2023 Spring Client Conference

Save The Date 

Our client conference will be held May 17 through May 19, 2023. Our conference begins with an evening welcome reception on Wednesday, May 17. Conference presentations will kick off Thursday morning, May 18, with a full day of engaging speakers followed by an evening dinner. The conference concludes on Friday, May 19 at approximately 1:00 pm. Attendees are invited to bring a guest to our Wednesday welcome reception and Thursday evening dinner. 

Registration is open to clients of MainStreet Advisors.

Register Now
A block of rooms has been reserved for our spring conference at Staypineapple Chicago which is conveniently located near our conference location.


1 West Washington Street
Chicago, Illinois 60602
Reservations by phone: 1.866.866.7977
Reservations by email: reservations@staypineapple.com

Room Rate: $249

Be sure to book early as rooms will only be held at these rates until April 1, 2023.
Business casual attire is appropriate for all conference sessions and evening events. The weather in Chicago during the month of May can be unpredictable. High temperatures can range from the mid-50s to mid-70s.

Airport Transportation

Several options are available for transportation to and from O’Hare International Airport or Midway International Airport.

Airport Express Shuttle

Call 888.284.3826 for this shuttle service, which is approximately $75 per person from O’Hare or approximately $55 per person each way from Midway, plus gratuities at your discretion. More information: www.airportexpress.com


Found on the lower level outside of all O’Hare terminals and outside of Group Transportation at Midway, taxis are plentiful and will cost roughly $50 (one-way, not including gratuity).

Rental Car

Both airports have car rental desks if you prefer to rent a car.


If you will be driving to the conference, parking is available in the InterPark Garage which is located at 181 N. Dearborn Street, approximately two blocks from the conference location. Additional parking garage locations can be found at: www.chicagoparkingmap.com

Public Transportation

Convenient from both airports, the elevated train (referred to as the “L”) goes directly from both airports into downtown Chicago. The cost is $5 (one-way) and you must purchase your ticket at station kiosks before entering the train.

Schedule information: www.transitchicago.com

From O’Hare Airport
Take the “Blue Line” into the city (an estimated 60 minute ride). Trains leave every 6-10 minutes during the day, and every half-hour in the evening.

From Midway Airport
Take the “Orange Line” into the city (an estimated 40 minute ride). Trains leave every 6-15 minutes. Trains from Midway are closed from 1:30 am until 5:00 am. The train station is a significant walk from the terminal.
If you have any questions regarding our conference, please feel free to contact:

Anne Connelly
MainStreet Advisors
(312) 223-0270
or email us at conference.services@mainstreetadv.com