What is the cheapest airline that flies from Fort Myers SW Florida Intl to Chicago O'Hare Intl?

United Airlines is the most popular carrier operating from Fort Myers SW Florida Intl to Chicago O'Hare Intl

How many flights depart from Fort Myers to Chicago O'Hare Intl Airport on average per day?

As of May 2026, 7 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 11:00AM, with 47% 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 May 2026, there are 53 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 36% of flights taking off on this day.

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 41% of people opting to fly with this airline when traveling to Chicago O'Hare Intl Airport. Keep in mind that there are 7 different airlines that fly to Chicago O'Hare Intl Airport on a routine basis, so you have a few additional options to choose from.

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 6 operators available for flights from Fort Myers SW Florida Intl Airport to Chicago O'Hare Intl Airport as of May 2026.

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.

$76 Cheap Flights from Fort Myers to Chicago O'Hare Intl Airport in 2026

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7:00 am - 9:23 am

RSW

ORD

3h 23mnonstop

7:05 am - 11:14 am

ORD

RSW

3h 09mnonstop

$295United Airlines

Thu, Jun 18 - Wed, Jun 24

12:30 pm - 2:55 pm

RSW

ORD

3h 25mnonstop

7:05 am - 11:14 am

ORD

RSW

3h 09mnonstop

$303United Airlines

Tue, Jun 16 - Tue, Jun 30

12:59 pm - 6:44 pm

RSW

ORD

6h 45m

1 stop

7:05 am - 11:14 am

ORD

RSW

3h 09mnonstop

$305United Airlines

Thu, Jul 2 - Mon, Jul 6

7:00 am - 9:23 am

RSW

ORD

3h 23mnonstop

7:05 am - 11:14 am

ORD

RSW

3h 09mnonstop

$311United Airlines

Wed, Jun 10 - Wed, Jun 17

11:02 am - 8:03 am

RSW

ORD

22h 01m

2 stops

8:05 pm - 7:21 pm

ORD

RSW

22h 16m

1 stop

$312Frontier

Tue, Jun 30 - Sat, Jul 18

9:59 am - 4:43 pm

RSW

ORD

7h 44m

1 stop

8:00 am - 11:57 am

ORD

RSW

2h 57mnonstop

$313American Airlines

Tue, Jun 16 - Tue, Jul 7

6:34 pm - 11:59 pm

RSW

ORD

6h 25m

1 stop

9:45 am - 4:44 pm

ORD

RSW

5h 59m

1 stop

$315Delta

Thu, Jul 2 - Wed, Jul 15

6:15 am - 8:37 am

RSW

ORD

3h 22mnonstop

1:19 pm - 8:30 pm

ORD

RSW

6h 11m

1 stop

$321American Airlines

Tue, Jun 9 - Tue, Jun 9

5:37 am - 12:36 pm

RSW

ORD

7h 59m

1 stop

5:30 am - 12:14 pm

ORD

RSW

5h 44m

1 stop

$323Delta

Tue, Jun 16 - Wed, Jun 24

12:59 pm - 6:44 pm

RSW

ORD

6h 45m

1 stop

4:26 pm - 8:34 pm

ORD

RSW

3h 08mnonstop

$325United Airlines

Fri, Jun 19 - Thu, Jun 25

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

American Airlines

Jun 16

RSW9:59 amFort Myers SW Florida Intl

7h 44m

1 stop

ORD4:43 pmChicago O'Hare Intl

Jul 7

ORD8:00 amChicago O'Hare Intl

2h 57m

RSW11:57 amFort Myers SW Florida Intl

$313

American Airlines

Jun 9

RSW6:15 amFort Myers SW Florida Intl

3h 22m

ORD8:37 amChicago O'Hare Intl

Jun 9

ORD1:19 pmChicago O'Hare Intl

6h 11m

1 stop

RSW8:30 pmFort Myers SW Florida Intl

$321

American Airlines

Jun 9

RSW6:16 amFort Myers SW Florida Intl

5h 44m

1 stop

ORD11:00 amChicago O'Hare Intl

Jun 9

ORD3:21 pmChicago O'Hare Intl

6h 36m

1 stop

RSW10:57 pmFort Myers SW Florida Intl

$331

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

Jun 18

RSW7:00 amFort Myers SW Florida Intl

3h 23m

ORD9:23 amChicago O'Hare Intl

