Osteria del Pastaio

111 E Chestnut St, Chicago, IL 60611, United States
+1 312-649-0055
$$$ Italian restaurant , Restaurant
(642 Reviews)
Price Range $50–100

Osteria del Pastaio is a full-service Italian restaurant nestled in the heart of Chicago’s River North neighborhood, offering a refined yet approachable dining experience. The atmosphere strikes a balance between elegant and warm, with a setting that feels fitting for everything from a pre-theater meal to a relaxed family dinner.

The space feels thoughtfully curated, with attentive service that often extends beyond the basics—as noted by diners who appreciate both knowledgeable wine recommendations and the skillful presentation of dishes. There’s a strong focus on pasta, with specialties like the Pecorini Al Tartufo Nero crafted tableside in a large cheese wheel, creating a lively, sensory experience. The menu also includes seasonal and well-executed antipasti such as fresh Maine Lobster Ceviche, Calamari Fritti, and vibrant salads like the Insalata Tricolore Dell Osteria.

Osteria del Pastaio suits those who enjoy sharing dishes and tasting a range of Italian flavors, whether it’s a group gathering or a more intimate meal. The pasta selections range from classics like Penne Arrabbiata to house specialties like the Rigatoni Con Pesto, often elevated with thoughtful additions that play with textures and fresh ingredients.

The restaurant feels especially accommodating during celebratory occasions or after arts and theater outings, given its location near Chicago’s entertainment district. Weeknights and weekends see a comfortable flow of both locals and visitors, and while reservations help secure a spot, there’s a casual rhythm that doesn’t feel overly formal.

Service tends to be a highlight, with some variability in staff experience noted by regulars; the pasta prepared in the cheese wheel and the seamless wine knowledge are commonly appreciated touchpoints. The ambiance matches a setting where you can linger over multiple courses without feeling rushed, making it an ideal choice for those who enjoy savoring their meal and accompanying drinks.

Visitors looking for a polished, classic Italian experience with a touch of theatrical flair will find Osteria del Pastaio a well-rounded option, especially if sharing plates and sipping on thoughtfully chosen Italian wine appeals to their dining style.

Highlights
Has fast service
Serves great dessert
Has great wine list
Popular for
Popular for dinner
Good for solo dining
What they serve
Serves alcohol
Serves beer
Serves cocktails
Serves coffee
Serves comfort food
Serves food
Serves happy-hour drinks
Serves spirits
Serves vegetarian dishes
Serves wine
Best for
Serves dinner
Has counter service
Serves dessert
Has seating
Accessibility
Has wheelchair-accessible entrance
Has wheelchair-accessible seating
Has wheelchair-accessible toilet
Parking
Paid multi-storey car park
Paid street parking

Openings Hours

Checking

Monday

4:00 AM - 10:00 PM

Tuesday

4:00 AM - 10:00 PM

Wednesday

4:00 AM - 10:00 PM

Thursday

4:00 AM - 10:00 PM

Friday

4:00 AM - 11:00 PM

Saturday

4:00 AM - 11:00 PM

Sunday

4:00 AM - 10:00 PM

642 Reviews
Cheyne Moore

28 Dec 2025

I had an incredible dining experience! Felix's service was impeccable, and his recommendations were spot on. The carbonara was absolutely delicious, and every drink and entrée was delightful. Highly recommend this place for a fantastic meal!

Marly Ruiz

21 Dec 2025

I love the food here. I’ve been twice with my whole family, once to celebrate Christmas and another time after church, and both experiences were excellent. I love that I get to try so many of their special dishes by sharing and tasting everyone else’s plates. It never disappoints: delicious pasta, rich and flavorful sauces, and perfectly prepared meats. Every visit has been consistently great

Selina Redford

11 Oct 2025

I had a really pleasant experience here! Our waiter was really attentive and made sure to go the extra mile with his service. We ordered the Caprese Salad, Focaccia, Penne Arrabbiata, and their famous pasta in the cheese wheel called Pecorini Al Tartufo Nero - it's a pasta prepared in a 50 pound Pecorino cheese wheel with tossed with wild mushrooms, peas, leeks, and freshly shaved truffles. It was very rich but tasty. You definitely should order the Pecorini Al Tartufo Nero to share because after a few bites I was getting full from the heaviness. Also side note the truffle flavor is very intense, if you love truffles you will really like this dish. If you don’t, you can order without! Based on the size of the pasta, I would recommended sharing the plates! The Penne Arrabiata was definitely my favorite of the dishes! We ended with their mango cheesecake which was amazing. I would 100% order it again. Overall I would recommend! **Please note - I am a content creator and was reached out to for my honest opinion in exchange for the meal - however all of my opinions are my own & very much honest!**

margaret metzing

28 Sep 2025

Was in Chicago for a show and decided on Osteria del Pastaio because we wanted Italian and it was in close proximity to the venue. Made a reservation and got right in. Beautiful atmosphere, very attentive and quick service. Ordered wine and the delicious foccacia. Had a question about the wine I ordered and was met with some amazing wine knowledge and learned about the Italian region where my wine came from. My sister and I both ordered the house made pasta, she ordered the butternut squash ravioli and I ordered the arrabiata. They were both incredible. That ravioli was HUGE and GORGEOUS and also DELICIOUS! The arrabiata was very tasty and just perfectly spicy. I do have to say the this might be the first place that had perfect portions. Although we could have easily eaten 10 lbs of fresh pasta the portion was the perfect size to clean my plate and not feel like I needed to go lie down. This place is a must stop in Chicago. Will definitely be back next time I'm in town

Alicia Adami

27 Sep 2025

The food was spot on, this was our third visit with my daughter and her partner. The atmosphere was gorgeous. The food runner was absolutely amazing. He also did our pasta in the Parmesan wheel and he was so sweet. This is where the enjoyment of the employees ended. The woman who waited on us who has waited on us before acted like we shouldn’t be here because we didn’t have enough money or enough class for her. My recommendation ma’am, the next time you decide to be rude to a table maybe you should actually know who they are. I will return, but if she is our server, I will turn around and walk right back out. Thanks Blondie with the glasses.

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