Visiting from PA. We we're looking for a place with a sense of Old-Time Chicago. Pittsfield fit perfectly. Ambience was nostalgic; service was fast and polite. Food was standard 'diner fare' - which is what we wanted. The pricing was lower than the more eclectic cafes downtown. The whole experience was a perfect fit for us. read more

We finally checked out Pittsfield Cafe. I'd heard about it a few times but always forgot, mostly because I'd never just stumble onto this place, it's tucked inside the building in a way that you kinda have to know it's there. Total hidden gem. The whole "outdoor seating but indoors" thing is pretty cool. Feels real old-school, like a little golden-era corner that somehow survived. It was packed, but we still got seated right away, and the staff was super welcoming. I ordered the French toast combo. Two sunny-side-up eggs, two big sausage links, and two thick slices of French toast. I thought it would be just a normal breakfast, nothing crazy, but man... those sausage links stole the show. Juicy, smoky, honestly the best I've ever had. Mixing that with the eggs and the French toast just hit the spot. Perfect way to start a Saturday morning. read more

Pittsfield Cafe - French Toast Combo - Breakfast & Brunch Near Me - Chicago, Illinois

On a Friday morning, it was empty yet bustling. I needed a quick bite after my flight. The mint tea was delicious. I ordered le croissant and had 0 complaints. The service was prompt and pleasant. read more

Pittsfield Cafe - Le Croissant - Breakfast & Brunch Near Me - Chicago, Illinois

Not worth the wait. The service was ok, but slow and inattentive. The food was...not great. My "bacon creamy cheesy" grits...were DRY and just had some shredded cheese thrown in to it. My extra crispy hash browns in my skillet heap...limp. Not in a hurry to come back and definitely would not wait in any line to try it again. read more

Pittsfield Cafe - Breakfast & Brunch Near Me - Chicago, Illinois

See all

At first glance I loved this building and its art deco vibe. It is visually beautiful. Long wait to be seated. We noticed that after we ordered several people around us got who were seated well after us got their food before ours came out. I'm not sure why that happened but our server came and said they were backed up in the kitchen. When the food came out it was a HUGE serving size. Then I noticed on closer inspection that my hash browns ordered extra crispy were soggy and not even a little crispy. My omelette was loaded with jalapeño peppers but very little cheese. Nothing was seasoned at all. The guy filling/refilling the coffee was great. He kept our cups full the entire time which was great because the water here tastes like it came out of a moldy hose. With so many options in the area I would be hesitant to come back. Maybe an off day??? However, they were so busy so maybe people are into what they get here. read more

Pittsfield Cafe - Breakfast was huge but mostly flavorless - Breakfast & Brunch Near Me - Chicago, Illinois

I had heard about the Pittsfield Cafe and decided to seek it out when we were recently downtown. The restaurant is inside an office building off of Jewelers Row so unless you know about it you probably wouldn't come across it. The restaurant is a small diner but they have a nice seating area in the lobby of the building which has a lot of gothic revival architecture. The menu is full of your usual breakfast place options. The food was fine and the service was friendly. We are glad we tried it but likely won't make a return trip unless we have business in that building. read more

Pittsfield Cafe - Eggs, French toast, turkey sausage and hash browns. - Breakfast & Brunch Near Me - Chicago, Illinois

See all

An old school traditional breakfast. There are renovations in the building but worth getting through. Classic meat and three breakfast kind of place. Eggs, sausage, potatoes and toast with coffee at the counter. Will go back when visiting Chicago. read more

I was walking around on a Wednesday morning and I was looking for somewhere to have breakfast. I stumbled upon the Pittsfield Cafe. This is a small cafe in the Pittsfield Building. I was able to sit in the lobby area or in the cafe. I sat in the lobby. I had two eggs over medium, a large portion of hash browns, two sausage links and toast. My meal came out pretty fast and was very tasty. With tax my total was around $16.00. This isn't anything fancy but definitely a good breakfast option if you are in the Millennium Park area. read more

Pittsfield Cafe - Our 2 Egg Special Breakfast Special - Breakfast & Brunch Near Me - Chicago, Illinois

See all

We stopped at the Pittsfield Café one morning for breakfast. The food was plentiful, the eggs perfectly cooked. And everything was delicious. Our waitress, Angela, was very friendly and attentive. This is a great place to have breakfast downtown, particularly on a weekend. Although busy, service was prompt, thanks to the kitchen and Angela's efforts. The Pittsfield Café is highly recommended for a delicious breakfast at a good price. read more

