November in Chicago brings comedy and film festivals, cultural events, and the first signs of the holiday season.
Here’s your guide to the best things to do in Chicago in November 2026.
Whether you’re squeezing in a few more fall outings or getting a head start on holiday plans, there’s plenty to add to your calendar.
Use the guide below to explore major November events, seasonal experiences, ongoing attractions, and The Haute Seeker’s curated picks for the month.
Top November Events: Festivals, performances, and major happenings with specific dates.
Seasonal Things to Do: Holiday lights, markets, ice skating, and festive experiences that continue into December and January.
Recurring Chicago Events & Activities: Regular events worth adding to your calendar.
Ongoing Chicago Activities: Attractions and experiences you can enjoy throughout the month.
The Curated List: Handpicked events and unique experiences worth adding to your calendar.
Top November Events & Things to Do in Chicago
From comedy and independent film to Chicago’s annual Thanksgiving celebration, these are the date-specific events to know about this November.
Skechers Hot Chocolate Run Chicago
November 1, 2026 | Grant Park
Start November with a little movement and something sweet at the Skechers Hot Chocolate Run Chicago. Choose from 5K, 10K, and 15K distances before celebrating at the finish line with hot cocoa, chocolate treats, and a post-race party.
32nd Annual Black Harvest Film Festival
November 6–15, 2026 | Multiple Venues
Celebrate Black cinema at the Black Harvest Film Festival, Chicago’s annual showcase of Black film across the diaspora. Hosted at the Gene Siskel Film Center, the festival highlights emerging and established filmmakers through a curated program of short films and feature-length films. These stories explore the breadth of Black experiences and perspectives.
312 Comedy Festival
November 5–15, 2026 | Multiple Venues
Get ready for a week of laughs at the 312 Comedy Festival. The annual festival brings together established comedians, rising talent, and comedy duos for performances across multiple venues in Chicago. This year’s lineup includes comedians such as Ali Siddiq and Nikki Glaser, making it a great opportunity to catch live comedy around the city.
Seasonal Things to Do in Chicago
November is the beginning of Chicago’s holiday season. From glowing light displays and outdoor skating to holiday shopping and festive entertainment, these experiences are worth adding to your holiday season bucket list. Many continue beyond November, so you can revisit them throughout the winter.
Holiday Lights Tree Lighting & Cultural Festival at Griffin MSI
November 7, 2026 | Griffin MSI
Kick off the holiday season at Griffin MSI’s annual Tree Lighting and Cultural Festival. The celebration features more than 50 holiday trees decorated to represent countries around the world, cultural displays, live performances, seasonal treats, and the lighting of the museum’s four-story Grand Tree.
The event also marks the beginning of the museum’s Christmas Around the World and Holidays of Light exhibition, which continues into January.
Lincoln Park Zoo Lights
November 20, 2026–January 3, 2027 | Lincoln Park Zoo
ZooLights transforms Lincoln Park Zoo into a glowing holiday destination with more than three million lights, seasonal treats, and additional activities on select nights. It’s a classic Chicago winter outing for families, friends, and couples alike. Advance tickets are recommended, and select Mondays offer free admission with a required reservation.
Haute Tip: Check the zoo’s calendar before visiting. ZooLights has select closure dates and special ticketed events throughout the season.
Watch the Millennium Park Christmas Tree Lighting
November 21, 2026 | Millennium Park
The Millennium Park Christmas Tree Lighting is a magical start to the holiday season: twinkling lights, live performances, and the festive energy of the city. Visit in the evening for big crowds with lots of holiday spirit or throughout the holiday season with your favorite hot drink from a nearby restaurant.
The Wintrust Magnificent Mile Lights Festival
November 21, 2026 | North Michigan Avenue
Kick off Chicago’s holiday season at the Wintrust Magnificent Mile Lights Festival. This annual celebration features a festive parade with Mickey Mouse and Minnie Mouse, marching bands, holiday floats, and the lighting of more than one million lights along North Michigan Avenue’s trees. The festivities begin with Lights Festival Lane in the afternoon, followed by the parade and a fireworks spectacular over the Chicago River.