Jun 24

ORD7:05 amChicago O'Hare Intl

3h 09m

RSW11:14 amFort Myers SW Florida Intl

$295

United Airlines

Jun 16

RSW12:30 pmFort Myers SW Florida Intl

3h 25m

ORD2:55 pmChicago O'Hare Intl

Jun 30

ORD7:05 amChicago O'Hare Intl

3h 09m

RSW11:14 amFort Myers SW Florida Intl

$303

United Airlines

Jul 2

RSW12:59 pmFort Myers SW Florida Intl

6h 45m

1 stop

ORD6:44 pmChicago O'Hare Intl

Jul 6

ORD7:05 amChicago O'Hare Intl

3h 09m

RSW11:14 amFort Myers SW Florida Intl

$305

momondo Fare Finder

Use the filters below to find and compare flights from Fort Myers to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Quickest round-trip

Fort MyersChicago

RSW - ORD

RSWORD

Fort Myers SW Florida Intl

Thu 6/18

7:00 am-9:23 am

Nonstop3h 23m

Chicago O'Hare Intl

Wed 6/24

7:05 am-11:14 am

Nonstop3h 09m

$295

Fort MyersChicago

RSW - ORD

RSWORD

Fort Myers SW Florida Intl

Tue 6/16

12:30 pm-2:55 pm

Nonstop3h 25m

Chicago O'Hare Intl

Tue 6/30

7:05 am-11:14 am

Nonstop3h 09m

$303

Fort MyersChicago

RSW - ORD

RSWORD

Fort Myers SW Florida Intl

Thu 7/2

12:59 pm-6:44 pm

1 stop6h 45m

Chicago O'Hare Intl

Mon 7/6

7:05 am-11:14 am

Nonstop3h 09m

$305

Fort MyersChicago

RSW - ORD

RSWORD

Fort Myers SW Florida Intl

Wed 6/10

7:00 am-9:23 am

Nonstop3h 23m

Chicago O'Hare Intl

Wed 6/17

7:05 am-11:14 am

Nonstop3h 09m

$311

Fort MyersChicago

RSW - ORD

RSWORD

Fort Myers SW Florida Intl

Tue 6/30

11:02 am-8:03 am

2 stops22h 01m

Chicago O'Hare Intl

Sat 7/18

8:05 pm-7:21 pm

1 stop22h 16m

$312

Fort MyersChicago

RSW - ORD

RSWORD

Fort Myers SW Florida Intl

Tue 6/16

9:59 am-4:43 pm

1 stop7h 44m

Chicago O'Hare Intl

Tue 7/7

8:00 am-11:57 am

Nonstop2h 57m

$313

Fort MyersChicago

RSW - ORD

RSWORD

Fort Myers SW Florida Intl

Thu 7/2

6:34 pm-11:59 pm

1 stop6h 25m

Chicago O'Hare Intl

Wed 7/15

9:45 am-4:44 pm

1 stop5h 59m

$315

Fort MyersChicago

RSW - ORD

RSWORD

Fort Myers SW Florida Intl

Tue 6/9

6:15 am-8:37 am

Nonstop3h 22m

Chicago O'Hare Intl

Tue 6/9

1:19 pm-8:30 pm

1 stop6h 11m

$321

Fort MyersChicago

RSW - ORD

RSWORD

Fort Myers SW Florida Intl

Tue 6/16

5:37 am-12:36 pm

1 stop7h 59m

Chicago O'Hare Intl

Wed 6/24

5:30 am-12:14 pm

1 stop5h 44m

$323

Fort MyersChicago

RSW - ORD

RSWORD

Fort Myers SW Florida Intl

Fri 6/19

12:59 pm-6:44 pm

1 stop6h 45m

Chicago O'Hare Intl

Thu 6/25

4:26 pm-8:34 pm

Nonstop3h 08m

$325

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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

Prices

Airlines

Other information

What is the typical price of a round-trip flight between Fort Myers and Chicago O'Hare Intl Airport?

What is the cheapest month to fly to Chicago O'Hare Intl Airport?

The month of January is another great option to travel to Chicago O'Hare Intl Airport, with average flight prices from Fort Myers averaging around $189.

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 $277. 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 $443.

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 $185 when looking at flights departing in the evening. Try not to purchase tickets in the afternoon because they tend to be around $372. 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 from Fort Myers 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 $244 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 $184 on momondo.