Yummy breakfast in the Chicago Loop district. Beautiful setting in historic building. The corned beef hash was shaved corned beef with multi color peppers. A little Louisiana Hot Sauce and you have an excellent breakfast. I'll be back again tomorrow! read more

See all

Located in the lower lobby of the Pittsfield apartments, the location is close to millennium park and Michigan avenue. The architecture of the building itself is gorgeous and if you can get seating in the 'patio' seating you can enjoy it. The servers were friendly and accommodating. It was very busy throughout the duration of our meal but we got just the right amount of attention. We ordered a Bacon Blue Burger and Eggs Benedict. Both were great, fresh, and delicious. The menu is large and they serve breakfast for their entire service (7am-3pm). read more

See all

The perfect little diner! I was in the mood for the typical diner food and stumbled upon this place. From the moment I walked in I knew it was exactly what I was looking for. I got the Bronx Skillet with Corned Beef and it was a big portion but not too big. It would be easy to share. It came with toast and I got a side of fruit. The staff is amazing. Super friendly and offered great suggestions. I would recommend if you want a classic diner experience with good food. read more

See all

Cute little diner. It was recommended to us by someone at our hotel. We arrived super early and wanted to sit down and enjoy a meal. First thing I noticed was the architecture of the building. We were not super hungry though and ordered a French toast combo, 2 glasses of apple juice and a hot coffee. The service was fast. The food was okay. I was surprised at the bill but realized they charged the apple juice as freshy squeezed orange juice. I would say come here for a quick meal. read more

We stated in an air b and b in the Ptttsfield building where this cafe is located excellent breakfast and lunch. They set tables out in the indoor court yard which is all art Deco. The preparations were large and the price was average for the area. read more

Are here prior to the time most of you have been born and it seems older than me. Cheap and good and hot.

Sat at my usual stool two years after my last visit. I just love this place. The exterior looks like a condemned building, but Pittsfield Diner is inside and tucked into a bright, lively corner of a dark, austere atrium. French toast and three slices of bacon with orange juice. Just right for a Sunday breakfast. Total came to over $25. And that's too much for two bread slices frenched and three thin slices of bacon, but it was the glass of orange juice that broke me at $6.29. Ouch. I've got to fill a star for that. But to be clear, everything was diner-good, and I still love this place. read more

Pittsfield Cafe - French Toast 3 Pieces Bacon Strips - Breakfast & Brunch Near Me - Chicago, Illinois

Went here for breakfast the first time I came to Chicago as an adult, and I loved it. I do remember it being overwhelmingly spicy but I could never find the name of it until my parents reminded me what was nearby. Their coffee was quite amazing, and I wish I could come back here when my family and I aren't in a rush. I liked the atmosphere here as well. Made me think of a 1960s movie. Our server was pretty knowledgeable of the menu and she encouraged me to try their avocado toast with a twist. Would love to come back here! read more

Pittsfield Cafe - Avocado Toast - Breakfast & Brunch Near Me - Chicago, Illinois

Excellent food. Fast and friendly service and a cool vibe. I had the sampler with French toast, hash browns, eggs and sausage and it was wonderful. read more

Pittsfield Cafe - The Sampler - Breakfast & Brunch Near Me - Chicago, Illinois

While in Chicago, our hotel did not have very good breakfast. So we looked for alternatives. Nearby, there are few small little coffee/pastry shops. And the one we tried, I won't even spend time reviewing. So this morning, we walked a little farther, and decided to try Pittsfield Cafe. To be honest, it looked like a standard diner, but it was in a really cool building and I'm an architect, so, why not? Since we had such mediocre breakfasts, I didn't bother to take a picture. But we ordered the South of the Border omelette. It was actually quite good. The jalapeños gave it a good kick and it was very tasty. The wheat toast was decent. The coffee mediocre (when asked if we want cream in our coffee, we often say "not if it's good". We used cream). But we are coffee snobs, so temper that remark with that piece of information. The service was excellent. Our server was friendly, attentive, but not overbearing. Overall, it was a nice breakfast. We would recommend going here. read more

This is an OK breakfast place and it's close to Michigan Avenue to the location is very convenient. The service is quick and the food is so so. The omelette was nice and tasty but pretty light on the gyro meat. It definitely needed salt. The avocado toast wasn't the greatest, but it wasn't terrible. They use Ryebread and it was not toasted so it was kind of soggy and soft. It also needed salt. As far as eggs, what is there to? Eggs are eggs, but the presentation wasn't the greatest, especially when they popped the yolk before it was delivered. Really fancy historical looking building, but it definitely is more like diner food . I'm not sure how they get so many five stars. This is not a place I will be coming back to . read more

