Xavier was our cashier and he was incredibly helpful and patient with us Californians. The lady in the back even came out with trays of fresh cookies, greeted us with a big smile, and made the whole experience feel even sweeter. We couldn't make up our minds, and Xavier just laughed it off and helped us customize our box of six. We also didn't want the full two scoops of ice cream, so he offered to do one scoop. He also let us try some ice cream samples! Overall, amazing service and such a great visit. read more

Insomnia Cookies - Ice cream in the snow - Desserts Near Me - Chicago, Illinois

I'm a frequent customer of Insomnia Cookies through DoorDash, ordering multiple times a week. Today my order arrived incomplete. The receipt on the box clearly indicated that there should have been two boxes, but only one box was delivered. Several cookies listed on the receipt were missing. What made it even more confusing was that the receipt itself appeared inconsistent, some of the cookies that were supposedly in the missing box were actually in the box I received, while others were simply missing altogether. I took photos of what was delivered and contacted DoorDash support. After spending around 45 minutes on the phone, I was told they could not help because Insomnia Cookies had not marked the order as complete in their system. So I called Insomnia Cookies directly, only to hear an automated message saying that if you ordered through DoorDash, you must contact DoorDash for help. So I ended up stuck in a loop between the two companies for over an hour with no resolution. The mistake itself is frustrating, but the bigger issue is the complete lack of accountability between the two companies. As a regular customer who spends money with both every week, this experience was disappointing enough that I'll likely take my business elsewhere. read more

For a place with lines sometimes out the door, you'd think the cookies would be unforgettable. They are -- but mostly because they're forgettable. The service is fine at best, indifferent at worst, and the cookies themselves taste like something you'd grab in a rush because everything else was closed. Except everything else isn't closed. There are plenty of better cookie spots that are just as quick and actually worth the calories. read more

The guy behind the register... patient and kind and funny. The cookies have so many options and are so yummy. City street parking. read more

Insomnia Cookies - Just yummy! - Desserts Near Me - Chicago, Illinois

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Expected better! My friends and I were craving something sweet on a Friday night after our dinner and it was already past 12 in the night. Upon checking we found that this place was still open hence we decided to give it a try. The staff is very confused and a bit rude also. She mixed up my friends order and took so long to get merely two scoops of ice cream. I got chocolate ice cream. It was pretty average and nothing special. Cookie was also ok. The place is very small. Overall disappointing! read more

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The two ladies working tonight were very friendly. Keep up the great work ladies. My man and I decided to stop in because we both had a sweet tooth. I opted for the vegan chocolate chunk with two scoops of peanut butter to go and I forgot what my man got lol. It hit the spot and I'd definitely come back again just because the service was excellent. read more

Tried Insomnia Cookies today for the first time. Ordering is simple and easy and the cookies are pulled right from the oven as you order. We tried the snickerdoodle, chocolate chunk, and classic m & m. All the cookies were tasty that we tried. Will be back read more

Insomnia Cookies - Snickerdoodle - Desserts Near Me - Chicago, Illinois

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First time at Insomnia cookie and new to Chicago. I'm beyond satisfied. Not only was the ice cream and cookies AMAZING but the customer service was as well. Isaiah was very helpful and accommodating for my first time here. Will definitely be back! Would've included a picture if I didn't already demolish it read more

I've always been a crumble cookie fan, but my girlfriend is an avid insomnia cookie shopper, so I took it upon myself to order some via delivery. I ordered a box of 6 and as soon as I got the text that my order had arrived I was outside amd watched the driver walk into their car, they drove off and sent me a picture of my apt building door with address with no cookies in the picture... I called corporate reported it and they said they would send put another order and never did... the reason this is a 4 star review is because there was an employee by the name Xavier that went above and beyond reissued my order and when the order was delayed and I couldn't see the order on my app because it was a reissue order nevertheless stayed on the phone as it arrived!! 5 stars for Xavier and his amazing customer service. read more

Delivery was slow, but cookies were amazing. I prefer these over Crumbl because they aren't overly rich and sweet. I ordered the 6-pack, and the cookies were warm, nice and thin. Would definitely get more of these in the future!! read more

