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    Harry Caray’s Shortstop

    3.8 (134 reviews)
    Open 6:00 am - 10:00 pm

    Harry Caray’s Shortstop Photos

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    HARRY CARAY’S SHORTSTOP ATMOSPHERE

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    Fish & Chips
    Angela R.

    I tried Harry Caray's while on a layover in the Midway airport. I chose this place based on reviews of the various options in the airport and this one had the best reviews. It was good as far as airport restaurants go. I ordered the Fish & Chips. I replaced the French fries and ordered sweet potato fries instead. The fish was your basic cod with a few packets of tartar. The sweet potato fries were a little mushy for my liking. I prefer fries a little more crispy. They don't have a special dipping sauce for the sweet potato fries, so the waitress gave me honey mustard which worked. The server was very attentive and the restaurant was in the middle of concourse A with very active surrounding, great for people watching.

    8oz. burger in front, turkey burger with sweet potato fries in the back
    Bill Z.

    Yelpers are somewhat critical of most of the restaurant options at Midway. I picked Harry Caray's for a sit-down dinner because it was one of the best rated, and we did enjoy dinner here. It's simple, straightforward pub style food with nice beer offerings. Our server was very low-key but helpful. My hamburger, ordered medium, came out medium-well, but was otherwise delicious, as were both the fries and the sweet potato fries I stole from someone else at my table. It was nothing fancy, but it was very satisfying.

    Navy Pear
    Megan K.

    I have stopped at Harry Caray's a number of times whenever I am flying out of Midway. This time I decided to try the Navy Pear and it was delish. For an airport bar, it's one of my faves. The staff are always nice, it's a great spot to people watch and have a drink before a flight, and there's charging ports the whole length so you can be fully charged when you get on the plane. Love sitting there watching the tv's, there's always a game on.

    Mimosa and menu
    Denise F.

    I was wandering through the airport and found this quiet little spot. The waiter was helpful and efficient with his service. I had a nice grilled cheese sandwich and sweet potato fries. I really loved the fries (of course i did haha). It's worth a stop if your in the airport and need a quick bite to eat and drinks!!

    Chicken tenders and honey mustard
    Cristina P.

    Can't complain. Solid chicken tenders with honey mustard sauce and sweet potato fries. Good airport food is hard to come by, but it was solid bar food. Service was lackluster, but I don't expect much at the airport.

    Abigail P.

    For some airport food it's doable. Had the chicken tenders and fries $15 after tax I'm pretty sure. Food came out hot and a fresh but it was all frozen stuff obviously, and the chicken isn't "real" pull apart stuff. Just the fake chicken meal stuff. Atleast it wasn't $25 It did the job though

    Breakfast
    David M.

    Excellent service at the opening for breakfast. I believe we were first customers of the day. The coffee was tasty and the refills were plentiful. The food was a notch above standard airport fare. Prices were decent for airport dining. Was an excellent fill up prior to departure for home. Would absolutely repeat.

    Holy Cow Burger with sweet potato fries
    Sam S.

    For an airport restaurant this was pretty good! All the other places had bad reviews and this was the only one that had good ones and it did not disappoint! I got the Holy Cow burger with sweet potato fries and it was to die for. My burger came out medium rare just how I asked which was major points. They have a lot of bar seating and only a few tables but still pretty big place. The service was fast and friendly. Would definitely recommend!

    Here's to Harry IPA
    Conroy D.

    Hoooooollllllllly cowwwww. Wow this place knocked it out of the park. Living in Louisville means we spend a lot of time connecting to other cities in Chicago. I've had many beers here, but never had their food. Until this night. I started with an IPA dedicated to Harry. It was nothing special. I took some time to scan Yelp reviews before making a decision on food. And Yelpers --- thank you. I got the Holy Cow burger, and following your advice, asked for no lettuce and ordered chips instead of fries. Y'all are the real MVPs. That was the best airport burger I've ever had! The patty was thick, the sauce was so good I asked for extra, and the bartender's recommendation to add avocado was worth the $2! The chips were a better deal as well than just getting a handful of fries. After I ate, I got a second beer: Son of a Juice. That's a hazy IPA, and it was a nice way to wash down this meal that was way better than I've expected for $20 at an airport. The service was great. The ambiance was...I mean it's an airport, it was fine. My fellow flyers were good company and there were TV's. If you've got more than an hour to waste in Midway, I highly recommend this place.

