Events for May 2026 – Olathe, Kansas

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					1 event 1 1 event, 1 12:00 pm - 9:00 pm Fiesta KC at KC Wine Co May 1 @ 12:00 pm - 9:00 pm Fiesta KC at KC Wine Co Cinco de Mayo Celebration 21+ Only Think juicy street tacos, crispy churros, and melty nachos paired with your favorite drinks (ahem, margarita wine slushes and marg flights). Between bites, jump into shenanigan contests like the spoon race or give corn hole a go. Bring your crew, grab a glass, and make it a fiesta to remember!	4 events 2 4 events, 2 10:00 am - 2:00 pm Open Hangar Day May 2 @ 10:00 am - 2:00 pm Open Hangar Day FREE Open Hangar Day at the Commemorative Air Force Museum at New Century Airport. Military aviation museum, kid games and activities, antique airplanes, flight simulators, hotdogs and snacks (donation requested). Something for everyone! Doors open at 10am. FREE parking and admission. Walk through our Vietnam-era Huey helicopter; see military vehicles on display (and maybe get a ride in an antique military Jeep!), and more! Visit our website (cafhoa.org) for more information., 10:00 am - 2:00 pm Open Hangar Day May 2 @ 10:00 am - 2:00 pm Open Hangar Day FREE Open Hangar Day at the Commemorative Air Force Museum at New Century Airport. Military aviation museum, kid games and activities, antique airplanes, flight simulators, hotdogs and snacks (donation requested). Something for everyone! Doors open at 10am. FREE parking and admission. Walk through our Vietnam-era Huey helicopter; see military vehicles on display (and maybe get a ride in an antique military Jeep!), and more! Visit our website (cafhoa.org) for more information., 12:00 pm - 6:00 pm Fiesta KC at KC Wine Co May 2 @ 12:00 pm - 6:00 pm Fiesta KC at KC Wine Co Cinco de Mayo Celebration 21+ Only Think juicy street tacos, crispy churros, and melty nachos paired with your favorite drinks (ahem, margarita wine slushes and marg flights). Between bites, jump into shenanigan contests like the spoon race or give corn hole a go. Bring your crew, grab a glass, and make it a fiesta to remember! + 1 More
1 event 3 1 event, 3 11:00 am - 2:00 pm Fire Dept. Bike Rodeo / KU Health System – Olathe Hospital Family Fun Fest May 3 @ 11:00 am - 2:00 pm Fire Dept. Bike Rodeo / KU Health System – Olathe Hospital Family Fun Fest WHO: The Olathe Fire Department invites area children to bring their bikes to the annual Olathe Helmet Head Bike Rodeo. Kids ages 15 and under will receive a free bike helmet, WHILE SUPPLIES LAST. All parents must be accompanied by a child. WHAT: 2026 Helmet Head Bike Rodeo AND University of Kansas Health System - Olathe Hospital’s Family Fun Fest (free screenings, health information and, of course, lots of family fun activities). Spanish and American Sign Language interpreters will be available, courtesy of the Olathe Hospital. Premier sponsors: Atmos Energy, Olathe Fire Department, Olathe Hospital, the Pilot Club of Shawnee Mission and Safe Kids Johnson County. WHEN: Sunday, May 3 (11 am to 2 pm). WHERE: 15123 S. OMC Parkway, Olathe, Kansas 66061. RODEO UPDATES – WHEN NEEDED – WILL BE POSTED TO THE FACEBOOK EVENT: https://www.facebook.com/share/1DbrkQQJzy/. ACTIVITIES AND DETAILS SUBJECT TO CHANGE WITHOUT NOTICE. ****NO RAINOUT DATE.	0 events 4 0 events, 4	1 event 5 1 event, 5 12:00 pm - 5:00 pm Grand Re-opening of Fantastic Floors May 5 @ 12:00 pm - 5:00 pm Grand Re-opening of Fantastic Floors Grand Re-Opening Cinco De Mayo Party. Food Trucks, Free Tacos & Drinks.	