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    Bob-O’s Italian Beef

    4.3 (52 reviews)
    ModerateHot Dogs, Italian
    Open 11:00 am - 8:00 pm

    Order Bob-O’s Italian Beef Takeout or Delivery

    Bob-O’s Italian Beef Photos

    BOB-O’S ITALIAN BEEF ATMOSPHERE

    What's the vibe?
    Moderate noise
    Casual
    Good for groups
    Dogs allowed

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    Recommended Reviews - Bob-O’s Italian Beef

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    S. Rosen bun
    Drake M.

    Since I first visited Bob-O's, I've fallen in love with this place. It's a drive from my place but worth it. I've tried the Italian Beef and the pork chop sandwich. Both were flavorful and let's not forget I had to order those super fresh cut fresh fries. I had my Italian beef dipped with hot peppers. The meat was tender and the gravy was seasoned extremely well. The giardiniera was crunchy with the right amount of heat. They should jar it and sell it. Secondly, the pork chop sandwich was grilled to perfection, I chose to top mine with mustard, grilled onions and hot peppers. It was grilled and juicy. The grilled onions had some bite and not mushy. This is a boneless chop, so feel free to gobble it up. Once again those fries give me life. No ketchup required. The staff is always so friendly and even the people that was waiting was friendly as we struck up a conversation. I also was able to talk to the owner and he's super chill. I still have a couple of items I want to try, I will definitely be back.

    Maxwell Street Polish
    Lucy F.

    First time visiting the establishment and it was super fast to order and they accept debit/credit cards. Just so you know Cash is always preferred. The restaurant has some sitting along the windows of the restaurant. The food was cooked to order and everything tasted nice and fresh. The Maxwell street polish had a nice crunch to it and the sport peppers are no joke. Will definitely come back to try other items.

    2024 WGN Italian Beef Winner
    Dan M.

    Great spot to grab an Italian beef! Bob-O's won the WGN 2024 Best Italian Beef in Chicago challenge! It is a delicious Italian beef! They have an option on the menu called the trio which definitely recommend. It is 3 mini sandwiches; Italian beef, meatball, and Italian sausage. I tried the pork chop sandwich for the 1st time; it was awesome! Definitely recommend checking it out! Good prices at Bob-O's!

    DeShawn S.

    Yeah, I'ma have to give it to this spot. They're #1 in Chicago for Italian beefs. Portillos ain't got nothing on them. This is a joint where you don't have to wait long & they have plenty of space to sit & enjoy. I asked for my sandwich to be lightly dipped & that's just how I got it. But the clincher is their fries. What they give you is a meal in itself. Next time I go, I WON'T order fries because I don't want them to go to waste. So my advice is to have someone accompany you & y'all SPLIT an order of fries. But back to the beef. It's tasty & not too heavy. I plan on going back to order a lb of beef to take home. I think I'll go back there in the next week on my way to work. HIGHLY RECOMMENDED!!!!

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    4 months ago

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    9 months ago

    Had Bob-Os for the first time the other night and food was a 10/10 also love the Italian ice

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    2 years ago

    Great depression hot dog! Service eas awesome. Glad to have them on Milwaukee Ave. French fries are delicious and come with hot dog.

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    10 months ago

    very friendly staff food was great definitely go back telling beef was probably one of the better ones. I've had in a long time.

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    11 months ago

    Very good throwback beef. This is what a beef should taste like. I would of gave it five stars but not a fan of the giardiniera.

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    2 years ago

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    2 years ago

    After all the hype I was disappointed. Got a beef wet sweet and fries. Fries were my favorite part. Beef was...fine.

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    Page 1 of 2

    Ask the Community - Bob-O’s Italian Beef

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    Jim's Original

    Jim's Original

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    A LOCAL CLASSIC! I…read moreloved this spot so much I ended up coming back twice. It has that classic late night comfort food vibe and feels like one of those staple spots you have to try at least once. First night I ordered a polish hot dog with everything on it and a fish sandwich w/ extra grilled onions. Super cool that your order comes with fries and I added a cheese cup both times. In my opinion the fries were mid the first go around, but second time they were better. Definitely tasted better dipped in cheese. They were kinda airy in texture, if that makes sense. Polish hot dog was around a 6.5-7/10 for me. It did taste better warmed up the next day. What I was most obsessed with was the double cheeseburger and fish sandwich! both were easily a 10/10. Super good prices and worth the money. Also, the chile peppers were sooo bomb and hotter than I expected ! I wanted to eat them all, but they were packing some serious heat! The lemon Italian ice is where it's at, make sure to order one! You can also mix it with strawberry, but both times people recommended the lemon and now I see why. The line gets super active and busy past 10-11pm, but during the daytime it's way less crowded. Even when it gets packed the line moves pretty quick. They stay open late and close at 1am which is nice.

