It’s not difficult to find a great Italian Beef Sandwich in Chicago. But why settle for just one? Read on to discover three Chicago Italian Beef sandwiches that you simply cannot miss.
Chicago’s Italian Beef Sandwich is hot – both literally and figuratively. If you’ve watched The Bear, then you know what why this classic Chicago food has recently achieved zeitgeist status.
Set in an Italian Beef Sandwich shop, the groundbreaking show’s fictional depiction of life in a professional kitchen cast a large shadow over our most recent Chicago trip. This wasn’t our first trip to Chicago but somehow we had missed the iconic sandwich during our previous swings through the windy city.
Were we previously too focused on eating the Chi-dogs? Perhaps. That being said, every Italian Beef shop seems to sell excellent versions of the Chicago’s famous loaded hot dog so there’s no need to choose one over the other.
Either way, eating a Chicago Beef Sandwich was a top food goal during our most recent visit to the mid-western megacity. After biting into just one Chicago Italian Beef sandwich, we realized that these meaty monsters hit our culinary sweet spot. We then proceeded to eat several more just to be sure.
What Is an Italian Beef Sandwich?
Despite its name, the Italian Beef Sandwich is an all-American sandwich with deep Chicago roots.
For the uninitiated, it’s basically a long roll that’s filled with thinly sliced roast beef. Chicago cooks who follow tradition cook seasoned roast beef low and slow. Their meat’s jus becomes part of the sandwich, adding a juiciness that’s not so different from the jus in a French Dip.
This jus makes ketchup and mustard obsolete. Locals skip those condiments and instead pile on sweet peppers and/or spicy, pickled giardiniera, both of which provide additional color and flavor.
Chicago Italian Beef vs. Philly Cheesesteak
It would easy to confuse an Italian Beef Sandwich with a Philly Cheesesteak until you taste the two. That’s when you’ll realize that the two meat sandwiches are their own beautiful things. The meats are different. (Italian Beef contains more top round compared to a Philly cheesesteak’s thin sliced ribeye.) The cooking method is different. (The meat in an Italian Beef is wet roasted while cheesesteaks are fried on a flat top.) The rolls are different. The cheese is different. Even the toppings are different.
Brief History of the Italian Beef Sandwich in Chicago
Once we decided to dive deep into Italian Beef territory, it only made sense to dig into the history of the iconic Chicago sandwich too. Sadly, our history research was less successful than our eating research. We simply couldn’t find a definitive answer to who exactly invented the sandwich icon.
Our favorite Italian Beef origin story involves Al Ferreri, Al’s #1 Italian Beef’s original owner, repurposing leftover meat from a wedding in 1938. However, while we can verify that Ferreri’s original shop was located on Taylor Street, that story appears to be more legend than fact.
The Italian Beef Sandwich is just one reason why Chicago is a great food city. Discover more great American food cities.
Either way, it’s clear that Chicago’s Italian Beef was invented in the 1930s around the same time that Philly’s Cheesesteak and New Orleans’ Po Boy made their debuts. Not only do all three sandwiches have similar origin stories involving urban entrepreneurs and hungry workers, but they’re all more popular now than almost a century ago.
Unlike the Po Boy and Cheesesteak, the Italian Beef Sandwich lived under the radar beyond its Chicagoland borders. Although displaced natives like the late John Belushi and former late night host Jay Leno sang its praises, it took the TV show The Bear to raise the sandwich to national attention.
Discover five great Po Boys you must eat in New Orleans.
How to Order an Italian Beef Sandwich in Chicago
Ordering an Italian Beef Sandwich in Chicago can be daunting unless you know the sandwich’s not-so-secret language. We got lucky when Christopher Zucchero explained it to us in words we could understand. Now it’s our turn to do the same for you.
First, you need to decide if you want your sandwich to be dry, wet or dipped. In other words, you’re deciding whether you want your sandwich to be totally messy (i.e. dipped in jus), kind of messy (i.e. wet with some jus) or dry (i.e. dry as a doorknob). This decision comes down to whether you care more about keeping your clothes clean or eating a delicious sandwich.
Don’t be confused if the word ‘gravy’ comes up when you’re ordering a Italian Beef Sandwich. In Chicago, gravy is just another word for jus.
Next, you need to decide if you want your sandwich topped with sweet peppers or hot peppers. Sweet peppers are basically sautéed bell peppers while the hot peppers option, also called giardiniera, is a flavorful melange of pickled vegetables that’s oddly reminiscent of Amish chow chow.
You could go even further down the Italian Beef rabbit hole by adding cheese (typically provolone or mozzarella) and/or Italian sausage (which technically turns the sandwich into a combo). If you do, let us know how that goes.
We like to order our Italian Beef Sandwiches dipped and topped with both hot peppers. Sometimes we go crazy and add sweet peppers too. Needless to say, we care more about our taste buds than we do about our laundry.
Don’t use the phrase “dragged through the garden” when you order an Italian Beef Sandwich in Chicago. As we learned the hard way, that phrase is specific to ordering a Chi-Dog with all the fixings and does not apply to ordering Chicago beef sandwiches.
Where to Eat Awesome Italian Beef Sandwiches in Chicago
Our quest to find the best Chicago Italian Beef Sandwich commenced mere hours after we landed at Midway. That late-night stop was the first of a week-long food crawl that also included deep dish pizza, hot dogs and donuts. But, without exaggerating, eating multiple meat-filled sandwiches was our number one priority.
This culinary journey took us deep into the Chicago cheap eats food scene and introduced us to both passionate cooks and hungry locals. While it was impossible for us to eat every contender for the best sandwich in town, we ate enough to know the good ones when we tasted them.
