Travel
State/Lake CTA is closing for repairs in 2026. Here is what to expect.
Prepare for three years of noise, traffic and detours.
Advertising
Restaurants
A massive Fulton Market hotspot is hosting Chicago’s most epic New Year’s Eve party
Legendary Chicago DJ is headlining Time Out Market’s three-story bash.
Travel
A number of 'Letters to Santa' stations were just set up at both Chicago airports
Chicago’s airports launch drop-boxes to the North Pole just in time for peak holiday chaos.
Things to do
Chicago’s first-ever cookie market is coming to Wrigleyville—and it’s benefitting a great cause
At Cookies for Kids’ Cancer, 40 of Chicago’s finest pastry chefs will be offering confections to raise critical funds for pediatric cancer research.
Things to do
Chicago was just named one of the top 10 best festive waterfront destinations in the country, beating out Los Angeles and Boston
With a dreamy Riverwalk and streets draped in lights, Chicago blends metropolitan charm with a touch of holiday magic.
Travel
Chance the Rapper wants Chicagoans to enjoy the ride
No, you're not imagining the Grammy winner talking to you on the CTA.
Restaurants
Chicago’s newest Christmas bar is taking over this West Loop rooftop
Time Out Market Chicago’s rooftop bar is transforming into a winter wonderland this month.
Sports and fitness
The Chicago Bears’ 1985 rap classic “The Super Bowl Shuffle” (rightfully) gets the documentary treatment from HBO
A new documentary delves into how the 1985 Chicago Bears turned a cheeky rap video into a pop-culture phenomenon—and helped unite a city on the cusp of a...
Things to do
Introducing Little Ripper Skateboarding, Chicago's best skate school-turned-community resource
Little Ripper Skateboarding offers after-school programs in Chicago Public Schools, teaching children life skills through the sport of skateboarding and...
Things to do
How to snag a free cookie at the Harry Potter Shop Chicago this week
What's holiday shopping without a sweet treat?
Discover Time Out original video