Chantell Garrett

Always On The Go Travel Planning and Concierge

AOTG Signature Experience: Chicago Presidential Legacy | October 30-November 1, 2026

Oct 30, 2026 to Nov 1, 2026
Chicago, IL

 

Choose Your Travel Experience

Signature Motorcoach Experience

Travel roundtrip from Kansas City aboard a luxury motorcoach and leave the driving to us. This package also includes a visit to the Abraham Lincoln Presidential Library & Museum and a shopping stop at Chicago Premium Outlets on the return journey.

Please Note: The Signature Motorcoach Experience requires a minimum number of 40 confirmed participants to operate. A final determination regarding motorcoach transportation will be made prior to departure. If the minimum participation requirement is not met, guests will be notified and offered the opportunity to transition to the Independent Arrival Package or receive a refund of the transportation portion of their package.

Independent Arrival Package

Prefer to travel on your own? Our Independent Arrival Package allows you to fly, drive, or take the train to Chicago while enjoying the same premium hotel accommodations, included experiences, and dedicated AOTG hosting throughout the weekend. This option offers greater flexibility and is ideal for travelers joining us from any location.


What's Included

Included with Both Packages

✔ Three days / two nights hotel accommodations at Embassy Suites by Hilton Magnificent Mile in downtown  (single or double occupancy; single occupancy available for an additional $300)

✔ Daily hotel breakfast at hotel

✔ Nightly evening reception at hotel

✔ Premier Chicago Dinner Cruise experience

✔ Admission to the Obama Presidential Center (self-guided tour)

✔ Roundtrip chartered transportation between the hotel and included group activities

✔ Always On The Go welcome gift and commemorative T-shirt

✔ Dedicated AOTG trip hosts throughout the experience

Additional Inclusions – Signature Motorcoach Experience Only

✔ Roundtrip luxury motorcoach transportation from Kansas City

✔ Fuel, parking, tolls, and transportation-related fees

✔ Admission to the Abraham Lincoln Presidential Library & Museum

✔ Chicago Premium Outlets shopping stop


What's Not Included

✘ Transportation from your home city to Chicago (Independent Arrival Package)

✘ Transportation between the airport, train station, bus station, or other arrival location and the hotel

✘ Hotel parking and valet fees (if applicable)

✘ Hotel incidental charges and personal room expenses

✘ Travel insurance (strongly recommended)

✘ Meals not specifically listed as included

✘ Personal expenses, shopping, and optional activities

✘ Gratuities for hotel staff and other personal services


Weekend at a Glance 

Independent Arrival Package

Day 1 | Arrive in Chicago + Skyline Dinner 

Arrive in Chicago on your own no later than 12:00 p.m. and check into the hotel. Meet your AOTG hosts and fellow travelers before joining the group for an unforgettable evening aboard the Chicago Dinner Cruise featuring dinner, entertainment, and spectacular skyline views.

Day 2 | Obama Presidential Center Experience

Following breakfast, visit the Obama Presidential Center for an inspiring cultural and educational experience celebrating leadership, community, and civic engagement. The remainder of the evening is yours to enjoy at your leisure.

Day 3 | Depart Chicago

Enjoy breakfast before checking out of the hotel and departing at your leisure. Travelers are responsible for arranging their own return transportation from Chicago.


**NO LONGER AVAILABLE** Signature Motorcoach Experience 

Day 1 | Kansas City → Springfield → Chicago + Skyline Dinner 

Depart Kansas City aboard a luxury motorcoach for Springfield, Illinois, where you'll visit the Abraham Lincoln Presidential Library & Museum. Following your visit, continue to downtown Chicago, check in to the hotel, meet your fellow travelers and prepare for an unforgettable evening aboard a Chicago Dinner Cruise featuring dinner, entertainment, and spectacular skyline views.

Day 2 | Obama Presidential Center Experience

Following breakfast, visit the Obama Presidential Center for an inspiring cultural and educational experience celebrating leadership, community, and civic engagement. The remainder of the evening is yours to enjoy at your leisure.

Day 3 | Shopping & Return to Kansas City

After breakfast and hotel check-out, enjoy time to shop at Chicago Premium Outlets before departing for Kansas City with scheduled comfort stops along the way.


Deposit & Payment Information

Reserve your space today with a $100 per person deposit.

✔ Secure your reservation

✔ Flexible monthly payment plans available

✔ Monthly payments are required to keep your reservation active

Final payment is due September 25, 2026.


Booking, Cancellation & Participation Policy

All deposits and payments are non-refundable and non-transferable. Due to advance contractual commitments with hotels, transportation providers, attractions, and other vendors, refunds cannot be issued for cancellations, missed departures, late arrivals, or unused portions of the itinerary.

Travel insurance is strongly recommended to protect your travel investment.

Signature Motorcoach Minimum Participation

The Signature Motorcoach Experience requires a minimum number of 40 confirmed participants to operate. If the minimum participation requirement is not met, Always On The Go Travel Planning & Concierge reserves the right to cancel the motorcoach portion of the trip. Guests will be notified in advance and offered the opportunity to transition to the Independent Arrival Package or receive a refund of the transportation portion of their reservation.


Additional Terms & Conditions

• Monthly payments must be made as scheduled to maintain an active reservation.

• Final payment is due by September 25, 2026.

• Travelers are responsible for meeting all travel requirements and arriving at the appropriate departure or arrival location on time.

• Always On The Go Travel Planning & Concierge reserves the right to make minor itinerary modifications, substitute comparable accommodations or activities, and adjust schedules when necessary due to operational, weather, or vendor-related circumstances.

