AI Training in Chicago.
2 Days. September 17–18, 2026. $1,490.

Two days of intensive, hands-on AI training in downtown Chicago. Build real AI systems with 39 other professionals from the Midwest's most dynamic industries. Employer-reimbursable under IRS Section 127.

Dates
Sep 17–18, 2026
Location
Downtown Chicago, IL
Class Size
20 Max
Investment
$1,490

The Midwest's financial
and industrial AI powerhouse.

Chicago is the economic engine of the Midwest and one of the most important cities in the world for finance, manufacturing, logistics, and healthcare — all industries undergoing massive AI transformation. With 36 Fortune 500 companies headquartered in the Chicago metro area, including Boeing, Abbott, Caterpillar, Baxter, and McDonald's, the demand for professionals who can build and deploy AI systems has never been higher.

Chicago's financial sector is particularly AI-intensive. The city is home to the CME Group (the world's largest derivatives exchange), major trading firms like Citadel and Jump Trading, and institutional asset managers that deploy machine learning at enormous scale. The city's healthcare systems — Northwestern Medicine, Rush, University of Chicago Medicine — are leaders in AI-powered diagnostics and patient care.

Manufacturing and logistics companies across the Midwest are adopting AI for predictive maintenance, supply chain optimization, and quality control. If you work in any of these industries and need to add AI to your skillset, this bootcamp will get you there in two days. You will build real systems, not watch presentations — and you will do it alongside 39 other professionals who are equally serious about mastering AI.

36
Fortune 500 HQs in Chicago
#3
Largest US City
$700B+
Metro GDP
20 Max
Students Per Cohort

Who's hiring AI talent in Chicago right now.

Chicago is one of the most underrated AI hiring markets in the country. It combines a deep quant-trading ecosystem, heavy industrials, healthcare systems, and a growing tech scene along the West Loop. Cost of living is dramatically lower than SF or NYC for comparable comp, and several Chicago-headquartered companies build AI that literally moves goods through the American economy.

Citadel and Citadel Securities
The Loop HQ. One of the largest ML research employers on the planet — market making, equities, and options modeling.
CME Group
Chicago HQ. Derivatives exchange; builds ML for market surveillance and risk.
Morningstar
Chicago HQ. Investment research ML, rating systems, and NLP over filings.
Grainger (W.W. Grainger)
Lake Forest HQ. Industrial distribution; heavy use of ML for catalog, pricing, and logistics.
Relativity
Chicago HQ. Legal AI and e-discovery — a quietly dominant player in legaltech.
Tempus
Chicago HQ. Precision medicine and oncology ML, using real-world clinical data.
Groupon
Chicago HQ. Recommendation, search, and marketplace ML.
Boeing (Chicago)
Global HQ in Chicago. Large AI/ML footprint across commercial aviation and defense.
Motorola Solutions
Chicago HQ. Public safety AI — video analytics, radio, and incident response.
Enova International
Chicago HQ. Credit risk ML at scale.
Kraft Heinz
Chicago HQ. Supply chain and demand forecasting ML.

Where the work is. The bootcamp venue is in the West Loop / Fulton Market corridor, a few minutes from Ogilvie and Union Station. Most of the city's AI hiring clusters around the Loop, River North, Fulton Market, and the Lake Forest / Deerfield tech belt on the North Shore.

Industry mix. Quant finance, industrial AI, healthtech, legaltech, logistics, and CPG. Chicago is the best U.S. city for AI engineers who want to work on physical-world problems without paying Bay Area rent.

Upcoming bootcamp dates.

Two full days, Thursday and Friday. Arrive ready to work. Leave ready to build.

Chicago — September 17–18, 2026

Chicago Training Venue · Downtown / Loop Area

Sep 17–18, 2026

Thursday – Friday · 9:00 AM – 5:00 PM CT

Enrolling Now

Upcoming Cohort

Thursday – Friday · 9:00 AM – 5:00 PM CT

Coming Soon

Getting to your
Chicago bootcamp.

Chicago is one of the best-connected cities in America. Here is everything you need to plan your trip.

Venue

Our Chicago training venue is in the Loop / downtown area, walking distance from major CTA and Metra stations. The exact address will be shared with registered attendees two weeks before the bootcamp.

  • Modern classroom with individual workstations
  • High-speed WiFi and power at every seat
  • Lunch, coffee, and snacks provided daily
  • ADA accessible

Getting There

  • O'Hare International (ORD) — 45 min via CTA Blue Line directly to downtown. One of the world's busiest airports.
  • Midway Airport (MDG) — 30 min via CTA Orange Line to the Loop. Southwest Airlines hub.
  • Amtrak / Union Station — Multiple routes from across the Midwest. Walk to venue.
  • CTA L Train — Multiple lines serve downtown. The venue is within 2 blocks of L stations.
  • Driving — Accessible via I-90/94 and I-290. Parking garages available nearby.

Hotels Nearby

Downtown Chicago has abundant hotel options. Upcoming is a great time to visit — pleasant weather and reasonable rates.

  • Budget ($120–200/night) — Hampton Inn, Holiday Inn Express, HI Chicago Hostel
  • Mid-range ($200–350/night) — Courtyard Marriott, Hilton Garden Inn, Hyatt Place
  • Premium ($350+/night) — The Palmer House, The Langham, Four Seasons

Good to Know

  • Upcoming in Chicago has pleasant weather (60s–70s F)
  • The CTA L train is the easiest way around downtown — no car needed
  • Midwest professionals can easily drive in from Milwaukee, Indianapolis, Detroit, and St. Louis
  • Bring your laptop (8GB+ RAM required)
  • Setup instructions sent 2 weeks before bootcamp
  • Certificate of completion with CEU credits

Chicago-specific questions.

Where in Chicago is the venue?

The venue is in the Loop / downtown area, within walking distance of the CTA L stations and Union Station. It is the most accessible area of the city. The exact address is shared with registered attendees two weeks before the bootcamp.

Can I drive from other Midwest cities?

Yes. Chicago is within easy driving distance of Milwaukee (1.5 hrs), Indianapolis (3 hrs), Detroit (4.5 hrs), St. Louis (4.5 hrs), Minneapolis (6 hrs), and other Midwest cities. Several attendees drive in and stay at a downtown hotel for the two days. Parking is available near the venue.

Is this relevant for finance professionals?

Highly relevant. Chicago is one of the world's financial capitals, and AI is transforming trading, risk analysis, fraud detection, and portfolio management. The bootcamp covers machine learning models, deep learning, NLP, and AI agents — all skills that financial firms are paying premium salaries for. The hands-on approach means you leave with deployable skills, not just theory.

Do I need a car in Chicago?

Not for the bootcamp. Downtown Chicago is extremely walkable and well-served by the CTA L train. Both airports (O'Hare and Midway) connect directly to downtown via the L. Rideshare is also widely available. If you drive in, parking garages are nearby.

Is this relevant for manufacturing / supply chain?

Absolutely. The Midwest is the heart of American manufacturing, and AI is revolutionizing predictive maintenance, quality control, demand forecasting, and supply chain optimization. The machine learning and deep learning skills you learn in this bootcamp are directly applicable to manufacturing and logistics workflows.

What if Upcoming doesn't work?

We have a second Chicago cohort planned for September 17–18, 2026. You can also attend in NYC (June), Dallas (July), or Los Angeles (August). Your registration is transferable across all cities and dates.

40 seats in Chicago.
Reserve yours.

September 17–18, 2026 in downtown Chicago. Two days that will transform your AI capabilities. Join the waitlist to secure your spot.

40 seats · Chicago, IL · September 17–18, 2026 · First come, first served