Celebrate Holiday Weekends in Chicago

  • who2005wn-156598-Chicago Nighttime Sunset

    Holiday weekends in Chicago

    Working for the holiday weekend? Spend it in Chicago, where the parks are aplenty and festivals hit every week. From Summer Solstice to New Year’s Eve, the Windy City’s never short of holiday happenings. Even better: Extend the trip a couple of days to take full advantage of the full Chicago experience.

  • Labor Day

    Labor Day

    Chicago Jazz Festival Sing the Chicago blues — or at least listen to them — at the annual festival, featuring Jon Faddis, Dr. Lonnie Smith Trio and more. Aug. 31-Sept. 3
    Great American Lobster Fest Take your pick: a whole, 1.25-pound lobster or a lobster roll with the fixins’. (Both are the right answer.) Sept. 1-3.

  • Halloween Chicago

    Halloween

    Shadows on the Street Take a stroll down historic — and haunted! — Prairie Avenue led by the Glessner House Museum. Oct. 30-31.
    Chicago Botanic Garden Fall colors show best at the garden’s HallowFest, but be sure to visit during the Spooky Pooch Parade to help crown best in show. Oct. 21.

  • Thanksgiving Chicago

    Thanksgiving

    McDonald’s Thanksgiving Day Parade Thousands of Chicagoans brave a bit of cold for the mile-long show. Nov. 23.
    Tree Lighting Ceremony Stop by Millennium Park for the Windy City’s 102nd annual lighting celebration. Nov. 18.

  • Christmas

    Christmas

    Ice Skating and Caroling at Millennium Park Put on your winter’s best and hit Millennium Park for ice skating and caroling with choirs. Nov. 28-Mar. 5
    Christkindlmarket Sip spiced Glühwein while Christmas shopping at the country’s favorite holiday open-air market in Daley Plaza. Nov. 17-Dec. 24.

  • Hanukkah

    Hanukkah

    Hanukkah Menu at Bistronomic Celebrate the festival of lights with French dishes such as crispy cured duck confit and apple challah bread pudding.
    Hanukkah Concert The Maxwell Street Klezmer Band plays traditional holiday music at the Chicago Botanic Garden's Alsdorf Auditorium. Dec. 17

  • New Year's Eve

    New Year's Eve

    Navy Pier Rides, concerts and food draw many to Navy Pier every year, which might as well be Chicago’s New Year’s Eve headquarters. Dec. 31.
    New Year’s Cruise Fireworks without the crowds? That’s a no brainer. Get the full Lake Michigan show with a fireworks dinner aboard a cruise ship. Dec. 31.

  • Westin River North Green River

    St Patrick's Day

    Chicago River Dyeing Counting down to the city’s biggest party? Find a spot along the Chicago River for perhaps the most famous St. Paddy’s Day celebration in the country, when the Chicago Journeymen Plumbers turn the murky waters bright green.
    South Side Irish Parade Offset the Guinness with the Emerald Isle Mile, then take a seat along Western Avenue with 150,000 of Chicago’s finest for this family-friendly parade.

  • Chicago Spring

    Summer Solstice

    Millennium Park Summer Music Series For Summer Solstice, the bi-weekly concert series will host Otis Taylor, Gaby Moreno and more in the park.
    Gay Pride Commemorate 1969’s infamous Stonewall riots with Chicago’s smashing Gay Pride Festival and parade, which draw more than 750,000 on Halsted Street.

  • Fourth of July Chicago

    Fourth of July Chicago

    Navy Pier Fireworks Who needs one famous setting when you can have two? Enjoy the city’s fireworks show overlooking Lake Michigan and the Chicago skyline. Bliss. July 4.
    Taste of Chicago It’s one of the world’s biggest food festivals … and it’s also free. Eat your way through pop-ups, food trucks, celebrity restaurants and then some. July 5-9.

  • who2005wn-156598-Chicago Nighttime Sunset
  • Labor Day
  • Halloween Chicago
  • Thanksgiving Chicago
  • Christmas
  • Hanukkah
  • New Year's Eve
  • Westin River North Green River
  • Chicago Spring
  • Fourth of July Chicago

Working for the holiday weekend? Spend it in Chicago, where the parks are aplenty and festivals hit every week. From Summer Solstice to New Year’s Eve, the Windy City’s never short of holiday happenings. Even better: Extend the trip a couple of days to take full advantage of the full Chicago experience.


 

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