There are wine lovers. There are train lovers. And then there are wine and train lovers. If that’s you, the holiday wine train in Wisconsin was basically built in a lab for you. Up in Trego, the Wisconsin Great Northern Railroad added an… · at Secret Chicago ↗
Summer might be long gone but street festival season in Chicago isn’t over just yet! An all-new outdoor block party is taking over downtown this month and admission is completely free. Here’s everything to know about the first-ever Loop… · at Secret Chicago ↗
The countdown to glühwein, gingerbread, and holiday shopping is officially on—because one of Chicagoland’s favorite winter traditions is making its return. Christkindlmarket opens Friday, November 20, bringing its German Christmas market… · at Secret Chicago ↗
Get ready to rock, Chicago! Def Leppard are bringing their North American Tour to the Windy City next year, with support from the Goo Goo Dolls and The Struts. The iconic English rock band will headline United Center for one night on March… · at Secret Chicago ↗
Mike Ditka, the legendary former Chicago Bears coach and the first tight end inducted into the Pro Football Hall of Fame, died at 86 on Friday, October 9, 2026, his family said in a statement. Known to generations of Bears fans as “Iron… · at Secret Chicago ↗
Come hungry, leave happy. TenderFest is bringing an all-you-can-eat chicken tender celebration to Navy Pier this Saturday, October 10, 2026, with a lineup of celebrated restaurants, chef-crafted bites, and a competition to crown the best… · at Secret Chicago ↗
Looking for a fun Halloween getaway this spooky season? How about a trip to the largest jack-o’-lantern festival in Chicagoland? Jack-O’-Lantern World in Lake Zurich is back now through November 1, with thousands of carved pumpkins and… · at Secret Chicago ↗
Chicago Marathon preparations are already changing some downtown bus trips. The CTA has rerouted six routes beginning today, Thursday, October 8, with the changes scheduled to remain in place until 6 a.m. on Monday, October 12, or until… · at Secret Chicago ↗
Chicago’s Block 37 mall is under new ownership. The sprawling Loop complex has been acquired by local real estate firm Edwards Realty Company for $30 million according to a report from CBS Chicago. The realty group is seeking to convert… · at Secret Chicago ↗
Under the long shadow of the 225-foot Obama Presidential Center, which has received more than 175,000 visitors since opening in June, lies the Midway Plaisance. For the past two decades, folks have congregated here each fall for the Hyde… · Music at Chicago Reader ↗
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You don’t seem very sad for a girl in love… and we might know why. It’s probably because Olivia Rodrigo is heading to Chicago this weekend, giving everyone a reason to sing their hearts out. Olivia Rodrigo brings her Unraveled Tour to… · at Secret Chicago ↗
If you needed another reason to get excited about fall in Chicago, Culver’s Jalapeño Cheese Curds are coming back. The Wisconsin-based fast food chain is bringing them back to locations nationwide for its annual Curdtoberfest. When… · at Secret Chicago ↗
The holidays are almost upon us, and now one of the first signs of the season is here—tickets for Lincoln Park ZooLights are officially on sale! The annual holiday lights celebration is back beginning next month. Here’s a sneak peek at all… · at Secret Chicago ↗
As many may already know, the Lake Street Bridge in Chicago is fully closed to vehicles and pedestrians—and it won’t reopen anytime soon. The major rehabilitation project for the bridge, built in 1916, is scheduled for completion in… · at Secret Chicago ↗
At the turn of the season, Chicago was struck with a flurry of highly-anticipated bar and restaurant openings. In one of the food capitals of the country, it can get overwhelming trying to plan your next reservation. Each month, Eater… · Chicago Restaurant News at Eater Chicago ↗
Whether you’re ready to race or joining the cheering committee, you can catch the Bank of America Chicago Marathon all across the city every October.… · at Choose Chicago ↗
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Things will look a little different for IKEA shoppers in and around Chicago beginning next year. The popular Swedish home goods brand has announced plans to close its suburban Bolingbrook storefront and relocate to a smaller-format… · at Secret Chicago ↗
The most Chicago thing ever just happened, and we’re equal parts excited and terrified. Strings Ramen just launched Deep Dish Ramen, and yes, it’s exactly what it sounds like. Or close enough. The new dish debuted this past weekend at all… · at Secret Chicago ↗
It’s almost race weekend in Chicago! The 2026 Bank of America Chicago Marathon will return for its 48th edition this Sunday, October 11, and street closures are already underway ahead of the citywide event. Much of downtown will be closed… · at Secret Chicago ↗
