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when was the last time the bears were in the playoffs

Ifrah Awais
March 14, 2026
4 min read

As a die-hard football fan, I often find myself daydreaming about the last exhilarating playoff run of my beloved Chicago Bears. You know, the moments when hope bubbles over and you just *know* this time is different. I still remember the chills; it was 2018—the last time the Bears made it to the playoffs. Yes, folks, *that* was quite a ride!

Reliving the 2018 Playoff Magic

Let’s set the stage. It was the first round of the playoffs, and I was busy preparing for my own personal Super Bowl—pizza ordered, snacks prepped, and my lucky Bears jersey freshly laundered. Talk about a ritual! The excitement in the air was palpable. The Bears were up against the Philadelphia Eagles, and I had popcorn in hand, ready for some serious heart-pounding action.

But, in a twist of fate that could make a Shakespearean drama look like a sitcom, the game went down to the wire. With seconds left, our kicker Cody Parkey lined up for the final field goal. I could hear my own heartbeat over the TV—like a drumroll signaling the climax of my favorite movie!

Then came the infamous double-doink. Yes, folks, I’m still recovering. After the kick went up and hit the upright—then the crossbar before bouncing out—I sat there, stunned. My pizza, once so eagerly awaited, felt tasteless. The hopes of a Bears playoff dream dashed in an instant! Who knew that the universe had a sense of humor?

What Went Right (and Wrong)

Looking back, the Bears had a phenomenal season that year. Under the Chicago skyline, they finished with a 12-4 record, showcasing a defense that could bring a tear to a football lover’s eye. Khalil Mack was, without a doubt, one of the shining stars—like the cherry atop a sundae, and the energy in Soldier Field was electric.

However, looking at the playoff performance, I realized a few things that could have been better:

  • Offensive Consistency: We had some moments of brilliance, but consistency was an elusive creature—much like my motivation to hit the gym after a long workday.
  • Quarterback Play: Trubisky had his highs and lows, making plays that would leave me cheering and scratching my head. He was the wild card—just not in a good poker game kind of way.
  • Kicker Situation: Well, we all know how that turned out. The kicker position is another story altogether; let’s just say it’s like trying to solve a Rubik’s cube—difficult at best!

A Glimpse into Bear’s History

The 2018 playoffs may feel like a distant memory, but they remind me of the long history and legacy of the Bears. The franchise boasts a whopping nine NFL championships along with their Super Bowl XX victory in 1985, a glorious year forever etched in Chicago's heart.

However, it seems like there’s been a bit of a playoff drought since then, with brief appearances every few years leaving us fans hungry. It’s like being at an all-you-can-eat buffet but only getting one plate of food. Nevertheless, that one plate is truly exquisite while you have it! And I can’t help but wonder, *when* will we see our Bears back on the playoff stage again?

How Time Management Plays a Role

As I reflect on my Bear's fandom and anticipation, I can’t help but draw parallels between sports, time management, and life. You see, as much as I live for the thrill of that Sunday game, I also find myself racing against time in everyday life. When your workweek resembles a chaotic football game, and your schedule feels packed tighter than a defensive line, it’s essential to find some balance.

Here’s what I’ve learned over the years:

  • Set Boundaries: Just like a quarterback must avoid that pressure, I found setting strict boundaries with my work time saves me from collapsing under stress. I block my evenings for relaxation—and game-watching, of course!
  • Track Your Time: Using a time-tracking tool, like StaffWatcher, has been a game changer for me. I can see where my hours go, making adjustments that help me squeeze in more football time.
  • Prioritize Tasks: I’ve learned to have my to-do list as organized as a game plan. Prioritizing what’s essential helps me keep the chaos at bay.

Conclusion: Awaiting the Next Playoff Run

The last time the Bears made the playoffs may have felt like a cosmic joke, but the hope is always alive in my heart. Each season brings potential, just like every day presents us with new opportunities to manage our time wisely. If anything, my journey as a Bears fan teaches me resilience, humor, and a dash of time management to savor the moments that matter most.

So here’s to hoping for a stronger season and more playoff magic in the future! Until then, I'll be clutching my pizza and cheering from the couch, waiting for the next double-doink moment—or, hopefully, the thrilling victory that comes after it!

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Written by

Ifrah Awais

StaffWatcher content contributor specializing in time tracking, workforce management, and productivity.

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