Pittsburgh Steelers vs. Chicago Bears Picks: Our Staff's Top Bets for Monday Night Football

Monday Night Football features two the second-place teams of both North Divisions -- the Pittsburgh Steelers and Chicago Bears. Here are our staff's top picks for the game.
Elisha Twerski
Mon, November 8, 2:45 PM EST

Pittsburgh Steelers vs. Chicago Bears Picks: Our Staff's Top Bets for Monday Night Football

Fifteen down, one to go.

The only game that remains for Week 9 of the 2021 NFL season is the Monday Night Football matchup between the Pittsburgh Steelers and Chicago Bears.

For most bettors, Week 9 has been a complete and utter shi...err...poopfest. In fact, I Tweeted out what I believe is an accurate representation of the Week 9 slate of games.

 

So far, underdogs are 9-4 against the spread, including seven wins straight up.

Tonight's game is a matchup of the current second-place teams in both North Conferences -- the 4-3 Pittsbrugh Steelers hosting the 3-5 Chicago Bears.

In addition to an ever-growing abundance of top-notch content, our staff will be providing us with their favorite overall plays each week of the season.

For this piece, our staff will be covering whatever bets they feel strongest about for the Pittsburgh Steelers and Chicago Bears matchup -- no limitations. Let’s get to it!

Click here for complete Steelers vs. Bears betting odds

Pittsburgh Steelers vs. Chicago Bears Picks

Chicago Bears +7 (-110)

As always, we prefer to be contrarian with our wagers, and there is no more contrarian wager tonight than taking the Bears plus the points. Chicago enters on a three-game losing streak, losing their last three games by an average of 18.7 points per game. The Steelers have won three straight games after a 1-3 start, and two of those wins have come against teams currently over .500. What could go wrong? Though the Bears scored just 22 points last week, it was rookie quarterback Justin Fields' best game from a statistical standpoint. Look for him to use his legs when facing relentless pressure from the Steelers defense, and the Bears will send the Steelers to their eighth consecutive non-cover as favorites.

-- Mike Spector (@MikeSpector01)

Total: Under 39.0 (+110)

I bet this earlier at Under 42.5 (-140) but I still like the under to hit now. Both teams are struggling to score points, meanwhile, the Bears will return starting running back David Montgomery. The only way the Bears can gain yards consistently will be through the run game with Montgomery and Justin Fields, but the Steelers are one of the better teams against the run this season. Despite all of this, I still think the Bears can cover. The Bears will need like 13 points to cover the seven in this game. So give me the under here.

-- Jason Radowitz (@Jason_Radowitz)

Total: Under 39.5 Points (+100)

Yes, that number sounds crazy low but with these two teams I'm not sure they can clear it. The Bears and Steelers are combined 11-3-1 to the under this year, and with Justin Fields' inexperience against this solid Steelers defense it could be a very long night for Chicago. Plus, we're a long ways removed from Ben Roethlisberger throwing the ball all over the yard. A low scoring defensive struggle sounds like the most likely scenario tonight.

-- Matt O’Leary (@MattOLearyNY)

Chase Claypool Over 53.5 Receiving Yards (-110)

Big Ben should have plenty of time to complete his passes and take his shots down the field as the Bears defensive front should not be able to pressure the Steelers offensive line much tonight, especially with Khalil Mack out. He’s topped this number in 50% of games so far. With JuJu out for the year, his target share continues to be on the rise. He continues to play northwards of 90 percent of snaps. The Bears have allowed the fourth-most yards to opposing wide receivers coming into Week 9. The Bears will be without defensive back Eddie Jackson adding to the confidence I have in a big night for Claypool! The weather conditions will be perfect. Let’s close out Week 9 with a win in our pocket. Best of luck if you tail!

-- Tom Viera (@Tom_Viera)

Justin Fields Over 6.5 Rushing Attemps (-115)

The Bears offense can be a dull watch at times as they plot downfield. It's hard to trust anyone on this team right now outside of Mooney, but Fields has been running more the last couple weeks (I was tempted to roll with Fields anytime TD at +400) and the Steelers secondary is quite good. This all sets up for plenty of Fields hero ball tonight.

-- Geoff Fienberg (@gfienberg17)

Diontae Johnson Over 59.5 Receiving Yards, Chase Claypool Over 39.5 Receiving Yards, and Pat Freiermuth Under 49.5 Receiving Yards (+210) - DraftKings

The key thing to note about the Chicago Bears is that they funnel production away from the middle of the field and towards the boundaries. To date, Chicago has allowed the fewest receiving yards to opposing tight ends, and they've allowed the fifth-most receiving yards to wideouts. Freiermuth will have trouble getting going against a defense that's held every tight ends it has faced since Week 1 to fewer than 45 yards -- inlcuding Darren Waller and T.J. Hockenson. Meanwhile, Diontae Johnson has had more than 70 yards in seven of his last eight, and Chase Claypool has managed 45 or more in eight of his last nine.

-- Elisha Twerski (@ElishaTwerski)

Pittsburgh Steelers -7.0 (+100)

There are parts of this Chicago Bears team that I am hopeful about, but the pressure the Steelers front should be able to generate on Justin FIelds feels like it could turn this into a disaster. The Steelers OL and run game is also sorting itself out as of late, while the Chicago Bears run defense continues to fall apart. Feels like Pittsburgh wins the trench battle on both sides and that can go a long way.

-- Derrik Klassen (@QBKlass)

Elisha Twerski
@ElishaTwerski
The Senior Editor at OddsChecker, Elisha is an experienced fantasy and betting analyst. According to BettingPros, he was was one of the most accurate betting experts in 2019, ranking second in moneyline picks and 13th against the spread. Originally from Milwaukee, Wisconsin, his best skill is his ability to spell "Antetokounmpo" without looking. You can follow Elisha on Twitter at @ElishaTwerski.
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