Chicago Bears at Soldier Field — plus everything to eat, drink, and do in Chicago for a perfect sports weekend.
Chicago is one of the great sports cities in America and one of the best for a multi-game trip. On any given weekend in September or October, you can watch the Bears at Soldier Field, the Cubs at Wrigley Field, and drive 12 miles north to Northwestern in Evanston. Three games, three leagues, one city.
Add a world-class food scene and Chicago becomes one of the top sports travel destinations in the country. Use GamePlan to find the weekends where all three overlap.
Soldier Field sits on the Lake Michigan waterfront surrounded by the Field Museum, Shedd Aquarium, and Adler Planetarium. The views of the Chicago skyline from the upper deck are stunning. The stadium's Greek Revival colonnade wrapped around the modern interior is the most architecturally distinctive in the NFL.
You cannot leave Chicago without eating these.
Luxury boutique hotel. Walking distance to the Red Line which reaches Wrigley, the Loop, and the Purple Line to Evanston.
Best for: Couples, first-time Chicago visitorsWalking distance to Soldier Field and the Museum Campus. Easy transit access to the rest of the city.
Best for: NFL-focused tripsA boutique B&B in one of Chicago's most vibrant neighborhoods. Excellent value, great location for restaurants and bars.
Best for: Budget travelers, couplesThe most legendary Cubs bar in existence. Open since 1930. Rooftop with views into the outfield. Get there 2 hours before first pitch.
Must order: Old Style on draft — the Cubs beerA true dive bar that survived the Wrigleyville gentrification. Cash only, cheap drinks, no pretension. The locals' choice.
Must order: Cheap beer and a shotThe reliable pregame destination for Bears fans. Multiple screens and solid wings walking distance from the stadium.
Must order: Wings, Old StyleThe gold standard for Chicago deep dish. Butter crust, chunky tomato sauce, stretchy cheese. Call ahead — 45-minute wait.
Order: Deep dish sausage pizza, house saladSince 1938. The original Italian beef spot. Order it 'wet with hot.' Stand at the counter. Get two.
Order: Italian beef sandwich, wet with hot peppersThe definitive Chicago hot dog experience. Also serves chocolate cake shakes that are dangerously good.
Order: Chicago-style hot dog, cheese fries, chocolate cake shakeRed Line to Wrigley, Red/Green to Soldier Field, Purple Line to Northwestern. A 3-day transit pass is $20.
Deep dish pizza takes 45 minutes. Call ahead or order when you sit down and make peace with the wait.
The Chicago Lakefront Trail runs the length of the city along Lake Michigan. One of the great urban outdoor experiences in America.
Wrigley Field gets very crowded in September. Buy Cubs tickets early. Bears secondary market is more accessible.
Chicago fall can be beautiful or brutal — sometimes in the same day. Always bring a layer for evening games.
Millennium Park, the Art Institute, Navy Pier — Chicago rewards a full weekend of exploration.
Use GamePlan to find the exact dates when your favorite teams all play in the same window — then book everything in one trip.
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