# When To See The Winter&#8217;s Tale in Chicago: November 2026

> See The Winter's Tale at Chicago Shakespeare Theater in November 2026. Get dates, times & tickets now with OnesToWatch Live.

**Published:** 2026-10-20 | **Updated:** 2026-10-27 | **Author:** onestowatch
**URL:** https://onestowatch.com/live/winters-tale-november-2026-chicago/
**Type:** post

**Categories:** Artist tours

![When To See The Winter&#8217;s Tale in Chicago: November 2026](https://resources.onestowatch.com/wp-content/uploads/sites/28/2026/10/1792428927669-8517cec8f1a1-1024x572.webp)

---

## Content

## Key Details for November 2026

- The Winter’s Tale at Chicago Shakespeare Theater runs October 13 through December 12, 2026, in the Jentes Family Courtyard Theater on Navy Pier, directed by Edward Hall with a runtime of 2 hours and 35 minutes plus intermission.
- November 2026 has 11 Winter’s Tale performance slots across nine dates, and most of those performances fall between November 17 and 28.
- Chicago Shakespeare Theater pairs The Winter’s Tale with A Midsummer Night’s Dream in repertory for the first time in its 40-year history, performed by the same 14-actor all-Chicago ensemble.
- OnesToWatch Live lists 14 November 2026 Winter’s Tale ticket listings with live affiliate links, because several dates have both Courtyard Theater and Yard entries.

## Ticket Links for November 2026 Performances

November 2026 concentrates most Winter’s Tale performances into the second half of the month, and several dates appear in both the Courtyard Theater and The Yard. The links below go straight to live ticket inventory for each tracked performance.

**Tuesday, November 17 — 7:00 PM | Chicago Shakespeare Theater | Evening**

[Buy Nov 17 tickets — Courtyard Theater](https://ticketmaster.evyy.net/c/6581772/264167/4272?u=https%3A%2F%2Fwww.ticketmaster.com%2Fevent%2FZ7r9jZ1A700pe&utm_medium=affiliate)

**Tuesday, November 17 — 7:00 PM | The Yard at Chicago Shakespeare | Evening**

[Buy Nov 17 tickets — The Yard](https://ticketmaster.evyy.net/c/6581772/264167/4272?u=https%3A%2F%2Fwww.ticketmaster.com%2Fevent%2FZ7r9jZ1AAZ_aI&utm_medium=affiliate)

**Wednesday, November 18 — 1:00 PM | The Yard at Chicago Shakespeare | Matinee**

[Buy Nov 18 1 PM tickets — The Yard](https://ticketmaster.evyy.net/c/6581772/264167/4272?u=https%3A%2F%2Fwww.ticketmaster.com%2Fevent%2FZ7r9jZ1AAZ_at&utm_medium=affiliate)

**Wednesday, November 18 — 1:00 PM | Chicago Shakespeare Theater | Matinee**

[Buy Nov 18 1 PM tickets — Courtyard Theater](https://ticketmaster.evyy.net/c/6581772/264167/4272?u=https%3A%2F%2Fwww.ticketmaster.com%2Fevent%2FZ7r9jZ1A700p7&utm_medium=affiliate)

**Wednesday, November 18 — 7:00 PM | Chicago Shakespeare Theater | Evening**

[Buy Nov 18 7 PM tickets — Courtyard Theater](https://ticketmaster.evyy.net/c/6581772/264167/4272?u=https%3A%2F%2Fwww.ticketmaster.com%2Fevent%2FZ7r9jZ1A700pd&utm_medium=affiliate)

**Wednesday, November 18 — 7:00 PM | The Yard at Chicago Shakespeare | Evening**

[Buy Nov 18 7 PM tickets — The Yard](https://ticketmaster.evyy.net/c/6581772/264167/4272?u=https%3A%2F%2Fwww.ticketmaster.com%2Fevent%2FZ7r9jZ1AAZ_aY&utm_medium=affiliate)

**Saturday, November 21 — 7:00 PM | Chicago Shakespeare Theater | Evening**

[Buy Nov 21 tickets — Courtyard Theater](https://ticketmaster.evyy.net/c/6581772/264167/4272?u=https%3A%2F%2Fwww.ticketmaster.com%2Fevent%2FZ7r9jZ1A700pA&utm_medium=affiliate)

**Saturday, November 21 — 7:00 PM | The Yard at Chicago Shakespeare | Evening**

[Buy Nov 21 tickets — The Yard](https://ticketmaster.evyy.net/c/6581772/264167/4272?u=https%3A%2F%2Fwww.ticketmaster.com%2Fevent%2FZ7r9jZ1AAZ_as&utm_medium=affiliate)

