Wintrust Magnificent Mile Lights Festival
Michigan Avenue · Magnificent Mile
- Time
- Parade at 5:30pm
- Price
- Free to watch
We found ten Christmas parades and tree lightings in and around Chicago with 2026 dates: seven parades and three tree lightings and lighting nights, nine free to watch. Each one has the date, start time, price and a link to the organizer’s page.
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Christmas parades
Start time, price and what to know with little kids, from each organizer’s own page.
Michigan Avenue · Magnificent Mile
Glenview Road to Jackman Park, 1011 Lehigh Avenue, Glenview · Glenview
Good to know: The parade heads west on Glenview Road to Jackman Park, where Santa, hay rides, a kids' train ride, carolers and hot chocolate wait.
Cass Ave. from Naperville Rd. to W. Quincy St. · Westmont, about 20 miles west
Downtown Lisle · Lisle, about 25 miles west
Good to know: Mr. and Mrs. Claus are at the Lisle Station Park train depot 3-7pm.
Main St., northbound to First St. · Crete, about 35 miles south
Good to know: Part of Crete Country Christmas, Dec. 3-8, with a tree lighting on Dec. 3 and Santa at the gazebo.
Oak Park Ave. from 177th St. to 172nd St. · Tinley Park, about 25 miles southwest
Tree lightings
Most lightings are short and happen at dusk, often with Santa, music or cocoa.
Millennium Park, near Michigan Ave. & Washington St. · Loop
Main Street Train Station, Downers Grove · Downers Grove
Good to know: The village tree is hung with handmade ornaments from local groups, businesses and residents.
Kris Kringle Market and trolley stops around Brookfield · Brookfield
Good to know: Santa and his elves answer letters, a trolley links stops with a petting zoo and woodcarving demos, and the village tree is lit as the day ends.
Before you go
Every year
Each of these comes back every year. Its page keeps the last confirmed dates, and the new ones go up there once they’re posted. Every year in Chicago
Keep planning
Good questions
Wintrust Magnificent Mile Lights Festival: Sat, Nov 21, 2026, Parade at 5:30pm (Magnificent Mile). Chicago Thanksgiving Parade: Thu, Nov 26, 2026, 7:45–10am (Loop). Glenview Holiday in the Park & Parade: Sat, Nov 28, 2026, 4-6pm (Glenview). Westmont Frosty & Friends Parade: Sat, Dec 5, 2026, Carol sing-along 4:45pm, parade 5pm, then the tree lighting and free photos with Santa at the train station (Westmont, about 20 miles west). Plus three more on this page.
City of Chicago Christmas Tree Lighting Ceremony at Millennium Park, near Michigan Ave. & Washington St.: Fri, Nov 20, 2026, 6pm. Downers Grove Main Street Tree Lighting Ceremony at Main Street Train Station, Downers Grove: Fri, Nov 27, 2026, 4:30pm. Brookfield Holiday Celebration and Tree Lighting at Kris Kringle Market and trolley stops around Brookfield: Sat, Dec 5, 2026, 10am-6pm; tree lighting in the evening.
Nine of the ten we list are free to watch: City of Chicago Christmas Tree Lighting Ceremony, Wintrust Magnificent Mile Lights Festival, Chicago Thanksgiving Parade and Downers Grove Main Street Tree Lighting Ceremony. Some charge for extras like Santa photos or rides, and each card says so.
Daytime ones are easiest with toddlers: Chicago Thanksgiving Parade, Lights of Lisle Santa Parade and Brookfield Holiday Celebration and Tree Lighting. Evening ones start after dark and are colder, so bring layers and a blanket for the stroller. Get there early for a curb spot near the start so little ones can see.
Each listing comes from the venue’s or organizer’s own page and links to it. We only list a date, time or price when that page shows it, and anything we can’t confirm stays off. These were last checked Oct 30, 2026, and we recheck them every week through early December. How we choose and check.
One short email every Thursday evening with the best things to do with little ones in Chicago that weekend, parades included.