See all

eggs with yolks not runny... guess that was too much to ask. Several of the locals said to go here... no clue why. The prices were not bad, but far from great and I didnt see anything particularly interesting. The pancakes were ok, bacon was the cheapo thin stuff. this is an old school diner but not something I'd do again... hot and stuffy inside but has decent atrium seating read more

The location and setup of Pittsfield Cafe is awesome, it brings me back to Europe and also Hong Kong indoor-multi-use urban work and play spaces. Definitely worth a visit to enjoy the building and be taken back to a different age. People were lounging on the cafe seats, reading, studying, and enjoying their lunches. My co-worker enjoyed his lunch omelette, with a generous portion of hash browns and toast. I ordered a pastrami Reuben, which came with a good-sized portion of crispy crinkle fries and a tiny container of coleslaw. My sandwich was sort of disappointing, with a barely adequate cross-section of meat, cheese, and sour-kraut. The meat itself was pretty bland, and may have been mistaken for Jewel roast beef, instead of thick-cut or thin-cut, well-seasoned pastrami one might find at a deli. The grilled rye bread was decent enough, and I left full. The Russian dressing was also served in a small plastic cup, not on the sandwich. Our bill came out to $50 for two items, including a normally generous tip, which stung. Service was decent, I may come back to try some other items, but I really had high hopes for the Reuben. read more

Service was fast and friendly but the place is looking a little run-down, and the food is really not great, although the portion size is pretty big. The building it's in is pretty. I'd say come check it out if you're interested in these kinds of places you don't see much of anymore, but don't expect great quality food. read more

My boyfriend likes to frequent Pittsfield when he is craving some comfort food. It has become some what of a staple . They have a good hearty breakfast and burgers read more

Enjoyed brunch with my friend at this restaurant, which is in an iconic old Chicago building. Beautiful art deco designs. The service was good, but I think once we were done the server forgot about us and we had to go inside to pay. My friend and I split a veggie omelette and hash browns. Both were very good. read more

YUM! I stopped in here for breakfast while at a conference in Chicago and wasn't disappointed. I had the Greek skillet with gyro meat which was perfectly prepared and equally tasty. I loved the ambiance of the inside of the restaurant and the service was quick too, especially for the party of seven that we had. All-in-all, a really solid and reasonably priced breakfast experience that I would want to eat again. read more

This place has the potential to be good but the quality of food has seriously gone downhill over the last year. From the burger being hard as a hockey puck, to the fries no longer being crinkle cut (despite the images of such everywhere on the menu) and then eggs being poorly cooked. This place isn't very good! Wouldn't recommend! Also the worker are overall pretty sassy, which used to be ok when the food was better but not really tolerable anymore. read more

Excellent breakfast in a fun atmosphere. A little tricky to find but worth the search, the art deco building it is in is so cool. read more

See all

Absolutely stunning gem of a building, The Pittsfield, and the delightful breakfast cafe inside- YUM. Breakfast fare is standard but tasty, however, the atrium is breathtaking while you dine. Service staff was lovely. read more

See all

The "Pittsfield Cafe," as the name suggests, locates in the Pittsfield Building. However, where is it at? My co-worker and I were looking for a "sit-down" type of breakfast join but an inexpensive one. We googled it and found this one on the map. We were trying to find the place along Lake St. and almost missed it! The building itself was surrounded by scaffold. It didn't look abandoned yet it was quite inconspicuous. "Pittsfield Cafe," nevertheless, was legit. Perhaps this would be a hold-in-the-wall for some people. I wouldn't say it was for me because everything was held together just fine. Their menu was beyond "extensive," from typical western breakfast items to burgers and to pasta. Everything was priced fairly for the city standard. I kept it simple and ordered "steak and eggs." It was done correctly in my opinion. The steak was somewhat chewy. I expected that since it wasn't anything fancy and I just wanted some hearty protein in my diet. My co-worker received a generous amount of cheesy grits. It was a side order! The server and busser continued to top off our coffee, iced tea, and water. For those who would like to sit in the "patio," there was none outside. It was extended to the actual restaurant and at the open space inside the building atrium. That area had too much echo, so it would be good for solo diners. My co-worker and I talked a lot (gossip??), so we made a right choice to sit near the kitchen. For those want to be economical yet love to enjoy some unlimited diner coffee and breakfast like a good American does, check "Pittsfield Cafe" out. I won't recommend driving and coming from anywhere far. If one happens to be in downtown Chicago and feels hungry, I believe it will be a pleasurable experience by coming here. read more

