Friday, Feb 20 - Sunday, March 1
The most delicious week of the year! Glen Ellyn Restaurant Week will offer prix fixe menus, and special promotions. During The Glen Ellyn Restaurant Week, no tickets or special passes are required.
Experience the diverse and vibrant dining scene Glen Ellyn has to offer. It is the perfect opportunity to try a new restaurant, dine often and taste a culinary delight or creative cocktail.
Sunday, February 22
12:30 - 3:00 PM
Join all your favorite local area restaurants as they vie for the title of Chili Cook-Off Champion!
All proceeds will be equally distributed to each restaurant's chosen charity.
$20 Advance ticket purchase includes early admission at 12pm.
FEBRUARY
Winter is the perfect time to slow down or try something new. All month long, we’re spotlighting Downtown Glen Ellyn shops where you can discover a fresh Winter Hobby or elevate one you already love all while supporting local businesses.
Click the image to explore all the fun ways Downtown Glen Ellyn can help you get started.
Thursday, March 19 - Thursday, March 26
Downtown Glen Ellyn is proud to celebrate the 40th anniversary of Lucas, the beloved film that once transformed our streets into a movie set. This week‑long tribute honors our shared history, the film’s enduring charm, and the special role our community played in bringing it to life. Partnered with Glenbard West & the Glen Ellyn Historical Society enjoy memorabilia in the lobby and fun on‑screen trivia that brings the nostalgia back to the big screen.

Saturday, March 28- Saturday, April 4
Hop into the magic of spring and bounce along the Bunny Trail Scavenger Hunt! Kick off the event on March 28 with Bunny pics and crafts. Spend the whole week frolicking through charming Downtown Glen Ellyn as you search for hidden springtime images tucked into storefronts and windows. It’s perfect for families, friends, and anyone with a little extra spring in their step. Complete the trail and enjoy a sweet treat at the end!

MARCH
What’s better than Dinner and a Movie? This month, we’re pairing our incredible downtown restaurants with the season’s Oscar‑nominated films. Come experience Glen Ellyn’s vibrant dining scene, then catch a movie at the beloved Glen Art Theatre, complete with its iconic marquee, soon celebrating 100 years!
Follow us on Facebook & Instagram.

APRIL
One Community has teamed up with Glenbard West High School to showcase student artwork throughout Downtown Glen Ellyn celebrating the diverse identities and lived experiences of our high school community.
Download the map and enjoy a self‑guided art walk through the vibrant displays in our downtown storefront windows.
FREE EVENT

Saturday, April 18 at 11am
SAVING SUPERMAN follows Jonathan, a 57‑year‑old man with autism who’s become a beloved Glen Ellyn hero. Known as “Superman,” he’s spent nearly 30 years spreading kindness and shining in the town’s Fourth of July Parade. When a new building owner threatened his home, the community rallied to protect him, ultimately preserving both his home and the spirit of the town.

Thursday, April 23
Grab your girlfriends and make it a night out in Downtown Glen Ellyn! Sip, Shop, and Stroll your way through our charming streets while scooping up amazing deals and discovering new favorites. Over 18 boutiques and shops are rolling out fabulous sales, tasty sips, and delicious bites perfect for a fun, feel‑good evening together. Treat yourselves, laugh a lot, and make a night of it!
Tickets on March 1, 2026

May - September
Glen Ellyn has earned the highest honor in the Mayors’ Monarch Pledge, joining just eight communities in the entire country to receive this distinction.
Celebrate with us all summer long as we host fun, family‑friendly events throughout Glen Ellyn and hands‑on learning experiences that help monarchs and pollinator gardens thrive. Let’s keep these beautiful butterflies soaring in Glen Ellyn!

