The Chicago Cubs made two trades with the Houston Astros last offseason. One trade has worked out tremendously, while the other has not worked out as expected.

The Chicago Cubs will be looking for bullpen help at the 2025 MLB trade deadline, and a couple MLB Insiders identified three ...

Ryne Stanek’s 2022 World Series ring with the Astros serves as his reminder that a deep bullpen is a good idea for any team ...

The Chicago Cubs should be one of MLB's most aggressive buyers at the trade deadline, as they're tied for the best record in the National League and the 2025 ca ...

With sole possession of first place in the Central standings on the line, the Brewers homered three times to down the Cubs.

Chicago Cubs pitcher and former Astros player Ryan Pressly, left, greets Houston Astros bullpen catcher Javier Bracamonte before an MLB baseball game in Houston, Friday, June 27, 2025.

KTRK Monday, February 5, 2024 When Astros relief pitcher, Ryan Pressly, saw an 11-year-old Houston boy playing catch in his front yard, he stepped out of his car and joined in.