Pittsfield Cafe - Steak and eggs - Breakfast & Brunch Near Me - Chicago, Illinois

I got a Reuben and the corned beef was way too fatty for me. So that was a real disappointment. The soup was cream of chicken rice, and it was clearly milk based but also kind of thin. Like they didn't add flour or cornstarch or some other thickening agent. There may well be folks who like it that way, but unfortunately I'm not one so that too was disappointing. Most of the meal ended up abandoned. I might be willing to try it again and get something else, or do breakfast. If I was in the area, that is. I do work a few blocks away but with so many dining options it's pretty unlikely I'll stop in here again anytime soon. read more

See all

The food was great! Nothing pretentious, but you feel like you're going back in time, to the late 1920's. We had a Reuben sandwich and a bagel and lox platter. They were both reasonably priced and delicious. The location is right across the street from the Chicago cultural Center (was the Chicago Public Library, which is free and has an INCREDIBLE interior, complete with a Tiffany glass dome. It is also located a block from Millennium Park. The staff is friendly and attentive. Check it out! read more

See all

I feel like this is a hidden gem restaurant in Chicago's Loop. It's inside of the Pittsfield Building, so there's no overt storefront for people to realize there's a restaurant there. Portions are large and the food is quite good. It's also a nice atmosphere and a chance to see inside of one of the historic skyscrapers in the Loop. read more

Do not even waste your time coming to this place. Unless you actually have horrible taste or just enjoy food that sucks, keep walking past this place. We waited about an hour total for this experience to be OVER. Once I saw the biscuits with gravy, I knew that it was going to be some of the worst food that I've ever eaten. Cold, canned biscuits. Lifeless gravy. My man ordered a grilled cheese and I'm not kidding... I was making better grilled cheeses when I was 3 years old. Thanks for the white bread and slices of Kraft cheese Sh*tsfield Cafe. Clearly they haven't updated the quality of their food since the place opened in 1920 or whatever. Disgusting man, lowkey ruined my day. Our waitress was very sweet, and that's why they got 1 star. Horrible ambiance if you have to sit outside the actual restaurant too DO NOT GO HERE! read more

See all

Came in for late breakfast or early lunch a few days ago. Got a coke and spicy bacon cheddar skillet. The food is good diner food. I think what makes it special is that it's a restaurant in a skyscraper. Sometimes on the news they interview people in diners. Think it would be neat if they interviewed customers in here and listened to their thoughts on topics of the day. The skillet has jalapenos in it so you get little kicks of spice but it's not overly spicy. read more

Pittsfield Cafe - Breakfast & Brunch Near Me - Chicago, Illinois

See all

It is a great option if you are looking for a place that does not have a wait in downtown Chicago which is difficult to find. However, we had to wait a while for our order to be taken. It does look a little creepy inside as there are no windows to be seen, but it is a hidden gem. The taste is very bland overall but would be willing to go again to try other items. They have a wide variety of both sweet and savory dishes. read more

See all

Pittsfield Cafe is located in the lobby of the Pittsfield building. Even though the lobby is elegant, there is also a feeling that the building has been deserted. The cafe is a standard diner. They don't make substitutions and the food isn't anything you can't get somewhere else. The servers are attentive and food came out quickly. read more

I have zero tolerance for food served luke-warm, which is how my breakfast arrived to my table. I kindly asked the server to put the plate in the microwave because "I like my food HOT: I emphasized HOT." In about a minute the dish was returned and the meal was a tad "warmer" in some places and now less than warm in others. Nothing was hot. No steam coming from the eggs, hash browns, or onions and this was a "skillet" dish. When available, I usually order "skillets" because the meal is almost always hot!' This experience was a bust. I ate less than half of my meal; the temperature yielded a tasteless experience. The establishment includes the tip and a credit card charge on the tab. I am visiting from Michigan and frequently visit Chicago. I enjoy my visits to the Windy City, but will find it difficult to return to the Pittsfield Cafe. read more

Direct your steps away from the scaffolded passage-way that Wabash Ave. has turned into and find yourself in a soaring space within a building paneled in marble in the 1920s. The glory days have left the Pittsfield Building; all the nicer then to receive a warm welcome from Delfina and co.--fast and friendly service; hearty diner fare. read more

The food was amazing. Large portions and not expensive. The restaurant was clean and the staff were wonderful. Great start to the day. read more

Pittsfield Cafe - Greek Skillet - Breakfast & Brunch Near Me - Chicago, Illinois

See all