Chicago Pickle Eatery on Milwaukee Avenue in Avondale was a pleasant surprise when our foursome went to a nearby facility for drinks and decided to grab some food too. Although we could order food for delivery, my bud and I decided to walk over to place our order direct and then bring the food back to the bar. This gave me the opportunity to check out the eatery, which also sells all sorts of fun food snacks, beverages and products. There are a few tables should you wish to dine there. I ordered a half sandwich and my lovely wife wanted an order of cheese fries. I figured the half "Classic Reuben" would be a nice snack, but the portion looked more like a full sandwich rather than a mere half. The Reuben is served warm and tasty with corned beef, Swiss cheese, sauerkraut, and Russian dressing. The cheese fries were generously covered with cheese sauce, and fortunately we ate them fairly quickly so they did not become too soggy. Our friends ordered full sandwiches, and so each sandwich seemed like two sandwiches in size. Needless to say, they had leftover sandwiches to take home. Ironically, I do not believe anything we ordered contained any pickle, oh well. read more

One afternoon decided to grab lunch. I was there to get a good deli sandwich. When I arrived the prices were kind of high so then I decided to go ahead and get a Philly cheesesteak. My order took about 7 minutes. The bread was soft and chewy. The flavor of the meat was good. I overall enjoyed my sandwich. The shop itself is also a grocery store with limited items. I appreciate the elevated chips, desserts and gelato for sale. The cake looked so good but was trying to be good so didn't grab a slice of cake. All in all the my lunch was satisfying. read more

See all

I was excited to try this place out. Definitely an interesting place. I got the pastrami served hot, the problem was that they heated up the sandwich after putting it together, pickles mustard n sauerkraut too. So basically the crunch aspect of the sandwich was gone. Also got the garlic parmesan fries, and those were pretty good. The individual at the register was really nice too which is why they aren't getting 2 stars. If you're looking for a deli sammich...try Fontanos or Mannys. I cant justify spending 40 dollars on 1.5 pastrami sandwiches and large fries especially when they warm the whole thing up. read more

See all

It's an extensive menu and they offer catering too. We came here to specifically try their hot pastrami and corned beef sandwich. It's called the Chicago Pickle sandwich. I got the whole one, not half, and it was magnificent. The meats, Swiss cheese, coleslaw with thousand island dressing, on rye - was so filling, I saved half for later. We also tried the garlic aioli burger and it could have been more rare but what can you do with thinner patties. It was still very good though and it was topped with mushrooms. Looking back, my only tip is to not wrap the sandwich if you're dining in at the restaurant, this will keep everything crisper, it'll remain crunchy and easier to eat as opposed to having a soggy bun and bread. I'd like to come back for the Reuben sandwich and the steak and cheese sub. There's only street parking. I'd also like to try their Uptown location as it's equidistant from my home. By the way, this location was very clean and the service was friendly and overly kind. read more

See all

Quirky and delicious. This briny counter-service eatery is awesome. Lots of fresh made sandwiches, delicious bread and novelty sauces. A tip of the hat to the breakfast sandwiches, especially the southwest! Handheld but filling and ample veggies. read more

I stopped into Chicago Pickle today and grabbed their turkey sub, and I have to say--it was absolutely spot on. The turkey was sliced fresh and piled high, but what really took it over the top were the crisp, fresh toppings. The lettuce and tomato tasted like they had just been sliced with just the right crisp and freshness you'd expect. The red onion had that perfect bite, and the giardiniera added the exact kind of Chicago-style kick I love. Paired with the smooth Swiss cheese and tangy yellow mustard, every bite had the right balance of flavor and crunch. You can tell they really care about quality here--the ingredients don't taste mass-produced, they taste fresh. It's the kind of sandwich that makes you want to slow down and enjoy every bite. Definitely one of my new go-to spots in the neighborhood for a sub that feels both classic and elevated. I just wish I had taken a picture to share with everyone before I devoured the sandwich. read more

Cannot recommend more. The garlic fries are INCREDIBLE, and the sandwiches are massive- I got a "half" which is a full normal size sandwich and ate half for lunch- I can't imagine the appetite you would need to smash a full by yourself! I got take out so I can't speak to the service or atmosphere but the quality is great and very reasonable prices too. read more

I was really craving a chopped cheese for some reason and had seen some influencers hyping this place up so we decided to go check it out. You can tell they were going for the bodega/corner store vibe and it was for the most part they were spot on. They were just missing the random cat (might be a NY thing), everything was well organized and the place was really clean. They had plenty of drink options, chips, and other accoutrements that your local corner store may provide. We ended up ordering an Italian sub, a cheesesteak and a chopped cheese. We also ordered wings and onion rings. Nothing really stood out about the food. We couldn't really taste the difference between the cheesesteak and the chopped cheese. The onion rings were good. The wings were a miss. Overall the service was great and honestly that saved their rating. Everyone there was super friendly and accommodating. read more