Five star review based on service, location, and quality. Easy order, easy pickup, average pricing, and the young man went out of his way to help me. The cookies come in a box, but I needed a bag w/handles; so he scrounged up a reusable bag, which ensured my treats made it home intact. While delicious, the cookies were smaller than I expected. But shrinkflation is real, and I have no previous basis for comparison, as this was my first purchase ever. Regardless, both the double chocolate & M&M classic were solidly satisfying, and I'm looking forward to a return visit. read more

One of my favorite spots to get fresh warm cookies!!! So glad that they open late at night because sometimes when I'm out I want some cookies before going home! The staff is always so nice & helpful when you can't decide on what to get. The snickerdoodle is one of my all time favorites to get here and I ALWAYS have to get it. This time I also tried the cereal n milk & I like it too! I'll be adding it to my list of favorites as well. I love that the cookies are always nice & warm when you order them so you know that it's fresh. read more

Insomnia Cookies - Snickerdoodle Cookie and Cereal n Milk - Desserts Near Me - Chicago, Illinois

Incredibly chill staff, hot & delicious cookies, need I say more? I love the snickerdoodle cookie!

Really delicious cookies. Received a package of them on Valentine's day for my family. Didn't think there was any way 2 people could eat this many but... let me just say it was easier than we thought! Fresh, delivered to the door, and staying fresh in a container on our counter! Will keep in mind for future cookie cravings or gifts! read more

Insomnia Cookies - Valentine's delivery from my family. Delicious cookies!!! - Desserts Near Me - Chicago, Illinois

Not sure what location. Ordered online in the morning for a 2:30 delivery. Called at 2:45 and was told the "door dasher" just left. Called at 3:15, got the same gal who was clearly irritated that I called a second time. Told her this order was for an event that is almost over. She couldn't care less. Then she called me and asked if I wanted to cancel the order. I asked if she could find out where the order was and she scoffed! Told me they have no contact with the drivers. Got pissy with me and said: you have calked here twice. Good lord what a crappy attitude and very subpar service. They lost my business but I don't think she cared. read more

High prices. Low customer service. Be prepared to receive different cookies than what was ordered. Only 2 out of 12 were correct. This was a replacement for the previously noted order they screwed up. At 8p, corporate customer service said they are currently looking for a driver and they would text when my order was on the way. Emailed them again at 925p asking how long til they found a driver. Was told cookies were delivered at 848p. Photo shows where they were sitting for 37 minutes. No call, text, email, building door buzz, to tell me they were on the way or had arrived. So much for "warm" read more

Insomnia Cookies - a stack of mail boxes - Desserts Near Me - Chicago, Illinois

LOVE, LOVE, LOVE this place. The cookies are so moist and delicious and warm. The staff is great. The store smells delicious too. It makes you want to buy more and more cookies read more

High as a kite but amazing cookies! Once you find your favorite cookie that's all you'll need when you visit . It's addicting. Great service at this location read more

You can always count on this place to open late for any of your sugar fix. We had ubereats and although our order took some time to come it was still fresh and good. We had a variety pack and got to try all the flavors. The star of the show was the double chocolate mint - we killed it real quick. After a night of chill drinking & you have a sweet craving, this is the spot. read more

Insomnia Cookies - Desserts Near Me - Chicago, Illinois

My favorite location. They never run out of cookies like the one on Lincoln lol. The staff are cool and it's clean. I come every week because of these things I listed. read more

Moist cookies, when devoured, easily crumble once pulling it apart, and freshly cooked desserts when craving that sweet read more