The Christkindlmarket
November 20–December 24, 2026 | Daley Plaza
Chicago’s beloved German-style holiday market returns to Daley Plaza for another season of holiday shopping, international vendors, festive food, and seasonal drinks. Browse handmade gifts, pick up a pretzel, and warm up with hot cocoa as you explore the market in the heart of downtown.
I always like to grab a snack before working my way through the stalls. It makes the experience feel less like a shopping errand and more like a proper seasonal outing.
Chicago Thanksgiving Day Parade
November 26, 2026 | State Street from Ida B. Wells Drive to Randolph
The Chicago Thanksgiving Parade brings giant balloons, colorful floats, marching bands, and live performances to State Street on Thanksgiving morning. It’s a longstanding Chicago tradition and a festive way to spend the holiday in the city. The 2026 parade is scheduled to begin earlier than in recent years, with the route running north along State Street from Ida B. Wells Drive toward Randolph Street.
Haute Tip: Take public transportation if possible, and check the parade’s official website for updated timing, street closures, and viewing information.
Chicago Outdoor Ice Skating Rinks
Outdoor ice skating is one of the city’s signature winter activities, and several rinks begin their seasonal runs in November.
- Maggie Daley Park Skating Ribbon: The ribbon is scheduled to reopen November 13, 2026. Skate along its winding route with views of the surrounding park and downtown skyline.
- McCormick Tribune Ice Rink: Millennium Park’s outdoor rink returns for the winter season, starting on November 20th. Skating is offered near Cloud Gate, also known as The Bean.
- Gallagher Ice Rink: Located in Gallagher Way near Wrigley Field, this neighborhood outdoor skating rink opens on November 20th along with a full winter-themed experience.
Always check each rink’s official website for operating hours, reservations, skate rentals, and weather-related updates.
Wintrust Winter WonderFest
November 27, 2026–January 3, 2027 | Navy Pier
Navy Pier transforms into an indoor holiday destination for Wintrust Winter WonderFest, featuring festive decorations, amusement rides, ice skating, and seasonal activities for all ages. It’s a good option for a family outing or a cold-weather day when you’d rather enjoy the holiday atmosphere indoors.
Navy Pier Winter Fireworks
November 21–December 26, 2026 | Saturdays at Navy Pier
Fans of summer fireworks in Chicago will be happy to know that fireworks are back in the winter. The free fireworks show continues on Lake Michigan. Navy Pier’s seasonal displays offer a chance to take in the waterfront and skyline after dark.
The published schedule includes Saturday displays on November 21 and 28, followed by December 5, 12, 19, and 26. Check the official listing for showtimes before visiting.
Shop Small for the Holidays in Chicago
November is a great time to get ahead on holiday shopping while supporting local makers, independent retailers, and neighborhood businesses. Keep an eye on these Chicago markets and shopping destinations as their holiday schedules are announced.
Some markets operate on select weekends rather than throughout the month, so check the linked calendars for confirmed November and holiday dates before heading out.
Holiday Pop-Up Bars
Holiday-themed bars are another seasonal tradition in Chicago, with festive decor, themed cocktails, and over-the-top holiday settings. If you’re looking for a seasonal night out, keep these familiar spots on your radar and check their current announcements for 2026 opening dates.
Check the latest venue information for opening dates, reservations, age restrictions, and ticket requirements.
Looking for Chicago events and things to do in Chicago this weekend? Check out the events calendar.
Ongoing Things to Experience in Chicago
Not every November outing needs to revolve around a festival or holiday event. If you’re looking for something to do on a weekday, planning a visit, or simply want a flexible indoor activity, these Chicago experiences are worth keeping on your list.