1 event 6 1 event, 6 11:30 am - 1:00 pm Business Lunch Series #2 – Likes & Leads – Insights Into Social Media May 6 @ 11:30 am - 1:00 pm Business Lunch Series #2 – Likes & Leads – Insights Into Social Media Join us for our second Business Lunch Series event of the year from 11:30 a.m. – 1 p.m. on Wednesday, May 6 at the Ball Event Center, 21350 W. 153rd St., where you’ll hear from some social media experts and influencers. It should be a very informative event. Register today. Our travel and tourism-inspired event, “Likes & Leads,” will offer information and insight into what makes for great content on the social media stage. Barb Newman from Pinot’s Palette will emcee the event that will feature Sally Milligan of the Heart of America Hotel Group, social media influencers Amanda Pena(@BoldandMexiKC) and Brenda Cortes (@BBCortes), and Jasmyn Franks, the content creator and social strategist for VisitKC. We can’t wait to see you there. Register today. If you are purchasing tax exempt single admission tickets, please contact the Chamber office, 913.764.1050 to purchase. Thank you!	1 event 7 1 event, 7 9:00 am - 10:30 am Chamber Coffee at the Heritage Center at Mahaffie, hosted by the Olathe CVB May 7 @ 9:00 am - 10:30 am Chamber Coffee at the Heritage Center at Mahaffie, hosted by the Olathe CVB With more than 100 attendees, the coffees are the largest weekly networking event in the Kansas City metro area. They are held on Thursdays at a different member business or organization each week. Networking begins at 9:00, with a half hour program at 9:30, followed by additional networking for those who want to continue. Guests are welcome!	0 events 8 0 events, 8	2 events 9 2 events, 9 10:00 am - 1:00 pm Mom-osa Mother’s Day Brunch at KC Wine Co May 9 @ 10:00 am - 1:00 pm Mom-osa Mother’s Day Brunch at KC Wine Co Brunch? Done. Mimosas? Poured. Moms? Absolutely glowing. We’ve got a table full of mom’s favorites—and a seat just for her. Add a glass of something bubbly, and the celebration is complete. MENU: ALL-YOU-CAN-EAT Pancakes & Sausage, served with a side of seasoned potatoes. Complimentary Tang also included. Mimosas & additional beverages available for purchase at the bar (21+). Book your arrival time: 10am, 11am or 12pm when purchasing tickets. Online tickets required — secure your seats now! $19.95 This is a family-friendly event., 11:00 am - 11:59 pm MTC Kids Jam – Uncle Jumbo May 9 @ 11:00 am - 11:59 pm MTC Kids Jam – Uncle Jumbo Featuring uplifting songs and dance-alongs that focus on connection, kindness, and well-being. Tickets are free; reservations are recommended. Visit https://www.jccc.edu/midwest-trust-center/events/2025-2026/artsed-kids-jam-uncle-jumbo.html for more information.
