MLB Monday same game parlay (+1299 odds): Chicago White Sox vs Minnesota Twins

Chicago White Sox starter Lucas Giolito MLB player props
Photo of Andrew Ortenberg

Andrew Ortenberg

MLB

Show Bio

I'm an editor here at Pickswise who was raised in a household full of sports fanatics. Since I unfortunately never had LeBron James' jumping ability I wasn't able to make it to the NBA, and chose writing about sports as the next best thing. An avid sports bettor myself, I'm excited to get to write about the industry as it gets set to take off across the country. Buckle up.

The MLB season is approaching the home stretch after the trade deadline, and it’s been long enough for us to more or less know where things stand. We have a very small five-game slate on Monday, but we’ve still got some good matchups and opportunities for value. One of the best spots is this AL Central showdown between the Chicago White Sox and Minnesota Twins. It’ll be broadcasted wide by ESPN.

What better way to celebrate this nationally televised game than by betting a late night same game parlay? We also have thoughts on the side and total, which you can find out in our full game preview.

Chicago White Sox -3.5 (+184)

Lucas Giolito to record 10+ hits (+700)

Parlay odds: +1299

We’ve got a simple two-leg parlay here, one which pays out north of 12/1 with FanDuel Sportsbook. I just cashed a mega parlay at 12/1 last week, why not cash a SGP at 12/1 Monday? Let’s break it down:

Chicago White Sox -3.5 (+184)

The White Sox have won three in a row, and three of their past four victories have come by at least four runs. Chicago has a +121 run differential this year, and they’ve got the kind of offensive upside we’re looking for when backing a team on an alt run line. Minnesota has completely given up on the season by doing things like trading away Nelson Cruz, and they’re now in last place in the division. The pitching matchup here is also a complete mismatch.

Beau Burrows will make the first start of his major league career for the Twins. The last time he pitched against the White Sox, he literally threw up on the mound from nerves. In 10 career appearances, he has an 8.62 ERA. On the other hand, Chicago will start Lucas Giolito. Giolito is one of the most talented starters in the American League, and even though he got hit hard in his last start, he gave up only five total runs across his previous four outings. This one won’t be close.

Lucas Giolito to record 10+ strikeouts (+700)

This play isn’t as unlikely as oddsmakers seem to think. While it’s a big of a longshot, +700 is far too steep. It also correlates heavily with our White Sox -3.5 play. If Giolito is having this dominant of a game, Chicago is almost certainly winning big. For a bet to be profitable at +700 it only needs to cash 12.5 percent of the time, or 1/8 tries. There’s definitely a better than one in eight chance that Giolito gets to double digit strikeouts here. This season he’s done it three times in 22 tries, which is still better than 1/8, but when you expand the sample size the value really becomes clear.

This season it doesn’t look quite as good because he’s hit nine three times just in the last couple months. Last season, the White Sox ace got to 10 strikeouts three times in only 12 starts, and he got to at least nine in 6/12. In 2019, he reached double-digit punch-outs in six of 29 starts. Overall, he’s done it in 12 of his past 54 starts, good for a 1/4.5 ratio. For this bet to make sense, we’d only need a 1/8 shot.

He also struck out 11 the las time he faced the Twins at Target Field earlier this season. Minnesota also has the fourth-most strikeouts in the league over the past seven days. One huge game from Giolito and we’ll cash this at nearly 13/1.

What is a Same Game Parlay?

Check out our guide on what is a same game parlay and where can I bet it?

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

Virginia Bonuses

See All
Unibet

$100

Get a $100 Risk-Free Bet!

Register for a new Unibet account & make a deposit

Place your first bet up to $100 risk-free!

Get refunded up if you lose up to $100

New players only. Terms & conditions apply. 21+. VA only.

FanDuel Sportsbook

$1,000

Get a $1,000 No Sweat First Bet

Sign up for a new FanDuel Sportsbook account and make your first deposit of $10+

Place your first bet up to $1,000!

Get refunded if you lose up to $1,000

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.

BetRivers

$500

Get a $500 Risk-Free Bet

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+. Play in IA Only. Gambling Problem? Call 1-800-BETS OFF

BetMGM

$200

Bet $10, Win $200 if Any NBA Team Hits a Three Pointer!

Sign up for a new betting account with BetMGM

Place a pre-game moneyline wager of at least $10 on a NBA game

Win $200 in free bets if any team hits a three pointer

21+. Terms & conditions apply.

DraftKings

$150

Bet $5 & Win $150 If Your First Moneyline Bet Wins!

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

Bet $5+ on the pre-game Moneyline in any sport

Win $200 if your team wins

Offer valid for new players only. Must be 21 years or older to play. Reward paid in site credit. Full terms available at DraftKings Sportsbook.

PointsBet

$800

Get 4x $200 In Free Bets

Sign up for a new PointsBet account

Bet up to $200 and If you lose, you get a refund

You will receive Free Bet(s) in the amount of the losing wager(s), up to $200 each for four days.

Must be 21+. Full terms are available at PointsBet.

Caesars Sportsbook

$1,250

Get a $1,250 risk-free bet

Sign up for a new Caesars Sportsbook account

Place your first bet of $10 or more

If your first bet loses, you’ll receive a refund up to $1,250 from Caesars in free bets

21+. Terms and conditions apply.

BetMGM

$200

Bet $10, Get $200 if Any NHL Team Scores A Goal

Sign up for a new betting account with BetMGM

Place a pre-game moneyline wager of at least $10 on a NHL game

Win $200 in free bets if any teams scores a goal

21+. Terms & conditions apply.

BetMGM

$1,000

Get a $1,000 Risk Free Bet

Register for a new BetMGM & deposit

Place your first bet up to $1,000 risk-free!

Get refunded up if you lose up to $1,000

21+. Terms & conditions apply.

PointsBet

$500

Get 5x $100 in Free Bets for Steelers vs. Colts!

Sign up for a new PointsBet account

Make a bet of up to $100 and receive a refund if you lose

Get this offer once a day for the first 5 days you sign up

Must be 21+. Full terms are available at PointsBet.

DraftKings

$1,000

Get a $1,000 Deposit Bonus

Register for a new DraftKings Sportsbook account & deposit

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

To get a $100 bonus, deposit $500

21+. Terms & conditions apply.

PointsBet

$2,000

Get $2,000 in Free Bets

Register for a new PointsBet account & deposit

Receive a free bet refund up to $500 if your first fixed odds bet loses

& a free bet refund up to $1,500 if your first two PointsBetting Wager loses

Must be 21+. Full terms are available at PointsBet.

Monkey Knife Fight

$100

Claim Instant Deposit Match up to $100 + Free $5 game

Register for a Monkey Knife Fight account & deposit using promo code PICKSWISE100

Monkey Knife Fight will match your first deposit up to $100

Deposit $100 and you'll get $100 bonus + a free $5 game

18+. Terms and conditions apply. You must live in one of the states where real money DFS is legal.

TVG

$200

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

$200

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

$100

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