    The smell of caramelized onions hits pretty much immediately as you approach the window. No line…read moremidday. We were served quickly and got the polish sausage that comes with fries. Both were nice and hot. Fries were crispy and that first snap into the juicy sausage was worth the trip. No seating, so be prepared to eat in your car and get a bit messy. Also be warned the peppers are legitimately spicy, those serranos had my partner sweating. Glad I tried it, but not something I'd eat all the time, great late night drinking kind of food.

    Photos
    Short line today
    Short line today
    Before.... Polish Sausage Sandwich
    Before.... Polish Sausage Sandwich
    Sign from around the corner.

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    Superdawg Drive-In

    Superdawg Drive-In

    4.0
    (2.1k reviews)
    0.3 mi
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    A Chicago institution…read more A Superdawg hot dog with fries and a chocolate malt is a perfect meal. The car hop service takes you back in time.

    Flew into Chicago late, wanted a taste of Chicago but didn't want to head back into the city so…read moredecided to try Superdawg (on our list for a while). It was almost 11pm (they're open until 2am on Fridays.) and there were at least a dozen other vehicles in their drive-in stalls. Ordered their specialties, a Superdawg and Whoopskidawg with Superfries, Chocolate Super Malt and Black Kows. Service was fast and friendly at 11pm on a Friday. We were eating in our rental car in apx 10 min. It was cool to eat outside on a warm July night in a classic, 1950s style drive-in. The food was excellent, flavorful and fresh. I normally avoid krinkle cut fries because they are usually frozen and mushy or mealy. Not Superfries. These fresh cut fries were practically fried mashed potatoes. We loved them! The drinks were perfect. The Black Kows is basically a root beer float and served with an extra root beer "sidecar." Our only complaints were about errors with the garnishes. We specifically said we wanted all the garnishes on both dawgs and they only gave us the standard grilled onions on the Whoopskidawg and forgot the sport peppers on the Superdawg. Otherwise we loved everything. We might go back next week (before we fly home) because I really want to try their Whoopercheesie Burger and maybe a Supersundae. (Menu Descriptions/Prices) Superdawg Not a wiener - not a frankfurter - not a red hot - but our exclusive... Superdawg™. On a poppy seed bun, we tenderly place the loveliest, juiciest creation of pure beef hot dog (no pork, no veal, no cereal, no filler), formally dressed with all the trimmings, escorted by our often imitated, but never equaled, Superfries™. Served with all the trimmings - golden mustard, tangy piccalilli, kosher dill pickle, chopped Spanish onions and a memorable hot pepper. $9.30 Whoopskidawg Our char-broiled version of a Romanian, Hungarian, Polish sausage; basted in our special sauce, and served on a Whoopskiroll™, with grilled onion and a pickle. $12.05 Superfries For extra pleasure an extra measure of Superfries™. $4.35 or $6.95 - Try 'em with cheese! Supermalts and Supershakes A full pint of smooth creamy refreshment so thick we put straws in them only to prove that you can't draw them through. (We will gladly thin them down, if you prefer them that way.) Flavors: double rich chocolate, mellow vanilla, real-fruit strawberry or pineapple. $5.80 - Regular $7.10 - Large Black Kows A beverage--a dessert--a snack. Chunks of ice cream floating in a foamy sea of root beer. You can drink it. You can eat it. You can do both at once. $6.20

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    The Wieners Circle

    The Wieners Circle

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    Must stop in Chicago…read more It is a little sketchy at night. Don't come for the service, come for the experience. Prepare to tip. Get the Chicago Dog, Fries with a cheese cup and shake. Have fun,

    Stopped in this place to burn some time and was well worth it. Order a variety of dogs, but they…read moregive you what they want!! They give you, the traditional Chicago Dog, which was super spicy and really good. I did come back that next morning because inwanted to video the girls because rhe are funny and rude but real funny with the rudeness!!! They were super slammed with a lot of families with lots of kids, so you really couldn't give or get the full language attention needed for the video experience Inso was hoped for!! Both visits were super cool and exceptional.I recommend if you're new to chicago pick the time stop.In order some ketchup it willl be quite the experience *WINK *WINK* When you walk in, you place your order first and pay second then you wait for them to prepare and bag it unless your eating in.. Conversational extras are expected and will be given back if you dare... The decor is typical outdoor dining and the indoor area is for ordering and takeout!! I wish I could post the shirt video from my first visit but it will probably get pulled... Awesome experience!!!

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    Char dog and fries.

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    Char dog and fries.

    Bob-O’s Italian Beef - hotdog - Updated August 2026

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