Comet Messenger Service — Introducing Haley
🎊   50 Years Serving Chicago  ·  1976–2026   🎊
🎉 Celebrating 50 Years · A Big Announcement

Introducing Haley
She's Taking Orders Now

Haley, Comet Messenger AI Representative
Available 24/7

As Comet Messenger celebrates its 50th anniversary, we're thrilled to introduce Haley — available 24/7 to provide instant quotes and place your orders around the clock. Shipment tracking and account management are coming soon.

haley@cometmessenger.delivery

Haley
AI Customer Service · Comet Messenger
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Answers every call, day or night
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Places orders instantly — no hold time
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Routes, tracks & updates in real time
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Learns new skills every single day
Available now at (312) 786-2288

Always On.
Always Ready.

Today — on the occasion of our 50th anniversary — we're proud to introduce Haley as Comet Messenger's AI-powered representative. After months of preparation, she's live right now, ready to answer your call and place your order immediately.

Whether it's a midnight rush pickup, a Sunday medical delivery, or a Micro Move across town, Haley answers instantly — providing quotes and placing orders around the clock, no hold music, no voicemail, no waiting until Monday morning.

And the best part? Haley keeps growing. Shipment tracking and account management are already in development — coming soon after launch. Every skill we add makes her more capable. This is just day one.

  • Available at launch — answers calls 24 hours a day, 365 days a year
  • Available at launch — instant quotes, no waiting
  • Available at launch — order entry
  • 🔜 Coming soon — shipment tracking updates
  • 🔜 Coming soon — account & billing management

Five Decades of Moving Chicago

1976
Founded by Jim Sailer Comet Messenger Service opens its doors in Chicago, built on a simple promise: fast, reliable delivery for the city that never stops.
1980s
The Bike Messenger Era Our fleet of cyclists becomes a fixture in the Loop — weaving through traffic to deliver the documents and packages that kept Chicago's businesses running.
2000s
Online Order Portal Comet embraces the digital age with an online dispatch portal — making it easier than ever for clients to place orders, track deliveries, and manage accounts.
2010s
TSA Certified Comet earns TSA certification, expanding into secure airport and medical courier services — entrusted with Chicago's most sensitive deliveries.
2026
Haley Joins the Team On our 50th anniversary, we introduce Haley — our AI customer service representative, available 24/7, ushering Comet Messenger into a bold new era.

Chicago Courier Services

Same-Day Courier

Rush delivery across Chicago and surrounding suburbs. Documents, packages, and freight — delivered with urgency.

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Bike Messenger

Our legendary cyclists navigate the Loop and neighborhoods faster than any vehicle. A Chicago icon since 1976.

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Medical Courier

HIPAA-compliant, temperature-sensitive, and time-critical medical deliveries handled with the utmost care.

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Micro Move

Small moves, big results. Furniture, office equipment, and personal items moved quickly and carefully across the city.

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Airport Delivery

TSA-certified pickup and delivery to O'Hare and Midway. On-time, every time — even when your flight isn't.