Four-pick cross-sport parlay for Monday (+881): MLB and College Football picks

Sonny Gray MLB player prop
Photo of Matthew Lowrimore

Matthew Lowrimore

NCAAF

Show Bio

Matthew has been with Pickswise for a while now, covering a wide variety of sports. His main passions are college football and UFC, and those are the sports he has covered the most. Matthew uses a variety of methods to handicap games, including stats, trends, injuries, and situational factors. His goal is to consistently give out winners and will put in the research to try and achieve this.

We have put together a 4-pick cross-sport parlay that will take you right through Monday night including action from the MLB and College Football.

Three picks are taken from MLB with one from College Football. A winning ticket gives us a nice payout with odds at +881 with DraftKings; that’s more than 8/1! Let’s break down each of these plays.

MLB: Philadelphia Phillies vs Milwaukee Brewers ML (-135), 2:10pm ET

Zack Wheeler is having a great season, but since his best outing, a complete-game shutout against the Mets on August 8, he has struggled. Over his last 4 starts, he has given up a combined 19 ER and 5 homers.

A couple of starts ago Brandon Woodruff got hit hard in a loss to St. Louis. However, in typical ace fashion, he rebounded with two big-time starts including a win over San Francisco in his last outing. Over the last 2 games, he has given up just 1 run over 12 innings with 18 strikeouts. He is 4-1 with a 2.08 ERA at home. These are definitely pitchers who can dominate an opponent.

Wheeler’s struggles might have created a buying opportunity but it is tough to grab that against a first-place team like the Brewers and especially on the road. Instead, back the Brew Crew with Woodruff. There’s no need to overthink it, and the premium is not too great. Take Milwaukee.

Be sure to check out our full game preview for this matchup. You can also read the rest of our MLB picks and predictions, as well as our prop betsparlays, and MLB Best Bets.

MLB: Cincinnati Reds ML (-155) vs Chicago Cubs, 2:20pm ET

It is good timing that Reds’ starter, Sonny Gray appears to be rounding into form. He has won his last 3 starts and has given up just 6 hits in his last 18.0 innings. Two of those have been homers, the only way that opponents have scored against him during that stretch.

Lefty Justin Steele has made just 4 starts for the Cubs this season. His last was his best as he held the Twins to just 1 hit over 5.0 innings of shutout ball. It was the first time they won a start of his this season. It would be better if they were the team with more momentum, too, but that is not enough to move off them on Monday, especially not with the way that Gray is pitching. Take the money line, though, until the Reds get things going again.

Be sure to check out our full game preview for this matchup. You can also read the rest of our MLB picks and predictions, as well as our prop betsparlays, and MLB Best Bets.

MLB: Los Angeles Dodgers -1.5 (-125) vs St. Louis Cardinals, 4:15pm ET

Dodger blue might be Max Scherzer’s color. He is 4-0 with a 1.29 ERA and a 0.77 WHIP with the Dodgers and LA has won all 6 of his starts. Scherzer was good for the Nationals and was having another great season of his long successful career, but he’s been a different beast in LA. He has shut down some of the most powerful offenses in the league since moving to the west coast as the Astros, Padres, and Braves have combined for 2 runs in 20.2 innings against Scherzer. He consistently gives the Dodgers 6 innings of work, which leaves only 3 or so innings for the stacked LA bullpen, which ranks 1st in ERA, WHIP, and opponent batting average in the last 15 days.

The combination of Scherzer and the Dodgers bullpen is the reason opponents have scored only 10 total runs in Scherzer’s last 5 starts.  The Dodgers have won Scherzer’s 3 road starts by an average of 6.33 runs, so feel confident backing the Dodgers by the -1.5 run line.

Be sure to check out our full game preview for this matchup. You can also read the rest of our MLB picks and predictions, as well as our prop betsparlays, and MLB Best Bets.