These are our favorite Italian Beef Sandwiches in Chicago and the ones you shouldn’t miss:
1. Mr. Beef on Orleans
Mr. Beef soared to the top of our Italian Beef Sandwich radar after we watched the The Bear. Though it has a starring role on the hit Hulu show, we’re pleased to report that the local institution remains close to its roots.
To be clear, Mr. Beef is the real deal despite its recent brush with fame. The down-and-dirty sandwich shop feels like it’s been a fixture on Orleans Street forever or at least before 1978 when Joseph Zucchero opened the barebones River North sandwich shop with his brother Dominic.
We spotted Joseph during our visit but it his was his son Christopher’s colorful commentary that brought Mr. Beef to life. As the younger “Little Mr. Beef” explained to us, this is a place where you could be sitting next to a sanitation worker or Keith Richards depending on the day. We didn’t sit by either but who’s to say we would have noticed if we had. Our attention was fully focused on our lunch.
Mr. Beef on Orleans is no longer a late night Friday and Saturday hangout as it was prior to the pandemic. The joint currently closes at 4pm every day except for Sunday when it’s closed.
Color us surprised when we realized that Mr. Beef was just a 10-minute walk from our hotel.
The short queue of locals moved quickly during our late morning visit. Before we had time to check out all of the celebrity photos displayed in the ultra-casual ‘elegant’ dining room, we were eating our dipped sandwich topped with hot and sweet peppers and washing it down with ice cold root beer.
We can’t call the beef sandwich at Mr. Beef the prettiest we ate though it certainly was the messiest with slabs of roasted green peppers and chunks of spicy celery toppings over layers of sliced beef. However, when it comes to this type of sandwich, messy means juicy and juicy means delicious.
Mr. Beef on Orleans is located at 666 N Orleans Street, Chicago, IL 60654, United States.
2. Al’s #1 Italian Beef
Famous for being one of the original Italian Beef Sandwich stands, if not the original, hasn’t change much since its beginning. It still makes its sandwiches with a savory meat mixture cooked with a secret blend of spices.
Visiting the original Al’s in Little Italy is a trip down memory lane for many while others are happy to chow down at one of its other Chicagoland locations. We fit into the second category when we ate at an Al’s stand near Wrigley Field.
Order Beef in a Cup if you have a wheat intolerance or simply don’t want to eat bread.
Beyond providing Wet and Dipped options, Al’s also provides instructions on how to properly eat its meaty sandwich. Called The Italian Stance, this recommended technique involves standing at the counter and stuffing one’s face directly into the sandwich.
While we appreciate the recommended technique’s goal of minimizing drippage, we chose to sit at a table instead. And guess what? Our sandwich tasted just fine. In fact, our baguette stuffed with thinly sliced meat and a pile of crunchy giardiniera tasted great.
Order Al’s Beef Italian Beef Sandwiches from Goldbelly now if you’re currently craving Italian Beef Sandwiches.
Al’s #1 Italian Beef has multiple locations. We ate at the Al’s #1 Italian Beef located at 3420 N Clark Street, Chicago, IL 60657, United States.
3. Portillo’s Hot Dogs
Although Portillo’s was literally the first stop on our Chicago food crawl, we didn’t expect to love the place. Filled with kitsch, its ginormous River North eatery feels like a theme park – rarely a good sign when it comes to food.
Adding fuel to our doubt, Portillo’s is no longer local since Dick Portillo sold his self-named Chicago restaurant to Berkshire Partners in 2014. Plus, it has the words Hot Dogs and not Italian Beef in its name. But it was open late and we were hungry. How bad could it be?
As we quickly realized, Portillo’s isn’t bad at all. In fact, its Italian Beef Sandwiches are great.
Head to Villa Park if you want to visit the original Portillo’s Hot Dog stand that opened in 1963.
Entering the cavernous Portillo’s on Ontario Street can be overwhelming for first time Italian Beef Sandwich eaters. However, the fast-casual restaurant is easy to navigate since its menu spells out three ways to order – Dry, Extra Gravy and Dipped. Sweet and hot peppers are available but involve a surcharge. Order the peppers anyway.
You’ll probably want to order a hot dog and fries too. At least that’s what we did during our late night visit. It was all good but it was the dipped Italian Beef sandwich that we loved most. Loaded with meat and garnished with colorful giardiniera, that juicy sandwich became a base standard to which we compared all others.
Portillo’s Hot Dogs has multiple locations. We ate at the River North location at 100 W Ontario Street, Chicago, IL 60654, United States.
Additional Chicago Italian Beef Sandwich Shops
Our Italian Beef Sandwich journey will continue every time we visit Chicago and yours can too. Consider the following local favorites when you plan your next trip:
Frequently Asked Questions
Everybody has a different answer to this question. Our answer is Mr. Beef on Orleans.
Chuck Roast is the traditional cut of choice. Other cut options include Top Round and Rump Roast.
There are just two classic toppings – sweet peppers and hot peppers. Other potential toppings include cheese and sausage.
It’s almost wrong to not order a side of fries to go with an Italian Beef Sandwich. No other sides are necessary.
Hungry for More in Chicago?
Check back soon to discover Chicago food favorites and coffee shops.
About the Authors
Daryl & Mindi Hirsch
Saveur Magazine’s BEST TRAVEL BLOG award winners Daryl and Mindi Hirsch share their culinary travel experiences and recipes on the 2foodtrippers website and YouTube. The married Food and Travel content creators live in Lisbon, Portugal.
We update our articles regularly. Some updates are major while others are minor link changes and spelling corrections. Let us know if you see anything that needs to be updated in this article.
Original Publication Date: September 18, 2022