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September

Chicago in October

Exciting events and experiences happening this month in Chicago.

Showing 1-20 of 100 events • Page 1 of 5
Chicago Architecture Center River Cruise Aboard First Lady
entertainment

Chicago Architecture Center River Cruise Aboard First Lady

Wed, Oct 1
Chicago Architecture Center - First Lady

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Rome Sweet Rome
entertainment

Rome Sweet Rome

Wed, Oct 1 at 1:00 PM
Chicago Shakespeare Theater

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Iniko -  Awakening The Empire North American Tour
music

Iniko - Awakening The Empire North American Tour

Wed, Oct 1 at 6:30 PM
Outset

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.

Event Information

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.

Ticket Information

Check venue for pricing

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Durand Jones & the Indications presented by Jack Daniel's
music

Durand Jones & the Indications presented by Jack Daniel's

Wed, Oct 1 at 7:00 PM
The Salt Shed Indoors (Shed)

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 mus...

Event Information

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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Oktoberfest Nation
entertainment

Oktoberfest Nation

Wed, Oct 1 at 7:00 PM
Fulton Market

🍻 THE ULTIMATE OKTOBERFEST PARTY STRAIGHT FROM HOFBRAÜHAUS MÜNCHEN IS TAKING OVER FULTON MARKET 🍻  📍 Chicago – Fulton Market📅 September 18th – October 19th About the event: Get ready to raise a...

Event Information

🍻 THE ULTIMATE OKTOBERFEST PARTY STRAIGHT FROM HOFBRAÜHAUS MÜNCHEN IS TAKING OVER FULTON MARKET 🍻  📍 Chicago – Fulton Market📅 September 18th – October 19th 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 Hofbräuhaus 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 Hofbräuhaus The legendary Munich brewery behind the official Oktoberfest—Prost to the real deal. This isn’t just some themed brew. It’s actual Hofbräuhaus 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 Hofbräuhaus Stage for nonstop music, dancing, and next-level Oktoberfest vibes. This legit oompah band is flying in straight from Munich’s iconic Hofbräuhaus 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.

Ticket Information

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Ashland Avenue
entertainment

Ashland Avenue

Wed, Oct 1 at 7:30 PM
Goodman Theatre - Albert

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Colter Wall and Friends
music

Colter Wall and Friends

Wed, Oct 1 at 7:30 PM
The Auditorium

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 participa...

Event Information

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.

Accessibility Information

Accessible seating is available. For more information, please call: 312.341.2300

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Terrapin Flyer
music

Terrapin Flyer

Wed, Oct 1 at 8:00 PM
Garcia's Chicago

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 le...

Event Information

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
music

Frankie & The Witch Fingers, Population II

Wed, Oct 1 at 8:00 PM
Bottom Lounge

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Makaya McCraven with Tom Skinner presented by Thalia Hall and International Anthem
music

Makaya McCraven with Tom Skinner presented by Thalia Hall and International Anthem

Wed, Oct 1 at 8:00 PM
Thalia Hall

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-ac...

Event Information

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.

Ticket Information

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Plan your trip to Makaya McCraven with Tom Skinner presented by Thalia Hall and International Anthem with our AI-powered travel planner. Get personalized itineraries and recommendations for your visit to Chicago. Book tickets through our platform.

Oktoberfest Nation | Chicago 2025
entertainment

Oktoberfest Nation | Chicago 2025

Wed, Oct 1 at 8:30 PM
Fulton Market

🍻 THE ULTIMATE OKTOBERFEST PARTY STRAIGHT FROM HOFBRAÜ MÜNCHEN IS TAKING OVER FULTON MARKET 🍻  📍 Chicago – Fulton Market📅 September 18th – October 19th About the event: Get ready to raise a ste...

Event Information

🍻 THE ULTIMATE OKTOBERFEST PARTY STRAIGHT FROM HOFBRAÜ MÜNCHEN IS TAKING OVER FULTON MARKET 🍻  📍 Chicago – Fulton Market📅 September 18th – October 19th 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.

Ticket Information

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Plan your trip to Oktoberfest Nation | Chicago 2025 with our AI-powered travel planner. Get personalized itineraries and recommendations for your visit to Chicago. Book tickets through our platform.

letlive
music

letlive

Thu, Oct 2 at 5:30 PM
House of Blues Chicago

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 suppo...

Event Information

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
arts

Chicago Comedy Club

Thu, Oct 2 at 6:00 PM
Foundation Room at House of Blues Chicago

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 hav...

Event Information

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.

Ticket Information

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TBA/TBA
music

TBA/TBA

Thu, Oct 2 at 6:00 PM
Kingston Mines - Chicago Blues Center

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 ha...

Event Information

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
music

Sombr

Thu, Oct 2 at 6:30 PM
Radius - Chicago

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sombr - The Late Nights & Young Romance Tour
music

sombr - The Late Nights & Young Romance Tour

Thu, Oct 2 at 6:30 PM
Concord Music Hall

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.

Event Information

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.

Ticket Information

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Constellations
arts

Constellations

Thu, Oct 2 at 7:00 PM
Athenaeum Theatre

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Curated Classics: A Beloved Cocktail Workshop
entertainment

Curated Classics: A Beloved Cocktail Workshop

Thu, Oct 2 at 7:00 PM
TBA

Get ready for tips and tricks for creating thrilling and exciting cocktails for all of your friends. Get ready for a good time as you learn how craft some exquisite cocktails from our master mixologis...

Event Information

Get ready for tips and tricks for creating thrilling and exciting cocktails for all of your friends. Get ready for a good time as you learn how craft some exquisite cocktails from our master mixologist Aneka Saxon. *Our cocktail workshops begin at the time designated on your ticket or contract. We will allow a 15 minute grace period for guests running late, at which point the class will move forward. After the grace period, guests are either a no show (which will not receive a refund), or they can join the class late. The class will end at the normally scheduled time.

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Young the Giant: In The Open Tour
music

Young the Giant: In The Open Tour

Thu, Oct 2 at 7:00 PM
Athenaeum Theatre

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2hollis: The Star Tour
music

2hollis: The Star Tour

Thu, Oct 2 at 7:30 PM
The Salt Shed Indoors (Shed)

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Ready to Experience Chicago?

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Use our AI planner to create a personalized Chicago itinerary for October 2025. Chat with our AI assistant to get recommendations for hotels, restaurants, and activities that complement these events. Our intelligent trip planner considers your preferences, budget, and travel dates to create the perfect Chicago travel plan. Features include real-time weather updates, interactive maps, and local insider tips.

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