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Fort Myers

$63+ Cheap flights from O'Hare Intl (ORD) to Fort Myers (RSW)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/29. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — RSW
אוק' 19 — אוק' 261
א' 10/19
א' 10/26
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago O'Hare Intl to Fort Myers SW Florida Intl are usually found in August or September, booked 45 days in advance, depart on a Wednesday or Tuesday and return on a Thursday

Cheap flight deals from O'Hare Intl to Fort Myers

Discover tips and strategies to find the most affordable flight options for your journey from O'Hare Intl (ORD) to Fort Myers (RSW). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated ספטמבר 19, 2025.

Round-trip from

$119
(Cheapflightsfares)

One-way from

$63
(Kiwi.com)

Popular in

March

Cheapest in

August

Average price

$208
From Chicago O'Hare Intl to Fort Myers SW Florida Intl
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One-way flight from Chicago O'Hare Intl to Fort Myers SW Florida Intl
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Highest demand for flights based on searches. 7% potential increase in price ($20 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from O'Hare Intl to Fort Myers

Cheapest flights from O'Hare Intl to Fort Myers
Explore the most affordable flight options available from O'Hare Intl to Fort Myers. Find the lowest fares from popular airlines and budget airlines, with prices last updated on ספטמבר 19, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ו' 10/106:16 pmORD - RSW
Nonstop2h 53mSpirit Airlines
א' 10/126:40 amRSW - ORD
Nonstop2h 54mSpirit Airlines
Deal found 9/17$119
This Priceline deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
א' 10/124:51 pmORD - RSW
Nonstop2h 50mSpirit Airlines
ב' 10/276:22 amRSW - ORD
Nonstop2h 54mSpirit Airlines
Deal found 9/17$120
This Booking.com deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ה' 12/47:00 amORD - RSW
Nonstop2h 51mSpirit Airlines
ב' 12/811:56 amRSW - ORD
Nonstop3h 10mSpirit Airlines
Deal found 9/18$123
This Kiwi.com deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ה' 10/305:28 pmORD - RSW
Nonstop2h 49mSpirit Airlines
א' 11/25:22 amRSW - ORD
Nonstop2h 54mSpirit Airlines
Deal found 9/17$125
This Kiwi.com deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ו' 11/147:00 amORD - RSW
Nonstop2h 51mSpirit Airlines
ד' 11/196:00 amRSW - ORD
Nonstop3h 13mSpirit Airlines
Deal found 9/18$127
This Kiwi.com deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
א' 11/25:28 pmORD - RSW
Nonstop2h 49mSpirit Airlines
ה' 11/1311:56 amRSW - ORD
Nonstop3h 10mSpirit Airlines
Deal found 9/17$128
This Priceline deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ה' 10/165:05 amORD - RSW
1 stop6h 11mMultiple Airlines
ה' 10/236:40 amRSW - ORD
Nonstop2h 54mMultiple Airlines
Deal found 9/16$132
This Gotogate deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
א' 10/125:05 amORD - RSW
1 stop6h 11mMultiple Airlines
א' 10/196:40 amRSW - ORD
Nonstop2h 54mMultiple Airlines
Deal found 9/18$133
This Orbitz deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ה' 10/165:05 amORD - RSW
1 stop6h 11mMultiple Airlines
א' 10/196:40 amRSW - ORD
Nonstop2h 54mMultiple Airlines
Deal found 9/18$137
This Priceline deal was found by Cheapflights users on 9/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ו' 10/318:26 amORD - RSW
1 stop11h 07mMultiple Airlines
ב' 11/36:22 amRSW - ORD
Nonstop2h 54mMultiple Airlines
Deal found 9/17$138
This Cheapflightsfares deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ו' 10/315:28 pmORD - RSW
Nonstop2h 49mSpirit Airlines
א' 11/911:56 amRSW - ORD
Nonstop3h 10mSpirit Airlines
Deal found 9/16$139
This Priceline deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ב' 10/66:16 pmORD - RSW
Nonstop2h 53mSpirit Airlines
ה' 10/166:40 amRSW - ORD
Nonstop2h 54mSpirit Airlines
Deal found 9/18$140

Cheapflights Fare Finder

 
Customize your flight search to find flights from O'Hare Intl to Fort Myers that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated ספטמבר 19, 2025.
Use the filters below to find and compare flights from Chicago O'Hare Intl Airport to Fort Myers that are best for you.

