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If it's Cinco de Mayo, you know Chicago restaurants are celebrating. We have all of your deals around the city for Chicago's favorite day in May. Check back often for updates.

Dos Urban Cantina

Kick off Cinco de Mayo celebrations with a brunch buffet at Dos Urban Cantina. Dos is the partnership of husband and wife chef team Brian Enyart and Jennifer Jones Enyart, who met while working under chefs Rick Bayless and Charlie Trotter, respectively. Their menu is an interpretation of cuisine that embraces flavors and ingredients inspired by the bounty of Mexico.

The Cinco de Mayo Brunch Buffet at Dos Urban Cantina will be available Sunday, May 5 from 10am - 2pm. The cost is $28 per person. The all you can eat buffet will feature classic Mexican dishes with seasonal twists, including tamales, chilaquiles, ceviche, a guacamole bar, cinnamon rolls, texas sheet cake and lots more!

Edwin Perez of Rootstock Wine & Beer Bar in Humbolt Park will be doing a pop up special in the evening starting at 5pm.

Chipotle Mexican Grill

On Sunday, May 5, Chipotle Mexican Grill will celebrate Cinco de Mayo with free delivery. Burrito lovers can take advantage of free delivery on any order worth $10 or more placed through the Chipotle mobile app, online at or via DoorDash.

Chipotle fans can also rack up Rewards points with their Cinco de Mayo purchases in the Chipotle app and on! Rewards newbies can still sign up for the loyalty program and receive a free side of chips and guacamole with their first Rewards purchase through June 23. All rewards members earn 10 points for every dollar spent at the store, and after 1250 points ($125), members earn a free entrée.

And from May 5 to May 10, fans can take part in Chipotle’s first TikTok #ChipotleLidFlip challenge to replicate the signature burrito bowl lid flip made famous by employee Daniel Vasquez of Frederick, Maryland in January. 

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The Brunch Buffet at Dos Urban Cantina (Photo Courtesy of Dos Urban Cantina)

Broken English Taco Pub (Lincoln Park)

Broken English Taco Pub will launch their First Annual Cinco on the Streets Festival on Saturday, May 4 (Noon-9pm) and Sunday, May 5 from Noon - 8pm. The festival will run past Broken English Lincoln Park (2576 N Lincoln Ave, Chicago) along Jonquil Park on North Sheffield Avenue and Lill Street.

Celebrate Mexico’s victory with two full days of music, luchadors, agave tastings, tacos, elote, and churros. Attendees will have access to an Agave Garden that will feature agave-based spirits tastings, a mechanical bull ($5 rides), face painting, music & DJ’s, food & drinks, a wrestling ring with luchadors both days, and more.

Executive Chef Frank Valdez has spearheaded the food options, which include new and old offerings from the Broken English menu. Attendees will be offered a range of tacos, elote, & churros. The Broken English beverage team has created a menu that includes margaritas & cervezas, to spiked sparkling, and non-alcoholic options as well.  

A $5 suggested donation upon entry will benefit the Stefani's Children's Foundation. VIP ticket packages include:

  • Frida Fiesta Package: includes 2 tacos, 2 margaritas, the suggested entry donation for $30

  • Borracha Fiesta Package: includes 2 tacos, 2 margaritas, agave garden tasting, the suggested entry donation for $45

  • Tickets:

  • Tickets will also be available day of (cash only)  

  • **Must be 21 to purchase tickets. Those under the age of 21 can attend with a parent or guardian who is 21 and over.

A Taco Spread at Broken English Taco Pub (Photo Credit: Kailley Lindman)

Sable Kitchen & Bar

Celebrate Cinco de CAP-O at Sable Kitchen & Bar on Sunday, May 5th from 5PM-12AM. Members from Tales of the Cocktail Foundation’s “Cocktail Apprentice Program” (CAP) will join forces to stir and shake a menu of 10 Cinco de Mayo-inspired cocktails behind Sable’s bar to benefit the Helen David Relief Fund, which aides bartenders affected by Breast Cancer. Cocktails include the Capaquiri (Santa Teresa Rum, Lime, Cane Sugar), Batanga (Tequila, Cola, Salted Rim), CAP Juice (Tequila, Grapefruit, Soda, Salt) and more!

CAP Bartender Roster

·        Mike Ryan, Kimpton Hotels & Restaurants

·        Megan Fraser, Union Square Café (New York, NY)

·        Richard Beltzer, Bad Hunter

·        Patrick Braga, Paper Plane (San Jose, CA)

·        Mary Palac, Paper Plane (San Jose, CA)

·        Sarah Schmitt, Rhine Hall Distillery & Avec

·        Angie Caballero, Bellemore

·        Alexis Belton, The Aviary

·        Jenee Craver, Sable Kitchen & Bar

·        Dante Torres, Sable Kitchen & Bar

Tales of the Cocktail Foundation is an non-profit organization that educates, advances, and supports the global hospitality industry and creates lasting impact in our host communities. The Cocktail Apprentice Program (CAP) is an exclusive mentorship program for up-and-coming bartenders to learn alongside some of the biggest names in the business during the five days of the annual Tales of the Cocktail conference.

