Catch the thrill of the Chicago Air & Water Show over Harry Caray’s Tavern at Navy Pier this weekend! Enjoy amazing aircrafts, waterfront views, and legendary eats on our patio. 🍔✈️🌊 #ChicagoAirAndWaterShow #HarryCarays #NavyPier #ChicagoEats #FlyHighChi #ChicagoEvents

Double the Harry heads, double the action for today's Cubs vs. Brewers doubleheader! 💙❤️ #GoCubsGo #Doubleheader #CubsvsBrewers"

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.

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

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/be…

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

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

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

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. 🔵🟠

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

Early Monday morning tailgate for the Chicago Bears season opener. Harry Caray's ABC 7 Chicago

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

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

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

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-tail…

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-…

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

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. ⚓

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-do-r…

Legends Never Die 🍻 #ChicagoHistory ☑️