Insomnia Cookies - Desserts Near Me - Chicago, Illinois

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Stopped by insomnia cookies for some goodies. Walked in and it seemed the entire team was in the back chatting it up, 2 girls came right out with their masks on when I went in although I heard a man's voice yell " Hi. Can we help you?" from the back. Strange. I have never been here before so I did take a minute to order. I ended up with 5 cookie-wiches ( a scoop of ice cream smushed between 2 cookies). I also ordered extra cookies for the road. One rang me up while the other made my order. They were professional but didn't really bother to make any kind of small talk with me as it did take a minute to make all my sandwiches and I was the only one in there. Kinda awks. Got to the car and opened up my boxes. Dished out the cookie-wiches to everyone. The cookie was slightly warm. The ice cream was super generic. The extra cookies in the box were also slightly warm. Crispy around the outside of the cookie but still soft in the middle. The cookies were great. No "wow" factor anywhere in this visit to make it 5 stars but I did get what I came for. Good cookies, a late night treat. Ill might visit if I'm in the area again but I would not go out of my way to get here. I do think they are slightly overpriced. $2/cookie for just a regular size, regular flavored cookie. $40 for 2 dozen cookies. Wow. Local bakeries have 2 dozen for $10-$15 at the most. read more

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I like the cookies I hate the staff they hire most of the time they're stoners gang looking gothic weird to be handling food in my opinion

I'm not sure who the evil force was behind creating a cookie place that stays open super late, bakes fresh cookies all night AND delivers...... but someone did it. What I do know is, the cookies are two things: fresh/warm and expensive. Especially if you start getting your cookies a la mode and adding toppings. Besides them being "fresh out the oven," there is nothing overly spectacular. read more

Insomnia Cookies - Desserts Near Me - Chicago, Illinois

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This place is so delicious! My friends and I decided to have dinner in Wicker Park, and rather than getting dessert at the restaurant we went to, we decided to come here instead. I am so glad we did! I just got oatmeal raisin cookies because I'm super picky with cookies and don't really have a sweet tooth, but they were amazing. I love that this place heats the cookies up before giving them to you because they are so fresh and soft. Goooooey! I dropped my cookie right out of the sleeve when I first got it, but the younger guy who was working was very nice and gave me another one no problem. I felt so bad, but he was super nice. Great customer service! Next time I come here, I definitely want to make an ice cream sandwich with the cookies. I wasn't too hungry when we came here, so I wouldn't have enjoyed it much if I ordered it. They also sell brownies here! I'll definitely be back here! read more

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Super disappointed!! I used to love this place when the cookie comes out all warm and crunchy on the edges. Not sure what happened... Stopped by for a quick snack after drinking to what I thought would been a good idea. Which I still feel it was if only the cookie wasn't so hard! I got a cookie sandwich and it was hard, I didn't really enjoy it. Being that it is a cookie sandwich, might have been too much of a sugar rush because it was too sweet for me. I'm just really said the cookie wasn't to my liking. I recommend those to get cookies straight from the oven because that's the best ones. read more

Insomnia Cookies - Desserts Near Me - Chicago, Illinois

If you are somewhat overwhelmed by the sheer size of cookies at other places like this, then Insomnia is the place for you. These cookies are much more in line with a "normal" smaller size cookie. They make them hot for you and so the chocolate was melty and yummy. You can also apparently get them delivered? That's cool! And they are open late. As for the cookie I had, I found it to just be ordinary. YMMV. read more

They're big delicious cookies that are still open late. Later afternoon treat, sure. Dessert after a nice dinner, no doubt. After bar sweet tooth, go for it. It's quick and tasty. What else do you need to know? read more

i order chocolate peanut butter cookies with vanilla Ice cream. your menu said with two scoops of ice cream. i received one scoop of ice cream. they had there friends. in the restaurant laughing & talking so loud. they need some adult supervision in this place. read more

Insomnia Cookies are so DELICIOUS!! This was my very time here and I had a great experience. The staff was very helpful and we got our orders quickly! This place was extremely packed once we left; we got there at a good time. So just in case, Be prepared to wait! The cookies are FRESH & HOT! I enjoyed both the confetti and white macadamia. They were hot and soft on the inside. I was happy they weren't to sweet. They are pricey but the cookies are worth it! Try them out! read more

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Cookies are money, but you gotta eat them fresh so only order what you're going to eat. read more

