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Real Chicago-style dogs in Weymouth

At Windy City Eats. Just returned from a trip to Weymouth to try these, and we (including one genuine Chicagoan) weren't disappointed. The Chicago Dog is $2.49 and is the real deal: Vienna Beef hot dog, poppyseed bun, sport peppers,onions, mustard, celery salt, tomato slice, pickle spear, and neon green relish. Delish and perfectly done. Other menu items include a "Maxwell Street Polish": polish sausage deep fried to give it that perfect snap, with grilled onions and mustard for $3.49. They also serve hot and cold sandwiches, but we didn't try these. We also tried the sweet potato fries, onion rings,and a few corn dogs, which Grady hand dips himself. We didn't leave a crumb.

Owners Grady and Sen are super nice people- Grady is from Chicago and knows his stuff. They deliver (didn't ask for the delivery area b/c we came from Boston) and do catering. He quoted us a catering deal of 50 chicago dogs with the works for $119. We can't wait to have them cater our block party!

The space is very small, there is a small bar area where two people could stand and eat. In good weather, there is a lovely pond with a gazebo and benches just a few feet down the street where a 'hound could dine al fresco. We took an RV and gorged ourselves in there. Grady and Sen both came out to visit us in the RV, see how we liked our food, and just to chat.

This is the real deal folks, get on down there. It would be a crime if this place didn't survive.

http://www.windycity-eats.com/
Mon-Sat 11-8:30, Sun 12-7 (closed Labor Day Monday
)781-335-0023

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Windy City Eats
407A Middle St, Weymouth, MA 02189

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  1. Powella, couldn't have written it better myself. I too have been down there a couple of times for a taste of home and have been very pleased. I've stuck to the dogs and polishs but need to try the italian beef next time I am there. Grady and Sen are very nice and should do well there. Speeds will still get all the hype on this board (Deservedly so) but Windy City Eats should always be mentioned in the same breath.

    1 Reply
    1. re: mats77

      Great eats! Great prices!! The Italian Beef and Grady's Steak Sandwich are definitely delicious--full of flavor and hit the spot when you're hungry and cruising for awesome grub. Finger licking good! Grady's special recipe corndogs are amazing as well. Add some sweet potato fries and a brownie .............was worth going to Weymouth from New Mexico!!

    2. This place is minutes from my house and I keep meaning to try them ever since I saw the sign first go up. Unfortunately, my summer's been a bit crazy and I haven't been able to make it yet.

      I am going to try to make it a point to go this week. No more procrastinating!

      1. Yeah this place rules!
        I work in the area and we've sent people out to get Chicago style 'dogs by the bagfull. They also have a frequent customer card where 12 hot dogs will get you a free one. It is very true to the Chicago style...though I'd prefer a thicker slice (or two) of tomato.

        1. I hope we can all do our part to spread the word on how terrific this place is and get another independent business up and successful over the long term. In a very convenient location, so it is easy to find. I was so happy to see a coupon in the mail for Chicago-style hot dogs, being a transplanted Chicagoan myself, that I could not have been happier to meet Grady and Sen and have one of my first Vienna hot dogs with that wonderfully steamed poppyseed bun in ages!
          I do my part, but I work in Boston so I only get there about once a week, two when I'm lucky. And I love that Grady and Sen are so friendly and remember my name, and we'll occasionally chat and you can tell the customer relationships mean a lot to them.

          1 Reply
          1. re: bagheera

            I'd have already gone there multiple times but don't have a car. Damn these places that like to open up in the burbs!

          2. I finally made it to Windy City Eats for lunch this weekend. It was worth the wait. The dog was juicy and snapped when I bit into it. It was a great, satisfying lunch for under $5.

            I agree with bagheera, the staff & owner are very friendly and chatty.

            I am definitely headed back sometime soon.

            jgg, the 222 bus from the Qunicy Center Redline stop goes to Middle Street in Weymouth.

            4 Replies
            1. re: mangorita

              The commuter rail also goes within a mile of it, but that's an awful hike to make for a dog. I'll probably do it at some point but stuff out in the burbs almost never gets any of my business.

              1. re: jgg13

                A brisk walk to get something good and tasty is never a problem. A mile certainly isn't a deterrent. The walk back is usually much slower.

                This place is def on the short list, maybe even this afternoon. Happy to see they have celery salt!

                1. re: Wursthof

                  It isn't the mile walk, it's the journey to get to the place where the mile walk starts ;) I will walk to things up to about 2 miles w/o really thinking about it. I'm just saying that pretty much no place is worth me spending a good chunk of my day to get to.

                  1. re: jgg13

                    jgg13, this is just the kind of dilemma that led us to sign up for zipcar. Much, much better than commuter rail, and you can make other stops en route should you wish....