AI PlannerChicago in October
Exciting events and experiences happening this month in Chicago.
TBD at Chicago Cubs: NL Wild Card (Home Game 2, If Necessary)
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Chicago Architecture Center River Cruise Aboard First Lady
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Rome Sweet Rome
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Jacks Pumpkin Pop Up Chicago
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Jack's Pumpkin Pop-Up | Open Sept 18 until Nov 2nd, 2025 Jack’s Pumpkin Pop-Up is Chicago’s ultimate all ages fall destination - an immersive festival experience packed with seasonal cocktails, carnival games, axe throwing, a giant corn maze, and endless photo moments surrounded by thousands of pumpkins. It’s all ages, all the time: picture-perfect days for families and kids, then after dark the lights kick in, the energy turns BOO-zy, and the whole place transforms into a fall festival party. From sipping drinks under the lights to getting lost in the maze with your crew, every corner is designed for big laughs, good vibes, and the kind of nights you’ll want to relive all season. It’s part festival, part party, and all fall- Chicago’s go-to spot when you’re ready to turn autumn all the way up. Jack's Pumpkin Pop-Up | September 18th until Nov 2nd, 2025 The time on your ticket (ex 5 PM) is your entry window. You can arrive up to 30 minutes before or after that time. Once inside, you’re welcome to stay as long as you’d like. All Ages Welcome | 21+ to Drink | 18+ Axe Throwing
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Oktoberfest Nation | Chicago 2025
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🍻THE ULTIMATE OKTOBERFEST PARTY STRAIGHT FROM HOFBRAÜ MÜNCHEN IS TAKING OVER FULTON MARKET🍻 📍 Chicago – Fulton Market📅 September 18th – October 19th The time on your ticket (ex 5 PM) is your entry window. You can arrive up to 30 minutes before or after that time. Once inside, you’re welcome to stay as long as you’d like. About the event: Get ready to raise a stein at Chicago’s biggest Oktoberfest — right in the heart of Fulton Market. We’re pouring official Hofbräu München brews straight from Germany, serving up giant pretzels and juicy brats, and packing in non-stop Oktoberfest energy. Throw on your dirndl or lederhosen (or snag one on-site), then dive into stein-holding contests, carnival games, Oompah bands, and DJs. This year, the party’s got some serious pedigree—Munich’s biggest beer traditions are being brought to life by the original mastermind behind Hofbräuhaus Chicago, Mike Matushka, who’s back to raise the bar once again. It all kicks off this September 18th for a limited time only, so grab your crew, throw on your dirndl or lederhosen, and be part of the party everyone will be talking about. 🍺 Beer Exclusively from Hofbräu München The legendary Munich brewery behind the official Oktoberfest—Prost to the real deal. This isn’t just some themed brew. It’s actual Hofbräu München beer, brewed in Munich, shipped straight to us, and poured by the liter. If you know, you know. 🌭 Brats, Bites & Bavarian Vibes Jumbo pretzels, grilled bratwursts, classic sausages, and enough snackable bites to fuel your next round. Yes, it’s all made to pair perfectly with whatever’s in your stein. 🍹 Full Bars & Festive Sips Not a beer person? We got you. From spiced apple cider mules to Prost Punch and cinnamon schnapps, our cocktail game is just as strong. 🎲 Gaudi Games Think Oktoberfest Olympics—with a Bavarian twist. From stein-carrying races and barrel rolls to brat tosses and more, these high-energy games are made for big laughs, fierce competition, and unforgettable photo ops. 🎶 Straight from Munich: A Live German Band Experience Grab a stein and hit the Hofbräu Stage for nonstop music, dancing, and next-level Oktoberfest vibes. This legit oompah band is flying in straight from Munich’s iconic Hofbräu München to turn Fulton Market into the ultimate Bavarian beer hall. Think pounding drums, wild toasts, and the kind of Oktoberfest energy you usually have to cross an ocean for. 🎡 The Devil’s Wheel A beloved fest tradition! Grab your crew and get ready to spin, slide, and laugh your way through this Oktoberfest crowd favorite. It’s fast, it’s wild, and it’s all in good fun. 👗 Lederhosen & Dirndl Pop-Up No outfit? No problem. Shop traditional Oktoberfest looks right onsite and get fest-ready in minutes. So grab your crew, pick a weekend (or five), and get ready to Prost like you mean it. This is Oktoberfest—Fulton Market style. And it’s going to be a blast. All sales are final. No refunds or exchanges.
