Best Contemporary Italian Restaurants in Old Town
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Award-winning
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7 restaurants available nearby
How are Featured results ranked
Booked 70 times today
Price: Expensive
• Contemporary italian • River North (Chicago)
Booked 2 times today
Price: Moderate
• Contemporary italian • River North (Chicago)
Booked 58 times today
Price: Moderate
• Contemporary italian • Gold Coast / Streeterville
Booked 1 time today
Booked 12 times today
Price: Moderate
• Contemporary italian • Downtown / Loop
Booked 28 times today
Booked 1 time today
‘About the restaurant’ descriptions have been generated using an artificial intelligence model comprised of OpenTable proprietary data that has not been independently verified by OpenTable. The content is presented as-is, for informational purposes only.
See what locals rave about
From verified diners like you
From verified diners like you
- RRosieChicago / Illinois •1 review5.0Dined 5 days agoWe had the best time and service was wonderful. We loved the seafood tower!More infoFiorettaPrice: Very Expensive• Steak• West Loop•4.7
- OTOpenTable DinerChicago / Illinois •2 reviews5.0Dined 5 days agoCame for my birthday weekend 6/22/25 knowing about the Alice of the Wonderland theme decor. Beautiful! Came with my mom and was seated. Greeted by the waitress Tara. She was so sweet and welcoming. We ordered Waffles and Chicken for breakfast. And had the best cocktails drinks ever! I forgot the name of the drink but it was name after the Wonderland theme. The music was nice and a vibe. Me & my mom had a blast, to the point the manager of Tree House came over to introduce himself and heard it was my birthday and wished me one. I appreciate that. The staff was amazing! Thank you guys! Check them out! 💕More infoWonderland at Tree HousePrice: Moderate• Italian• River North (Chicago)•4.3
- SSaraVIPChicago / Illinois •9 reviews5.0Dined 7 days agoBeautiful outside seating, friendly staff and delicious food!More infoPinstripes - ChicagoPrice: Moderate• American• Gold Coast / Streeterville•4.5
- LlindseyTampa / Central Florida West •2 reviews5.0Dined on Jun 19, 2025Irina and Chanel were awesome! Such a cool experienceMore infoStarbucks Reserve® Chicago RoasteryPrice: Expensive• Café• River North (Chicago)•4.8
- CCindyVIPIndiana •7 reviews5.0Dined on Jun 12, 2025Good food and great for a big party. Delicious mealMore infoThe Palm ChicagoPrice: Very Expensive• Steakhouse• Downtown / Loop•4.5