See all

The good is the price point & the portions. The bad is this isn't the best rendition of said dishes but they'll more than suffice. Delivery to my office was $7 & I had no idea of the portion size so we ordered extra. My coworker ordered a breakfast sandwich & steak fries which was overkill. I ended up with a cordon bleu & chopped cheese but I endedup giving the 2nd sandwich away. The sandwich was merely ok but what elevated it was the accompanying sauce which I assume was the sassy sauce. read more

Chicago Pickle Eatery - Chicken Cordon Blue - Sandwiches Near Me - Chicago, Illinois

REALLY GOOD reuben, a good size (a half sandwich + chips was plenty) and a great price too! I will definitely come back and try some other sandwiches if I can help myself from ordering the reuben again, which will be difficult. Service could have been faster, but it was all good. The guy was really nice and it simply takes some time to make and grill sandwiches right. The only thing I would change is to turn the music down a little, even though it was good music (70s funk), because my mother-in-law was with us. I'll definitely be back! read more

It's okay. I had their top gun pickle cornbeef sammich and their choc chip cookie. Got to try a disappointing skittles drink there also. It uses Boar's Head meats so that in itself is unimpressive as I know someone who works for them, and they don't eat any of their food unless necessary, like zombie apocalypse necessary. Overated, probably by all the younger people moving into the city and people who as a status quo NO LONGER KNOW WHAT QUALITY IS from food, to music, to life, to people. So be it... read more

As a family of sandwich lovers, this eatery checks all the boxes!! The service was amazing. We were greeted with smiles and very helpful and patient workers as we discussed the menu. For a family of 5, we got the full spicy Italian, half pastrami, half hummus and veggie, half ruben and a small French fry. The full is huge (we have leftovers to eat later today!). Our favorites were the toasted ruben and pastrami. Each sandwich was served with 2 crispy pickle spears. For everything we ordered, it came out to $50. The space is very clean and has plenty of seating. There is a large chip and drink selection, and of course pickle back brine! They also have a deli to order sliced boars head and cheese. Can't say anything better than to recommend this place! We surely will be back! read more

See all

My family and I love the assortment of sandwiches from Chicago Pickle. Our favs are the veggie and turkey club. Thank you for the outstanding service from Clemente and crew! They're very kind and attentive with our order every time. read more

Chicago Pickle Eatery - Veggie and Turkey Club sandwiches - Sandwiches Near Me - Chicago, Illinois

Not much to look at, but holy cow the food is amazing!! And the service is so sweet. Definitely come here. read more

Chicago Pickle Eatery - Classic burger, whole pastrami sandwich, and half Chicago Pickle sandwich, plus fried pickle spears!! - Sandwiches Near Me - Chicago, Illinois

Ok i got delivery and omg so good. Huge portions. Fresh sandwiches. I ordered a salad too... looks like a magazine cover. This place 5 plus stars. Just take your pick and order it. . It'll be delicious read more

Chicago Pickle Eatery - Two sandwiches turkey and corned beef... mushrooms monz sticks a condiment bag, a salad. I'm set! - Sandwiches Near Me - Chicago, Illinois

See all

We ordered Chicago Pickle while sitting across the street at Lake Effect. They have an extensive menu and the establishment is well kept and clean. We ordered a tuna melt and would suggest cutting it in half and finding an alternative to wrap it in as it was soggy once we opened it to eat! Additionally, we asked for condiments on a burger to discover it was bone dry. Lastly, these are double patty burgers - you should add that detail to the menu! We would certainly revisit if details were paid attention to. read more

Cute deli/bodega with lots of sandwiches. I got a the southwest breakfast sandwich with an added hash brown. It was tasty and filling. I will be back to try more things. read more

We were greeted by a huge smile from Mr. Rubin! Since we were new to this restaurant, he gave us some really good suggestions. We got the Chicago Classic Steak and Cheese plus an order or fried pickle spears. EVERYTHING WAS AMAZING!! I'm used to having the fried pickle chips, but these spears have changed my life!!! The sandwich was full of well seasoned meat! One sandwich can easily feed two people. The only thing I would changed about the sandwich is the bread. Although the bread tastes great, I wish it was a little softer, less thick. The restaurant is like a mini deli-grocery store. It was well organized with different drinks, chips, snacks and sauces. There is space to eat inside as well. read more

See all

The name is a little misleading, as they have more than just pickles! Came in to grab sandwiches for dinner and had sooo many options. We wound up getting a buffalo chicken sandwich and a turkey sandwich - both were decent sized portions. The turkey sandwich alone was enough for two people or two meals. They also have a store with plenty of items for purchase. There was one person working and making the sandwiches fresh - will be back to try more from the menu. read more

This place slaps! It opened this past year down the street from my house and my husband and I cannot get enough. We normally get it for delivery and every sandwich we have had is fire. My favorite is the chipotle steak add horseradish sauce. We mostly get it delivered on Doordash but went in this week and met the owner. The shop is so cute and the owner was so welcoming. I am so happy to have an authentic sub place in th neighborhood. It's so delicious. read more

The sandwich was huge and delicious! It took an entire 2 days to eat. Great 1000 Island sauce and a really good pickle.