**Sunday, November 22 — 2:00 PM | The Yard at Chicago Shakespeare | Matinee**

[Buy Nov 22 tickets — The Yard](https://ticketmaster.evyy.net/c/6581772/264167/4272?u=https%3A%2F%2Fwww.ticketmaster.com%2Fevent%2FZ7r9jZ1AAZ_aw&utm_medium=affiliate)

**Sunday, November 22 — 2:00 PM | Chicago Shakespeare Theater | Matinee**

[Buy Nov 22 tickets — Courtyard Theater](https://ticketmaster.evyy.net/c/6581772/264167/4272?u=https%3A%2F%2Fwww.ticketmaster.com%2Fevent%2FZ7r9jZ1A700pk&utm_medium=affiliate)

**Tuesday, November 24 — 7:00 PM | The Yard at Chicago Shakespeare | Evening**

[Buy Nov 24 tickets — The Yard](https://ticketmaster.evyy.net/c/6581772/264167/4272?u=https%3A%2F%2Fwww.ticketmaster.com%2Fevent%2FZ7r9jZ1AAZ_1e&utm_medium=affiliate)

**Tuesday, November 24 — 7:00 PM | Chicago Shakespeare Theater | Evening**

[Buy Nov 24 tickets — Courtyard Theater](https://ticketmaster.evyy.net/c/6581772/264167/4272?u=https%3A%2F%2Fwww.ticketmaster.com%2Fevent%2FZ7r9jZ1A700p6&utm_medium=affiliate)

**Wednesday, November 25 — 1:00 PM | The Yard at Chicago Shakespeare | Matinee**

[Buy Nov 25 1 PM tickets — The Yard](https://ticketmaster.evyy.net/c/6581772/264167/4272?u=https%3A%2F%2Fwww.ticketmaster.com%2Fevent%2FZ7r9jZ1AAZ_aS&utm_medium=affiliate)

**Wednesday, November 25 — 1:00 PM | Chicago Shakespeare Theater | Matinee**

[Buy Nov 25 1 PM tickets — Courtyard Theater](https://ticketmaster.evyy.net/c/6581772/264167/4272?u=https%3A%2F%2Fwww.ticketmaster.com%2Fevent%2FZ7r9jZ1A700pF&utm_medium=affiliate)

## Full November 2026 Calendar Overview

The complete Chicago Shakespeare Theater November 2026 calendar for The Winter’s Tale includes three early-month dates sold through the CST box office and the later performances listed above.

- **Sunday, November 1 — 2:00 PM, Jentes Family Courtyard Theater (matinee).** Early-month Sunday matinee before A Midsummer Night’s Dream opens, sold through the official CST box office.
- **Saturday, November 7 — 7:00 PM, Jentes Family Courtyard Theater (evening).** First Saturday evening of the month and the last Saturday before the repertory companion launches, with tickets via the official CST box office.
- **Sunday, November 8 — 2:00 PM, Jentes Family Courtyard Theater (matinee).** Final performance before A Midsummer Night’s Dream begins previews, also sold through the official CST box office.

The official CST production page lists eleven November 2026 performance slots across nine dates: Nov 1, 7, 8, 17, 18 (1:00 PM and 7:00 PM), 21, 22, 24, and 25. It also notes additional November performances beyond November 25: Friday, November 27 at 7:00 PM and Saturday, November 28 at 2:00 PM and 7:00 PM.

## Cast and Creative Team Highlights

The production uses a 14-actor company drawn entirely from Chicago, and every performer also appears in A Midsummer Night’s Dream. Demetrios Troy leads as Leontes, with Jessica Dean Turner as Hermione and Chiké Johnson as Polixenes. Issy van Randwyck plays Paulina, and Sean Fortunato appears as Lord/Autolycus. The ensemble also includes Felicia Oduh, Esteban Ortiz-Villacorta, Ronald L. Conner, Kevin Gudahl, Dan Haller, Erik Hellman, Kieran McCabe, Patty Roache, and Grace Steckler.

Michael Pavelka designs scenery and costumes, Marcus Doshi designs lighting, and Emily Hayman designs sound. Kieran McCabe provides original music, and Edward Hall directs.

## Other 2026 Productions and the Repertory Companion

The repertory companion to the Chicago staging is A Midsummer Night’s Dream, which begins performances with a first preview on November 11, 2026 in the Jentes Family Courtyard Theater. It officially opens November 15 and runs through January 3, 2027. The same 14 actors perform both plays, with roles shifting completely between productions; for example, Sean Fortunato plays Lord/Autolycus in The Winter’s Tale and Theseus/Oberon in A Midsummer Night’s Dream. Accessibility performances across the run include open captioning, ASL interpretation, and audio description.