    Bloody Mary
    Chef Will G.

    This place has a long bar counter with lots of tvs. Also has maybe 10 small tables and got lucky to get one. Bloody Mary Salted rim, Harry's signature Bloody Mary Mix. Very spicy and very spirit forward. Holy Cow! Burger Candied applewood smoked bacon, smoked gouda, lettuce, Harry's steak sauce, brioche bun. This burger the best I have had recently. The candied thick bacon made this burger, sounds strange but it works. High quality beef. Service was great. I had to pinch myself that I was eating great food at an airport. Airport food in my opinion ranges from ok to terrible.

    Lisa G.

    The food was awful. But my expectations were low. But when someone says grilled cheese sandwich with Gruyère and smoked Gouda - you think rich melty goodness. NOPE. Try dried tiny slices of cheese on hard 9 grain toast filled with tomatoes- it was more of a tomato sandwich. See pic. And service gets 1 star. The food gets zero.

    Rude discriminatory bartender.

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    4 months ago

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    Harry C.

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    2 months ago

    I read other reviews about the burger and I decided to get one! It was literally perfect and the fries matched with a perfect crunch.

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    Harry C.

    So glad you agree that our burger lives up to the hype!!!

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    2 years ago

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    10 months ago

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    3 months ago

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    3 months ago

    I read the good reviews and so glad I did! Service and food were great- fresh tasty sandwich, hot fries all served quickly with a smile

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    7 months ago

    Tried the blackened tall glass burger, comes with pepper jack cheese, pickled jalapeño, chipotle aioli, tortillas strips, brioche bun

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    3 months ago

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    1 year ago

    The food was just ok and the service was mediocre. I wouldn't recommend to eat, but if you are on s redeye, it's all there is.

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    Page 1 of 4

    Ask the Community - Harry Caray’s Shortstop

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    Hi: I was just at this bar about ten minutes I'm confused at the interaction that happened…read moreOn Friday at around 12:50 pm. Me and my boyfriend walked in and my boyfriend knows one of the bartenders who name is "Vicky" we politely asked "Is Vicky here" she then proceeded to replied to my boyfriend with a negative attitude ... "do I look like fucking Vicky?" I'm confused of the response she accused of being intoxicated Of course people go to a bar and especially a local bar to have a drink or two on a Friday night and I believe it's normal for someone to ask for a familiar bartender I believe this was very unprofessional from the woman who was there she then said something about a "cop" perhaps he was off duty which then kicked us out ? You can look through your cameras and we look So confused at the behavior this woman gave us ...I will take further action and report this as well. As a local bar that has been going on for years and years. This is mistreating which is really weird... So weird. Very racial if you asked me ... Coming from a family own Business bar which that's what it looks it. I would like a reply I am not looking for anything else but a simple explanation what really made this bartender think that was okay? thank you for reading and thank you for your time. If not reply is given to me within 24 hours I will report this... because this was unaceptable the bartender who didn't even attend us this Friday night made me feel unsafe . Due to the circumstances how things are now in 2025 this seemed more racial than anything .... Very unprofessional... Disgusting behavior ... we're all human for goodness sake. Didn't expect ever to be treated this way.

    I've never felt so mistreated at a bar. I came in and simply asked a familiar bartender for help,…read moreand instead of being treated with basic respect, I was kicked out. There was no valid reason for this, and the way it was handled was humiliating and completely unprofessional. As a paying customer, I expect to feel safe and welcome, not disrespected and pushed out without cause. The staff's behavior showed a serious lack of professionalism and courtesy. This experience has left a very negative impression, and I will not be returning. I would strongly caution others about coming here if you expect fair treatment and basic respect.

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    Conrad's Place - Casual Modelo @ Conrad's Place . Old School South Side Chicago Dive Bar . Pool Jukebox 6522 S Pulaski Rd, Chicago, IL . Cool !

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