- Must visit
Edison and Ford Winter Estates Museum
Major local museum at the Edison and Ford estates with inventions, automobiles, and exhibits on two influential American innovators.
Cheapest price
$281
Average price
$299
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 $299 if you buy it on the day, but the cheapest tickets can be found for only $281.
Of the 2 trains that leave Chicago, IL for Fort Myers, FL on Thu, Jul 23, 2 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Thu, Jul 23 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 Thu, Jul 23 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 $72. 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 $72, and a train costs an average of $141.
Distance: 1102 miles (1774 km)
| Train | Most popular Flight | Bus | Driving |
|---|---|---|---|
$292 Average price | $183 Average price Cheapest | $214 Average price | $218 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 $31 (€31) less than a bus for this route with tickets for a bus from Chicago, IL to Fort Myers, FL costing on average $214 (€214).
A flight is $110 (€110) less than a train for this route with tickets for a train from Chicago, IL to Fort Myers, FL costing on average $292 (€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 $292 (€292) compared to roughly $218 (€218) in fuel and tolls — a saving of about $-74.52 (€-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, Wednesday, July 22. 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 | |
| Thursday, July 23 | |||||
![]() | 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 $141 (€141) but you can travel from only $72 (€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 $141 (€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, FL — top attractions, local food, transport tips, budget advice, and currency essentials. Plan your perfect Fort Myers, FL trip today.
Major local museum at the Edison and Ford estates with inventions, automobiles, and exhibits on two influential American innovators.
Excellent regional history museum covering Southwest Florida's people, places, and development through engaging permanent exhibitions.
Interactive science museum with aquariums, live animals, and hands-on exhibits that make it especially strong for families and curious adults.
Walkable historic downtown filled with shops, galleries, event spaces, and river views, making it the city's main strolling district.
Large urban nature preserve with boardwalks, trails, and birding, offering a wild contrast to the built-up city center.
Palm-lined downtown street known for preserved architecture, boutiques, murals, and an easy introduction to the city's historic core.
Fresh Gulf shrimp, often peeled and eaten chilled or quickly sautéed. A Southwest Florida staple thanks to nearby shrimping waters and seafood culture.
A Florida classic of flaky local fish, usually grouper, served blackened, grilled, or fried in a sandwich. Popular along Fort Myers waterfronts.
Cracked Florida stone crab claws served chilled with mustard sauce. A prized seasonal seafood known across coastal South Florida and the Gulf.
Established fine dining restaurant serving refined seafood and steaks in an elegant historic downtown setting.
Casual waterfront seafood spot known for fresh local shrimp, grouper, and island atmosphere near the marina.
Beloved local Cuban cafe offering pressed sandwiches, coffee, pastries, and traditional Latin comfort food in a casual setting.
Moderate for Florida beach travel. Hotels and dining run mid-range, while car travel and parking add costs. Cheaper than Miami, but pricier than many inland US cities.
Tip 18-20% at restaurants, 15-20% for taxis or rideshares, and $1-2 per drink or coffee in cafes and bars.
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.

Most Chicago, IL to Fort Myers, FL trains use the Union Station to Fort Myers, McDowell Dr (Love's Travel Stop) station pair. Use this guide to compare Chicago, IL and Fort Myers, FL train stations on this route, check city-centre transport, alongside checking practicalities like train station facilities and services.
Union Station is 3 km from Chicago city centre. Public transport options include:
Union Station has practical services for this route, including Wifi, Lockers, Parking, Dining, ATM, Taxis, Accessibility, WC, Hotel, Lounge, Lost and Found Office, Ticket Office, Bike Parking, Car Rental, Information Desk, and Luggage Carts.
Food options include: The Chicago Firehouse Restaurant, Lou Mitchell's
Free. ATMs are available in the train station.
Ticket office support is available at Union Station. Information desks are located in the main hall.
Luggage storage is available at Union Station. Lost and found is available at the station.
Available at Union Station: Parking, Taxis, WC.
Available at Union Station: Bike Parking, Car Rental.
Accessibility facilities are available at Union Station: Elevators, ramps, restrooms.
Nearby hotels include The Kimpton Gray Hotel, JW Marriott Chicago, W Chicago - City Center.
Here are some other resources that might have the information you need