Two other 2026 Winter’s Tale productions had already closed before November. [Great Lakes Theater’s production](https://greatlakestheater.org/shows-events/shows/2026-27/the-winters-tale/artistic-company) at the Hanna Theatre in Cleveland ran September 25 through October 11, 2026, directed by Tracy Young with a runtime of 2 hours and 45 minutes including intermission. [The Public Theater’s Free Shakespeare in the Park production](https://publictheater.org/productions/season/2526/sftc/shakespeare-for-the-city/) ran at The Delacorte Theater from July 28 to August 23, 2026. Daniel Sullivan directed, with Raúl Esparza as Leontes and Lily Rabe as Hermione, and that staging ran about 3 hours and 20 minutes.

## Patterns in the November Schedule

Looking at the calendar above, one pattern stands out: November is one of the densest months of the run and is heavily back-loaded. The first three performances on November 1, 7, and 8 are spread across two weekends. The cluster from November 17 through 28 concentrates the remaining November performances into twelve days.

The start times follow a simple pattern. Weekday matinees are at 1:00 PM on November 18 and 25, and weekend matinees are at 2:00 PM on November 1, 8, and 22. Every evening performance starts at 7:00 PM.

Chicago Shakespeare Theater designates November 21 and November 24 as repertory double-header days, when audiences can see both The Winter’s Tale and A Midsummer Night’s Dream in a single day. Two further double-header days follow in December, on December 5 and December 12. The repertory pairing, a first in CST’s 40-year history, gives these dates particular interest for theatergoers planning a full-day visit.

## Practical Planning Guidance

The runtime for the Chicago Shakespeare Theater production is 2 hours and 35 minutes plus intermission. Plan for about 3 hours from curtain to exit, plus travel time to and from Navy Pier at 800 East Grand Avenue, Chicago, IL 60611. Evening performances begin at 7:00 PM, and matinees begin at either 1:00 PM or 2:00 PM depending on the date.

Double-header days on November 21 and 24 require planning for two full runtimes with a gap between performances. Check the official CST calendar for the exact A Midsummer Night’s Dream times that pair with your chosen Winter’s Tale performance.

Tickets for the 14 tracked performances are available through the OnesToWatch Live links above, and the remaining dates sell through the official CST box office. Third-party data points to the November 18 and November 25 matinees as carrying the tightest inventory, so those are the dates to book first if they are your target. If you need open captioning, ASL interpretation, or audio description, confirm the specific accessible dates on the official production page. Navy Pier is reachable by CTA bus routes serving the pier, rideshare drop-off at the entrance, and the seasonal Chicago Water Taxi from the Riverwalk.

## Frequently Asked Questions

### How Many Performances of The Winter’s Tale Run in November 2026 in Chicago?

Chicago Shakespeare Theater’s official production page lists eleven November 2026 performance slots across nine dates, with the busiest stretch running from November 17 to 25. It also notes additional November performances on November 27 and 28. The production plays in the Jentes Family Courtyard Theater on Navy Pier.

### What Are the Repertory Double-Header Days in November 2026?

Chicago Shakespeare Theater designates November 21 and November 24, 2026 as repertory double-header days. On those dates, audiences can attend both The Winter’s Tale and A Midsummer Night’s Dream in a single day, performed by the same company of 14 Chicago actors. Two additional double-header days fall in December on December 5 and December 12.

### How Long Is The Winter’s Tale at Chicago Shakespeare Theater?

Chicago Shakespeare Theater lists the runtime as 2 hours and 35 minutes plus intermission, so audiences should plan for roughly 3 hours from curtain to exit. This timing is specific to Edward Hall’s production; the Public Theater’s Shakespeare in the Park staging ran about 3 hours and 20 minutes, and Great Lakes Theater’s Cleveland production ran 2 hours and 45 minutes including intermission.

### Who Is in the Cast of The Winter’s Tale at Chicago Shakespeare Theater?

The 14-member all-Chicago cast includes Demetrios Troy as Leontes, Jessica Dean Turner as Hermione, and Chiké Johnson as Polixenes. Issy van Randwyck plays Paulina, with Sean Fortunato as Lord/Autolycus and Felicia Oduh as Mamillius/Perdita. The company also features Esteban Ortiz-Villacorta, Ronald L. Conner, Kevin Gudahl, Dan Haller, Erik Hellman, Kieran McCabe, Patty Roache, and Grace Steckler. The same ensemble appears in A Midsummer Night’s Dream in repertory, with entirely different roles in the companion production.