NCAAF pick: Louisville Cardinals vs Ole Miss Rebels – Over 75.5 points (-110), 8pm ET

While Louisville plays at a considerably slower pace than Ole Miss, the Rebels should put up points early and often, which means that the Cardinals may not have the luxury of longer, time-consuming drives to stay within reach. Additionally, both defenses were routinely exposed a season ago and will likely struggle to keep the opposing offense out of the end zone.

Ole Miss played at the fifth-fastest pace in the nation a season ago, dialing up 81.6 offensive plays per game. Don’t expect that to change in Matt Corral’s third year as the starting quarterback, and Lane Kiffin’s second season at the helm of one of the most explosive offenses in the Power 5.

If both quarterbacks start out hot, this early-season matchup could quickly turn into an arena football game. Take the over.

Be sure to check out our full game preview for this matchup. You can also read the rest of our College Football picks.

Pickswise is the home of free MLB picks and predictions. Make sure to check out our MLB parlays and MLB prop bets tabs for more expert picks.

Virginia Bonuses

See All
BetMGM
EXCLUSIVE OFFER: Bet on CBB Tournament and get $1,000 Paid Back in Bonus Bets if you Don't Win + $25 Bonus Bet

Register for a new BetMGM account & deposit

Place your first bet and get refunded up to $1,000 in bonus bets if you don't win

Plus receive a $25 Bonus Bet after placing your qualifying wager

Gambling problem? Call 1-800-GAMBLER CO, OH, IL, IN, LA, MD, MS, NJ, OH, PA, TN, VA, WV, WY 21+ to wager. Please Gamble Responsibly. Call 1-800-NEXT-STEP (AZ), 1-800-522-4700 (KS, NV), 1-800-BETS-OFF (IA), 1-800-270-7117 for confidential help (MI). Visit BetMGM.com for Terms & Conditions. US promotional offers not available in DC, Nevada, New York or Ontario
FanDuel Sportsbook
Get a $1,000 No Sweat Bet on any CBB Tournament Game!

Sign up for a new FanDuel Sportsbook account

Make a first-time deposit of $10+, and then place your first real-money wager on FanDuel Sportsbook

New customers get their first bet paid back in bonus bets up to $1,000 if you lose!

Must be 21+. First online real money wager only. $10 first deposit required. Bonus issued as non-withdrawable free bets that expire 14 days after receipt. See full terms at fanduel.com/sportsbook.
DraftKings
Bet $5+ any College Basketball Pre-Game ML And Get $150 in Bonus Bets if your Team Wins

Sign up for a new account with DraftKings Sportsbook and make your first deposit

Make your first deposit and bet $5+ on any pre-game ML

Get $150 in bonus bets if your team wins

Gambling Problem? Call 877-8-HOPENY/text HOPENY (467369) (NY), If you or someone you know has a gambling problem, crisis counseling and referral services can be accessed by calling 1-800-GAMBLER (1-800-426-2537) (CO/IL/IN/LA/MD/MI/NJ/PA/TN/WV/WY), 1-800-NEXT STEP (AZ), 1-800-522-4700 (KS), 888-789-7777/visit ccpg.org (CT), 1-800-BETS OFF (IA), or 1-888-532-3500 (VA). 21+ (18+ WY). Physically present in AZ/CO/CT/IL/IN/IA/KS/LA(select parishes)/MD/MI/NJ/NY/PA/TN/VA/WV/WY only. Void in OH/ONT. Eligibility restrictions apply. Valid 1 per new customer. Min. $5 deposit. Min. $5 bet. $150 issued as bonus bets that expire 7 days (168 hours) after being awarded. See terms at sportsbook.draftkings.com..
Unibet
Virginia Bettors- Get a $100 Free Bet for the CBB Tournament

Register for a new Unibet account & make a deposit

Place your first bet up to $100 free!

Get refunded up if you lose up to $100

New players only. Terms & conditions apply. 21+. VA only.
bet365
Bet $1 on the CBB Tournament and Get $365 in Bonus Bets at bet365!

