Best of 18 restaurants in Old Town

Old Town, a cherished historic district, is a popular destination offering a unique dining experience. Discover the charm of "restaurants in Old Town," where a delightful blend of rich history and exquisite cuisine creates unforgettable memories. Whether you're seeking cozy eateries or upscale dining, Old Town's restaurants cater to various tastes and preferences. Immerse yourself in the vibrant atmosphere and savor the flavors at these exceptional "restaurants in Old Town."

1. The VIG

Historic location, live music on weekends

TOPICS

  • Italian Cuisine
  • Mid-Range
  • Downtown Spots
  • Vegetarian Options

2. Topo Gigio Ristorante in Old Town

Authentic Italian experience since 1989, extensive wine list

TOPICS

  • Italian Cuisine
  • Downtown Spots
  • Mid-Range

Relate link

3. Old Town Pour House (Old Town - Chicago)

Features over 90 craft beers on tap and a rooftop bar

TOPICS

  • Happy Hours
  • Social Gatherings
  • Downtown Spots

4. Twin Anchors Restaurant & Tavern in Old Town

Family-owned and operated since 1932, cash-only establishment

TOPICS

  • American Cuisine
  • Mid-Range
  • Downtown Spots
  • Dinner

5. Orso's

Established in 1975, Orso's is a classic Italian restaurant with live music on weekends.

TOPICS

  • Italian Cuisine
  • Social Gatherings
  • Budget-Friendly Eats
  • Downtown Spots

6. Broken English Taco Pub

Cool interior design, extensive tequila list, late-night happy hour

TOPICS

  • Mexican Cuisine
  • Vegetarian Options
  • Budget-Friendly Eats

7. Gussie's Handmade Italian

Family-owned restaurant with a traditional Italian menu

TOPICS

  • Italian Cuisine
  • Downtown Spots
  • Dinner

8. The Glunz Tavern

Historic location since 1879, Extensive wine list, German-American cuisine

TOPICS

  • Social Gatherings
  • Italian Cuisine
  • Vegetarian Options

Relate link

9. Nookies on Wells

Offers alcohol-infused cookie shots

TOPICS

  • Italian Cuisine
  • Mid-Range
  • Downtown Spots
  • Vegetarian Options

10. Old Jerusalem Restaurant

Family-owned restaurant operating since 1977, featuring halal menu options

TOPICS

  • Social Gatherings
  • Italian Cuisine
  • Mid-Range
  • Downtown Spots

11. Woodie's Flat in Old Town

Features a rooftop deck, live music, and pool tables.

TOPICS

  • American Cuisine
  • Affordable Nightlife
  • Downtown Spots

12. Kamehachi

Established in 1973, one of the first sushi restaurants in Chicago

TOPICS

  • Asian Cuisine
  • Downtown Spots

13. LG's Bar & Kitchen

Live music on weekends, dog-friendly patio, and happy hour specials

TOPICS

  • American Cuisine
  • Affordable Nightlife
  • Downtown Spots

14. Old Town Pub

Offers a happy hour with discounted drinks and food.

TOPICS

  • Social Gatherings
  • American Cuisine
  • Mid-Range
  • Downtown Spots

Relate link

15. 1959 Kitchen & Bar

Impressive city view, Cozy outdoor seating, Great cocktails and wine list

TOPICS

  • American Cuisine
  • Downtown Spots
  • Dinner
  • Late Night

16. Adobo Grill

Live Latin music, extensive tequila selection, freshly made salsas

TOPICS

  • Mexican Cuisine
  • Vegan Options
  • Mid-Range
  • Downtown Spots

17. Boka

All-you-can-eat option available, High-quality meat selection, On-site BBQ grills

TOPICS

  • American Cuisine
  • High-End
  • Downtown Spots

18. Gallucci Pizzeria Napoletana

Wood-fired oven, imported Italian ingredients

TOPICS

  • Italian Cuisine
  • Mid-Range
  • Downtown Spots