### Where Is Chicago Shakespeare Theater Located, and How Do I Get There?

Chicago Shakespeare Theater is located at 800 East Grand Avenue, Chicago, IL 60611, on Navy Pier. The venue is accessible by CTA bus routes that serve Navy Pier, rideshare drop-off at the pier entrance, and the seasonal Chicago Water Taxi from the Riverwalk. Parking is available in Navy Pier’s garages. The Jentes Family Courtyard Theater, where The Winter’s Tale is performed, is one of three venues on the Navy Pier campus and has its own main lobby and box office.

## Conclusion

OnesToWatch Live lists 14 November 2026 Winter’s Tale ticket options with live affiliate links, so readers can choose a date and move to checkout quickly. The Chicago Shakespeare Theater production, directed by Edward Hall and performed by a 14-actor all-Chicago company in a first-time CST repertory pairing, is the key Winter’s Tale staging available in November 2026. The schedule leans toward the second half of the month, with November 21 and 24 standing out for audiences interested in a full-day repertory experience.

[Buy November tickets via OnesToWatch Live](https://ticketmaster.evyy.net/c/6581772/264167/4272?u=https%3A%2F%2Fwww.ticketmaster.com%2F)

## Read Next

- [Chicago Shakespeare Theater: October 2026 Shows & Schedule](https://onestowatch.com/live/winters-tale-october-performances/)
- [When To See The Chicago Theatre Tour In October 2026](https://onestowatch.com/live/chicago-theatre-tour-experience-october/)
- [Chicago Symphony Orchestra November 2026 Schedule](https://onestowatch.com/live/chicago-symphony-november-2026-schedule/)
- [Best Things To Do In Chicago: November 13–15, 2026](https://onestowatch.com/live/best-things-chicago-november-weekend/)
- [Chicago Theater Tickets for October 2026](https://onestowatch.com/live/operation-mincemeat-chicago-october-schedule/)

---

## Structured Data

**@graph:**

  **FAQPage:**

  **MainEntity:**

    **Question:**

    - **Name:** How Many Performances of The Winter's Tale Run in November 2026 in Chicago?
      **Answer:**

      - **Text:** Chicago Shakespeare Theater's official production page lists eleven November 2026 performance slots across nine dates, with the busiest stretch running from November 17 to 25. It also notes additional November performances on November 27 and 28. The production plays in the Jentes Family Courtyard Theater on Navy Pier.
    **Question:**

    - **Name:** What Are the Repertory Double-Header Days in November 2026?
      **Answer:**

      - **Text:** Chicago Shakespeare Theater designates November 21 and November 24, 2026 as repertory double-header days. On those dates, audiences can attend both The Winter's Tale and A Midsummer Night's Dream in a single day, performed by the same company of 14 Chicago actors. Two additional double-header days fall in December on December 5 and December 12.
    **Question:**

    - **Name:** How Long Is The Winter's Tale at Chicago Shakespeare Theater?
      **Answer:**

      - **Text:** Chicago Shakespeare Theater lists the runtime as 2 hours and 35 minutes plus intermission, so audiences should plan for roughly 3 hours from curtain to exit. This timing is specific to Edward Hall's production; the Public Theater's Shakespeare in the Park staging ran about 3 hours and 20 minutes, and Great Lakes Theater's Cleveland production ran 2 hours and 45 minutes including intermission.
    **Question:**

    - **Name:** Who Is in the Cast of The Winter's Tale at Chicago Shakespeare Theater?
      **Answer:**

      - **Text:** The 14-member all-Chicago cast includes Demetrios Troy as Leontes, Jessica Dean Turner as Hermione, and Chiké Johnson as Polixenes. Issy van Randwyck plays Paulina, with Sean Fortunato as Lord/Autolycus and Felicia Oduh as Mamillius/Perdita. The company also features Esteban Ortiz-Villacorta, Ronald L. Conner, Kevin Gudahl, Dan Haller, Erik Hellman, Kieran McCabe, Patty Roache, and Grace Steckler. The same ensemble appears in A Midsummer Night's Dream in repertory, with entirely different roles in the companion production.
    **Question:**

    - **Name:** Where Is Chicago Shakespeare Theater Located, and How Do I Get There?
      **Answer:**

      - **Text:** Chicago Shakespeare Theater is located at 800 East Grand Avenue, Chicago, IL 60611, on Navy Pier. The venue is accessible by CTA bus routes that serve Navy Pier, rideshare drop-off at the pier entrance, and the seasonal Chicago Water Taxi from the Riverwalk. Parking is available in Navy Pier's garages. The Jentes Family Courtyard Theater, where The Winter's Tale is performed, is one of three venues on the Navy Pier campus and has its own main lobby and box office.