Fly from

O'Hare Intl

Fly to

Fort Myers

Route

Depart

Return

Price

ChicagoFort Myers

ORD - RSW

ORDRSW

Chicago O'Hare Intl

ג' 11/4

3:07 pm-11:38 pm

1 stop7h 31m

Fort Myers SW Florida Intl

ד' 11/12

4:38 pm-6:50 pm

Nonstop3h 12m

$188

ChicagoFort Myers

ORD - RSW

ORDRSW

Chicago O'Hare Intl

ש' 10/25

7:10 am-2:35 pm

1 stop6h 25m

Fort Myers SW Florida Intl

ש' 11/1

12:39 pm-2:53 pm

Nonstop3h 14m

$198

ChicagoFort Myers

ORD - RSW

ORDRSW

Chicago O'Hare Intl

ד' 12/10

7:00 am-2:19 pm

1 stop6h 19m

Fort Myers SW Florida Intl

א' 12/14

11:45 am-7:43 pm

1 stop8h 58m

$211

ChicagoFort Myers

ORD - RSW

ORDRSW

Chicago O'Hare Intl

ש' 11/15

9:45 am-4:33 pm

1 stop5h 48m

Fort Myers SW Florida Intl

ג' 11/18

5:38 pm-9:53 pm

1 stop5h 15m

$217

ChicagoFort Myers

ORD - RSW

ORDRSW

Chicago O'Hare Intl

ד' 11/12

9:46 am-3:02 pm

1 stop4h 16m

Fort Myers SW Florida Intl

ד' 11/19

5:35 am-10:19 am

1 stop5h 44m

$217

ChicagoFort Myers

ORD - RSW

ORDRSW

Chicago O'Hare Intl

ב' 12/8

9:20 am-1:26 pm

Nonstop3h 06m

Fort Myers SW Florida Intl

ו' 12/12

5:05 pm-12:15 am

1 stop8h 10m

$217

ChicagoFort Myers

ORD - RSW

ORDRSW

Chicago O'Hare Intl

ש' 10/11

4:09 pm-12:39 am

1 stop7h 30m

Fort Myers SW Florida Intl

ש' 10/18

5:38 am-10:20 am

1 stop5h 42m

$217

ChicagoFort Myers

ORD - RSW

ORDRSW

Chicago O'Hare Intl

ב' 12/8

4:21 pm-12:37 am

1 stop7h 16m

Fort Myers SW Florida Intl

ה' 12/11

2:15 pm-6:22 pm

1 stop5h 07m

$217

ChicagoFort Myers

ORD - RSW

ORDRSW

Chicago O'Hare Intl

ש' 11/15

10:46 am-4:51 pm

1 stop5h 05m

Fort Myers SW Florida Intl

ב' 11/17

5:38 pm-12:02 am

1 stop7h 24m

$217

ChicagoFort Myers

ORD - RSW

ORDRSW

Chicago O'Hare Intl

ד' 10/29

6:45 am-3:03 pm

1 stop7h 18m

Fort Myers SW Florida Intl

ו' 11/7

8:00 am-12:40 pm

1 stop5h 40m

$217

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/18

Showing 1-10 of 22 results
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The best insider tips for Chicago O'Hare Intl Airport to Fort Myers flights

Snippets provided in this section are AI-generated based on a summarization of Cheapflights-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
Cheapflights partnered with top experts to bring you the best recommendations for your Chicago O'Hare Intl Airport to Fort Myers trip
Airports
ORD

For a quick departure, use the free shuttle train between terminals at ORD to avoid long walks.

Read more about ORDby Ramsey Qubein
RSW

At RSW, bags arrive quickly; expect less than a 15-minute wait even during busy times.

Read more about RSWby Matt Meltzer
Our travel experts
Ramsey Qubein

Ramsey Qubein

Expert on ORD

Ramsey Qubein

Ramsey Qubein

An avid traveler and aviation expert who has visited 173 countries, all 50 states and seven continents, Ramsey Qubein flies nearly 400,000 miles a year. As a North Carolina-based freelance journalist for publications including Conde Nast Traveler, Forbes, USA Today and Bloomberg among others, he explores the latest trends in aviation, hospitality, cruises and business.

Read more
Matt Meltzer

Matt Meltzer

Expert on RSW

Matt Meltzer

Matt Meltzer

Matt Meltzer has been a travel writer for over a decade, covering U.S. domestic locations and hotels for Thrillist, Fifty Grande, Matador Network, Conde Nast Traveler, and other top publications. He's won multiple travel journalism awards from the Society of American Travel Writers and North American Travel Journalists Association, and currently resides in South Florida.

