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🎉 Chicago · What's on

Things to do in Chicago this weekend

Hand-picked festivals, parades, markets and shows for Sun, Oct 18 — and what's coming up after. Pulled from the dates in Whosly's Chicago Festivals & Events list and updated every day.

12dates this weekend
200+dates a year in the app
1,800+concerts in the app
This weekend

Chicago this weekend · Sun, Oct 18

THRU
25
OCT

Chicago International Film Festival

Wed, Oct 14 – Sun, Oct 25 · Daily screenings, premieres and talkbacks · Multiple theaters · Citywide

Twelve days of premieres, international competition films and red-carpet galas at theaters around the city. Buy single tickets or a multi-film pass.

🎬 Film
OCT
18
SUN

Open House Chicago

Sat, Oct 17 – Sun, Oct 18 · Sat-Sun, 10 a.m.-5 p.m. at most sites; some sites Saturday- or Sunday-only · 200+ buildings across the city · Citywide

A free weekend inside 200-plus buildings in about 30 neighborhoods, from lobbies and churches to spaces usually closed to the public. Most sites open 10 a.m.–5 p.m.

🎨 Arts & cultureFree
OCT
18
SUN

Chicago Fashion Week

Thu, Oct 8 – Sun, Oct 18 · Runway shows, markets and talks at venues across the city · Venues citywide · Citywide

Eleven days of runway shows, pop-up markets and talks with Chicago designers, boutiques and neighborhood business groups, at venues around the city.

🎨 Arts & culture
THRU
7
DEC

Lee Miller: Fearless

Sat, Aug 29 – Mon, Dec 7 · Museum hours · Art Institute of Chicago · Loop

A survey of Lee Miller's photographs, from Surrealist portraits and Vogue fashion work to her World War II reporting, shown with her letters and drafts. Included with museum admission.

🎨 Arts & culture
THRU
3
JAN

Mary Cassatt: After Impressionism

Sun, Sep 6 – Sun, Jan 3 · Museum hours · Art Institute of Chicago · Loop

More than 75 Cassatt paintings, pastels and prints from her years after Impressionism, plus the story of her lost mural from Chicago's 1893 World's Fair.

🎨 Arts & culture
THRU
15
NOV

Art on theMART Fall Season

Thu, Sep 10 – Sun, Nov 15 · Thu-Sun, 7:30-8 p.m. · theMART facade / Chicago Riverwalk · River North

theMART's river facade becomes a screen again: a data-as-light piece from Argonne and UIC plus Adler Planetarium space imagery, Thursday to Sunday nights.

🎨 Arts & cultureFree
🗓️

6 more dates this weekend in Whosly

Every date in the Chicago Festivals & Events list — star the ones you're into and see which friends are going.

Seasonal

🎃 Halloween in Chicago

OCT
24
SAT

Arts in the Dark Halloween Parade

Sat, Oct 24 · 6-8 p.m. · Columbus Drive, Grant Park · Grant Park / Loop

A nighttime Halloween parade of giant puppets, lanterns, stilt walkers and fire performers down Columbus Drive, with Buckingham Fountain behind it. Free, 6–8 p.m.

🎃 HalloweenFree
OCT
30
FRI

Death By Disco

Fri, Oct 30 – Sat, Oct 31 · Fri 8 p.m.-2 a.m., Sat 8 p.m.-1 a.m. · Recess, City Hall and Morgan Mfg. · Fulton Market

A two-night Halloween takeover of West Loop venues: three stages and 20-plus DJs, stilt walkers, a ball pit, a silent disco, a skate half-pipe and tattoo and palm-reading stations.

🎃 Halloween21+
OCT
31
SAT

Haunted Halsted Halloween Parade

Sat, Oct 31 · Block party 11 a.m.-6 p.m.; parade 7-8 p.m.; costume contest and after-party 8-10 p.m. · Halsted Street · Northalsted (Lakeview)

Northalsted's Halloween night: an all-day block party on Halsted, a 7 p.m. parade with bands and fire performers, and a costume contest. Free.

🎃 HalloweenFreeAll ages
Concerts

Big shows in the next two weeks

All the week's best Chicago concerts →

Coming up

Coming up in Chicago

NOV
13
FRI

Lightscape

Fri, Nov 13 – Sun, Jan 3 · Select nights, 4:30-10:30 p.m. (2025 hours) · Chicago Botanic Garden · Glencoe

A nighttime walking trail of large light installations set to music through the Chicago Botanic Garden in Glencoe. Timed tickets; popular nights cost more.

✨ Holiday lights
NOV
20
FRI

Christkindlmarket Chicago (Daley Plaza)

Fri, Nov 20 – Thu, Dec 24 · Sun-Thu 11 a.m.-8 p.m.; Fri-Sat 11 a.m.-9 p.m.; Thanksgiving and Christmas Eve 11 a.m.-4 p.m. · Daley Plaza · Loop

The German-style Christmas market in Daley Plaza: wooden huts, mulled wine, brats and handmade ornaments. Free to wander.

🧺 MarketFree
NOV
21
SAT

Wintrust Magnificent Mile Lights Festival

Sat, Nov 21 · Lights Festival Lane 11 a.m.-4 p.m.; parade 5:30 p.m.; fireworks over the river about 7:30 p.m. · North Michigan Avenue · Magnificent Mile / Streeterville

A daytime family festival, a 5:30 p.m. holiday parade down Michigan Avenue and fireworks over the river around 7:30. Free.

🎺 ParadeFree
🙋 The Whosly app

Never miss what's on in Chicago

These are a few of the dates in Chicago Festivals & Events — 200+ a year, plus 1,800+ concerts. The app keeps all of them, and tells you when it matters.

  • ✓Star a date for reminders — the morning of, before it starts, and when presales and on-sales open
  • ✓See which friends are interested, and let them see you
  • ✓Turn any date into a plan: text one link and see who's in — friends RSVP with no app
  • ✓Pair it with the city's best spots and happy hours, all on one map
Get Whosly on iPhoneHow it works

Or search “Whosly: Plans, Places & RSVPs” on the App Store

Get it on your iPhonePoint your iPhone camera here — or open the App Store and search “Whosly: Plans, Places & RSVPs”.

Festivals & Events and Concerts are included with Planner Pro. Starting a plan and RSVPing are free, always.

City Packs in the Whosly app: Chicago Festivals & Events with upcoming dates, Chicago Essentials and Deep Cuts
City Packs in the app
FAQ

Chicago events questions

What is there to do in Chicago this weekend?
This weekend (Sun, Oct 18), our picks include Chicago International Film Festival, Open House Chicago, Chicago Fashion Week and Lee Miller: Fearless (Art Institute of Chicago). The list above is updated every day.
Are there free events in Chicago this weekend?
Yes — Open House Chicago and Art on theMART Fall Season are free.
What's happening in Chicago in November 2026?
Highlights include City of Chicago Christmas Tree Lighting & Holiday Market (Nov 20), Wintrust Magnificent Mile Lights Festival (Nov 21) and Chicago Thanksgiving Parade (Nov 26). See the full month at whosly.app/events/chicago/november-2026.
How can I keep track of events in Chicago?
Whosly's Chicago Festivals & Events list has 200+ dates a year, and its concerts list has 1,800+ shows. Star a date to get reminders and presale alerts, see which friends are interested, and turn it into a plan. Both lists are included with Planner Pro.
Plan ahead

More in Chicago