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Photo Courtesy of Sable Kitchen & Bar


Cerise Rooftop (203 N Wabash Ave, 26th floor) at Virgin Hotels Chicago is throwing a “Cuatro de Caballo” party on Saturday, May 4 to celebrate the re-opening of the rooftop bar, the derby and Cinco de Mayo. The party will kick off at 2 p.m. with ’80s music followed by Tengo Funk from 8 p.m. into the late hours of partying. Guests can look forward to miniature ponies, red hot beverage and food items, and more. Cerise will also offer a tequila and Tecate special ALL DAY for $9 total. 


Why celebrate in Chicago, when you can feel like you're on a plane to Mexico itself at Beatnik (1604 W Chicago Ave.) during their "Flight To Oaxaca" brunch May 5. As part of their ongoing JETSET series, which transports guests with music and cocktails from different tropical regions each weekend, "Flight to Oaxaca" features curated playlists by live DJ, Bumbac Joe, who specializes in Latin American dance music. The brunch menu includes shakshuka with duck eggs ($12) and a Spanish tortilla with uni ($14) as well as cocktail specials like half-price large format cocktails. 

Beatnik Large Format Cocktail
Photo Courtesy of Beatnik

Fat Rosie's (Naperville and Frankfort)

The suburban Mexican restaurant will be serving up an array of food and drinks. Whether you’re in the mood for something sweet, salty, or strong, Fat Rosie’s has you covered with its drink menu featuring specialty cocktails from Corona-Ritas to house-made Sangria. Not in the mood for a drink? Mix and match any of Fat Rosie’s ten tacos and tostadas. Fat Rosie's is located at 28 Kansas St in Frankfort and 47 East Chicago Ave in Naperville.

The J.Parker

The J.Parker will be in full Cinco de Mayo mode on their rooftop Sunday, May 5 from 2pm-6pm. Banhez Mezcal will be providing tastings of their Mezcal Expressions while The J.Parker showcases a mezcal cocktail menu for the day. For $7 guests can enjoy a shot of mezcal and Corona while a DJ spins party hits and south of the border essentials. And a $2 taco bar. Register for tickets here (free).

Antique Taco

Signature tacos, homemade tortillas and refreshing margaritas make Antique Taco a great place for Cinco de Mayo festivities. Both the Wicker Park and Bridgeport locations will celebrate on May 5th with extended hours of 11am-10pm (usually 8pm). Pull up a seat on Bridgeport's patio or stop in to the Wicker Park flagship for crowd favorites like the garlic shrimp and pork carnitas taco, while sipping on Rosemary's Margarita or a refreshing Paloma (or both, it’s a holiday).

Al Pastor Tacos
Al Pastor Tacos at Fat Rosie's (Photo Courtesy of Fat Rosie's)

Doc B's Restaurant + Bar

Doc B's Restaurant + Bar will be offering half off all tequila drinks. Whether you take it straight up or prefer your Avion mixed into the restaurant's signature cocktail, The Internal Affair (tequila, jalapeño, pineapple, basil), Doc B's is slashing tequila prices in half in celebration of Mexico.

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The Internal Affair Cocktail (Photo Courtesy of Doc B's)

Jake Melnick's
Enjoy $4 Tecate Cans, $6 Margaritas, $7 Michelada, and $2 Pit Tacos for Cinco de Mayo.

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Pit Tacos at Jake Melnick's (Photo Courtesy of Mallory Korol)

VU Rooftop Bar

The South Loop’s first rooftop, is partnering with Tequila Avión to offer three specialty cocktails. Available Thursday, May 2 through Sunday, May 5, patrons will have the opportunity to choose between either a Spiced Pear Margarita, a 44 Smash, or a Mexican Firing Squad. 

·         A Spiced Pear Margarita, with Avión Reposado, St. George Spiced Pear, and Lime,  $16 

·         A 44 Smash, mixed with Muddled Blueberry and Lemon, $44 

·         A Mexican Firing Squad, complete with Tequila Avión Silver, and topped with grenadine, lime, and angostura bitters, $16 


Pinstripes, 435 E. Illinois St., is offering their signature handcrafted Margarita Italiano for $7 and Pacifico Claras for just $3. Both handcrafted cocktails will be available all day. Pinstripes Chicago will be open from 10 a.m. – 10 p.m. on Cinco de Mayo.

ROOF on theWit

ROOF on theWit, set 27 stories above  the city streets at 201 N State Street, is starting the Cinco de Mayo festivities early by offering $20 Roka Patron Flights, which include a 1oz Roka Patron Silver and 1oz Roka Patron Reposado, on Friday, May 3 and Saturday, May 4. In addition, they will be offering $10 House Margaritas and Palomas.

Vu Cinco De Mayo
Drinks with a VU (Photo Courtesy of VU Rooftop Bar)


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