In Chicago, cheering for the Bears isn’t just a pastime—it’s a way of life. Whether the team is dominating at Soldier Field or fighting through a nail-biter, the city comes alive on game day. But you don’t have to score a ticket to the stadium to feel the energy. Chicago is home to some of the best Bears bars in the country, packed with big screens, great food, ice-cold drinks, and a fan base that knows how to roar. From rowdy taverns to family-friendly pubs, there’s no shortage of places to catch the game within 30 minutes of downtown Chicago. If you’re ready to “Bear Down” with fellow fans, here are some of the best Chicago Bears bars you’ll want to check out.
The Cubby Bear
Located right across from Wrigley Field, The Cubby Bear is an iconic Chicago sports bar that transforms into a Bears haven on Sundays. With multiple levels, huge projector screens, and countless TVs, you’ll never miss a play. The atmosphere is electric, filled with locals and tourists alike who share one mission—cheering the Bears to victory. Their extensive beer list and classic pub grub like wings, nachos, and burgers keep the energy high. The Cubby Bear is also known for hosting live music and events, making it a go-to for sports and entertainment all in one.
Old Crow Smokehouse
If you like your football with a side of barbecue, Old Crow Smokehouse in Wrigleyville is the perfect spot. Known for its Southern-inspired smoked meats, this bar has become a popular gathering place for Bears fans looking for hearty food to pair with the game. Large TVs line the walls, and the atmosphere strikes the right balance between lively and laid-back. Game day specials, cold beer, and generous portions make Old Crow an easy favorite. Their outdoor patio is also a huge hit when the weather cooperates, offering a great place to pregame or celebrate a win.
Timothy O’Toole’s Pub
A true Chicago classic, Timothy O’Toole’s is located just steps from Michigan Avenue and offers a prime spot for Bears fans in the heart of the city. With over 70 TVs, there isn’t a bad seat in the house. Known for its famous wings and extensive beer list, Timothy O’Toole’s is where die-hard fans go when they want to be surrounded by the buzz of game day. The pub also draws a mix of locals and out-of-towners, making it a diverse but passionate crowd. The underground location adds a cozy, bunker-like feel—perfect for hunkering down during four quarters of Bears football.
The Pony Inn
Up on Belmont Avenue, The Pony Inn is a must-visit bar for Bears fans who love a lively neighborhood vibe. With an open rooftop bar and plenty of screens inside, The Pony Inn makes every game day feel like a party. They’re known for their rotating craft beer taps, signature cocktails, and elevated pub menu that goes well beyond the basics. Bears fans pack the house on Sundays, making it one of the most spirited sports bars in Lakeview. If you’re looking for a fun spot where the energy matches the intensity on the field, The Pony Inn delivers.
Joe’s on Weed Street
Joe’s on Weed Street is legendary in Chicago’s sports and entertainment scene. This massive venue is more than just a bar—it’s an experience. With enormous screens, plenty of seating, and room for hundreds of fans, it’s one of the most exciting places to watch a Bears game. Joe’s is also famous for its live concerts and events, so it blends sports culture with Chicago’s vibrant music scene. On game day, the crowd is full of die-hard Bears fans, making it one of the most spirited places to spend a Sunday. If you want the ultimate “big game” atmosphere without heading to Soldier Field, Joe’s is tough to beat.
The Scout Waterhouse + Kitchen
Located in the South Loop, The Scout has built a reputation as one of the city’s best game-day destinations. Known for its giant wraparound bar and more TVs than you can count, The Scout makes sure you don’t miss a single play. Their menu goes beyond standard bar fare, offering signature items like massive mozzarella sticks and unique sliders. The energy here on Bears Sundays is unmatched—fans pack the place early, and it stays lively well past the final whistle. If you’re looking for a true South Loop Bears bar, The Scout is the spot.
Chicago is full of incredible sports bars, but when it comes to rooting for the Bears, some spots stand out as truly unforgettable. Whether you’re drawn to the massive screens at Joe’s on Weed Street, the rooftop vibe of The Pony Inn, or the classic Chicago pub feel at Timothy O’Toole’s, you’ll find the perfect place to “Bear Down” with fellow fans. Each of these bars brings its own unique flavor to game day, ensuring you’ll have an experience almost as exciting as being at Soldier Field. So grab your jersey, gather your crew, and get ready to cheer at one of the best Chicago Bears bars. And remember, just like finding the right bar makes game day better, PS-CPA is here to help you make the right financial plays off the field.