0 events 10 0 events, 10	1 event 11 1 event, 11 10:00 am - 5:00 pm Olathe Chamber 2026 Golf Classic May 11 @ 10:00 am - 5:00 pm Olathe Chamber 2026 Golf Classic Join us for a day on the greens, networking with other leaders and business professionals in our community! Monday, May 11 at Prairie Highlands Golf Course Shotgun Start at 10 a.m. Cost for a foursome is $1,500 Lunch and drinks provided Additional promotional and sponsorship opportunities available Email spowers@olathe.org for more information	1 event 12 1 event, 12 11:30 am - 1:00 pm Olathe Chamber Chairman’s Liaison: May Meeting May 12 @ 11:30 am - 1:00 pm Olathe Chamber Chairman’s Liaison: May Meeting Lunch Option this month: The Rub BBQ We can't wait to see you! Join the Olathe Chamber of Commerce for Chairmen's Liasion every Second Tuesday of the Month. Olathe Chamber of Commerce Conference Room 260 E. Sante Fe St., Suite 101 Olathe, KS 66061 (Map Here) For questions, please contact Suzann Mack: smack@olathe.org \| 913-764-1050	0 events 13 0 events, 13	4 events 14 4 events, 14 9:00 am - 10:30 am Chamber Coffee at the Courtyard by Marriott, co-hosted by Kaleb Stoppel May 14 @ 9:00 am - 10:30 am Chamber Coffee at the Courtyard by Marriott, co-hosted by Kaleb Stoppel With more than 100 attendees, the coffees are the largest weekly networking event in the Kansas City metro area. They are held on Thursdays at a different member business or organization each week. Networking begins at 9:00, with a half hour program at 9:30, followed by additional networking for those who want to continue. Guests are welcome!, 11:00 am - 11:30 am Ribbon Cutting and One Year Anniversary Celebration for Children’s Lighthouse May 14 @ 11:00 am - 11:30 am Ribbon Cutting and One Year Anniversary Celebration for Children’s Lighthouse Join us for the Ribbon Cutting and One Year Anniversary Celebration for Children's Lighthouse., 11:00 am - 11:30 am Ribbon Cutting and One Year Anniversary Celebration for Children’s Lighthouse May 14 @ 11:00 am - 11:30 am Ribbon Cutting and One Year Anniversary Celebration for Children’s Lighthouse Join us for the Ribbon Cutting and One Year Anniversary Celebration for Children's Lighthouse. + 1 More	2 events 15 2 events, 15 8:00 am - 2:00 pm Par for the Paws Golf Tournament May 15 @ 8:00 am - 2:00 pm Par for the Paws Golf Tournament Golf tournament to raise money for Prairie Paws Animal Shelter. Shotgun scramble teeing off at 8:00am. Enter a team of 4 for $550 including lunch and swag!, 12:00 pm - 9:00 pm Pickle Palooza at KC Wine Co May 15 @ 12:00 pm - 9:00 pm Pickle Palooza at KC Wine Co Pickle Palooza May 15—17, 2026 Fri 4—9 \| Sat 12—9 \| Sun 12—6 21+ Only \| FREE Admission It’s kind of a big dill. With every sip of a pickle cocktail and every bite of our zesty pickle food specials, you’re living proof that dreams really do come true. Plus, there’s games to play and bragging rights to earn for anyone bold enough to make 'Pickle Champion' their new title. Vendors \| Live Music \| Samples \| Games	3 events 16 3 events, 16 12:00 pm - 6:00 pm Pickle Palooza at KC Wine Co May 16 @ 12:00 pm - 6:00 pm Pickle Palooza at KC Wine Co Pickle Palooza May 15—17, 2026 Fri 4—9 \| Sat 12—9 \| Sun 12—6 21+ Only \| FREE Admission It’s kind of a big dill. With every sip of a pickle cocktail and every bite of our zesty pickle food specials, you’re living proof that dreams really do come true. Plus, there’s games to play and bragging rights to earn for anyone bold enough to make 'Pickle Champion' their new title. Vendors \| Live Music \| Samples \| Games, 12:00 pm - 6:00 pm Pickle Palooza at KC Wine Co May 16 @ 12:00 pm - 6:00 pm Pickle Palooza at KC Wine Co Pickle Palooza May 15—17, 2026 Fri 4—9 \| Sat 12—9 \| Sun 12—6 21+ Only \| FREE Admission It’s kind of a big dill. With every sip of a pickle cocktail and every bite of our zesty pickle food specials, you’re living proof that dreams really do come true. Plus, there’s games to play and bragging rights to earn for anyone bold enough to make 'Pickle Champion' their new title. Vendors \| Live Music \| Samples \| Games, 2:00 pm - 11:59 pm Stonelion Puppet Theatre presents ‘1,000 Cranes and the Tree of Wishes’ May 16 @ 2:00 pm - 11:59 pm Stonelion Puppet Theatre presents ‘1,000 Cranes and the Tree of Wishes’ This choose-your-own adventure, featuring intricate puppets, invites each audience to pick which cranes to let fly from the Tree of Wishes. No single performance will be the same. Funny, touching, poignant, and completely unique. Tickets start at $10. Visit https://www.jccc.edu/midwest-trust-center/events/2025-2026/artsed-1000-cranes.html for more information.
