Celebrating 15 Years of Points, Miles, and Community: Chicago Seminars 2025 Announced

Get ready, points and miles adventurers — Chicago Seminars is cleared for takeoff once again!

After a phenomenal 2024 event that welcomed over 500 attendees, featured 50+ sessions led by 50 expert speakers, and raised an incredible $30,000 for charity, we’re thrilled to return to the Hyatt Regency O’Hare Chicago for Chicago Seminars 2025, happening November 7–9, 2025.

Our mission remains the same: to bring together passionate travelers from around the globe to learn, connect, and give back—through the power of points, miles, and community. And yes, for those wondering, this is the same legendary event that called the Holiday Inn home for over a decade—just with a bit more room.

What's on Deck for 2025?

Expect another high-energy weekend packed with expert speakers, insightful sessions, and expanded opportunities to swap tips, tricks, and travel tales with fellow points enthusiasts. Whether you're a seasoned globetrotter or just starting your points journey, Chicago Seminars is the ultimate event to sharpen your strategy and fuel your next adventure.

Why the Hyatt Regency O’Hare Chicago?

Your feedback fueled this continued partnership. The Hyatt Regency O’Hare offers a more modern experience, exceptional food, is closer to O'Hare International Airport, and makes arriving a breeze with frequent, free airport shuttles. Plus, it aligns better with many attendees’ loyalty programs — because we get it: every stay matters when you're chasing status and rewards. And at only 8,000 World of Hyatt points per night, it’s a deal!

Mark your calendars now: November 7–9, 2025.

Stay tuned for speaker announcements, session previews, and special activities designed to level up your points game and expand your travel network.

Choose your boarding group and lock in your rate!
🛫Priority Boarding: $299 through June 6, 2025
🛄General Boarding: $329 starting June 7
🕒Last Call: $369 starting October 10

For updates and to lock in your spot, visit www.chicagoseminars.org.


About the 15th Annual Chicago Seminars

Chicago Seminars remains the oldest and largest gathering for the points and miles community. Founded by Rick Ingersoll and Win Schaeffer in 2010, and nurtured by long-time organizer Howie Rappaport, Chicago Seminars has blossomed into the premier event for sharing knowledge and strategies about maximizing points and miles. With a steadfast focus on community and connection, Chicago Seminars has empowered countless travelers to turn their dreams into reality.

Video Link:

https://www.youtube.com/watch?v=rTB3xJykvjg