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    Harry Caray’s Shortstop

    3.8 (145 reviews)
    Open • 6:00 am - 10:00 pm
    Updated 1 month ago

    Harry Caray’s Shortstop Photos

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    HARRY CARAY’S SHORTSTOP ATMOSPHERE

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    Turkey Burger
    Christopher W.

    This is our absolute go-to spot whenever we fly out of Midway! The staff is incredible and treats us like regulars--they even remember our order every single time. Jessica and Isabel always welcome us with warm, bright smiles and top-tier hospitality. ​On top of the amazing team, the food is easily the best in the airport. The Chicago Sour is fantastic, and the new fish tacos are absolutely delicious (I ordered mine without the mango salsa and loved them). Highly recommended!

    Chris T.

    This is in the Midway airport. Jessica was our server, she is fantastic. We ordered beers and they were delicious, cold, and needed since our flight was cancelled. Food: got the blackened burger cooked medium well. The burger arrived pipping temperature hot! It was delicious and full of flavor. Got the side salad, it was fresh and nice amount of veggies. And price for value, $20 for the burger is a great price for airport! And it was delicious! Come here if you have some time for a meal.

    Must try!
    Arnel D.

    A great spot for grab a meal or a drink while waiting for your flight. Tons of memorabilia and tvs! Great good and service with a relaxed vibe. A bit pricey which is what is expected being in an airport terminal. I would drop on again when traveling through Chicago.

    Burger
    Dan P.

    Far better than average for an airport restaurant. Due to weather delays we had several unexpected hours at Chicago Midway Airport. We're getting hungry around dinner time and stopped in for dinner. Jessica was our server. She was very friendly and attentive. Unusual for an airport restaurant. Ordered beer and burger. The draft beer was very good. The burger was far above average, especially for an airport. Actually, it's far above average in general. Served piping hot, cooked to order, and it was very tasty. The salad ingredients were very fresh and crisp.

    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

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    23 days ago

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    24 days ago

    Ordered takeout at MDW. Delicious sandwich and value compared to most offerings in Terminal A.

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    9 months ago

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    4 months ago

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

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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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    3 years ago

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    11 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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    6 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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    7 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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    Page 1 of 4

    Ask the Community - Harry Caray’s Shortstop

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    Harry Caray’s Shortstop - bars - Updated October 2026

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