1 event 17 1 event, 17 2:00 pm - 11:59 pm Next Gen: Opus 76 + Youth Symphony of Kansas City May 17 @ 2:00 pm - 11:59 pm Next Gen: Opus 76 + Youth Symphony of Kansas City	1 event 18 1 event, 18 9:00 am - 5:00 pm Tee It Up for Safehome May 18 @ 9:00 am - 5:00 pm Tee It Up for Safehome For over 30 years, Tee It Up for Safehome has helped support our clients and raise awareness about the issue of domestic violence. Each year, more than 140 golfers come together in a show of solidarity with our mission, enjoying a day of camaraderie and taking a stand against intimate partner abuse, all at the same time. 100% of proceeds benefit survivors, their children & pets. This year, we’re “traveling” to MIAMI! Our tournament features 18 holes on one of KC’s best private courses, with contests and prizes on every hole, including the one and only Kenny Thomas Olathe Toyota Hole-in-One. You don’t want to miss out on all the excitement. Dress the theme – your dedication & creativity will be rewarded! Tournament Website: https://safehome-ks.org/mec-events/teeitup/ Registration Includes: 18 holes of golf Player Gift & Cigars Golf Cart Breakfast, catered lunch & snacks galore Bottomless beverages & Signature Drink station Please reach out for sponsorship opportunities & donating silent auction items! See you on the green!	0 events 19 0 events, 19	1 event 20 1 event, 20 4:00 pm - 5:00 pm Ribbon Cutting and Grand Opening Celebration at Third Street Social Olathe May 20 @ 4:00 pm - 5:00 pm Ribbon Cutting and Grand Opening Celebration at Third Street Social Olathe Join us for the Ribbon Cutting and Grand Opening Celebration of Third Street Social Olathe	3 events 21 3 events, 21 9:00 am - 10:30 am Chamber Coffee at Enterprise Bank & Trust, co-hosted by Surface Experts May 21 @ 9:00 am - 10:30 am Chamber Coffee at Enterprise Bank & Trust, co-hosted by Surface Experts With more than 100 attendees, the coffees are the largest weekly networking event in the Kansas City metro area. They are held on Thursdays at a different member business or organization each week. Networking begins at 9:00, with a half hour program at 9:30, followed by additional networking for those who want to continue. Guests are welcome!, 11:00 am - 11:30 am Ribbon Cutting at Omega Tecks, LLC May 21 @ 11:00 am - 11:30 am Ribbon Cutting at Omega Tecks, LLC Join us for the ribbon cutting at Omega Tecks, LLC., 12:00 pm - 1:00 pm Professional Edge \| Quiet Leadership May 21 @ 12:00 pm - 1:00 pm Professional Edge \| Quiet Leadership Join KU Engineering Management Program Director and Professor of the Practice, Rick Cameron, Ph.D., PE, CPEM for this important leadership topic. Those with quiet personality types (such as introverts) can be highly effective leaders when they embrace their natural strengths and focus on empowering others, building trust, and achieving meaningful results rather than seeking attention or dominance. This quiet leadership style emphasizes listening, reflection, and thoughtful decision-making rather than loud or dominant behavior. Quiet leaders influence others through preparation, empathy, and results, creating environments where collaboration, trust, and psychological safety are encouraged. However, quiet leaders face challenges, such as being overlooked in extrovert-focused environments, reluctance to self-promote, and fatigue from constant interaction. An important takeaway is that quiet personality types can lead effectively without pretending to be extroverts.	