May
Celebrate May with a Taco Crawl and turn your afternoon into the tastiest stroll through Downtown Glen Ellyn. Your admission includes samples of each restaurant’s signature street taco, with options to order plenty of drink specials and sides available to keep the fun going. It’s an easygoing, flavor‑filled outing made for friends, sunshine, and trying something new together.
TICKETS ON SALE SOON

Thursday, May 14
Check into the White Lotus - Glen Ellyn‑style! A guest has been murdered, and it’s up to you and your friends to solve the mystery. Sip your way through downtown as you pop into shops, uncover clues, gather evidence, and stay one step ahead of the killer. Small groups begin at Park & Oak at staggered times, then make their way through town before meeting the detectives for the big reveal. It’s mystery, suspense, and a whole lot of fun.
TICKETS ON SALE SOON

JUNE - JULY
Waldo is back in Downtown Glen Ellyn and he’s ready for the ultimate summer scavenger hunt.
Kids can roam from shop to shop in June and July, spotting Waldo and collecting LETTERS to crack the big puzzle to win a prize!
FREE

Friday Nights:
June 5, July 17, Aug 7, Sept 11
5:00pm Start setting up chairs.
6:00 - 9:45 Live Music - Two bands
*July 17 will have slightly different times in conjunction with our NEW Bags, Beer & Bluegrass event. More info to come!
Experience the best Chicagoland bands at our FREE Family Friendly Friday Summer Concert Series. Dine and drink from local restaurants. No outside food or drink allowed. Restaurants will be serving specials just for you!
FREE

Saturday, June 20
Gather your friends, family, or that special someone and enjoy an elevated experience of sipping fine wines, savoring perfectly paired bites, and strolling through Downtown Glen Ellyn’s most unique boutiques. Along the way, explore award‑winning home décor and designer shops, discovering one‑of‑a‑kind treasures that make the day feel indulgent, stylish, and effortlessly fun.
TICKETS ON SALE SOON
Friday, July 4th
2026 marks our nation’s 250th anniversary—and Glen Ellyn’s 4th of July celebration is going to be bigger and better than ever! From the parade to the fireworks, the all-volunteer Glen Ellyn 4th of July Committee is planning a once-in-a-lifetime event and wants YOU to be part of it.
FREE
Saturday, July 11
This is the premiere jazz festival of DuPage County bringing an afternoon line-up of the best jazz in the Midwest by collaborating with local partners such as 90.9fm WDCB Home of Chicago Jazz, Fareed Haque, and Bellas Artes School of Music.
FREE
Friday Nights:
June 5, July 17, Aug 7, Sept 11
5:00pm Start setting up chairs.
6:00 - 9:45 Live Music - Two bands
*July 17 will have slightly different times in conjunction with our NEW Bags, Beer & Bluegrass event. More info to come!
Experience the best Chicagoland bands at our FREE Family Friendly Friday Summer Concert Series. Dine and drink from local restaurants. No outside food or drink allowed. Restaurants will be serving specials just for you!
FREE
August 22-23
See over 60 Artisans in varied mediums including: Acrylic, Fibre, Glass, Graphics, Jewelry, Mixed Media, Oil Painting, Photography, Pottery, Watercolor and Wood. Many artists do custom and commission pieces and murals!
Enjoy live music & cold beer! Plus, delicious local food trucks and a children play area at Lake Ellyn Park, a 28.7-acre park known as the gem of Glen Ellyn. Dog friendly and FREE admission
January 1-11, 2026
It may be chilly outside, but the deals are heating up inside! Start the new year with savings that sizzle at our Indoor Sidewalk Sales! Local shops are clearing out 2025 favorites with up to 75% off, while unveiling fresh new finds for 2026.
It's time to get that item you have had your eye on that you didn't get over the holidays. Bundle up, step in, and let the warmth of our shops and savings kick off your new year in style
January 1-31
Stroll through Downtown Glen Ellyn and discover hot sales that will melt away the winter blues.
And the fun doesn’t stop there because our Winter Shopping Passport makes every purchase even more rewarding! For every $20 you spend, collect a stamp. Gather 5 stamps during January and you’ll be entered to win $500 in a cash prize or one of two $250 prizes.
Warm shops, hot deals, and a chance to win big...this is winter shopping at its best!
Saturday, January 17
With two performances to choose from, experience our Illuminated Concert Series! This special intimate acoustic music series by candlelight will have limited tickets, a local dining/drinking establishment to host the reception and different themes per performance. Be quick when tickets go on sale for these pop-up performances! With every ticket, comes a $20 dining voucher for a Downtown Glen Ellyn Restaurant!
Thursdays November 6 & 13
Join us for the highly anticipated Ladies Night Out in Downtown Glen Ellyn! Grab your friends and spend the evening strolling through the cutest shops and boutiques finding the best gifts on your holiday list. Don't miss the many discounts and specials while enjoying wine and treats along the way!
Tickets On Sale
November 28 - December 31
A White Christmas Awaits… Can You Spot the Cardinal?
Bundle up for a White Christmas Stroll through Downtown Glen Ellyn, where hidden cardinals await to be found along the wintry Cardinal Trail
Where holiday magic hides in plain sight!
FREE
Through December
Downtown Glen Ellyn offers the perfect picturesque holiday shopping experience for the season. Our charming historic downtown is home to trendiest boutiques and locally owned shops each brimming with treasures for everyone on your holiday list. Find our favorite 2025 gift ideas in our Downtown Glen Ellyn Holiday Shopping Guide.
COMING SOON
Friday, November 28
5 pm Street Opens
6pm Santa Lights the Tree
6:30-7:30pm Downtown shopping, Santa pictures and hot cocoa at the fire station.
Kick off the season with sparkle and cheer! Stroll through Downtown Glen Ellyn, enjoy festive storefronts, and gather as Santa lights the Christmas Tree. Celebrate with music, treats, and holiday magic for all ages.
FREE