Insomnia Cookies - Desserts Near Me - Chicago, Illinois

The 2nd time visiting The Location on Milwaukee Ave. 1st time, I just thought maybe the worker was having a bad day. Visited the 2nd time and Clearly he doesn't want to be there!! No greeting AND did not change his gloves. Just nasty. Had my child not started eating right away,Which was nasty!! I would've gave him all of it back!!! So all I did was say a prayer and post this review. read more

Really great cookies overall! I ordered a 50 pack with 5 cookies each of Chocolate Chunk, Double Chocolate Chunk, Double Chocolate Mint, Classic with M&M'S, Oatmeal Raisin, Peanut Butter Chip, Snickerdoodle, Sugar, White Chocolate Macadamia, and Gingerbread. I felt the price was extremely expensive since it was about $100 total for the entire box, but everyone still enjoyed the flavorful cookies. read more

never too late to try & ride a wave right? lol- these cookies were phenomenal! the red velvet is everything guys- do urself a favor and get it in ur half down or dozen!! a little pricey cookies, but it is the brand and the availability when ur craving sweets at the drunk hours of the night! read more

Insomnia Cookies - 6 Classic Combo - Desserts Near Me - Chicago, Illinois

Oooey! These cookies are nice and warm and gooey. Although I have a hunch of what clientele Insomnia Cookies are catering to (open until 3AM), I'm all about late night snacking. Insomnia Cookies is located at the heart of Wicker Park, and specializes in, well, cookies. BUT, they also have brownies and ice cream... and they deliver too! A stoner's dream! During my visit, they had a special -- buy 3 cookies, for $3. I went ahead and got the sugar cookie and snickerdoodle. Warm and gooey, the cookies were delicious! For better or for worse, next to each menu item, they give out caloric information. One cookie packs roughly ~250calories. You can get an ice cream sandwich, with cookies as the outer edge of the sandwich, but this health freak decided not to. Once winter comes, and its sweaters and jacket season, I'll come back and try one of them a la mode cookies. But regardless, the cookies are delicious. And for the price of 3 for $3, you can't beat them. read more

Insomnia Cookies - Desserts Near Me - Chicago, Illinois

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A fun addition to the Wicker Park neighborhood. The place is open late, and apparently delivers?! My friend and i stopped in around 9pm after a show to give this place a go. We didn't want to over-splurge so we agreed that we'll just get the cookies. She got the chocolate mint cookie and i got the deluxe s'mores cookie. They were still warm and gooey when i bit into it, not hard and dry like I would expect from a place this late at night. It was beyond delicious. I'll for sure be back to try the ice cream. As for the pricing: do you people not know what neighborhood you're in? I actually thought everthing was well priced. read more

Insomnia Cookies - Desserts Near Me - Chicago, Illinois

Really good warm cookies! Hit the spot for the sweet tooth I had! Make sure you grab some milk to go along bc you're gonna need it! They also sell ice cream as well, didn't try it though. read more

Insomnia Cookies - Desserts Near Me - Chicago, Illinois

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I love cookies and this place did not disappoint! It's like a dream world being able to buy cookies until 3am! I ordered the warm chocolate brownie with ice cream. All was great, I'm stuffed! read more

Insomnia Cookies - Found it! - Desserts Near Me - Chicago, Illinois

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Cute concept to satisfy your craving for cookies late at night. I had macadamia nut and white chocolate and snickerdoodle. The cookies are warm and freshly baked. So nice to have something open late, even when it's awfully cold. They're open late and deliver, also. Service was nice. Andrew, I think that's his name, was pleasant. read more

Insomnia Cookies - Desserts Near Me - Chicago, Illinois

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I love insomnia Cookies, normally I go to the one in Hyde Park but this was in the area so we wanted to give it a try. It's the same like most insomnia cookies. Staff was friendly and courteous. Food was delicious. Not a lot to choose from, hard to decide. The one thing that I hated was that there was a window in the bathroom that you and other people can see through which made me feel uncomfortable and made me want to use the restroom in the dark instead. read more

Insomnia Cookies - Window in the bathroom - Desserts Near Me - Chicago, Illinois