2 events 22 2 events, 22 9:00 am - 5:00 pm Soccer Capital of America® Pop-Up Shop May 22 @ 9:00 am - 5:00 pm Soccer Capital of America® Pop-Up Shop Stop by our 15th Street branch in Olathe and join the fun! In partnership with Sporting Kansas City’s official Sporting Style store, we’re bringing a pop-up experience to select Central Bank locations, with more coming soon! Browse official Soccer Capital of America® and tournament merchandise from jerseys and hats to scarves and collectibles and celebrate the city that helped earn KC its title as the Soccer Capital of America®. Special Offer: Central Bank customers with a Soccer Capital of America® debit card, will get 26% off select items! For a full list of dates, locations, and to learn more about future pop-ups, visit https://www.centralbank.net/soccer-capital-pop-up/, 6:00 pm - 9:00 pm Fourth Fridays – May 2026 May 22 @ 6:00 pm - 9:00 pm Fourth Fridays – May 2026 Fourth Friday brings a burst of energy to Downtown Olathe each month. The streets come alive with live music, food trucks, drinks, local vendors, face painting and a fun, welcoming atmosphere that makes it easy to explore and enjoy the evening. It’s the perfect chance to grab great food, browse local makers, listen to music, and take in the downtown experience! Come see what’s happening downtown, you won’t want to miss it! More information at: https://fourthfridays.olathe.org/ Event Waiver for vendors	0 events 23 0 events, 23
0 events 24 0 events, 24	0 events 25 0 events, 25	0 events 26 0 events, 26	1 event 27 1 event, 27 1:00 pm - 3:00 pm Competing for Government Contracts: Basic Training May 27 @ 1:00 pm - 3:00 pm Competing for Government Contracts: Basic Training Federal, state and local governments spend more than $800B per year buying goods and services.This introductory seminar, provided by the Kansas APEX, offers an overview of the critical first steps to becoming a government contractor. Join us to learn to identify opportunities and understand the contracting process. You will also learn about services available to help you.	1 event 28 1 event, 28 9:00 am - 10:30 am Chamber Coffee at Homefield May 28 @ 9:00 am - 10:30 am Chamber Coffee at Homefield With more than 100 attendees, the coffees are the largest weekly networking event in the Kansas City metro area. They are held on Thursdays at a different member business or organization each week. Networking begins at 9:00, with a half hour program at 9:30, followed by additional networking for those who want to continue. Guests are welcome!	1 event 29 1 event, 29 12:00 pm - 9:00 pm Strawberry Days at KC Wine Co May 29 @ 12:00 pm - 9:00 pm Strawberry Days at KC Wine Co Strawberry Days May 29—31, 2026 Fri 4—9 \| Sat 12—9 \| Sun 12—6 21+ Only \| FREE Admission When life gives you strawberries, pair them with wine and call it a day. Strawberry Days is here to make your weekend sweeter—literally. Live Music \| Strawberry Menu Features \| Games	2 events 30 2 events, 30 12:00 pm - 6:00 pm Strawberry Days at KC Wine Co May 30 @ 12:00 pm - 6:00 pm Strawberry Days at KC Wine Co Strawberry Days May 29—31, 2026 Fri 4—9 \| Sat 12—9 \| Sun 12—6 21+ Only \| FREE Admission When life gives you strawberries, pair them with wine and call it a day. Strawberry Days is here to make your weekend sweeter—literally. Live Music \| Strawberry Menu Features \| Games, 12:00 pm - 6:00 pm Strawberry Days at KC Wine Co May 30 @ 12:00 pm - 6:00 pm Strawberry Days at KC Wine Co Strawberry Days May 29—31, 2026 Fri 4—9 \| Sat 12—9 \| Sun 12—6 21+ Only \| FREE Admission When life gives you strawberries, pair them with wine and call it a day. Strawberry Days is here to make your weekend sweeter—literally. Live Music \| Strawberry Menu Features \| Games
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