We look forward to welcoming you to Chicago for an unforgettable Presidential Legacy Experience with Always On The Go Travel Planning & Concierge.

 

Available Packages

INDEPENDENT ARRIVAL - EARLY BIRD RATE
Unavailable as of July 11, 2026

Starting At: $800.00
Deposit: $100.00 per person

What's Included

✔ Three days / two nights hotel accommodations in the downtown Chicago Miracle Mile area (single or double occupancy). Single occupancy is available for an additional $300.

✔ Daily hotel breakfast

✔ Nightly evening reception at hotel (complimentary drinks and light snacks)

✔ Chicago Dinner Cruise experience

✔ Admission to the Obama Presidential Center

✔ Roundtrip transportation between the hotel and included group activities  (Chicago Dinner Cruise and Obama Presidential Center) 

✔ Always On The Go welcome gift and commemorative T-shirt

✔ Dedicated  Always On The Go trip hosts throughout the journey

What's Not Included

✘ Transportation from home city to Chicago

✘ Transportation between the airport, train station, bus station or arrival location to/from the hotel 

✘ Hotel parking ad valet fees (if applicable)

✘ Travel insurance (strongly recommended)

✘ Meals not specifically listed as included

✘ Personal expenses, shopping, and optional activities

✘ Gratuities for hotel staff, dining staff, or personal services

✘ Hotel incidental charges and personal room expenses 

Deposit & Payment Information

Reserve your spot today with a $100 per person deposit.

✔ Secure your spot

✔ Flexible payment plans available

✔ Monthly payments required

INDEPENDENT ARRIVAL - STANDARD RATE
Unavailable as of July 8, 2026

Starting At: $900.00
Deposit: $100.00 per person

What's Included

✔ Three days / two nights hotel accommodations in the downtown Chicago Miracle Mile area (single or double occupancy). Single occupancy is available for an additional $300.

✔ Daily hotel breakfast

✔ Nightly evening reception at hotel (complimentary drinks and light snacks)

✔ Chicago Dinner Cruise experience

✔ Admission to the Obama Presidential Center

✔ Roundtrip transportation between the hotel and included group activities  (Chicago Dinner Cruise and Obama Presidential Center) 

✔ Always On The Go welcome gift and commemorative T-shirt

✔ Dedicated  Always On The Go trip hosts throughout the journey

What's Not Included

✘ Transportation from home city to Chicago

✘ Transportation between the airport, train station, bus station or arrival location to/from the hotel 

✘ Hotel parking ad valet fees (if applicable)

✘ Travel insurance (strongly recommended)

✘ Meals not specifically listed as included

✘ Personal expenses, shopping, and optional activities

✘ Gratuities for hotel staff, dining staff, or personal services

✘ Hotel incidental charges and personal room expenses 

Deposit & Payment Information

Reserve your spot today with a $100 per person deposit.

✔ Secure your spot

✔ Flexible payment plans available

✔ Monthly payments required

SIGNATURE MOTORCOACH EXPERIENCE - STANDARD RATE
Unavailable as of July 15, 2026

Starting At: $1,299.00
Deposit: $100.00 per person

What's Included

✔ Roundtrip luxury motorcoach transportation from Kansas City

✔ Fuel, parking, and transportation-related fees

✔ Three days / two nights hotel accommodations in the downtown Chicago Miracle Mile area (single or double occupancy.  Single occupancy is available for an additional $300.

✔ Daily hotel breakfast

✔ Nightly evening reception at hotel (complimentary drinks and light snacks)

✔ Chicago Dinner Cruise experience

✔ Admission to the Abraham Lincoln Presidential Library and Museum

✔ Admission to the Obama Presidential Center

✔ Premium Outlet Shopping experience

✔ Always On The Go welcome gift

✔ Dedicated AOTG trip hosts throughout the journey

What's Not Included

✘ Travel insurance (strongly recommended)

✘ Meals not specifically listed as included

✘ Personal expenses, shopping, and optional activities

✘ Gratuities for hotel staff, dining staff, or personal services

Deposit & Payment Information

Reserve your spot today with a $150 per person deposit.

✔ Secure your seat on the motorcoach

✔ Lock in Early Bird pricing until June 20th 

✔ Flexible payment plans available

 

SIGNATURE MOTORCOACH EXPERIENCE - EARLY BIRD RATE
Unavailable as of June 21, 2026

Starting At: $1,199.00
Deposit: $100.00 per person

What's Included

✔ Roundtrip luxury motorcoach transportation from Kansas City

✔ Fuel, parking, and transportation-related fees

✔ Three days / two nights hotel accommodations in the downtown Chicago Miracle Mile area (single or double occupancy.  Note: Single occupancy has a $300 supplement fee.)

✔ Daily hotel breakfast

✔ Chicago Dinner Cruise experience

✔ Admission to the Abraham Lincoln Presidential Library and Museum

✔ Admission to the Obama Presidential Center

✔ Premium Outlet Shopping experience

✔ Always On The Go welcome gift

✔ Dedicated AOTG trip hosts throughout the journey

What's Not Included

✘ Travel insurance (strongly recommended)

✘ Meals not specifically listed as included

✘ Personal expenses, shopping, and optional activities

✘ Gratuities for hotel staff, dining staff, or personal services

Deposit & Payment Information

Reserve your spot today with a $150 per person deposit.

✔ Secure your seat on the motorcoach

✔ Lock in Early Bird pricing until June 20th 

✔ Flexible payment plans available