The American League East Division features one of the oldest and longest-running rivalries in baseball with the Boston Red Sox and Baltimore Orioles. As with any rivalry, when these two teams go head-to-head, fans are always presented with plenty of memorable moments and unmissable experiences that last generations.

The Red Sox are an incredible team. They always know how to put on a good show, and have the awards to prove it. And while they may have a clear lead in this rivalry, the Orioles shouldn’t be overlooked – after all, they’re rough, tough, and never back down, making any game between these two teams one to watch. It also means that fans are lucky if they can get cheap Orioles vs Red Sox tickets because when these two teams faceoff, there is never a dull moment at the ballpark.

Before we look at upcoming games, let’s go back and take a look at some of the most historic MLB matchups between the Boston Red Sox and Baltimore Orioles.

June 30, 2009: Red Sox Vs. Orioles

Up by nine runs in the seventh, the Red Sox thought this game was a closed deal. But, they had no idea how bad it would get. Down 10-1 in the 7th, the Orioles rallied, scoring five runs in the seventh inning and five in the eighth. This set the stage for the biggest comeback in club history. The Orioles beat the Red Sox 11-10, shocking Red Sox backers and delirious hometown fans. No one would have dreamed this game would play out the way it did, making it one for the books, and definitely worth the rewatch.

September 28, 2011: Red Sox Vs. Orioles

While the Orioles didn’t have much to celebrate this season, they did manage to take comfort in the fact that they ended the year on a high – by defeating the Red Sox. In this final game of the season, the Orioles used a two-run ninth-inning comeback to defeat Boston 4-3, and in the process, keep them out of the playoffs. Robert Andino got the game-winning hit and showcased the Orioles pride and determination.

August 10, 2018: Orioles Vs. Red Sox

Boston had this game in the bag when they swept the Orioles with their 19-12 win. The Orioles started the game with an 8-2 lead and delivered 12 impressive runs against the Red Sox. But that simply wasn’t enough to defeat the Red Sox, as they managed to pull off an incredible comeback, a six-run sixth inning, and end the game with 19 runs – something that the Red Sox had not managed to accomplish in three years.

May 8, 2019: Orioles Vs. Red Sox

In this game, Chris Sale was at his best showcasing his masterful pitching, walking none, and striking out 14 over eight innings. Chris Sale and Jackie Bradley Jr. got Boston to the 12th inning. However, in the bottom of the 11th, Orioles’ Trey Mancini hit a drive to deep center, almost bringing the game to an end. But Bradley Jr. prevented that from happening, with his game-saving catch (one of the most amazing catches you’ll ever see), where he managed to reach over the 7-foot wall and grab the ball. Red Sox’s Benintendi took it from there, and delivered the tiebreaking home run, stealing the victory over the Orioles, 2-1. Although this is a more recent game, Bradley’s incredible catch makes this game worth the watch.