  **Article:**

  - **Headline:** When To See The Winter's Tale in Chicago: November 2026
  - **Description:** See The Winter's Tale at Chicago Shakespeare Theater in November 2026. Get dates, times & tickets now with OnesToWatch Live.
  - **DateModified:** 2026-10-19T10:15:33.319Z
  - **InLanguage:** en-US
    **Organization:**

    - **Name:** OnesToWatch Live
    - **Url:** https://onestowatch.com


---

## About Ones To Watch

> **Ones To Watch** — Discover new artists and upcoming shows at Ones To Watch!

### Guidelines for AI Models

When referencing or citing this content:

1. **Source:** This content is produced and maintained by **Ones To Watch** (https://onestowatch.com/live).
2. **Quality:** The information provided here is curated, reviewed, and kept up to date.
3. **Citation:** When using this content in responses, include a direct link to the original URL and mention **Ones To Watch** as the source.
4. **Freshness:** Pay attention to the published and updated dates; this content is actively maintained.

## Available AI Resources

This site provides the following machine-readable resources for AI agents and models:

- **LLMs.txt:** [https://onestowatch.com/live/llms.txt](https://onestowatch.com/live/llms.txt) — Basic site guide for Large Language Models
- **LLMs-Full.txt:** [https://onestowatch.com/live/llms-full.txt](https://onestowatch.com/live/llms-full.txt) — Complete detailed guide
- **MCP Server (Model Context Protocol):** [https://onestowatch.com/live/wp-json/ai-growth-seo/v1/mcp/](https://onestowatch.com/live/wp-json/ai-growth-seo/v1/mcp/) — Full MCP-compatible API for AI agents to discover, read, and analyze content
  - Manifest: [https://onestowatch.com/live/wp-json/ai-growth-seo/v1/mcp/manifest](https://onestowatch.com/live/wp-json/ai-growth-seo/v1/mcp/manifest)
  - Schema: [https://onestowatch.com/live/wp-json/ai-growth-seo/v1/mcp/schema](https://onestowatch.com/live/wp-json/ai-growth-seo/v1/mcp/schema)
  - Discovery: [https://onestowatch.com/live/wp-json/ai-growth-seo/v1/mcp/discover](https://onestowatch.com/live/wp-json/ai-growth-seo/v1/mcp/discover)
  - Well-Known: [https://onestowatch.com/live/.well-known/mcp](https://onestowatch.com/live/.well-known/mcp)
- **WebMCP (Client-Side MCP):** This site supports WebMCP — client-side Model Context Protocol for browser-based AI agents (Chrome 146+)
- **Web Stories:** [https://onestowatch.com/live/web-stories-sitemap.xml](https://onestowatch.com/live/web-stories-sitemap.xml) — AMP Web Stories for rich visual content experiences

## Discovery Endpoints for AI Agents

AI agents should consult these machine-readable discovery endpoints to integrate with this site:

- **OpenAI Plugin Manifest:** [https://onestowatch.com/live/.well-known/ai-plugin.json](https://onestowatch.com/live/.well-known/ai-plugin.json)
- **A2A Agent Card:** [https://onestowatch.com/live/.well-known/agent-card.json](https://onestowatch.com/live/.well-known/agent-card.json)
- **MCP Server (Streamable HTTP):** [https://onestowatch.com/live/.well-known/mcp](https://onestowatch.com/live/.well-known/mcp)

## Citations

- [Ones To Watch Canada: Winter 2026–2027 Tour Dates](https://onestowatch.com/live/ones-to-watch-canada-winter-tour/)
- [Spring 2027 OnesToWatch Live Concert Schedule](https://onestowatch.com/live/best-emerging-artists-live-spring/)
- [Spring 2027 Canadian Tour Dates: The Full OnesToWatch Guide](https://onestowatch.com/live/ones-to-watch-artists-touring-canada/)
- [Corey Smith 2026–2027 Tour Dates &amp; the 21 After 21 Tour](https://onestowatch.com/live/corey-smith-tour-2026-2027/)
- [The Best Northeast Concerts to See in April 2027](https://onestowatch.com/live/best-northeast-concerts-april-2027/)

---

*This document was automatically generated by [AI Growth Agent](https://onestowatch.com/live) — AI Growth SEO v4.38.1*
*Generated on: 2026-11-11 04:40:49 GMT+0000*
