Skip to main content

Oakland Raiders vs Chicago Bears NFL Sports Betting Guide

by October 5, 2019

Whether you’re new to sports betting or a betting pro, our Sports Betting Strategy and Advice page is for you. You can get started with our 101 section — including How to Choose a Sportsbook — or head to more advanced strategy — like Which Sports Are Most Profitable to Bet? — to learn more.

The Bears have rattled off three straight wins, bringing their record to 3-1 on the season. Their only loss came in a 10-3 defensive showdown in the first game of the season. That’s the brand of football Chicago will continue to play, pinning their hopes on a ferocious defense while asking the offense to move the ball just enough to move the chains with some consistency. That especially holds true with starting quarterback Mitchell Trubisky doubtful to play after dislocating his shoulder last week. Back up Chase Daniel managed the offense respectably in his stead, and he’ll look to do the same on Sunday.

The Raiders find themselves with a dose of momentum while heading overseas to play this inter-conference matchup in London. Oakland utilized several big plays to jump out to a 14-0 lead at Indianapolis last week. They managed to hold on for a 31-24 victory that pushed their record to 2-2 on the season. In order for the Raiders to remain competitive against the Bears on Sunday, they’ll need to find more big plays, turnovers, and special team advantages. That’s much easier said than done against a scary Chicago defense that prides itself on forcing mistakes.

Get a risk-free bet up to $500 at FanDuel Sportsbook >>


  • Opening Lines: The spread opened at Bears -7, but fell by two points since then. The total also marginally dropped after opening at 41.
  • Current Line: Bears -5 at FanDuel Sportsbook
  • O/U: 40.5 at FanDuel Sportsbook
  • Location: Tottenham Hotspur Stadium- London, UK
  • Start Time: 1:00pm ET
  • Television: FOX
  • Last Meeting: September 27, 2015 – Eagles defeated Jets 24-17  in New York

View consensus picks from 100+ experts for the Raiders at Bears >>


It’s interesting that this line opened at Bears -7 before moving to -5 at most sportsbooks. There’s a good chance savvy bettors jumped on the Raiders +7 while facing a backup quarterback on a neutral field. So what’s the opinion now that the line has moved to Bears -5? Is that still too many points against Chase Daniel and company, or will the Chicago defense impose their will on this matchup? Early forecasts anticipate 15 mph winds in London, which has me leaning towards the under while also factoring in the underwhelming nature of both offenses.


  • The Raiders have gone 4-2 to the under in their last six games.
  • The Bears have gone 8-1 to the under over their last nine games.
  • The Bears are 6-3 ATS in non-conference games over the last two years.
  • The Raiders are 2-6-1 in non-conference games over their last two years.

Prop Bets

David Montgomery OVER 61 Rushing Yards
It’s nice to see Montgomery take 21 carries last week against Minnesota, even if it only translated to 53 yards. I’m expecting similar volume in this matchup, and the rookie should have an easier time running against an Oakland defense that allowed running backs Dalvin Cook and Royce Freeman to run for 6.9 and 5.6 yards per carry earlier this season.

Bottom Line

Yes, Chicago is the superior team in this matchup. However, a spread of five points is larger than usual when considering the low-scoring nature of this contest. I’m expecting both teams to play relatively conservative on offense, which should lead to a close game that falls within the number. Oakland showed plenty of poise in a road victory at Indianapolis last week, and that should help them mentally with this hard-nosed battle in London.

Pick: Raiders +5 at FanDuel Sportsbook

FanDuel Sportsbook: View our review and access special sports betting offers >>

Check out our other NFL Sports Betting Guides for Week 5

Jacksonville Jaguars vs Carolina Panthers NFL Sports Betting Guide
Atlanta Falcons vs Houston Texans NFL Sports Betting Guide
Minnesota Vikings vs New York Giants NFL Sports Betting Guide
Buffalo Bills vs. Tennessee Titans NFL Sports Betting Guide
Tampa Bay Buccaneers vs. New Orleans Saints NFL Sports Betting Guide
Arizona Cardinals vs. Cincinnati Bengals NFL Sports Betting Guide
New York Jets vs Philadelphia Eagles NFL Sports Betting Guide
Baltimore Ravens vs Pittsburgh Steelers NFL Sports Betting Guide
Indianapolis Colts vs Kansas City Chiefs NFL Sports Betting Guide
New England Patriots vs. Washington Redskins NFL Sports Betting Guide
Denver Broncos vs Los Angeles Chargers NFL Sports Betting Guide
Green Bay Packers vs Dallas Cowboys NFL Sports Betting Guide
Cleveland Browns vs San Francisco 49ers NFL Sports Betting Guide

Spencer Limbach is a featured writer at BettingPros and FantasyPros. For more from Spencer, check out his archive and follow him @spencer_jl.

Game Previews, NFL, Picks