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Date:
Sat, Apr 11, 2026 at 8:00 AM
Location:
Chicago, Illinois
60620
United States
OpenStreetMap Google Maps
Links:
winerun5k.com Register at runsignup.com
Tags:
5k Run Walk

PLEASE BE AWARE THAT THIS EVENT WILL SELL OUT SO SIGN UP TODAY TO SECURE YOUR SPOT!

Like Running or Walking? Love Wine? This race is for you!

Join us on Saturday, April 11, 2026 with 8:00am, 9:00am, 10:00am and 11:00am starts times (you will select your start time during registration) for an exciting annual event at Wild Blossom Meadery & Winery.

Registration Includes:

  • T-shirt: Super Soft Ring Spun Cotton t-shirt included!

  • Wine Glass: Shatterproof, Collapsible, and Portable!

  • Finisher Medal: Doubles as a Wine Stopper!

  • Race Bib: Chip timed 5k run/walk

  • Results Posted Online

  • ...and of course, a pour of wine!

More races nearby

  • FinFit Life 5K Fitness Challenge - Chicago, IL [runsignup.com]

    Sat, Apr 18, 2026 at 10:00 AM

    Description

    We are excited to announce our FinFit Life 5K Fitness Challenge in Chicago, IL. Everyone is invited to attend our run, walk, crawl with proceeds going to the National Breast Cancer Foundation and Project Fire Buddies.

    Start Time: 10:00 am CT

    Location: Mt Greenwood Park, 3721 W 111th St, Chicago, IL 60655

    Point of contact - Renault Sims - renault.sims@finfitlife.com

    6 km from Chicago
    3721 W 111th St, Chicago, Illinois, 60655, United States
    OpenStreetMap Google Maps

    5k Run Walk

  • The Germazing Race 5K Run/Walk [stgermaineschool.com] [Register at raceroster.com]

    Sat, Apr 25, 2026 at 9:00 AM

    Description

    Join us for the

    15th Annual

    Germazing Race 5K Run/Walk

    &

    Kids Obstacle Course

    benefiting St. Germaine School.

    Saturday, April 25, 2026

    9:00 AM Start Time!

    Kids Obstacle will start at 10:30 AM after...

    Join us for the

    15th Annual

    Germazing Race 5K Run/Walk

    &

    Kids Obstacle Course

    benefiting St. Germaine School.

    Saturday, April 25, 2026

    9:00 AM Start Time!

    Kids Obstacle will start at 10:30 AM after 5K awards

    The Germazing Race Shirt is included with your race registration. This year, you can select long or short sleeve for your race tee!

    ***If your K-8 Child is participating in the 5k, please register for 5k Run/Walk

    Purchase Germazing Race Hoodies below!

    Important

    Blue Hoodies are only available in ADULT SIZES

    Youth Hoodies are only available in YOUTH SIZES

    7.3 km from Chicago
    St. Germaine School, 9735 South Kolin Avenue, Oak Lawn, Illinois, United States
    OpenStreetMap Google Maps

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  • Chicago Federation of Labor May Day 5k 2026 [raceroster.com]

    Sun, Apr 26, 2026 at 8:00 AM

    Description

    Chicago Federation of Labor

    May Day 5K Run and Walk 2026

    "Chicago's Union-Powered 5K"

    Sunday, April 26, 2026

    Race start: 8:00 AM

    Race Day packet pick-up: 7:00 AM - 7:45 AM

    Pre Race Packet Pick Up...

    Chicago Federation of Labor

    May Day 5K Run and Walk 2026

    "Chicago's Union-Powered 5K"

    Sunday, April 26, 2026

    Race start: 8:00 AM

    Race Day packet pick-up: 7:00 AM - 7:45 AM

    Pre Race Packet Pick Up available Friday, April 24, at ONE TWO PRU, 180 N Stetson Avenue, Chicago, IL 60601

    Race Site:

    Chicago Firefighters and Paramedic Memorial Park

    adjacent to Lakeside Center at McCormick Place.

    2301 S. Jean Baptiste Point DuSable Lake Shore Drive, Chicago

    Join the Chicago Federation of Labor for the fourth May Day 5K Run and Walk on Sunday, April 26, 2026. Individuals of all ages and fitness levels are encouraged to participate in this family-friendly event to commemorate May Day and its importance to the Chicago Labor Movement. The race will begin at the Chicago Firefighters and Paramedic Memorial Park on the Lakefront Trail near the Lakeside Center at McCormick Place at 8:00 a.m. and continue up the trail through the Museum Campus. The course features a segment on Solidarity Drive and beautiful views of Chicago’s Downtown skyline.

    Commemorative moisture-wicking race t-shirts will be provided to all runners and walkers, and medals will be awarded to winners in age-group categories. All participants will also receive a complimentary beverage at the post-race party and awards ceremony following the race. Free parking validation at McCormick Place Lot C is available for all registrants. The "Solidarity Spirit" award will once again be awarded to the team with the most registered participants at the race.

    The May Day 5k Run and Walk is UNION STRONG: Our finisher medals, overall awards, and t-shirts are Made in the USA and Union printed. Our tents, tables, chairs and food are all provided by union vendors.

    Race Day packet pick-up will begin at 7:00 a.m. near the starting line. Pre-race packet pick-up will be available on Friday, April 25 at ONETWOPRU (180 N Stetson Avenue, Chicago, IL 60601). Gear check will be available for participants at registration beginning at 7:00 a.m. and remain open until 9:30 a.m. All participants must complete the course by 9:30 a.m. to receive an official race time.

