A Chicago legend, on and off the field. 🐻🏈 Honoring Mike Ditka and his lasting legacy in Chicago sports. You’ll always be part of what makes this city special. Rest easy, Coach. #MikeDitka #85Bears #DaBears #HarryCaray #ChicagoLegend

All right! Lemme hear ya! Ah-One! Ah-Two! Ah-Three!... HAPPY NEW YEAR! 🎇 Wishing you a safe, happy and healthy 2026!

Rainy weekend?🌧️ @SecretChicago lists the Chicago Sports Museum as a top indoor escape! Dine at Harry Caray’s 7th Inning Stretch for free museum admission and explore interactive exhibits and relive iconic Chicago sports moments. 🍔🏆 Read the full list: secretchicago.com/things-to-…

Set sail with us this Saturday, Oct 18 from 2–5 PM for Harry “Caray-oke” at Navy Pier! 🎤🛥️ Belt out Yacht Rock hits from Toto, Michael McDonald, Steely Dan, and more while enjoying nautical bites and themed drinks. ⚓

This week's plans: toasted ravioli. Crispy, cheesy, and impossible to share. 😋 Available at all Harry Caray’s locations. #ToastedRavioli #CheesyGoodness #ComfortFood #ChicagoEats #HarryCarays

Join us Sat, Oct 25 from 3:45–5 PM at Harry Caray’s Tavern for our annual Howl-O-Ween Pet Costume Contest benefiting @PAWSChicago! 🎟️ $10 per pet entry (donated to PAWS) 🏆 Prizes include SeaDog rides, Navy Pier passes, gift cards & more! Sign up: eventbrite.com/e/howl-o-ween…

Football season’s better by the water 🏈🌊 Join us Sunday, Oct 19th for Park, Tailgate & Sail — brunch buffet, drink specials & round-trip water taxi to Soldier Field! 🎟️ $30 includes brunch, a water taxi ride, free drink & discounted parking. Book now: harrycarays.com/navy-pier-ta…

Holy Cow! The Cubs are ON FIRE! 🔥🔥🔥 It’s getting hot in Wrigley — series tied and the North Side’s not done yet!  #CubsIn5 #FlyTheW #GoCubsGo #CubsWin #MLB #NLDS  #HarryCaray #HolyCow #CubsVsBrewers #ChicagoCubs  #NorthSideStrong #TakeMeOutToTheBallGame #HarryCarays #Wrigley

Postseason baseball is here, Chicago! ⚾ Whether you’re watching from Wrigley or right here at the bar with us, let's cheer the Cubbies onto victory. 💙❤️ #GoCubsGo #FlyTheW #Postseason #OctoberBaseball #HarryCarays #ChicagoCubs

Swimming in flavor — introducing our new Miso Glazed Salmon. Available now at Harry Caray’s Italian Steakhouse in Chicago, Rosemont, or Lombard. #HarryCaraysItalianSteakhouse #NewOnTheMenu #MisoGlazedSalmon #SeafoodLovers #ChicagoFoodie

Holy Cow! Harry’s back at Wrigley today. ⚾ Cubs fans, the first 10,000 through the gates are scoring a Harry Caray Graphic Tee. See you at the ballpark! #HolyCow #HarryCaray #Cubs #CubsGameDay #WrigleyField #ChicagoCubs #CubsFans

Rise & shine, Chicago! 🏈☀️ Kickoff football season at Harry Caray’s Navy Pier with Good Morning America & ABC 7 this Monday from 6-8 AM! Wear your best orange & blue, snap a pic with Staley Da Bear, enjoy free coffee, pastries, and get free parking validation. 🔵🟠

POV: you look happier after dining with us Tag your bestie so they know it’s time to catch up over dinner 👇 #SteakhouseVibes #DinnerWithFriends #ChicagoEats #FoodTok #YouLookHappier #TaylorSwift

Behind the scenes, a little fire. On your plate, pure perfection. 🔥🍽️ Meet the showstopper: our Filet Oscar. Sink your teeth into one at Harry Caray's Italian Steakhouse in Chicago, Rosemont, or Lombard. #HarryCarays #FiletOscar #ChicagoEats #ChicagoFoodie #SteakLovers

Here's to good food, good company, and a well-earned holiday. Celebrate Labor Day on our patio! 🇺🇸 #LaborDayWeekend #PatioSeason #EndOfSummer #FoodLovers #HarryCarays

The fans voted and results are in 🥁 the Chicago Sports Museum made it to #3 on the Newsweek Fans’ Choice list of Best Baseball Museums. Thank you to everyone who voted for us! Click here to see the full list: newsweek.com/fans-choice/bes…

Take a break from the true crime podcasts 🎧🕵️ Step into Chicago’s real mob history at Nitti’s Supper Club—an interactive murder mystery dinner inside Frank Nitti’s former HQ. 🍝🍸 Book now: nittissupperclub.com

Happy 96th to our beloved, Dutchie Caray! 💙❤️ Celebrating your incredible life and the joy you bring to others. This sweet photo with Ryne Sandberg is especially meaningful today—a timeless reminder of the love, friendship, and legacy we hold so close in our hearts.