Mid-November through the New Year
Glen Ellyn is going to sparkle this season! Shop with extended holiday hours at local boutiques, savor the seasonal holiday menus at decked-out restaurants and wander through the shimmering illuminated streets, and joyful window displays.
Let Glen Ellyn light up your holidays one twinkle, one treat, one magical moment at a time.
November 28 - December 14
Glen Ellyn's very own Santa mailbox will return on the northeast corner of Main Street and Crescent Boulevard. Letters “mailed” by Sunday, December 14 will receive a response from Santa, along with a signed photo. Please make sure letters include a legible return address so that Santa can reply.
FREE
Sundays December 7 & 14
What’s the best way to get into the holiday spirit? Hop aboard our classic Victorian trolley for a 30-min narrated tour of our festive Downtown and see the best decked-out homes in a warm trolley. This ride will include a little Glen Ellyn History, local holiday lights with a few jokes in between.
Thank you to our Trolley Sponsor @properties Christie's International Real Estate.
TICKETS ON SALE
Through December
Light Up Glen Ellyn! Who on your block is the Clark Griswold of Holiday Lights? Show off your home in all its holiday splendor! Categories:
Registration Open
Wednesday, December 10
Jingle, mingle, and enjoy discounted nibbles and nog at participating restaurants while sporting your best festive attire.
Choose your first stop to check in, grab your light up necklace and program. Then the night is free to roam to all the restaurants and see friends and family along the way.
TICKETS ON SALE NOW
By shopping and using the services in Glen Ellyn, our residents and community members are making a vital investment in the future of the community. For every dollar spent locally, up to 70% stays within the Village, helping small businesses, creating jobs, and stimulating growth.
October
Get ready to light up the night with frightful delight! Go all out and let's create a map of spooky homes for everyone to enjoy the drive with family and friends.
Thursday, October 9
Join us for Witches Walk on Thursday, October 9, in Downtown Glen Ellyn! Enjoy spellbinding fashion, magical home decor, and enchanting accessories under the moonlight. Expect raffles, witches brew, and some spell-casting fun. Don't miss out on this enchanting evening!
Sunday, October 26
Tickets go on sale September 1, 2025
Hop aboard the charming Halloween Trolley for a spellbinding evening full of festive sights and spirited stories! This seasonal ride whisks you through the town’s most whimsically decorated neighborhoods, where glowing jack-o'-lanterns, spooky skeletons, and autumnal enchantments light the way.
Friday, September 5
Hillybilly Rockstarz, Country Night
5:00pm Start setting up chairs.
6:00 - 9:45 Live Music - Two bands
Get ready for a boot-stompin' good time at the Friday Summer Concert Series on Main Street! Join us for Country Night, starring Chicagoland's #1 country band, Hillbilly Rockstarz! Come early to snag the best spot and set up your chairs by 5:00 pm. Enjoy live music, dine and drink from Downtown Glen Ellyn's finest. And guess what? It's all FREE! See y'all there!
September 18
Two Performances- 6:30PM & 8:30PM
St. Mark's Episcopal Church
393 N Main St, Glen Ellyn, IL 60137
Get ready for an enchanting evening at the Illuminated Concert Series! On Thursday, September 18, join us at St. Mark's Episcopal Church for candlelit performances influenced by the Rat Pack at 6:30 pm and Coldplay at 8:30 pm. Cabernet & Company will host the reception, and with every ticket, you get a drink and a $20 dining voucher for a Downtown Glen Ellyn Restaurant. Limited tickets available, so grab yours before the lights go out!
Sept 18-20
Ready for a schnitzel-tastic time? Head to Glen Ellyn Oktoberfest from Sept 18-20 at Two Hound Red Brewing Co. for live tunes, fun activities, and delicious German eats and brews. Lederhosen optional, fun guaranteed. And guess what? It's FREE to enter!

