What is the best Mexican restaurant in Magnificent Mile & Streeterville?

Flaco's Tacos (Water Tower) is our top pick for Mexican restaurants in Magnificent Mile & Streeterville, scoring 8.3/10. Local mini-chain spot where the focus is straightforward, well-seasoned tacos and margaritas a block off Michigan Avenue.

Any insider tips for Flaco's Tacos (Water Tower)?

Build a two- or three-taco plate, then add chips and salsa instead of overloading with sides to keep the meal under $15.

What should I order at Flaco's Tacos (Water Tower)?

House-marinated steak taco, ancho chicken taco, chips and guac.

When should I visit Flaco's Tacos (Water Tower)?

Weekdays 11am–2pm or early evening to avoid lines.

Who should go to Flaco's Tacos (Water Tower)?

Mag Mile workers, students, and visitors craving fast tacos.

Any insider tips for Su Casa Mexican Restaurant?

Ask for the back-room or patio seating for a quieter, more atmospheric meal.

What should I order at Su Casa Mexican Restaurant?

Start with Nachos Su Casa, then fajitas and enchiladas.

When should I visit Su Casa Mexican Restaurant?

Early evenings and weekends for lively patio and bar energy.

Who should go to Su Casa Mexican Restaurant?

Visitors craving classic Tex-Mex near the Magnificent Mile.

Any insider tips for Tallboy Taco?

Plan around $3 taco Sundays and daily happy hour—ordering tacos in bundles with a house margarita keeps the bill reasonable for the neighborhood.

When should I visit Tallboy Taco?

Afternoons 3–5pm or Sundays for taco and drink deals.

Who should go to Tallboy Taco?

After-work groups and hotel guests wanting tacos with drinks.

Best Happy Hour Mexican Restaurants in Magnificent Mile & Streeterville (60611)

3 hand-picked restaurants, critic-reviewed and ranked

Last Updated: January 2026

🔖 Save List

Our Top Pick

Flaco's Tacos (Water Tower)

Local mini-chain spot where the focus is straightforward, well-seasoned tacos and margaritas a block off Michigan Avenue.

Notable Picks

#1 Flaco's Tacos (Water Tower)

8.3

$ Gold Coast

Vibes: Cheap Eats Budget Brilliance Quick Bites Champions Solo Dining Sanctuaries

Steps from the Water Tower, this family-owned taqueria turns out tacos, burritos, and margaritas on a counter-service model with quick turnaround. Happy hour specials on margaritas and snacks make it a value-driven stop before shopping or downtown events.

Must-Try Dishes: House-Marinated Steak Taco, Ancho Chicken Taco, Al Pastor Taco

What makes it special: Local mini-chain spot where the focus is straightforward, well-seasoned tacos and margaritas a block off Michigan Avenue.

View Full Review →

Worthy Picks

#2 Su Casa Mexican Restaurant

7.9

$ River North

Vibes: Comfort Food Classics Group Dining Gatherings Family Friendly Favorites Happy Hour Hotspots

A long-running River North cantina just off the Magnificent Mile, Su Casa pairs classic Tex-Mex plates with strong margaritas and a busy bar. Happy hour draws office groups and travelers for discounted drinks and snacks before the dinner rush.

Must-Try Dishes: Fajitas, Nachos Su Casa, Enchiladas Rojas

What makes it special: Downtown Chicago’s old-school Mexican cantina in a cozy carriage house setting.

View Full Review →

#3 Tallboy Taco

7.8

River North / Near North Side

Vibes: Quick Bites Champions Trendy Table Hotspots Happy Hour Hotspots Girls Night Out Approved

Opened in 2020 by the Lettuce Entertain You team, Tallboy Taco is a Streeterville counter-service spot for Californian-style tacos, nachos, and margaritas with a sizeable patio. The food leans more toward convenient than destination-worthy, but its $3 taco Sundays and all-day happy hour deals make it one of the more social taco options in 60611.

Must-Try Dishes: Carne Asada Taco, Crispy Fish Taco, Masa-Crusted Avocado Taco

What makes it special: A modern Streeterville taco counter from a major local restaurant group, pairing California-influenced tacos with margaritas and a busy patio.

View Full Review →