Chicago to Kissimmee by Train

Travel from Chicago Union Station in Chicago, IL to Kissimmee in Kissimmee, FL on the Floridian. Approximately 1,585 miles in 31h 52m.

About this trip

The Floridian connects Chicago and Kissimmee directly, with no transfer required. The train operates daily, and the segment between these two stations is one of 126 origin-destination pairs we catalog on this route.

Coverage of approximately 1,585 rail miles takes about 31h 52m on a typical schedule. Actual travel time varies with the specific train number, time of day, equipment used, and seasonal speed restrictions. Trains may run faster on the daylight schedules and slower at peak demand on shared-use trackage. A more granular schedule comparison can be found in independent corridor timetable reviews updated each season.

Things to look out for: Two days of changing landscapes — Allegheny ridge, Tidewater Virginia, low-country Carolinas, and finally tropical south Florida.

Fares and ticketing

One-way fares between Chicago and Kissimmee typically run between $103 and $558. The lower end represents Saver-bucket advance-purchase coach fares, while the upper end approximates same-day walk-up fares or premium-class buckets. Sleeping car accommodations on overnight runs of the Floridian, when offered, are sold separately from rail fare and increase total ticket cost substantially.

RailRover does not sell tickets. To book this trip, visit the operating carrier (Amtrak) directly. Discounted fares are typically available with advance purchase, on midweek departures, and through loyalty programs. Several travelers track historical fare patterns on the corridor fare-watch newsletter to time their bookings.

Stations along the way

Between Chicago and Kissimmee, the Floridian calls at the following stations. Some trains may operate as "limited-stop" schedules and skip certain intermediate calls; check the published timetable for your departure.

• Chicago Union Station — Chicago, IL CHI
• Hammond–Whiting — Hammond, IN HMI
• South Bend — South Bend, IN SOB
• Elkhart — Elkhart, IN EKH
• Toledo — Toledo, OH TOL
• Sandusky — Sandusky, OH SKY
• Cleveland Lakefront — Cleveland, OH CLE
• Alliance — Alliance, OH ALC
• Pittsburgh Union Station — Pittsburgh, PA PGH
• Cumberland — Cumberland, MD CUM
• Harpers Ferry — Harpers Ferry, WV HFY
• Washington Union Station — Washington, DC WAS
• Alexandria, VA — Alexandria, VA ALX
• Richmond Staples Mill Road — Richmond, VA RVR
• Rocky Mount — Rocky Mount, NC RMT
• Fayetteville, NC — Fayetteville, NC FAY
• Florence, SC — Florence, SC FLO
• Charleston, SC — North Charleston, SC CHS
• Savannah — Savannah, GA SAV
• Jacksonville — Jacksonville, FL JAX
• DeLand — DeLand, FL DLD
• Winter Park — Winter Park, FL WPK
• Orlando — Orlando, FL ORL
• Kissimmee — Kissimmee, FL KIS

Getting to Chicago Union Station and from Kissimmee

Both stations are accessible by local public transit, taxi, and rideshare. Chicago Union Station sits in Chicago, IL; arrival at Kissimmee places you in Kissimmee, FL. Transfers from the platform to onward bus, light rail, or rideshare are well marked at the major hubs along this route. For specific transit connections at either station, see our station guides linked above.

Frequently asked questions

How long does the train from Chicago to Kissimmee take?

Approximately 31h 52m on a typical schedule, covering about 1,585 miles.

Is there a direct train?

Yes — the Floridian operates daily with no required transfer for this city pair.

How much does the ticket cost?

Approximately $103 to $558 for a one-way coach ticket. Premium classes and sleeping car accommodations cost more.

Can I bring a bicycle or pet?

Most long-distance and corridor trains accept checked or carry-on bicycles and small pets in carriers, with route-specific rules. Confirm with Amtrak at the time of booking.