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Iniko - Awakening The Empire North American Tour
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This is an ALL AGES event. Outset is a standing room only venue, all tickets are General Admission unless otherwise stated. There is NO re-entry.
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Durand Jones & the Indications presented by Jack Daniel's
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Durand Jones & The Indications have partnered with PLUS1 so that $1 per ticket goes to supporting Decolonizing the Music Room and their work centering Black, Brown, Indigenous, and Asian voices in music education, research, and performance
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Grand Kyiv Ballet: Swan Lake
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Ashland Avenue
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Colter Wall and Friends
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We continue to closely monitor official public health guidance and adjust our policies accordingly. A risk of COVID-19 transmission exists in any public space where people are present. Event participants assume all potential risk related to exposure. For current health safety information please visit www.auditoriumtheatre.org for details. Resale tickets may exceed face value and prices are NOT set by the artist or artist team.
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Accessible seating is available. For more information, please call: 312.341.2300
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Makaya McCraven with Tom Skinner presented by Thalia Hall and International Anthem
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Makaya McCraven is a prolific drummer, composer and producer.His newest album, In These Times, is the triumphant finale of a project 7+ years in the making. Its a preeminent addition to his already-acclaimed and extensive discography, and its the album hes been trying to make since he started making records.McCraven believes that the word jazz is insufficient, at best, to describe the phenomenon were dealing with. The artist, who has been aptly called a cultural synthesizer, has a unique gift for collapsing space, destroying borders and blending past, present, and future into poly-textural arrangements of post-genre, jazz-rooted 21st century folk music. Profiled in Vice, Rolling Stone, the Guardian, and NPR, among other publications, he and the music he makes today are at the very vanguard of that phenomenon. According to the New York Times, McCraven has quietly become one of the best arguments for jazzs vitality. The artist explained to NPR in 2019, I dont think what Im doing is necessarily that far off of the legacy of jazz that I grew up in ... I think one of the things that gives it strength is that people want to argue over it. Thats a good sign. That means theres life here.In These Times, a collection of polytemporal compositions inspired as much by broader cultural struggles as McCravens personal experience as a product of a multinational, working class musician community, is the recording that McCraven has been trying to create for 7+ years, as its been slowly cooking in the background while his other works were released. He began recording In These Times seven years ago, but for whatever reason, Universal Beings just came to fruition much quicker. It just took more time for this to mature into everything its become. With the success of Universal Beings and the Universal Beings concerts that we did (with Red Bull) in Chicago at South Shore Cultural Center and le poisson rouge in New York, I had an opportunity to realize the record not as a collection of four sides of trios and quartets, but I turned that record as a performance into a 10 to 12-person concert, and that experience ended up evolving my approach to In These Times.In These Times encompasses all hes lived through, as well as his lineage, while also pushing the music forward. Music critic Passion of the Weiss suggested that McCravens work, both with younger players and the sounds of older recordings, is part of a necessary conversation about the next evolution of the Black improvised music known colloquially as jazz. Hes found the threads connecting the past with the present, and is either wrapping them with new colors and textures, or hes plucking them gleefully like the strings of a grand instrument. McCraven concurs: To me, that is the tradition that I want to try to take part in. Being well-rooted, but walking into the future, is really what all of the leaders in this music have done that I admire. And I think that resonates with people. Something thats like how we know it, but is evolving... Its just where I am at, where were at, and the evolution of that, and thats what Im trying to be.