Love Chicago Pickle. Always fresh and tasty. When you go and eat in or pick up your order they are so friendly and remember who you are. All the feels of a great neighborhood eatery! read more

TOP TIER, didn't know what to expect looking at the menu. The menu reminded me of Pickleman's (St. Louis) but even better!! Bodega style deli with some super good food. Didn't take long to receive also, great service and in-store setup. read more

Food was good and made fresh to order. I spoke with the guy who does cooking to get his recommendations and it was on point. The place is setup like a NY bodega really cute. I only hate that they are up north and I live south. I will say place is worth a trip I will be back. read more

Walked in for my second trip to the Chicago Pickle Eatery and ordered the Super Deluxe Burger and Potato Wedges. Probably a top 3 burger in the city for me! Absolutely delicious and well constructed. Wedges were crispy and piping hot as well. Tried the chopped cheese on my first trip (which was very good) but that burger will keep me coming back again and again. Service was excellent too! read more

Got a Reuben, it was delicious and served up fast. The 1/2 sandwich was as big as most full size ones!

Food and service were good. A little expensive for a turkey sandwich but it is a large sandwich. Partial store for stuff to take home. Milwaukee bus stops in front of the restaurant and there is limited street parking. Tables needed to be wiped down. There is some outdoor seating. Happy another choice is in the Avondale neighborhood. read more

Cute little sandwich shop on Milwaukee Avenue! I ordered for takeout through the Toast app and had a seamless experience. I ordered the buffalo chicken cheese fries and they were ready when the app said they would be. Took them home and they satisfied my craving! A deep takeout container of friends covered in cheese sauce and Buffalo chicken. Delicious! Will be back for the sandwiches! read more

This is my go-to place for sandwiches and wraps. The portions are HUGE! I live pretty much across the street and couldn't ask for a better New York style deli in my neighborhood. They're fairly new, been here for about a couple of years. They have a strong footing in my neighborhood and I always see people coming in and going out! 5 out of 5 stars! The staff is great too! :-D read more

New to the Avondale location so had to try the food. It was so good it won't disappoint. They had a huge menu that couldn't decide. Finally had steak fries and a hamburger. The hamburger was such a perfection that didn't want to eat it. It was so good and juicy. read more

See all

Aleays fresh food and great energy! This place is amazing inside and out! Customer service is great, they definitely take care of you here. Make you feel like you're at home always we love you!! I've eaten breakfast, lunch, and dinner. Satisfied ALWAYS!! BiFour Lush LLC loves you! read more

the bacon cheddar fries were beautiful but other than that the food was okay. the breakfast sandwiches kinda disappointed. the wait was quite long; however, there were only two people in the store that we could see. the store front itself is super cool and has many other groceries and beverages available. read more

You have to get the fried pickles!! Best I've ever had! I also love the tuna melt sandwich.

Food was great and the people were super nice and friendly!! A great atmosphere with lots of options for anyone!! 10/10 highly recommend:) read more

Chicago Pickle Eatery - Chicken Tender Sub - Sandwiches Near Me - Chicago, Illinois

I feel like "hole in the wall" or "unsuspecting" aren't kind words to use for Chicago Pickle Eatery, but for the sake of using those terms as high praise, I will. Came in to check out one of the many spots in our new neighborhood and was pleasantly surprised by the variety, quality, and value of the food, and the kind quick service of the staff. We will definitely be back! read more

Great customer service. Generous portions. Not stingy with the condiments. Beautiful shop, huge selection. Clean, friendly. Satisfied my boyfriend's pickle craving. The bbq sandwich was good, more vinegar than the usual sweet taste like other restaurants. Fried pickles were yummy. The chicken Caesar wrap was okay, could've been better but I liked the olives nice touch. Another restaurant off of my bucket list. read more

This place is a great stop late at night to grab a cookie or a brownie or some kind of treat. Friendly people too.

We've lived in the neighborhood for a year now and have found the restaurants we want to repeat-- our TOP repeat restaurant by far is the Chicago Pickle. We absolutely love everything we get there. If you go to Avondale, get a sandwich here! read more

The sandwiches were huge, but really didn't taste great. It would be nice if they focused on quality over quantity. Ended up throwing a good portion of it out. read more

Friendly staff, delicious food. I had the Chicago special which is essentially Philly cheesesteak and the steak was high-quality and plentiful. Will definitely be back to try more of the menu. read more