- Must visit
Edison and Ford Winter Estates
Historic estate complex with museum galleries on Thomas Edison and Henry Ford, period homes, gardens, and a laboratory. One of Fort Myers' signature cultural attractions.
Cheapest price
$335
Average price
$338
Fastest journey
1 d 21 h 15 m
Average duration
1 d 21 h 15 m
Trains per day
2
Distance
1774 km
The best way to find a cheap train ticket from Chicago, IL to Fort Myers, 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 Fort Myers, FL will cost around $338 if you buy it on the day, but the cheapest tickets can be found for only $335.
Of the 2 trains that leave Chicago, IL for Fort Myers, FL on Sat, Jun 06, 2 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Sat, Jun 06 the direct trains cover the 1774 km distance in an average of 1 d 21 h 15 m but if you time it right, some trains will get you there in just 1 d 21 h 15 m .
On Sat, Jun 06 the slowest trains will take 1 d 21 h 15 m and usually involve a change or two along the way, but you might be able to save a few pennies if you’re on a budget.




Omio recommends booking the flight as it is the most popular option from Chicago, IL to Fort Myers, FL among Omio's users. If you are prioritising price take the flight with prices starting from $90. For those with little time consider booking a flight which can get you there in 2h 54m. The ticket price range depends on the travel mode: a flight costs an average of $90, and a train costs an average of $175.
Distance: 1102 miles (1774 km)
| Train | Most popular Flight | Bus | Driving |
|---|---|---|---|
$363 Average price | $227 Average price Cheapest | $266 Average price | $270 Average price (fuel + tolls) |
44h 35m Average total duration 44h 5m Onboard + 30m Additional time* | 5h 54m Average total duration Fastest 2h 54m Onboard + 3h 0m Additional time* | 29h 30m Average total duration 29h 0m Onboard + 30m Additional time* | 19h 12m Average total duration (door-to-door) |
![]() 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 |
This is compared to other travel options from Chicago, IL to Fort Myers, FL:
A flight is $39 (€31) less than a bus for this route with tickets for a bus from Chicago, IL to Fort Myers, FL costing on average $266 (€214).
A flight is $136 (€110) less than a train for this route with tickets for a train from Chicago, IL to Fort Myers, FL costing on average $363 (€292).
Other travel options to Fort Myers, FL take longer:
Bus takes on average 29h 0m.
Train takes on average 44h 5m.
Tickets start at around $363 (€292) compared to roughly $270 (€218) in fuel and tolls — a saving of about $-92.39 (€-74.52). The journey takes 44h 5m versus 19h 12m 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 Fort Myers, FL trains for today, Thursday, June 4. You can also manually refresh the results below to see updated train journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
![]() | 11:40 PM Chicago, IL | 45h15 | 8:55 PM Fort Myers, FL | 0 transfersDirect | |
| Friday, June 5 | |||||
![]() | 12:40 AM Chicago, IL | 45h15 | 9:55 PM Fort Myers, FL | 0 transfersDirect | |
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 Fort Myers, FL run on average 2 times per day, taking around 44h 5m. Cheap train tickets for this journey start at $175 (€141) but you can travel from only $90 (€72) by flight.
The earliest train runs at 06:00, the last at 18:40. The fastest train covers the 1102 miles (1774 km) distance in 45h 15m.
Distance 1102 miles (1774 km) |
Average train duration 44h 5m |
Cheapest ticket price $175 (€141) |
Trains per day 2 |
Fastest train 45h 15m |
First train 6:00 AM |
Last train 6:40 PM |
Cheapest Month Nov |
Cheapest Day Tue |
High Season Jan - Mar |
Low Season Jul - Sep |
Busiest Day Thu |
Least Busy Day Thu |
Best time to book 28 days |
Discover the best of Fort Myers — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Fort Myers trip today.
Historic estate complex with museum galleries on Thomas Edison and Henry Ford, period homes, gardens, and a laboratory. One of Fort Myers' signature cultural attractions.
Family-friendly science and local history museum with hands-on exhibits, aquariums, and regional ecology displays. Popular for interactive indoor visits.
Downtown visual arts venue in a restored historic building, hosting exhibitions, cultural programming, and community arts events.
Historic downtown core with brick streets, murals, shops, galleries, and nightlife. The city's main walking district and a top place to explore.
Waterfront downtown park along the Caloosahatchee River with open lawns, event space, and views toward the bridge and river traffic.
Scenic palm-lined corridor strongly associated with Fort Myers history, especially the route toward the Edison and Ford estates.
A Florida Gulf Coast staple made with fresh local grouper, usually grilled, blackened, or fried on a bun. It is one of the most recognizable seafood dishes in Southwest Florida.
Seasonal Florida stone crab claws are served chilled with mustard sauce. They are prized across coastal Florida for their sweet, firm meat.
A popular Florida and Caribbean-influenced snack of chopped conch in seasoned batter, deep-fried and served with dipping sauce. Common on seafood menus in the area.
An established upscale restaurant recognized for polished service, steaks, seafood, and live jazz. It offers a more refined dinner experience.
A long-running fine dining restaurant in historic downtown Fort Myers, known for Southern-influenced cuisine, seafood, and elegant old-Florida atmosphere.
A well-known casual restaurant popular for seafood, Caribbean-inspired dishes, and rum drinks. It is a reliable local favorite with a lively waterfront Florida feel.
Moderate by U.S. standards. Casual dining is reasonable, but beach areas, resorts, and seasonal stays cost more.
Tip 18-20% at restaurants; 20%+ for great service. Bars: USD 1-2 per drink. Taxis and rideshares: 10-15%. Hotel staff: USD 2-5. Not expected for fast food.
Find answers to the most common questions about traveling from Chicago, IL to Fort Myers, 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 Fort Myers, FL, this guide helps you travel smarter and with confidence.

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