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For its 13th free summer production, Midsommer Flight will present one of Shakespeare's most highly regarded and popular comedies. AS YOU LIKE IT, known for its witty dialogue, pastoral setting, and the strong female lead Rosalind, is one of Shakespeare's 10 most frequently produced plays. It takes some of Shakespeare's frequent tropes - intra-family conflicts, gender disguises, and lovers who must overcome obstacles in order to be together – and creates a lighthearted, romantic comedy that has been praised for its sophisticated banter. True to the comedy's famous line – "All the World's a Stage" – Midsommer Flight will again be creating natural stages in six Chicago parks over six summer weekends. The company will crisscross the city, with performances on the near south side (Chicago Women's Park and Gardens), farther south at Nichols Park in the Hyde Park neighborhood, the west side (Kelvyn Park), and the north side (Gross (Theodore) Park in Lincoln Square, Winnemac Park in Ravenswood, and Touhy Park in Rogers Park). Opening night is Friday, June 26 at 6 pm at Chicago Women's Park and Gardens, 1801 South Indiana Avenue in the South Loop (Near South Side).
 
Founding Artistic Director Beth Wolf (she/her/hers), named one of NEW CITY STAGE's 2026 "50 Players Who Really Perform for Chicago," announced her cast of 12 principals and six understudies today. Appearing as Rosalind, who like her father Duke Senior is banished from court by her uncle Duke Frederick, is Stephanie Mattos* (she/her). Barry Irving* (he/him) will play both Duke Frederick and Duke Senior. Orlando, who is attracted to Rosalind and flees to the Forest of Arden to escape a death threat from his brother, will be played by Thomas Russell (he/they). Orlando's brother, Oliver, will be played by Ian Voltaire Deanes (he/him). Ebby Offord* (she/they) will appear as Rosalind's loyal cousin Celia, who travels to the forest with Rosalind. Accompanying Rosalind and Celia to the forest is Touchstone, the Court Jester, to be played by Chase Wheaton-Werle. Jack Morsovillo* (he/him) will be Jaques, a melancholy and dramatic lord who camps with Duke Senior in the forest.
 
In the forest, the exiles meet the shepherds Silvius (Brandon Beach*, he/him) and Audrey (Jennifer Mohr, she/her). Silvius has unrequited love for the shepherdess Phebe (Triniti Cruz, she/her), who falls in love with Rosalind while Rosalind is disguised as a man. Meanwhile, Audrey is charmed by Touchstone.
 
Also in the principal cast are Connor O. Locklin (he/him) in multiple roles (Charles / First Lord in forest / MarText / Second Brother), and Riley Samuel Merritt (he/him) as Amiens and First Lord at court. The understudies are Alexander P. Garza (he/him, u/s Duke Frederick and Duke Senior), Jerome Michael Jones (he/him, u/s Orlando, Oliver), MJ Handsome (she/they, u/s Rosalind, Celia), Robert Wood Frank (he/him, u/s Silvius, Touchstone), Matt Keeley (he/him/his, u/s Charles / First Lord in forest / MarText / Second Brother, Jaques, Amiens), and Siyi Wang (she/her/hers, u/s Audrey, Phebe).

The AS YOU LIKE IT production team will include Rachel Sypniewski (she/her/hers, Costume Designer), Jeremiah Barr (he/him/his, Scenic/Props Designer), Jack Morsovillo* (he/him/his, Music Director), Will Wilhelm (they/them/theirs, Text Coach), Bryson David Hoff (he/him/his, Vocal Coach), Courtney Abbott (they/them/theirs, Intimacy Director), Thomas Russell (he/they, Fight Director), Becca Holloway (she/her/hers, Casting Director), Hailey Piorek (she/her/hers, Stage Manager), Chloe Steuber (she/her/hers, Assistant Stage Manager), and Joshua Pennington* (he/they, Assistant Director).

*Indicates Midsommer Flight Artistic Ensemble member
 
Midsommer Flight's productions are performed in natural sunlight and without amplified sound, much as they were done in the Bard's day. Midsommer Flight has become one of Chicago's best-loved and most highly regarded producers of free summer Shakespeare. THIRD COAST REVIEW's Nancy Bishop, in her 3-1/2-star review of 2024's ROMEO AND JULIET summed it up by writing, "Is there anything as lovely as theater in the park on a warm summer evening?" Tristan Bruns of NEW CITY said in his review of 2025's LOVE'S LABOUR'S LOST, " ...the sun had died down and a light breeze cut the humidity. Monarch butterflies tumbled through the air and rested on laps. Midsommer's ebullient take on Shakespeare matched the surroundings perfectly...This is the Shakespeare I want to see on a cool summer evening, sitting in a folding chair and sipping a LaCroix beside a butterfly companion."
 
