- 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.
Flights from Chicago, IL to Fort Myers, FL depart on average 54 times per day, taking around 2h 54m. Cheap flight tickets for this journey start at $89 if you book in advance.
There are 9 flights per day. The earliest flight runs at 00:10, the last at 21:55. The fastest flight covers the 1102 miles (1774 km) distance in 2h 47m. December is the cheapest month to fly.
Distance 1102 miles (1774 km) |
Average flight duration 2h 54m |
Cheapest ticket price $89 |
Flights per day 54 |
Direct flights 9 |
Fastest flight 2h 47m |
First flight 12:10 AM |
Last flight 9:55 PM |
Cheapest Month Dec |
Cheapest Day Thu |
High Season Jan - Mar |
Low Season Jul - Sep |
Busiest Day Thu |
Least Busy Day Thu |
Best time to book 28 days |
Cheapest price
$115
Average price
$268
Fastest journey
2 h 47 m
Average duration
2 h 53 m
Flights per day
4
Distance
1774 km
The best way to find a cheap flight 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 $268 if you buy it on the day, but the cheapest tickets can be found for only $115.
Of the 4 flights that leave Chicago, IL for Fort Myers, FL onThu, Aug 06, 4 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
On Thu, Aug 06 the direct flights cover the 1774 km distance in an average of 2 h 53 m but if you time it right, some flights will get you there in just 2 h 47 m .
On Thu, Aug 06 the longest flights will take 3 h 2 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 $89. 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 $89, and a train costs an average of $174.
Distance: 1102 miles (1774 km)
Most popular Flight | Train | Bus | Driving |
|---|---|---|---|
$225 Average price Cheapest | $359 Average price | $263 Average price | $268 Average price (fuel + tolls) |
5h 54m Average total duration Fastest 2h 54m Onboard + 3h 0m Additional time* | 44h 35m Average total duration 44h 5m Onboard + 30m Additional time* | 29h 30m Average total duration 29h 0m Onboard + 30m Additional time* | 19h 12m Average total duration (door-to-door) |
![]() Most popular airline | ![]() Most popular train company | ![]() 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 $38 less than a bus for this route with tickets for a bus from Chicago, IL to Fort Myers, FL costing on average $263.
A flight is $135 less than a train for this route with tickets for a train from Chicago, IL to Fort Myers, FL costing on average $359.
Other travel options to Fort Myers, FL take longer:
Bus takes on average 29h 0m.
Train takes on average 44h 5m.
The table below shows live departures for Chicago, IL to Fort Myers, FL flights for today, Wednesday, August 5. You can also manually refresh the results below to see updated flight journeys.
| Provider | Departs | Duration | Arrives | Transfers | Tickets |
|---|---|---|---|---|---|
![]() | 1:20 PM Chicago, IL | 2h56 | 4:16 PM Fort Myers, FL | 0 transfersDirect | |
![]() | 3:54 PM Chicago, IL | 5h08 | 9:02 PM Fort Myers, FL | 0 transfersDirect | |
![]() | 11:22 PM Chicago, IL | 2h58 | 2:20 AM Fort Myers, FL | 0 transfersDirect | |
| Thursday, August 6 | |||||
![]() | 12:42 AM Chicago, IL | 2h48 | 3:30 AM Fort Myers, FL | 0 transfersDirect | |
This is the last flight 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.
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 flight. 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 flight, 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 flights use the O'Hare International Airport to Southwest Florida International Airport airport pair. Use this guide to compare Chicago, IL and Fort Myers, FL airports on this route, check city-centre transport, alongside checking practicalities like airport facilities and services.
O'Hare International Airport is 3 km from Chicago city centre. Public transport options include:
O'Hare International Airport has practical services for this route, including Wifi, Shopping, Parking, Dining, ATM, Taxis, Accessibility, WC, Hotel, Shower, Lounge, Lost and Found Office, and Car Rental.
Food options include: Restaurants are located in all terminals, offering a variety of cuisines including American and intertiol. Top options include Tortas Frontera and Publican Tavern.
Free Wi-Fi available throughout the airport. ATMs are located throughout all terminals.
Lost and found is available at the station.
Available at O'Hare International Airport: Parking, Taxis, WC.
Available at O'Hare International Airport: Car Rental.
Accessibility facilities are available at O'Hare International Airport: Elevators, ramps, toilets.
Nearby hotels include Hotels such as Hilton Chicago O'Hare are located on airport grounds, with others like the Hyatt Regency nearby..
Southwest Florida International Airport is 3 km from Fort Myers city centre. Public transport options include:
Southwest Florida International Airport has practical services for this route, including Wifi, Parking, Dining, ATM, Taxis, Accessibility, WC, Shower, and Ticket Office.
Food options include: Multiple dining options available in terminals.
Free Wi-Fi available throughout the terminal. ATMs are located throughout the terminal.
Ticket office support is available at Southwest Florida International Airport.
Available at Southwest Florida International Airport: Parking, Taxis, WC.
Accessibility facilities are available at Southwest Florida International Airport: Facilities available for people with reduced mobility.
Here are some other resources that might have the information you need