- Must visit
The Charles Hosmer Morse Museum of American Art
Highly regarded museum in Winter Park best known for the world's most comprehensive collection of works by Louis Comfort Tiffany.
Cheapest price
$297
Average price
$297
Fastest journey
1 d 14 h 25 m
Average duration
1 d 14 h 25 m
Trains per day
1
Distance
1585 km
The best way to find a cheap train ticket from Chicago, IL to Orlando, FL is to book your journey as far in advance as possible and to avoid traveling at rush hour.
The average ticket from Chicago, IL to Orlando, FL will cost around $297 if you buy it on the day, but the cheapest tickets can be found for only $297.
It's difficult to get from Chicago, IL to Orlando, FL without transferring at least once.
5041 AMTRAK · 41 Floridian
5041 AMTRAK · 41 FloridianOmio recommends booking the train as it is the most popular option from Chicago, IL to Orlando, FL among Omio's users. If you are prioritising price take the flight with prices starting from $47. For those with little time consider booking a flight which can get you there in 2h 56m. In case you are seeking to minimise your carbon footprint the train is your best bet as it emits only 0.5 - 1.4kg. The ticket price range depends on the travel mode: a flight costs an average of $47, and a train costs an average of $145.
Distance: 984 miles (1585 km)
Most popular Train | Flight | Bus | Driving |
|---|---|---|---|
$333 Average price | $180 Average price Cheapest | $231 Average price | $251 Average price (fuel + tolls) |
38h 38m Average total duration 38h 8m Onboard + 30m Additional time* | 5h 56m Average total duration Fastest 2h 56m Onboard + 3h 0m Additional time* | 25h 10m Average total duration 24h 40m Onboard + 30m Additional time* | 16h 55m Average total duration (door-to-door) |
0.5 - 1.4kg CO2 emissions Lowest | 4.8 - 9.5kg CO2 emissions | 1.6 - 4.0kg CO2 emissions | - CO2 emissions |
![]() Most popular train company | ![]() Most popular airline | ![]() Most popular bus company | Your own car or car rental |
Direct Options | Direct Options | Direct Options | Direct Options |
Additional time: Average total travel duration to departure point, security checks and transfers.
This is compared to other travel options from Chicago, IL to Orlando, FL:
A flight is $51 (€41) less than a bus for this route with tickets for a bus from Chicago, IL to Orlando, FL costing on average $231 (€187).
A flight is $153 (€124) less than a train for this route with tickets for a train from Chicago, IL to Orlando, FL costing on average $333 (€270).
Other travel options to Orlando, FL take longer:
Bus takes on average 24h 40m.
Train takes on average 38h 8m.
Tickets start at around $333 (€270) compared to roughly $251 (€203) in fuel and tolls — a saving of about $-82.13 (€-66.46). The journey takes 38h 8m versus 16h 55m by car, so you'll arrive a bit later, but you can work, read, or sleep along the way rather than spending the time behind the wheel. You'll also save the hassle of parking at the other end.
Driving is worth it if you're on a tight schedule, travelling as a group, or want to stop somewhere en route.
The table below shows live departures for Chicago, IL to Orlando, FL trains for today, Saturday, May 23. You can also manually refresh the results below to see updated train journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
50 Cardinal · 4050 AMTRAK · 97 Silver Meteor | 5:55 PM Chicago Union Station, Chicago, IL | 42h09 | 1:04 PM Orlando Station, Orlando, FL | 2 transfers | |
41 Floridian | 6:40 PM Chicago Union Station, Chicago, IL | 38h25 | 10:05 AM Orlando Station, Orlando, FL | 0 transfersDirect | |
41 Floridian · 97 Silver Meteor | 6:40 PM Chicago Union Station, Chicago, IL | 41h24 | 1:04 PM Orlando Station, Orlando, FL | 1 transfer | |
This is the last train of the day. | |||||
Find all the dates and times for this journey
Compare bus, train, and flight prices over the next three weeks. See the best deals at a glance, find the lowest fares, and choose the option that fits your budget.
Trains from Chicago, IL to Orlando, FL run on average 2 times per day, taking around 38h 8m. Cheap train tickets for this journey start at $145 (€117) but you can travel from only $47 (€38) by flight.
There are 1 trains per day. The earliest train runs at 11:57, the last at 19:07. The fastest train covers the 984 miles (1585 km) distance in 38h 25m.
Distance 984 miles (1585 km) |
Average train duration 38h 8m |
Cheapest ticket price $145 (€117) |
Trains per day 2 |
Direct trains 1 |
Fastest train 38h 25m |
First train 11:57 AM |
Last train 7:07 PM |
Cheapest Month Nov |
Cheapest Day Tue |
High Season Jan - Mar |
Low Season Jul - Sep |
Busiest Day Fri |
Least Busy Day Sun |
Best time to book 84 days |
Discover the best of Orlando — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Orlando trip today.