LISTING INFORMATION

AS YOU LIKE IT
By William Shakespeare
Directed by Producing Artistic Director Beth Wolf
June 26 - August 2, 2026
Fridays, Saturdays*, and Sundays at 6 pm, Thursday, July 2 at 6 pm
*No performance Saturday, July 4
Admission is free (donations gladly accepted)
Opening night – Friday, June 26, 6 pm in Chicago Women's Park and Garden, 1801 S. Indiana Ave, 60614
 
Performed in six different Chicago Park District parks

  • June 26, 27, 28 at Chicago Women's Park and Garden, 1801 S. Indiana Avenue, 60616
  • July 2, 3, 5 at Gross (Theodore) Park, 2708 W Lawrence Avenue, 60625
  • July 10, 11, 12 at Nichols Park, 1355 E 53rd Street, 60615
  • July 17, 18, 19 at Kelvyn Park, 4438 W Wrightwood, 60639
  • July 24, 25, 26 at Winnemac Park, 5100 N Leavitt, 60625
  • July 31, August 1, 2 at Touhy Park, 7348 N Paulina Avenue, 60626

AS YOU LIKE IT is a vibrant Shakespearean comedy that wittily explores love and gender roles. Banished from court by her uncle, Rosalind escapes to the Forest of Arden, where she disguises herself as man in order to win over her lover by trying to convince him he should forget her. The play examines various types of love—from passionate to superficial to mature—offering a nuanced look at romantic relationships and human connection and playfully exploring the fluidity of gender roles. Audiences are encouraged to come early and bring a picnic to enjoy this free programming. Seating is first-come, first-served, and audience members can bring their own blankets or chairs. 

Free Reservations are encouraged but not required. Those with reservations will be contacted in the event of weather cancellations or other last-minute updates. Reservations will be available through the Midsommer Flight website at www.midsommerflight.com beginning on June 1. Show information on website at www.midsommerflight.com, including detailed schedule and info about directions and parking at each park.
 
ABOUT MIDSOMMER FLIGHT. Midsommer Flight is a theatre company dedicated to presenting high quality, accessible productions of Shakespeare's plays in Chicago communities. After the company's well-received inaugural production of A MIDSUMMER NIGHT'S DREAM in 2012, the Chicago City Council honored Midsommer Flight with a resolution praising "the Midsommer Flight theater troupe on their dedication to bringing the arts to underserved communities."  The company incorporated as a not-for-profit in the state of Illinois in early 2013 and has produced ROMEO AND JULIET (2013, 2024), MUCH ADO ABOUT NOTHING (2014), MACBETH (2015), TWELFTH NIGHT (2015, 2016, 2017, 2018, 2019, 2021, 2022) AS YOU LIKE IT (2016), HAMLET (2017), THE TWO GENTLEMEN OF VERONA (2018), THE TEMPEST (2019), A MIDSUMMER NIGHT'S DREAM (2012 AND 2022), CYMBELINE (2023), and LOVE'S LABOUR'S LOST (2025). The company was nominated in 2019 for the third time for the League of Chicago Theatres "Emerging Theatre Award."
 
Midsommer Flight is committed to presenting financially accessible theatre. Productions are 100% free to the public (donations gratefully accepted). Audiences are encouraged to come early and bring a picnic to enjoy this free programming. For more information visit www.midsommerflight.com. 
 
ABOUT NIGHT OUT IN THE PARKS
 
AS YOU LIKE IT is presented as part of the Chicago Park District's Night Out in the Parks series, supported by the Mayor's Office and the Chicago Department of Cultural Affairs and Special Events. The Night Out in the Parks program presents cultural events year-round in neighborhood parks throughout the city. The Chicago Park District in partnership with local artists and organizations, presents engaging events and performances that enhance quality of life across Chicago and amplify the artistic and cultural vibrancy in every neighborhood. Through multiple disciplines, which include theater, music, movies, dance, site-specific work, nature programs, and community festivals, the series aims to support Chicago-based artists, facilitate community-based partnerships and programs, cultivate civic engagement, and ensure equity in access to the arts for all Chicagoans. For more information, please visit www.nightoutintheparks.com.

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