What cabin class options are available on Fort Myers to Chicago O'Hare Intl Airport flights?

There are 4 cabin classes available to choose from on Fort Myers to Chicago O'Hare Intl Airport 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 May 2026, prices for Fort Myers to Chicago O'Hare Intl Airport flights are approximately 67% more expensive 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	$152
Fastest flight time	3h 10m
Direct flights	Every day

The best one-way flight to Chicago O'Hare Intl Airport from Fort Myers in the past 72 hours is $152. The best round-trip flight deal from Fort Myers to Chicago O'Hare Intl Airport found on momondo in the last 72 hours is $315.

The fastest flight from Fort Myers to Chicago O'Hare Intl Airport takes 3h 10m

Direct flights go from Fort Myers to Chicago O'Hare Intl Airport every day.

Search flight deals

Frequently asked questions about flying 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 10m 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 6 operators available for flights from Fort Myers SW Florida Intl Airport to Chicago O'Hare Intl Airport as of May 2026.
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 Airbus A321neo, making up 20.92% of the total bookings. Other popular models include Boeing 737-800 with 18.78%, Boeing 737 MAX 9 with 15.27%, and Boeing 737 MAX 8 with 10.83%.
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 34% of the total bookings. Other popular airlines include American Airlines with 32%, Spirit Airlines with 31%, and Frontier with 2%.

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
Frontier	PriceFrom $43	Free Cancellation	Rating 5.6 2,946 reviews	Search Frontier flights
Spirit Airlines	PriceFrom $58	Free Cancellation	Rating 6.2 8,610 reviews	Search Spirit Airlines flights
JetBlue	PriceFrom $105	Free Cancellation	Rating 7.2 2,983 reviews	Search JetBlue flights
United Airlines	PriceFrom $156	Free Cancellation	Rating 7.4 9,748 reviews	Search United Airlines flights
American Airlines	PriceFrom $157	Free Cancellation	Rating 7.1 11,644 reviews	Search American Airlines flights
Southwest	PriceFrom $199	Free Cancellation	Rating 7.9 4,283 reviews	Search Southwest flights

Southwest Flights From Fort Myers to Chicago O'Hare Intl Airport
Southwest flight deals from Fort Myers to Chicago O'Hare Intl Airport start from $199 round-trip. Over the 3 Southwest flights for this route in a normal week, average airfare is usually $347 round-trip - but some users have found much cheaper deals with momondo.
United Airlines Flights From Fort Myers to Chicago O'Hare Intl Airport
United Airlines (7.4/10 from 9,748 reviews) operates around 9 flights from Fort Myers to Chicago O'Hare Intl Airport in any given week. The average United Airlines airfare for this route is around $294, with deals from around $156 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.

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Cheap flights from Fort Myers to Chicago from $129

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 8/5. 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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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

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

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Use the filters below to find and compare flights from Fort Myers to Chicago O'Hare Intl Airport that are best for you.

See travel insights to Chicago from

How to get the cheapest flight ticket from Fort Myers to Chicago O'Hare Intl Airport

What is the typical price of a round-trip flight between Fort Myers and Chicago O'Hare Intl Airport?

What is the cheapest month to fly to Chicago O'Hare Intl Airport?

What is the cheapest day to depart on your flight to Chicago O'Hare Intl Airport?

What is the cheapest time of day to depart on your flight to Chicago O'Hare Intl Airport?

What is the cheapest Fort Myers SW Florida Intl to Chicago O'Hare Intl flight route?

How far in advance should I book a flight from Fort Myers to Chicago O'Hare Intl Airport?

What cabin class options are available on Fort Myers to Chicago O'Hare Intl Airport flights?

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

What is the cheapest airline that flies from Fort Myers SW Florida Intl to Chicago O'Hare Intl?

What airlines fly to Chicago O'Hare Intl Airport?

How many flights depart from Fort Myers to Chicago O'Hare Intl Airport on average per day?

How many flights depart from Fort Myers to Chicago O'Hare Intl Airport on average per week?

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

Best Price Found

Fastest flight time

Direct flights

Frequently asked questions about flying 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

Southwest Flights From Fort Myers to Chicago O'Hare Intl Airport

United Airlines Flights From Fort Myers to Chicago O'Hare Intl Airport

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List of cabin classes available on flights landing in Chicago. Availability may vary depending on flight origin and airline.

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