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    Harry Caray’s Shortstop

    3.8 (139 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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    Recommended Reviews - Harry Caray’s Shortstop

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    Cora M.

    Located in terminal A at Midway Airport in Chicago. They offer pub food in large sizes. We ordered the signature Holy Cow burger which was cooked to order, hot and juicy and topped with bacon, Harry Caray sauce plus the regular toppings like cheese, lettuce, tomato and onion. Very good and big enough for two to share. Served with your choice of sweet potato fries, chips or salad. Recommended. The place is clean, about 20 stools, TV monitors showing games.

    Kiara D.

    Still thinking about how unexpectedly amazing this burger was at MDW. I ordered it medium rare and it came out perfectly cooked, truly pink in the center, juicy, and full of flavor. Not that gray "airport medium" you usually get, but an actual proper medium rare. The meat was tender, well seasoned, and cooked evenly all the way through, and the bun held up without overpowering the burger. What really took this experience over the top, though, was the staff. Every single person was so kind and kept checking in, making sure everything was perfect. It almost felt weird how good the service was for an airport spot. Between the food and the hospitality, this was easily one of the best airport dining experiences I've ever had and honestly better than a lot of non-airport restaurants.

    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.

    Holy Cow burger
    Caryn M.

    Food in the airport isn't usually that great but I was pleasantly surprised to find Harry Caray's right outside of my gate. Since my flight was delayed for an hour, I had time to sit and enjoy dinner. I ordered the Holy Cow burger which was delicious. The fries were great as well, hot and crispy. The server was friendly and attentive. Sitting at the bar, I saw a lot of other dishes come out from the kitchen and they each looked delicious. Definitely recommend if you're in Midway.

    Continued from previous photo also ice well.
    Bauss U.

    Ambience is good as there's an enclosed bar adorned by tv screens everywhere giving that sports bar vibe. The bartender/servers are nice and helpful. The food is packed with sodium and prepackaged but that's what's expected given the environment. The challenge is the staff doesn't wash their hands before preparing a drink or serving food after touching germy towels to wipe down the bar, workstation, utensils, their hair or clothing. Additionally the drink well is highly corroded and should be repaired or replaced. Based on that alone, I can only imagine the ice machine being full of mold and dirty water filters. I travel through this airport at least twice biweekly when traveling for business. This used to be my favorite spot. As of last week, I gave up on things changing. The employees have to see this mess and realize this is unhealthy for the patrons or anyone. I guess they don't believe in the "if you see something, say something" mentality. Or worst, management doesn't care. In either case it's a good time for health inspectors to surprise them with a good old visit! Until this is corrected and the area sanitized, steer clear.

    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.

    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.

    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!

    Bloody Mary

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    16 days ago

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    7 months ago

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    2 months ago

    An actual burger, juicy and with fries. For airport food, very good. Chicken looked good as well.

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    2 years 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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    1 year ago

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    Harry C.

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    9 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 years ago

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    3 years ago

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    5 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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    3 years ago

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    5 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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    2 years ago

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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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    Casual Modelo @ Conrad's Place . Old School South Side Chicago Dive Bar . Pool Jukebox 6522 S Pulaski Rd, Chicago, IL . Cool !
    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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    Harry Caray’s Shortstop - bars - Updated August 2026

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