- ResortPass: Chicago Hotel Daycations: Access rooftop pools, spas, and lounges at luxury hotels without an overnight stay. Perfect for a cozy November recharge.
- 360 CHICAGO Observation Deck Admission: Tower above Chicago from the 94th floor of 875 N. Michigan Avenue, enjoy panoramic views, grab a cocktail at CloudBar, or try the exhilarating TILT experience.
- Museum Free Days: Take advantage of free or discounted admission at museums.
- Interactive Museums: Capture Insta-worthy photos in interactive museums like the Museum of Ice Cream, Museum of Illusions Chicago, or the colorful Color Factory.
- Weekday Events: Break your routine with free movies in the park, neighborhood festivals, happy hour specials, and concerts happening Monday through Thursday.
The Curated List of Chicago Events in November
Beyond the major festivals and seasonal attractions, November brings distinctive performances and experiences that are worth a closer look. Here are a few handpicked additions for your calendar.
Andersonville Autumn Restaurant Week
What: Neighborhood restaurants offer nine days of prix-fixe brunch, lunch, and dinner menus ranging from $35–$60. Vegetarian, vegan, gluten-free, and carry-out options available.
When: November 1–15, 2026 Where: Andersonville, Chicago
Link for more information: Andersonville Autumn Restaurant Week
The Music of Hey Arnold! Live featuring Jim Lang & The PS 118 All Stars
What: Celebrate 30 years of Hey Arnold! with a live performance featuring composer Jim Lang and The PS 118 All Stars. Hear music from the beloved animated series brought to life onstage, celebrating the sounds of Hillwood and a nostalgic favorite for fans who grew up watching the show. When: November 7, 2026 Where: House of Blues Chicago
Link for more information: The Music of Hey Arnold! Live
Festival of Wood & Barrel-Aged Beer (FoBAB) 2026
What: North America’s largest gathering of barrel-aged breweries and enthusiasts with 300+ unique wood-aged beer, cider, mead, and perry; panels, competition awards, Lager Lounge, and VIP/raffle experiences.
When: November 13-14, 2026
Where: Credit Union 1 Arena, 525 S. Racine Ave., Chicago, IL 60607
Link for more information: www.fobab.com
Planning Your Chicago Holiday Season?
November is the beginning of Chicago’s holiday season, making it a great time to plan ahead for festive outings, holiday shopping, and winter activities.
Looking for more ideas? Continue exploring Chicago with these guides from The Haute Seeker.
Chicago Guides:
Events and Things to Do during Thanksgiving in Chicago
Chicago Winter Activities in Chicago
November in Chicago: Everything You Need to Know
November Weather & What to Expect
Should You Visit Chicago in November?
Should You Visit Chicago in November?
Absolutely! November is an ideal time to explore Chicago’s winter activities, including ice skating, holiday markets, festive light displays, and seasonal dining experiences. Crowds are smaller than in summer, making it perfect for weekend getaways or exploring the city at your own pace.
What should I wear in Chicago in November?
What should I wear in Chicago in November?
Layering is key — sweaters, long-sleeve tops, jackets, scarves, hats, and gloves are essential for chilly mornings and evenings. Comfortable shoes are a must for walking the city streets, festival grounds, and holiday markets. Chicago wind can make it feel colder, so always have a warm jacket or coat handy.
What to Look Forward to in November
November in Chicago may feel quieter after the busy summer and early fall, but I like to think of it as an opportunity to catch up on everything the warmer months didn’t allow me to get to. Maybe that’s finally booking a restaurant you’ve had your eye on, spending an afternoon exploring a museum, or discovering a neighborhood shop before the holiday rush.
As the city shifts into the colder months, a few extra layers go a long way. From cultural events and cozy indoor experiences to the first big holiday celebrations of the season, there’s still plenty to seek out around Chicago.
For more ideas, explore the Chicago Events Calendar and check back as new seasonal experiences are added.
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