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Welcome to Harry Caray's Shortstop Midway

Harry Caray's Shortstop Midway, located in Chicago's Midway Airport, is a must-visit gem for travelers seeking exceptional dining. This bustling eatery offers a diverse menu featuring standout dishes like the Holy Cow burger and blackened Tallgrass burger, both renowned for their quality and flavor. Patrons rave about the outstanding service, with staff frequently going the extra mile to enhance your experience. The vibrant atmosphere, highlighted by an impressive collection of sports memorabilia, complements the delicious offerings. From ice-cold beers to delectable sweet potato fries, Harry Caray's Shortstop Midway transforms layovers into delightful culinary moments.

LOCATIONS

If you find yourself navigating the bustling terminals of Midway Airport in Chicago, look no further than Harry Caray's Shortstop Midway. This vibrant eatery stands as a beacon for travelers seeking more than just the usual airport fare. Located conveniently at 5700 S Cicero Ave Terminal A, Harry Caray's Shortstop Midway dazzles guests with its diverse menu and outstanding service.

As you step inside, the atmosphere buzzes with energy, and the walls adorned with sports memorabilia pay homage to the illustrious legacy of Chicago sports. But what truly sets this restaurant apart is its commitment to culinary excellence, evident in every dish served. Patrons rave about the Holy Cow Burger, a standout option that has left many satisfied customers praising its remarkable flavor and juiciness. One traveler, Creed Potter, noted the delightful pairing of his burger with sweet potato fries, while another customer, Rob Barton, echoed the sentiment, describing it as one of the best he’s encountered—even beyond airport boundaries.

For those who prefer lighter options, the blackened Tallgrass burger and fish and chips shine bright on the menu as well. Yaron Yarden's review highlights the perfect cooking of his burger, further underlining the excellence found in every bite. The satisfaction doesn’t stop at the food—their service is a standout feature. Many guests, like Chris W, have expressed appreciation for the attentive staff who remember their names and orders, creating an inviting atmosphere that makes you feel at home, even amid travel hustle.

If you happen to be sitting at the bar, you’ll appreciate the ice-cold selection of beers that pairs seamlessly with the savory dishes. The Chicago Sour, as mentioned by Chris W, is a must-try cocktail that embodies the spirit of the Windy City. And for late-night travelers, Autumn Heydenreich gave high praise to the pub nachos, describing them as the best she’s ever had—proof that the quality doesn’t wane as night falls.

The restaurant also caters to a range of dietary preferences, featuring options like the Beyond Burger, ensuring that all guests can indulge without compromise on taste. Beccy K raved about her experience, particularly the creamy goat milk cheese paired with her fries, stating that it was the best she’d ever had. Such testimonials echo the sentiment that Harry Caray's Shortstop Midway is not just another airport eatery, but a dining experience worth savoring.

As a food reviewer, I am always on the lookout for establishments that deliver substance alongside great service, and Harry Caray's Shortstop Midway does just that. Whether you're making a pit stop during a layover or gathering with friends, this restaurant promises remarkable food and an inviting atmosphere that makes the journey that much sweeter. If you’re passing through Chicago, do yourself a favor and make this your next stop.

START YOUR REVIEW OF Harry Caray's Shortstop Midway
Yaron Yarden
Yaron Yarden

We had a long layover at Midway and this was right by the gate we arrived at and we were hungry. I had the blackened tallgrass burger and my girlfriend had the fish and chips. My burger was cooked to perfection, thick and juicy. The fish and chips were excellent as well. Service was spot on, beers were ice cold and we really enjoyed our lunch. There are a few more places I wanted to try on that long layover, but I was already full

Creed Potter
Creed Potter

Really good food. I had the holy cow burger and sweet potato fries. If there is a downside it’s that like most places here they only carry Pepsi products. Which is not my preference.

Chris W
Chris W

Our regular spot when traveling from Midway. The staff is awesome. The FOOD is the best in the airport. The staff recognizes us EACH time Annnnnd our Order!!! The Chicago Sour is great drink!!! Jessica and Isabel are great!!!

Rob Barton
Rob Barton

Holy Cow burger one of the best I've had anywhere. Not just airports. Sweet potato fries were crispy and great ! But service was the star of the show. Jill served us and even though we were an hour early for lunch they opened the lunch menu early for us. She was friendly and outgoing. Could not have had a better experience !

Michelle Fieseler
Michelle Fieseler

Best airport restaurant Food Ive ever had. I got the turkey burger with the side salad. Server was super sweet and helpful and the bar seating had power to charge my laptop.

Doanyelle Conner
Doanyelle Conner

I don’t normally eat airport food, because it’s too expensive. But today was emotional and ling, so I indulged. I just wanted a glass of wine, but 23 for a 9 oz pour of hours red was too much. I ended up choosing a local hazy IPA- Maplewood, Son of a Juice (12), and a burger recommended by the most personable server- Jaime- the Holy Cow (19) . 42 with top. Sit in Jaime’s area- he is so kind and uplifting.

Beccy K
Beccy K

Stuck with a flight layover? This is a great place to eat in Terminal A! I had a Beyond Burger and sweet potato fries. They were both fabulous! I was skeptical of the goat milk cheese but it was super creamy and full of flavor. My server recommended the sweet potato fries. They were the best I’ve ever had hands down! (Just be prepared for a 2 up charge). It was super easy to take my extra fries with me as the portion was quite hearty! Take a look around the back of the restaurant at the impressive collection of sports memorabilia. My only request would be to add phone chargers by the tables. I almost didn’t eat there because of it. I’ll definitely try another location the next time I’m in Chicago.....so good!!

Autumn Heydenreich
Autumn Heydenreich

This was one of the few restaurants still open at 9 pm in the airport, but you wouldn’t know it was that late with how excellent the food and service were. Best pub nachos I’ve ever had and the beers were so cold!