Register for a new bet365 account

Place qualifying bets of $1 or more

Get $365 in bonus bets - no matter if your bet wins or loses

New Customer Offer. Deposit required. Bonus Bets added to Bonus Bet Credits balance. Bonus Bet risk excluded from returns. T&Cs, time limits, and exclusions apply. Must be physically located in VA.
WynnBet
Bet $100 on the CBB Tournament & Get $100 Bet Credit

Register for a WynnBET account today.

Deposit & Wager $100 on any sports market (odds -120 or greater).

Get a $100 Bet Credit.

Must be 21+. Gambling Problem? Call 1-800-GAMBLER
BetRivers
Get a $500 Free Bet for the CBB Tournament

Sign up for a new BetRivers account using promo code PICKSWISE

Make your first deposit & get up to $500 in free bets

To get $500 in free bets, wager $500

Must be 21+. Gambling Problem? Call 1-800-BETS OFF
Caesars Sportsbook
Your First Cash Bet on the CBB Tournament Is On Caesars Up To $1,250

Sign up for a new Caesars Sportsbook account and Place your 1st wager of $10 or more

If you lose, you get 100% of your stake back as a Bet Credit - up to $1,250.

AND win or lose, you’ll also get 1,000 Reward Credits® and 1,000 Tier Credits.

21+. Terms and conditions apply.
DraftKings
Get a $1,000 Deposit Bonus when you bet on the CBB Tournament

Create a new DraftKings Sportsbook account and make your first deposit (min $5)

DraftKings will match 20% of your deposit up to $1,000 total

To get a $100 bonus, deposit $500

21+. Terms & conditions apply.
BetMGM
Get $1,000 Paid Back in Bonus Bets if you Don't Win your CBB Tournament Bet

Register for a new BetMGM account & deposit

Place your first bet up to $1,000!

Get refunded up to $1,000 in bonus bets if you don't win

Gambling problem? Call 1-800-GAMBLER CO, IL, IN, LA, MD, MS, NJ, OH, PA, TN, VA, WV, WY 21+ to wager. Please Gamble Responsibly. Call 1-800-NEXT-STEP (AZ), 1-800-522-4700 (KS, NV), 1-800-BETS-OFF (IA), 1-800-270-7117 for confidential help (MI). Visit BetMGM.com for Terms & Conditions. US promotional offers not available in DC, Nevada, New York or Ontario
TVG
Get Your First Single-Horse Win Wager Back Up to $200 if you don't win

Register for a new TVG account and make a deposit

Place your first single horse win-type bet up to $200

If your horse doesn't win you'll get a refund up to $300

21+. T&C's apply. Please gamble responsibly.
TwinSpires
Get a $200 Sign-Up Bonus with Twinspires Racebook!

Open your TwinSpires.com account using offer code BET200

$200 bonus cash will be credited in increments of $100 for every $400 wagered

To earn the full $200 bonus players must wager $800 within 30 days

21+. Terms and conditions apply.
Underdog Fantasy
First deposit is 100% matched up to $100 with Underdog Fantasy

Sign up for a new account with Underdog Fantasy

Make your first deposit

Every dollar (up to $100) will be matched! Deposit $25, get $50; deposit $100, get $200, etc

Must be 21+ to play. Terms & conditions apply
Owners Box
First Time Deposit Bonus Up To $500

Sign up for a new DFS account with OwnersBox

User's first deposit will be matched up to $500 in site-credit

Join one of their Daily NFL, NBA, MLB, or NHL contests

You must be at least eighteen (18) years of age to receive deposit bonuses, participate in Contests, or win prizes offered through OwnersBox Contests. In jurisdictions, territories, and locations where the minimum age for permissible use of Contests is greater than eighteen (18) years old, you must meet the age requirement in your local jurisdiction or territory.