Cheap flights from Fort Myers to Chicago from $38
This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Fort Myers to Chicago departing on 7/12. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Spirit Airlines flights from Fort Myers to Chicago O'Hare Intl Airport
Our best Spirit Airlines deals on Fort Myers to Chicago O'Hare Intl Airport flight tickets
American Airlines flights from Fort Myers to Chicago O'Hare Intl Airport
Our best American Airlines deals on Fort Myers to Chicago O'Hare Intl Airport flight tickets
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How to get the cheapest flight ticket from Fort Myers to Chicago O'Hare Intl Airport
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the cheapest month to fly to Chicago O'Hare Intl Airport?
The month of August is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Fort Myers averaging around $204.
What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?
The cheapest day to depart on your flight to Chicago O'Hare Intl Airport is on a Friday when prices can be found for as low as $279. This is often the case because there is less demand to fly during this day of the week. On the other hand, Monday is the most expensive day to depart from Fort Myers because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $406.
What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?
Flying to Chicago O'Hare Intl Airport from Fort Myers in the evening is the least expensive time of day to depart. momondo users have found prices as low as $174 when looking at flights departing in the evening. Try not to purchase tickets in the afternoon because they tend to be around $324. Of course, these prices can vary depending on the time of year and what airport you fly to.
What is the cheapest Fort Myers SW Florida Intl to Chicago O'Hare Intl flight route?
Fly from Fort Myers SW Florida Intl to Chicago O'Hare Intl for the best Fort Myers SW Florida Intl - Chicago O'Hare Intl flight prices
How far in advance should I book a flight to Chicago O'Hare Intl Airport?
You are more likely to see cheaper flights to Chicago O'Hare Intl Airport from Fort Myers when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago O'Hare Intl Airport for around $251 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago O'Hare Intl Airport from Fort Myers for as low as $197 on momondo.
What cabin class options are available on Fort Myers SW Florida Intl to Chicago O'Hare Intl flights?
There are 4 cabin classes available to choose from on Fort Myers SW Florida Intl to Chicago O'Hare Intl flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
What is the cheapest airline that flies from Fort Myers SW Florida Intl to Chicago O'Hare Intl?
Spirit Airlines, American Airlines, and United Airlines are the most popular carriers operating from Fort Myers SW Florida Intl to Chicago O'Hare Intl
What airlines fly to Chicago O'Hare Intl Airport?
United Airlines, American Airlines and Spirit Airlines are the top three most popular airlines that fly to Chicago O'Hare Intl Airport from Fort Myers according to our data. United Airlines is the first choice among our users, with 43% of people opting to fly with this airline when traveling to Chicago O'Hare Intl Airport. Keep in mind that there are 5 different airlines that fly to Chicago O'Hare Intl Airport on a routine basis, so you have a few additional options to choose from.
How many flights depart from Fort Myers to Chicago O'Hare Intl Airport on average per day?
As of June 2025, 8 flights take off from Fort Myers and land in Chicago O'Hare Intl Airport each day. The most common flight departure time for this route is 4:00PM, with 59% of daily flights taking off in the afternoon.
How many flights depart from Fort Myers to Chicago O'Hare Intl Airport on average per week?
As of June 2025, there are 58 flights per week flying from Fort Myers to Chicago O'Hare Intl Airport. The most common day of the week flights depart is Wed, with 28% of flights taking off on this day.
When to book flights from Fort Myers to Chicago O'Hare Intl Airport
Cheap Fort Myers to Chicago O'Hare Intl Airport (RSW to ORD) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Fort Myers to Chicago O'Hare Intl Airport
How far is Fort Myers SW Florida Intl to Chicago O'Hare Intl by plane?
There are 1112.7 mi between Fort Myers SW Florida Intl and Chicago O'Hare Intl. Typically, this will take 3h 07m by plane in normal conditions.
When did momondo last update prices for flights from Fort Myers SW Florida Intl Airport to Chicago O'Hare Intl Airport?
Prices for flights from Fort Myers SW Florida Intl Airport to Chicago O'Hare Intl Airport are updated daily.
How many operators does momondo search for flights from Fort Myers SW Florida Intl Airport to Chicago O'Hare Intl Airport?
There are 5 operators available for flights from Fort Myers SW Florida Intl Airport to Chicago O'Hare Intl Airport as of June 2025.
How old do you have to be to fly from Fort Myers SW Florida Intl Airport to Chicago O'Hare Intl Airport?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Fort Myers SW Florida Intl Airport to Chicago O'Hare Intl Airport.
What documentation or ID do you need to fly to Chicago O'Hare Intl Airport?
The travel and health documents required for your trip to Chicago O'Hare Intl Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago O'Hare Intl Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from Fort Myers to Chicago O'Hare Intl Airport?
Based on momondo bookings for flights between Fort Myers and Chicago O'Hare Intl Airport, the leading plane model is Boeing 737-800, making up 30.81% of the total bookings. Other popular models include Boeing 737-900 with 14.15%, Airbus A320 (sharklets) with 12.75%, and Airbus A321neo with 12.63%.
What is the most popular airline from Fort Myers to Chicago O'Hare Intl Airport?
Based on momondo bookings for flights between Fort Myers and Chicago O'Hare Intl Airport, the leading airline is United Airlines, making up 38% of the total bookings. Other popular airlines include American Airlines with 30%, Spirit Airlines with 27%, and Frontier with 6%.
Best airlines flying from Fort Myers to Chicago O'Hare Intl Airport
Compare and see reviews for airlines that fly from Fort Myers to Chicago O'Hare Intl Airport with momondo
| Airline | Rating | Free Cancellation | Price | ||
|---|---|---|---|---|---|
| PriceFrom $46 | Free Cancellation | Rating 5.9 3,296 reviews | |||
| PriceFrom $69 | Free Cancellation | Rating 6.3 8,083 reviews | |||
| PriceFrom $159 | Free Cancellation | Rating 7.2 10,000 reviews | |||
| PriceFrom $159 | Free Cancellation | Rating 7.4 8,840 reviews | |||
| PriceFrom $216 | Free Cancellation | Rating 8.0 7,966 reviews |
United Airlines Flights From Fort Myers to Chicago O'Hare Intl Airport
United Airlines flight deals from Fort Myers to Chicago O'Hare Intl Airport start from $159 round-trip. Over the 6 United Airlines flights for this route in a normal week, average airfare is usually $333 round-trip - but some users have found much cheaper deals with momondo.
American Airlines Flights From Fort Myers to Chicago O'Hare Intl Airport
American Airlines (7.2/10 from 10,000 reviews) operates around 9 flights from Fort Myers to Chicago O'Hare Intl Airport in any given week. The average American Airlines airfare for this route is around $269, with deals from around $159 rare but found on momondo. Referenced prices are for round-trip Fort Myers to Chicago O'Hare Intl Airport flight searches in the last 72 hours.
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Why should I use momondo to find a flight deal from Fort Myers to Chicago?
momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Fort Myers to Chicago. momondo saves you time and could save you money on your trip.
Can I find flights from Fort Myers to Chicago with flexible booking policies on momondo?
Flights from Fort Myers to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.
How can momondo help me find flights from Fort Myers to Chicago?
momondo helps you find the best flight between Fort Myers and Chicago by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.
I’m not ready to book a flight from Fort Myers to Chicago right now. Can momondo alert me if prices change?
If you are simply researching potential flights to Chicago, momondo offers a useful price alert feature which will track prices for flights to Chicago from Fort Myers and alert you when they change.