Chicago to Orlando is one of the Midwest’s busiest auto transport corridors. Illinois is a top outbound state, and Central Florida is the #1 destination for Chicago-area residents heading south for winter or permanently relocating.
The Chicago to Orlando route runs south on I-65 or I-75 through the Midwest and Southeast into Florida. Illinois consistently ranks among the top states for outbound relocation, and Chicago’s brutal winters make Orlando one of the most compelling destinations for both snowbirds and permanent movers. Carrier availability on this corridor is excellent year-round.
We pick up throughout greater Chicago including the North Shore, South Side, western suburbs, and the broader Chicagoland area. Every shipment is handled by vetted, FMCSA-licensed carriers fully insured through the AutoShippingNearMe.com carrier network.
Chicago to Florida sees peak demand October through January as residents escape the Midwest winter. Book 1–2 weeks out during this window. Spring and summer bookings for permanent relocations are also very active on this corridor.
Fill out our form or call (407) 794-8185. We’ll return a firm, all-inclusive price — usually within the hour.
Accept the quote and we’ll send written confirmation. No deposit required for most shipments.
We assign a vetted carrier from the AutoShippingNearMe.com network with driver contact info 24 hours before pickup.
Driver performs a full condition inspection and both parties sign the Bill of Lading. Keep your copy.
Your vehicle is on its way. Our team is available throughout transit for any status updates.
Driver coordinates delivery with you directly. Inspect against pickup BOL and sign when satisfied.
“Done with Chicago winters. Shipped my car to Orlando ahead of my move and it was waiting for me when I arrived. Picked up in Lincoln Park on Monday, delivered Thursday. Zero issues.”
Ready to ship? Tell us about your vehicle and we’ll come back with a firm, all-inclusive quote — usually within the hour. No obligation, no pressure.