Highly regarded museum in Winter Park best known for the world's most comprehensive collection of works by Louis Comfort Tiffany.
Established art museum in Loch Haven Park with American art, African art, and rotating contemporary exhibitions.
Local history museum in a restored 1927 courthouse covering Central Florida history from indigenous cultures to modern Orlando.
Orlando's signature downtown park with a swan-filled lake, skyline views, walking path, and frequent community events.
Elegant shopping and strolling district lined with oak trees, boutiques, and public spaces; one of the area's most pleasant walks.
Large open-air entertainment district at Walt Disney World, popular for themed design, shopping, nightlife, and waterfront walks.
Breaded or grilled alligator tail pieces, a classic Florida specialty often served with dipping sauce. It is a memorable regional bite tied to the state’s swampy landscape.
Florida’s iconic dessert made with tart key lime filling in a crust, usually topped with whipped cream or meringue. It is one of the state’s most recognized sweets.
Seasonal chilled stone crab claws served cracked with mustard sauce. They are a prized Florida seafood delicacy known for sweet, firm meat.
Highly regarded intimate sushi restaurant known for omakase-style dining, careful technique, and one of Orlando’s top special-occasion experiences.
Well-known Winter Park gastropub serving refined American fare, house-made charcuterie, and strong craft beer in a lively but polished setting.
Popular local barbecue spot known for brisket, ribs, smoked turkey, and casual Florida comfort-food energy.
Moderate for U.S. travel. Theme parks and resort areas cost more, but chain dining and budget hotels help control daily spending.
Tip 18-20% at full-service restaurants; 15-20% for taxis and rideshares. USD 1-2 per drink at bars, USD 2-5 for hotel staff, and a few dollars for valet.
Traveling between Chicago, IL and Orlando, FL is made convenient with Amtrak's reliable train service. The journey offers a unique opportunity to experience the scenic landscapes of the Midwest transitioning into the vibrant culture of Florida. With comfortable seating and onboard amenities, passengers can relax as they traverse approximately 1,200 miles in just over 24 hours. Whether you're heading for business or leisure, this connection provides an enjoyable travel option that showcases America's diverse regions along the way.
The train connection from Chicago, IL to Orlando, FL takes approximately 37 hours and 53 minutes. There are a total of 1 connection per day for this route, and the journey is not direct. Passengers will need to change trains during their travel.
The first daily train journey departs from Chicago at 10:55 PM and arrives in Orlando at 11:40 PM. This connection offers travelers a late-night option for their trip between these two cities.
The cheapest ticket price for a train journey between Chicago and Orlando is $37 (33.3€). This fare offers an affordable option for travelers looking to explore the vibrant culture and attractions of both cities.
Walt Disney World Resort, opened in 1971, has transformed the landscape of family entertainment and tourism with its immersive experiences and enchanting storytelling. This iconic destination is significant not only for its vast array of theme parks but also for pioneering innovations like the FastPass system that revolutionized how guests enjoy attractions. Unique features such as Cinderella Castle and Epcot's Spaceship Earth provide a magical backdrop while offering visitors a glimpse into Walt Disney’s vision of creativity and imagination.
Universal Orlando Resort debuted in 1990, quickly becoming synonymous with thrilling rides based on blockbuster films that captivate audiences worldwide. Its significance lies in blending cutting-edge technology with beloved franchises like Harry Potter and Jurassic Park, creating an unparalleled experience for fans young and old alike. The resort stands out due to unique attractions such as The Wizarding World of Harry Potter, where you can stroll through Diagon Alley or sip Butterbeer—truly bringing movie magic to life.
SeaWorld Orlando has been captivating visitors since it first opened its doors in 1973 by combining marine education with exhilarating entertainment featuring incredible animal encounters. Its importance extends beyond amusement; SeaWorld plays a vital role in wildlife rescue efforts while promoting conservation awareness among millions each year. What sets this park apart are unforgettable experiences like up-close interactions with dolphins or witnessing awe-inspiring shows featuring killer whales—all designed to inspire admiration for our oceans' wonders.
Find answers to the most common questions about traveling from Chicago, IL to Orlando, FL by train. From journey times and ticket prices to direct connections, first and last departures, and even whether the route is scenic, our FAQs cover everything you need to plan your trip. Whether you’re looking for the fastest train, the cheapest option, or tips for making the most of your visit at Orlando, FL, this guide helps you travel smarter and with confidence.

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