Expert prediction
Cardinals vs. Cubs Picks – MLB Series Betting Preview, Team News, and Predictions (Aug 14-16)
Pick rationale
Analysis & key factors
- When: Friday, August 14, 2026 – Sunday, August 16, 2026
- Where: Wrigley Field, Chicago, Illinois
- How to Watch: Apple TV, MARQ, ABC
Cardinals vs. Cubs MLB Series Preview
Intense rivals will collide in the MLB this weekend, as the Route 66 Rivalry is set to get underway at Wrigley Park on Friday, August 14. The history between the teams dates back to the 1870s, and there will be pressure on both teams this weekend as the Wild Card battle heats up. You can find our series preview analysis, and our picks below.
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Cardinals vs. Cubs Series Overview
| Cardinals vs. Cubs Date | TV Channel | Livestream |
|---|---|---|
| Friday, August 14, 2026 @ 2:20 PM ET | Apple TV | Fubo |
| Saturday, August 15, 2026 @ 2:20 PM ET | MARQ/Cardinals TV | Fubo |
| Sunday, August 16, 2026 @ 3:15 PM ET | ABC | Fubo |
Bregman Form Integral to Cubs’ Push For The Post Season
The Chicago Cubs are in contention for a Wild Card spot in the MLB Playoffs this season, and at the heart of their success has been Alex Bregman.
His form in recent weeks has been electric, including a first career three-homer game in a dominant win over the Washington Nationals on Wednesday.
Pete Crow-Armstrong continues to lead the team with 85 runs in his 120 appearances, averaging .285. Chicago have been excellent since the start of August, going 5-1 at Wrigley Field.
Burleson Crucial In Series Win Over Phillies
The St. Louis Cardinals will bring winning form into their series against the Cubs this week. Alex Burleson was at the forefront of their deciding victory over the Philadelphia Phillies on Wednesday, knocking in three in the 7-1 victory.
The Cardinals now have a 61-60 overall record this season, and will need a hot end to the campaign to finish in the Wild Card positions.
Their form throughout August has largely been reliable, winning series matchups against the New York Yankees and Colorado Rockies. However, a three-game series against the Cubs will require them to be at their very best level.
Cardinals vs. Cubs Betting Analysis
- Chicago have won 58.8% of their games this season when favored in the betting.
- The Cardinals have won 51.3% of their games when listed as the underdog on the moneyline.
- The Cubs have won four of the previous five head-to-head encounters between the rivals.
Cardinals vs. Cubs MLB Picks
This will be a fascinating clash between long-standing rivals in the MLB. However, the home dominance shown by the Cubs throughout the season will give them the advantage. While we expect the Cardinals to win one of the series games, we expect the Cubs to hold the bragging rights with a 2-1 overall advantage.
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