Stargazers in the Windy City have a reason to be excited—Chicago will bear witness to back-to-back meteor showers this October. The Draconid and Orionid meteor showers will light up the Midwestern skies just days apart from one another.… · at Secret Chicago ↗
The 2026 Bank of America Chicago Marathon is Sunday, October 11, when runners from across the world will converge upon the Windy City to take on the 26.2-mile challenge. Projections show a record-breaking turnout this year, with 55,000… · at Secret Chicago ↗
Why does it feel like there is a Lululemon on almost every corner in Chicago? From Lincoln Park to the Gold Coast’s 900 North Michigan Shops, it seems that whenever we are in the mood for an athletic outfit, we don’t have to travel far.… · at Secret Chicago ↗
It’s time to set your alarms, Chicago. On Friday, October 16, Dunkin’ is handing out free bat koozies to customers who buy its new Berry Battie Daydream Refresher. Free. As in zero dollars. As in the best price there is. The catch about… · at Secret Chicago ↗
Pilsen taco joint Casa Cafe has become the most important space for the youth wing of Chicago’s hardcore punk scene. This is largely thanks to Francisco “Pancho” García, a punk musician who cofounded Ruidosa Art Collective. He started… · Music at Chicago Reader ↗
Chicago goes all out for the holidays, with something magical happening in every corner of the city. The season kicks off with the Christmas Tree… · at Choose Chicago ↗
If you’re looking for a getaway in January or February, Chicago continues to deliver a flurry of seasonal fun long after the holidays end. Between… · at Choose Chicago ↗
The best way to get to know Chicago is one meal at a time. This three-day Chicago food itinerary explores the city’s most iconic dishes and… · at Choose Chicago ↗
Chicago is the city that’s Never Done, Never Outdone. And we keep proving it year after year. In 2026, Chicago welcomed new immersive experiences, celebrated… · at Choose Chicago ↗
Celebrate cozy weather and changing leaves in the city made for autumn adventures. We’ve got everything you need to plan the perfect fall day in… · at Choose Chicago ↗
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Chicagoans already know, the Windy City has something special that other major U.S. metros don’t. Well now a recently released awards list has reinforced our city’s status as a cut above the rest! Condé Nast Traveler has named Chicago the… · at Secret Chicago ↗
Chicago, your packages are about to delivered get a whole lot faster. Amazon has scooped up the five-level vertical warehouse at 1237 W. Division St., right by Goose Island, for $195 million. The goal is to get packages to your doorstep… · at Secret Chicago ↗
See also: From Oct. 5–10, Chick-fil-A restaurants across Chicagoland are donating part of every Chocolate Chunk Cookie sale to the American Cancer Society · at Secret Chicago ↗
It’s an incredible time to be a Chicago sports fan. Almost all of the city’s iconic sports teams are still playing, whether the season is… · at Choose Chicago ↗
Hey, this is crazy…Carly Rae Jepsen is hitting the road again and will be performing at The Chicago Theatre next May. Carly Rae Jepsen brings her Day and Night Tour to Chicago If you don’t know who Carly Rae Jepsen is… maybe this will… · at Secret Chicago ↗
If you’re an avid TikTok scroller and book reader, you’ve likely come across BookTok. BookTok is a niche part of the social media platform where readers recommend, review, and discuss their favorite books, and it has helped many reach the… · at Secret Chicago ↗
Good news if you’ve been looking for an excuse to add dessert to your chicken sandwich order: this week, it technically counts as charity. Chick-fil-A restaurants across Chicagoland are hosting Cookies for a Cause, a cookie fundraiser… · at Secret Chicago ↗
Fall in Chicago is in full swing, and the temperatures are finally beginning to reflect it, with daily highs sitting around the 60-degree mark. With the air cooling, let’s address the question on everyone’s mind—when will Chicago see its… · at Secret Chicago ↗
Chicago’s fall events calendar is overflowing with cultural happenings — including music, theatre, film, visual arts, and everything in between. If you’re looking for things… · at Choose Chicago ↗
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As if Chicago didn’t already have plenty of options for coffee, we’re about to welcome an entirely new spot: Blank Street Coffee. The viral coffee chain based in New York is officially coming to Wicker Park—though the timeline for its… · at Secret Chicago ↗
There’s a huge collection currently in Chicago with more than 2,100 authentic true crime artifacts belonging to 140 killers from around the world. Most items look completely normal on the surface, but their stories tell the terrible truth.… · at Secret Chicago ↗
Chicago has always had a taste for the mysterious. During Prohibition, hidden speakeasies offered a place to drink after dark, while the city’s jazz clubs and infamous gangsters helped cement its reputation as a place where nightlife could… · at Secret Chicago ↗