ outcome of winning the National League Pennant. The Cubs are part of the NL Central Division. Bettors can also take them to win the division.

Future bets are usually very lucrative wagers because the odds are overinflated most of the time.

The sportsbooks look to give attractive odds down the line, even knowing there are too many factors that can change the outcome of wager during a season.

Chicago Cubs Prop Bets

MLB Prop Bets

The propositional bets in baseball, like in most sports, are both fun and very well paid.

The prop bets are not attached directly to a result of the game. It’s more about a specific scenario or a situation inside the game. Bettors can wager about how many runs will be scored in the contest by one team or both.

Prop bets work perfectly for the pitching outings. For example:

  • You can take a guess on how many strikeouts will Cubs’ pitcher get in a start.
  • Or whether he will allow a Home Run before the first three innings.

As mentioned, the in-game situations give a variety of opportunities to bet on the Cubs, and those are called propositional bets.

Chicago Cubs Live Betting

MLB Live Betting

If you ever have wondered what the major difference between a local sportsbook and an online sportsbook is, the live betting feature is the answer.

The MLB live betting option is one of the bettors’ favorites because it’s intense, lucrative, and usually catches the sportsbook by surprise.

The live betting feature allows you to bet on a Cubs game that has already started. It doesn’t matter if one team is already ahead of the other; the odds will change as the game is being played.

You can take either the losing team looking for a comeback or double down on a squad that is already ahead on the scoreboard.

Baseball and the live betting option work perfectly for each other. A manager can make a move and change the entire complex of a game, giving bettors an excellent chance to win with the underdog.

Imagine a team with the lead over the Cubs, but with a lousy reliever pitcher is coming up. It could be a great idea to bet on the Cubs to turn things around.

Chicago Cubs Team Rivalries

Biggest Rivalry: Chicago Cubs vs. St. Louis Cardinals

The rivalry between the Cubs and the Cardinals is mostly about success inside the National League.

Chicago has 17 NL Pennants against St. Louis’ 19. However, when it comes to the World Series, the Cards lead the way with 11 World Series titles.

The Cubs are one of only three teams in the National League with an overall winning record against the Cardinals. The Pittsburgh Pirates and San Francisco Giants are the other two.

Chicago Cubs vs. Milwaukee Brewers Rivalry

The Cubs vs. Brewers rivalry is known as the I-94 Rivalry. The name is due to the fact that the two teams’ ballparks are only 83.3 miles away from each other off Interstate 94 (I-94).

The rivalry is part of the long list of matchups between teams from Chicago and Milwaukee, either in the MLB, NFL, or NBA.

Milwaukee, however, hasn’t had success winning the World Series, and that has given Cubs fans the edge in terms of bragging rights.

Chicago Cubs vs Chicago White Sox Rivalry

This rivalry between Chicago teams has plenty of names, including the Crosstown Classic or the Windy City Showdown.

Even before the interleague era, the Cubs and the White Sox played each other a lot, including a meeting in the 1906 World Series that won White Sox in six games.

The all-time series is led by the White Sox 49-44, but of the eight sweeps in the series, the Cubs have been the authors of five of them.

Chicago Cubs Betting FAQ

What’s the best way to bet on the Cubs?

The easiest and safest way to bet on the Chicago Cubs or any other MLB team is through online sportsbooks. You don’t need to leave the comfort of your home, and you can place a bet quicker than ever. It just takes a few clicks.

Can I bet on the Cubs winning the World Series?

Yes, you can bet on the Cubs winning the Championship. Check your sportsbook’s baseball section and find the MLB futures odds. Click on the Cubs, choose how much you want to wager, and confirm the bet. It’s that simple.

Is it safe to bet on the Chicago Cubs online?

Yes, it is safe as long as you choose the right baseball betting site to place your wagers. Not all sites are made equal, and some of them might actually be scam sportsbooks. Try the MLB betting sites we recommend.

Don’t Miss Our Complete MLB Betting Guide

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