Event sponsorship offers a unique opportunity to showcase your business while supporting our cherished community events. You can be on-site, receive prominent recognition at the event, on our website and promotional materials. Sponsorship levels vary offering different perks to suit all budgets and marketing goals.
Severe Weather Policy
Unless otherwise indicated, outdoor events occur rain or shine. If lightning or other dangerous weather is imminent or present, Downtown Glen Ellyn reserves the right to cancel or delay any remaining event activities. Updates on the status of an interrupted or canceled event will be posted to Facebook and Instagram @downtownglenellyn. Please note that event websites and social media pages may not be immediately updated to reflect weather-related changes. If a ticketed event is canceled, Downtown Glen Ellyn will email ticket buyers with options for their unused tickets.
Refund Policy
All ticket sales are final. No refunds will be issued. If a ticketed event is canceled, Downtown Glen Ellyn will email ticket purchasers to advise them of available options.
PayPal
Our ticketing platform, Ticket Tailor, processes payments through PayPal, which is what will appear on your credit card statement. You do not need a PayPal account to complete your purchase. Please note that these charges correspond to your event tickets from Downtown Glen Ellyn.
Photo/Video Policy
Downtown Glen Ellyn takes photographs and videos of attendees for the purpose of promoting our events, programs, membership, and community initiatives. By attending any Downtown Glen Ellyn event or promotion, the participant (or parent/guardian of a minor participant) agrees to the use and distribution of their image/likeness (or that of a minor child/ward) in photographs, video recordings, and any other electronic reproductions of such activities for any purpose, without inspection, compensation, or any other consideration now or in the future unless noted prior to the event.
ABOUT THE ALLIANCE
The Alliance of Downtown Glen Ellyn is a 501c6 non-profit organization comprised of dedicated business owners with a goal to be an economic driver for the central business district and to create Glen Ellyn as a destination for Chicagoland. We are supported by the Village of Glen Ellyn, members, sponsors, and events.
Our goal is to increase foot traffic and sales in the central business district by marketing promotions and planning events that heighten awareness and visibility of Downtown Glen Ellyn. We promote Downtown Glen Ellyn as a destination for shoppers and diners, not only for Glen Ellyn residents, but also for visitors from surrounding communities of Chicago.
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