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Direccion Contraria, Crystal Lips
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Terrapin Flyer
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All sales are final, no refunds/exchanges permitted, but tickets may be transferred through your TM Account. Garcia's is fully ADA compliant featuring wheelchair lifts and ramps between the various levels of the venue, assisted listening devices upon request, and allows official service animals. Premium Table seating is located closest to the stage offering the most intimate music experience for guests and includes table service. Reserved Table seating is located on our main floor, behind the Premium section, and also includes table service. Both Premium and Reserved table seating is cabaret style which means you may be sitting with other fans. Private Booths are available and depending on the booth seats 1 to 4, 5, or 6 guests. General Admission/Standing Room is located around the sides of the room on an elevated level for quality viewing and easy bar access.
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Frankie & The Witch Fingers, Population II
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Night of Modular Synthesis XI
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Doors: 8PM / Show: 9PM / 21+Featuring:J.Solidayhttps://cranksatori.bandcamp.com Andy Ortmannhttps://www.discogs.com/Andy-Ortmann-Pataphysical-Electronics/release/12104591https://anthonyjanas.bandcamp.com Sarah Lutkenhaushttps://norentrecords.bandcamp.com/album/the-dominator-is-cuddled-inside-me-nrr135 Caro Arrobahttps://soundcloud.com/carolina-arroba Melon Sprouthttps://melonsprout4.bandcamp.com John Lovetronhttps://johnlovetron.bandcamp.com/track/it-means-nothing-to-me Onur Zlobnickihttps://onurzlobnicki.bandcamp.com/album/355-113
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letlive
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Doors open at 530PM. Performance begins at 630PM. This show is for ALL AGES. House of Blues Chicago is a standing room only venue, all tickets are General Admission unless otherwise stated. *All support acts are subject to change without notice.* Upgrade Your Experience: https://www.sevenrooms.com/events/hobchicago/hobwebsite
Accessibility Information
Accessible Tickets House of Blues Chicago has requested that all accessible seating ticket accomodations be solicited only through their representatives. Those in need of accessible seating need to first purchase a General Admission ticket, then contact the venue Box Office to reserve accomodations. The box office cannot take phone orders. You may purchase tickets online or call (800) 745-3000.
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Chicago Comedy Club
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Doors open at 6PM. Performance begins at 730PM. This is a 21 AND OVER event. House of Blues Chicago is a standing room only venue, all tickets are General Admission unless otherwise stated. If you have any questions in regards to this event please call us at 312.923.2000 *All support acts are subject to change without notice.*
Accessibility Information
Accessible Tickets House of Blues Chicago has requested that all accessible seating ticket accommodations be solicited only through their representatives. Those in need of accessible seating need to first purchase a General Admission ticket, then contact the venue Box Office to reserve accommodations. The box office cannot take phone orders. You may purchase tickets online or call (800)745-3000.
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Missippi Heat/Nicholas Alexander Blues Band
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World famous Kingston Mines features the best Blues music from two bands on two stages. Docs Kitchen offers great Ribs, Catfish, Red Beans & Rice, Wings, Burgers, Beignets, and more! Kingston Mines has returned to general seating - no reservations. The doors & kitchen open at 6:00pm on Thursday. Tickets can be purchased at the club after 6:00 PM, if not purchased online. Must be 21 to enter. Thursday: 6pm 2amAcoustic Set: 6pm to 7:30pmNorth Stage Sets: 7:30pm, 9:30pm, 11:30pmMain Stage Sets: 8:30pm, 10:30pm, 12:30am Hear Blues, Drink Booze, Talk Loud, Youre Among Friends ...Doc
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sombr - The Late Nights & Young Romance Tour
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This is an ALL AGES event. Outset is a standing room only venue, all tickets are General Admission unless otherwise stated. There is NO re-entry.
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Sombr
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