    PLEASE NOTE: T-SHIRT SIZE NOT GUARANTEED AFTER APRIL 3 DUE TO PRINTING DEADLINES.

    Proceeds from the event:

    Funds raised from this event will benefit the CFL’s ongoing efforts to support workers in Chicago and Cook County.

    2026 Sponsors

    Podium Sponsors

    NALC Branch 11

    USW Local 17 Decorators Union

    Finisher Sponsors

    Chicago Teachers Union

    SAG-AFTRA Chicago

    SEIU HCII

    Starting Line Sponsors

    IBEW Local 9

    IBEW Local 134

    LiUNA! Laborers’ Local One

    LiUNA! Local 1092

    SMART Local 73

    VISIT THE 2025 PHOTO GALLERY HERE

    WATCH THE 2025 RACE RECAP VIDEO

    HERE

    WATCH THE ABC7 NEWS CLIP HERE

    9 km from Chicago
    2301 South Lake Shore Drive, Chicago, Illinois, 60617, United States
    OpenStreetMap Google Maps

    5k Run Trail Walk

  • Wolf Lake 5k [runsignup.com]

    Sat, May 16, 2026 at 9:00 AM

    Description

    The Wolf Lake 5k takes you on a scenic tour of the William Powers Conservation Area at Wolf Lake. Your trip begins at the visitors center and takes you North through the park to the State Line where...

    The Wolf Lake 5k takes you on a scenic tour of the William Powers Conservation Area at Wolf Lake. Your trip begins at the visitors center and takes you North through the park to the State Line where you turn around are return to the finish line.

    The race is entirely within the William Powers Conservation Area this year.

    In addition to our normal race awards, and in honor of those who serve and protect the community, we will have a "First Responders Challenge". Bragging rights and medals will be awarded to the three fastest Police, Fire, and EMTs.

    Register early for the best pricing. Entry will be $30 through May 9th, then $35. Race day registration is $40.

    Each participant will receive a Commemorative Race T-shirt and goody bag.

    This race is a fundraiser for the Hegewisch Community Center a 501(c)3 organization.

    9.8 km from Chicago
    12949 Avenue O, Chicago, Illinois, 60633, United States
    OpenStreetMap Google Maps

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  • Ridge Run 2026 [raceroster.com]

    Mon, May 25, 2026 at 8:00 AM

    Description

    Join runners from across Chicagoland on Monday, May 25, 2026, for BAPA’s Ridge Run, a beloved Memorial Day tradition in Beverly/Morgan Park. Run along the beautiful, historic neighborhood of Beverly,...

    Join runners from across Chicagoland on Monday, May 25, 2026, for BAPA’s Ridge Run, a beloved Memorial Day tradition in Beverly/Morgan Park. Run along the beautiful, historic neighborhood of Beverly, featuring tree-lined streets, classic architecture, and a welcoming atmosphere that makes this course a local favorite.

    Choose from the 5K Run, 5K Untimed Walk, 10K Run, 5K + 10K Challenge, or Youth Mile. All races start and finish at Ridge Park (9625 S. Longwood Dr., Chicago) and conclude with a family-friendly post-race festival.

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    Certificate #

    10K - IL19022NM

    5K - IL19023NM

    No refunds for registered participants who are unable to attend.

    Hosted by the Beverly Area Planning Association (BAPA).

    2.9 km from Chicago
    Ridge Park Fieldhouse, 9625 South Longwood Drive, Chicago, Illinois, 60643, United States
    OpenStreetMap Google Maps

    5k 10k Run Walk

More races nearby →

Local running groups & event organizer

  • Tortugas Run Club Group 15.2 km
    [runningcrews.com] [runningcrews.com] - Instagram

    Founded in March 2021 by David and supported by captains Kristin, Chris, JLuis, and José, Tortugas Run Club in Chicago embraces runners who often find themselves at the back of the pack. Named in honor of David’s mother and her sisters’ steady perseverance, the crew has grown to around 60 members united by a shared commitment to inclusivity and encouragement. Meeting every Sunday at Harrison Park, they run together at all paces through scenic city routes, fostering a supportive atmosphere where progress and connection matter more than speed. Tortugas actively participates in Chicago’s major races, including the Shamrock Shuffle and Chicago Marathon, bringing their spirit of kindness and community to the broader running scene. Rooted in the city’s vibrant landscape and rich racing traditions, Tortugas offers a welcoming home for runners seeking friendship, steady growth, and a place where every stride counts.

    Community Run

    Chicago, Illinois, United States
    OpenStreetMap Google Maps
  • TatrySki Club of Chicago Event Organizer 16.3 km
    [tatryskiclub.com]

    Run

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    OpenStreetMap Google Maps
    Phone: 7089064654
  • Three Run Two Group 21.3 km
    [threeruntwo.com] [runningcrews.com] - Facebook - Instagram

    Three Run Two is a diverse and authentic running crew that embodies the true passion for running in Chicago, Illinois. They are an organic and relatable community that is deeply reflective of their city. Their philosophy is perfectly captured by their famous, welcoming motto, borrowed from A Tribe Called Quest: "Us And You, Your Momma And Your Cousin Too." With a membership that ranges from first-time runners to ultra-marathoners, they host popular weekly runs on Tuesday and Thursday nights where the focus is on community, self-improvement, and cultural awareness.

    Community Run

    Chicago, Illinois, United States
    OpenStreetMap Google Maps
See all organizations →
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