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Your official Chicago guide. Choose Chicago is the official destination marketing organization for Chicago, Illinois.
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10/07/2026
TODAY. GAME 3. AT HOME. 🧦⚾️🖤🤍
Today at 3pm, the Chicago White Sox take on the Cleveland Guardians at Rate Field for the ALDS game 3. South Side, are you ready?!
📸: Barry Butler Photography
A decade straight on top 🏆🏆🏆🏆🏆🏆🏆🏆🏆🏆
Chicago has officially been named the Best Big City in the U.S. by Condé Nast Traveler readers for the 10th year in a row. Now let's celebrate.
This Saturday, 10/10, meet us on the Chicago Riverwalk at City Winery at 3 p.m. and celebrate this historic 10th win.
🔗 Tap the link below to read why Chicago has been named the Best Big City in the U.S. for 10 years in a row.
https://www.choosechicago.com/best-big-city/
Aaaaaaand now, a perfect 10 city: Chicago. ❤️
🔗 Read why Chicago has been named the Best Big City in the U.S. for 10 years in a row: https://bit.ly/4AOrgXM
🎤: Tim Sinclair, public address announcer for the Chicago Bulls, Bears, and Fire
🎥: Joey Durr / Durr Creative
10/06/2026
Officially a perfect 10. 🏆 Chicago has been voted Best Big City in the U.S. by Condé Nast Traveler readers for an unprecedented 10 years in a row!
This year, nearly 800,000 readers voted on their favorite places in the world. The result was clear: Chicago a city that is truly Never Done, Never Outdone.
✨ Spread the news and share why you think Chicago is a perfect 10 with
We boast an undeniable food scene, iconic architecture, 77 unique neighborhoods, and world-class arts and culture, but our people make Chicago what it is more than anything else.
This is for you, Chicago. ❤️
🔗 Read what keeps Chicago on top year after year: https://bit.ly/4AOrgXM
10/05/2026
Things are about to get GOLDEN. 🍁
Chicago’s trees are getting ready to put on a pretty spectacular show, and there’s no shortage of places to take it all in. From lakefront parks to neighborhood streets, fall color is about to be everywhere.
🔗 Check out more top spots to catch peak fall around Chicago: https://bit.ly/3La78Hr
Tomorrow 👀
One week until the Chicago Marathon! 🏃♀️ Check out these signs from last year's marathon to inspire you to cheer on the athletes running throughout the city next Sunday, Oct. 11th.
🔗 Read the ultimate spectator guide to the 2026 Chicago Marathon: https://bit.ly/4dcXBO4
Prost! Welcome to Chicago's largest Oktoberfest 🍺🥨
At this Fulton Market pop-up experience, you'll get a taste of Bavarian-style brats, beers, and cheer. Enjoy live bands, DJs, stein hoisting contests, and games (how long can you last on the spinning circle?!).
This is an all-ages experience, but you must be 21+ to drink!
📅 Open now through 10/24
📍 171 N Peoria St, Fulton Market
10/03/2026
If you’re looking for a little spooky fun this Halloween, why not take a tour through Chicago’s haunted side?
Top ghost tours for Halloween Explore haunted Chicago with top ghost tours and Halloween ghost tours, from historic haunts to spine-chilling stories across the city after dark.
From the citywide Open House Chicago to the iconic Haunted Halsted Parade, there's a lot of free fun to be had in Chicago in October!
🔗 Check out 10 free things to do this month: https://bit.ly/2VYXkGW
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