Cross-Sport Parlay: Upsets Galore

Bet Two Bucks on This Lottery-Style Parlay

Every so often, a magical weekend in sports happens: Underdogs come out on top. Whether it’s a Saturday night UFC event or a championship game, the probable loser flips the online sports betting odds and wins. Our crystal ball is telling us we are in for some sizable upsets this weekend and a simple $2 wager on this four-leg underdog parlay can net you a hundred bucks.

Let’s check the latest NFL picks, stats, injury reports, and NFL predictions. We’ve plenty of NFL expert picks for you to consider.

Best Underdog Bets To Parlay This Weekend

Bears (+135) vs Falcons (-155)

Spread: Bears +3 (-115), Falcons -3 (-105)
Day/Time: Sunday, Nov. 20, 1 p.m. ET
Stream: NFL Game Pass

Continuing on with our theme of “beasts,” the Bears (3-7) are due to break out and win. This is not your father’s Bears. Led by rising star Justin Fields, the Bears are a potent scoring machine, averaging 31 points in its last four games. Of course, Chicago’s defense is horrible but the Falcons (4-6) are ill-equipped to exploit it.

In a sense, this game is like a mirror matchup as both of these teams are prolific at running the ball (Chicago is first in rushing offense and Atlanta is fourth). So it comes down to which team can start faster and control the game down the road. At +135, it’s worth siding with the red-hot underdogs on the NFL betting lines.

- Pick: Chicago Bears +135

Sherman (+185) vs Cortes Acosta (-235)

Totals: O 1½ (-140), U 1½ (-110)
Day/Time: Saturday, Nov. 19, 5:40 p.m. ET
Stream: ESPN+

The first leg of our parlay also happens to be the riskiest. But there is too good of a value on Chase Sherman (16-10-0) to ignore. The “Vanilla Gorilla” is not a great UFC fighter, but he’s solid enough to upset Waldo Cortes Acosta (8-0-0), who is coming into this fight with a potentially bum leg.

Sherman has a suspect chin but Cortes Acosta is not a power puncher. He could not put away Jared Vanderaa in a fight that was closer than the wide UFC odds indicated. Sherman, for all his flaws, is a big dude and will throw heavy leg kicks. Cortes Acosta’s leg will be compromised, leading to an upset for Sherman.

- Pick: Chase Sherman +175

Spivak (-200) vs Lewis (+160)

Totals: O 1½ (-115), U 1½ (-115)
Day/Time: Saturday, Nov. 19, 6:40 p.m. ET
Stream: ESPN+

From the Vanilla Gorilla to the “Black Beast”, Derrick Lewis (26-10-0) could score another signature knockout for this UFC Fight Night’s main event. The longtime UFC veteran holds the promotion’s record for KOs in the heavyweight division (13) and he has done plenty of that as an underdog.

Lewis is 7-5 as an underdog in the UFC with one of these wins coming against an elite wrestler in Curtis Blaydes. Spivak (15-3-0) will need to get Lewis to the mat as soon as he can. At +160, we’re betting online that Lewis finishes him before he gets to maul him on the ground.

- Pick: Derrick Lewis +160

Argonauts (+200) vs Blue Bombers (-240)

Spread: Argonauts +5 (-110), Blue Bombers -6 (-110)
Day/Time: Sunday, Nov. 20, 6 p.m. ET
Stream: CFL TV

Capping off the weekend is the CFL’s championship game: the 2022 Grey Cup. The Winnipeg Blue Bombers (16-3) are favored to win their third straight title on the CFL odds. But the Toronto Argonauts (12-7) are on fire and are averaging over 30 points in their last eight victories. The defense led the league in turnovers forced (48) and allowed the lowest passer rating (84.1).

There is also a slight chance that Bombers quarterback Zach Collaros is not 100 percent as he hurt his leg this past Sunday. If he is impeded, it will impact Winnipeg’s ability to make big plays on offense. Toronto is peaking at the right time and will finally dethrone the Bombers.