Menu

Osteria del Pastaio

Osteria del Pastaio, 111 E Chestnut St, Chicago

4.5
RESTAURANT RATING: 
WONDERFUL
4.5 out of 5 (126 Ratings)
Powered By Opentable
3.6 miles Fourth Presbyterian Church Chicago
About Osteria del Pastaio
The Spotlight on Osteria del Pastaio

Classic Italian Flavor Just Steps from the Stage

Osteria del Pastaio is a warm, inviting Italian restaurant located in Chicago’s Gold Coast neighborhood, just a short stroll from many of the city's popular music venues. Known for its hearty pastas, house-made sauces, and charming European vibe, this spot offers an authentic taste of Italy in a cozy, unpretentious setting. With its wood-accented interiors and candlelit tables, it’s equally perfect for a romantic dinner or a fun group meal before a show.

Why Concert-goers love it

Concert fans appreciate Osteria del Pastaio for its fast, attentive service that makes it easy to enjoy a full meal without stressing about showtime. Its close proximity to major venues means you won’t need to rush or worry about parking twice. The restaurant maintains a pleasant noise level, making it a great pick for those who want to soak up pre-show excitement without shouting over their pasta. The menu is expansive but focused, with plenty of satisfying options that come out quickly and piping hot.

Who this Restaurant is great for

  • Groups of friends grabbing a bite before a high-energy concert
  • Solo travelers looking for a relaxed, welcoming atmosphere
  • Couples planning a romantic evening with live music
  • Fans who want to keep the energy up with wine and pasta before the show
  • Budget-conscious music lovers who still want quality, portion-friendly meals

What People Say

Reviews on TripAdvisor and OpenTable highlight the generous portions, friendly servers, and authentic Italian flavors. Diners rave about the “perfectly cooked pasta” and “rich, flavorful sauces,” while many mention the surprisingly reasonable prices for the upscale neighborhood. Regulars love the cozy, intimate feel, and many note it's a hidden gem just off Michigan Avenue.

Areas for Improvement

Some guests mention that the interior can feel slightly cramped during peak hours, and weekend reservations are highly recommended to avoid a wait. While not a place for trendy cocktails, the focus here is on classic Italian wine pairings.

The Bottom Line

If you’re heading to a concert and want a delicious, quick Italian meal in a cozy setting just minutes away, Osteria del Pastaio hits all the right notes.

Average Price
$30 and under
Cuisine
Italian
Dress Code
Business Casual
Opening Hours
Dinner
Daily 4:00 pm-9:30 pm

Osteria del Pastaio Customer Reviews

Overall Average Score: 
Exceptional (5 out of 5)

Write a review

5

Exceptional - 5.0 out of 5

Jerry S, Oak Park

Liked: The food was great.

TripAdvisor Traveler Rating

Osteria Del Pastaio is #676 of 9783 things to do in Chicago

4 of 5 stars4 out of 5
By: rebeccasaayed, Mexico City, Mexico
Sat 3 May, 2025
l The food: taste, quality and presentation is top of the line. Nonetheless, the 2 waiters we had for service were really incompetent- slow, didn’t speak well English, got confused many times with the...

Read Full Review
1 of 5 stars1 out of 5
By: lezten
Tue 10 Dec, 2024
l What a waste of time!! Food was not good and service was awful. Waited for an hour for the main entrée while there were only 6 tables in the whole restaurant.

Read Full Review
2 of 5 stars2 out of 5
By: Marilia and Mo F
Thu 5 Dec, 2024
l We used to come here rather often! Our last visit was so disappointing! From service to food! One of the dishes we had, was the pasta with truffle on the cheese wheel! Well I think there is no more...

Read Full Review
Write a Review of Osteria del Pastaio
Reference (Required)
Your Name (Required)
Your City
Your Email Address (Required)
Your overall rating of Osteria del Pastaio
What was good?
What was bad?
Your review of Osteria del Pastaio
Osteria del Pastaio 111 E Chestnut St, Chicago