Cheap flights from Fort Myers to Chicago from $30

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 8/6. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Spirit Airlines Logo
9:34 pm - 11:44 pmRSW-ORD
3h 10mnonstop
Spirit Airlines Logo
3:18 pm - 7:12 pmORD-RSW
2h 54mnonstop
$63Spirit Airlines
Find Deal
mar., ago. 5 - mié., ago. 6
Spirit Airlines Logo
9:34 pm - 11:44 pmRSW-ORD
3h 10mnonstop
Spirit Airlines Logo
3:18 pm - 7:12 pmORD-RSW
2h 54mnonstop
$73Spirit Airlines
Find Deal
mar., ago. 5 - mié., ago. 6
Spirit Airlines Logo
9:34 pm - 11:44 pmRSW-ORD
3h 10mnonstop
Spirit Airlines Logo
4:34 pm - 8:29 pmORD-RSW
2h 55mnonstop
$75Spirit Airlines
Find Deal
mar., ago. 5 - mar., ago. 12
Spirit Airlines Logo
8:17 pm - 10:32 pmRSW-ORD
3h 15mnonstop
Spirit Airlines Logo
5:31 pm - 9:26 pmORD-RSW
2h 55mnonstop
$77Spirit Airlines
Find Deal
mié., ago. 6 - sáb., ago. 23
United Airlines Logo
7:15 am - 9:29 amRSW-ORD
3h 14mnonstop
United Airlines Logo
7:10 am - 4:14 pmORD-RSW
8h 04m1 stop
$112United Airlines
Find Deal
mié., ago. 13 - dom., ago. 17
 Logo
7:15 pm - 12:22 amRSW-ORD
6h 07m1 stop
 Logo
3:18 pm - 7:12 pmORD-RSW
2h 54mnonstop
jue., jul. 24 - mié., jul. 30
 Logo
7:24 pm - 12:10 amRSW-ORD
5h 46m1 stop
 Logo
5:31 pm - 9:24 pmORD-RSW
2h 53mnonstop
jue., sep. 11 - dom., sep. 14
American Airlines Logo
1:34 pm - 3:50 pmRSW-ORD
3h 16mnonstop
American Airlines Logo
2:34 pm - 6:39 pmORD-RSW
3h 05mnonstop
$131American Airlines
Find Deal
jue., sep. 4 - sáb., sep. 6
American Airlines Logo
8:00 am - 10:09 amRSW-ORD
3h 09mnonstop
American Airlines Logo
8:40 am - 12:43 pmORD-RSW
3h 03mnonstop
$137American Airlines
Find Deal
vie., sep. 5 - mar., sep. 9
United Airlines Logo
4:36 pm - 6:55 pmRSW-ORD
3h 19mnonstop
United Airlines Logo
4:20 pm - 8:32 pmORD-RSW
3h 12mnonstop
$155United Airlines
Find Deal
jue., jul. 31 - lun., ago. 4

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
Spirit Airlines
Aug 5
RSW9:34 pmFort Myers SW Florida Intl
3h 10m
ORD11:44 pmChicago O'Hare Intl
Aug 6
ORD3:18 pmChicago O'Hare Intl
2h 54m
RSW7:12 pmFort Myers SW Florida Intl
Spirit Airlines
Aug 5
RSW9:34 pmFort Myers SW Florida Intl
3h 10m
ORD11:44 pmChicago O'Hare Intl
Aug 6
ORD3:18 pmChicago O'Hare Intl
2h 54m
RSW7:12 pmFort Myers SW Florida Intl
Spirit Airlines
Aug 5
RSW9:34 pmFort Myers SW Florida Intl
3h 10m
ORD11:44 pmChicago O'Hare Intl
Aug 12
ORD4:34 pmChicago O'Hare Intl
2h 55m
RSW8:29 pmFort Myers SW Florida Intl

United Airlines flights from Fort Myers to Chicago O'Hare Intl Airport

Our best United Airlines deals on Fort Myers to Chicago O'Hare Intl Airport flight tickets
United Airlines
Aug 13
RSW7:15 amFort Myers SW Florida Intl
3h 14m
ORD9:29 amChicago O'Hare Intl
Aug 17
ORD7:10 amChicago O'Hare Intl
8h 04m
1 stop
RSW4:14 pmFort Myers SW Florida Intl
United Airlines
Jul 31
RSW4:36 pmFort Myers SW Florida Intl
3h 19m
ORD6:55 pmChicago O'Hare Intl
Aug 4
ORD4:20 pmChicago O'Hare Intl
3h 12m
RSW8:32 pmFort Myers SW Florida Intl

See travel insights to Chicago from

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 $202.

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 Thursday 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 $416.

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 $168 when looking at flights departing in the evening. Try not to purchase tickets in the afternoon because they tend to be around $326. 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 $250 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.

How have Fort Myers to Chicago O'Hare Intl Airport flight prices changed over time?

As of July 2025, prices for Fort Myers to Chicago O'Hare Intl Airport flights are approximately 15% cheaper when compared to flights at the same time last year.

When to book flights from Fort Myers to Chicago O'Hare Intl Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Fort Myers to Chicago O'Hare Intl Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

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

Best Price Found

$30

Fastest flight time

3h 07m

Direct flights

Every day
The best one-way flight to Chicago O'Hare Intl Airport from Fort Myers in the past 72 hours is $30. The best round-trip flight deal from Fort Myers to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $63.
The fastest flight from Fort Myers to Chicago O'Hare Intl Airport takes 3h 07m
Direct flights go from Fort Myers to Chicago O'Hare Intl Airport every day.

  • 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?

  • 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?

  • What is the most popular airline from Fort Myers to Chicago O'Hare Intl Airport?


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
FrontierPriceFrom $46Free CancellationRating
5.9
3,271 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $67Free CancellationRating
6.3
8,055 reviews
Search Spirit Airlines flights
United AirlinesPriceFrom $159Free CancellationRating
7.4
8,846 reviews
Search United Airlines flights
American AirlinesPriceFrom $159Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
  • 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 12 United Airlines flights for this route in a normal week, average airfare is usually $335 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 12 flights from Fort Myers to Chicago O'Hare Intl Airport in any given week. The average American Airlines airfare for this route is around $268, 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.


Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Lake Geneva
Rockford
Schaumburg
South Haven
Merrillville
Gurnee
Naperville
Rosemont
Kenosha
New Buffalo
Joliet
Oak Brook
Racine
Tinley Park
Hammond
Elgin
Aurora
Orland Park
Janesville
Waukegan

Why use momondo?

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.


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1 adult
mar. 7/15
mar. 7/22

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