Read more

Best time to book a flight from O'Hare Intl to Fort Myers

Have a flexible travel schedule? Discover the best time to fly to Fort Myers from O'Hare Intl with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago O'Hare Intl Airport to Fort Myers

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

Use this chart to determine the optimal time to book a round-trip flight from O'Hare Intl to Fort Myers. Price data was last updated on September 12, 2025.

The price you pay for your flight from Chicago O'Hare Intl Airport to Fort Myers may vary depending on when you book. For the best chance of a lower fare, look to book 45 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Fort Myers?

Currently, January is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Fort Myers (average of $205). Flying from Chicago O'Hare Intl Airport to Fort Myers in June is currently the most expensive (average of $290). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from ORD to RSW?

Find hourly flight availability from O'Hare Intl to Fort Myers. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated ספטמבר 19, 2025.

A simple way to save on the total cost of your ticket is to fly from Chicago O'Hare Intl Airport to Fort Myers in the afternoon. If you’re flexible enough to do this you can expect to save up to 14% on your trip compared to booking a flight at noon.

What is the cheapest day to fly from Chicago O'Hare Intl Airport to Fort Myers?

Use this chart to determine the cheapest time to fly round-trip from O'Hare Intl to Fort Myers. Price data was last updated on September 14, 2025.

Travelers seeking maximum savings on their Chicago O'Hare Intl Airport to Fort Myers flight should consider departing on Sunday afternoons when fares are most often at their lowest. Monday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Fort Myers

Get insights into the airlines that provide service to Fort Myers. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Fort Myers. Reviews last updated ספטמבר 19, 2025.
Get a feel of what it's like to fly with Southwest, United Airlines, and American Airlines from Chicago O'Hare Intl Airport to Fort Myers by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Boarding

8.1

Food

7.0

Comfort

8.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.
Southwest
8.0
Very good
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Boarding

8.1

Food

7.0

Comfort

8.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.
United Airlines
7.4
Good
8,926 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Boarding

8.1

Food

7.0

Comfort

8.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Boarding

8.1

Food

7.0

Comfort

8.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.
Spirit Airlines
6.3
Okay
8,030 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Boarding

8.1

Food

7.0

Comfort

8.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.
Frontier
5.8
Fair
3,171 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Boarding

8.1

Food

7.0

Comfort

8.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Related info for your journey

Find useful and relevant information for your journey from O'Hare Intl to Fort Myers. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Fort Myers from Chicago O'Hare Intl?

    Located just 10.0 mi from the city center, Fort Myers SW Florida Intl is the airport most travelers will use when flying to Fort Myers from Chicago O'Hare Intl. Booking flights from Chicago O'Hare Intl to SW Florida Intl (RSW) should be relatively easy as there are 10 daily inbound flights from Chicago O'Hare Intl from 6 different airlines.

  • How long is the flight from Chicago O'Hare Intl Airport to Fort Myers?

    There are many flights that can get you from Chicago O'Hare Intl Airport to Fort Myers in 5h 48m. Fly via United Airlines, JetBlue, or Delta to get the fastest option. Airlines will cover a distance of 1122 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines flying from Chicago O'Hare Intl Airport to Fort Myers round-trip?

    Frontier, at $54, was found to be the cheapest airline from Chicago O'Hare Intl Airport to Fort Myers.Alternate airlines to your destination round-trip include Spirit Airlines and American Airlines. Frontier is 79% cheaper than the average price of flights available within the next 90 days to this destination.

  • What are the cheapest airlines to fly from Chicago O'Hare Intl Airport to Fort Myers one-way?

    The cheapest airlines for a one-way flight from Chicago O'Hare Intl Airport to Fort Myers are United Airlines ($90), JetBlue ($106), and Delta ($109).

  • What are the most reliable airlines from Chicago O'Hare Intl Airport to Fort Myers?

    The top 3 most reliable airlines when flying from Chicago O'Hare Intl Airport to Fort Myers are Air New Zealand (89%), Air Canada (84%) and Alaska Airlines (81%).

  • What are the cheapest flights from Chicago O'Hare Intl Airport to Fort Myers?

    On average you can expect to pay $542 for a flight from Chicago O'Hare Intl Airport to Fort Myers. The cheapest flight overall is $49 while the most popular route, (Chicago O'Hare Intl - Fort Myers SW Florida Intl) is currently priced at $116.

  • Can I find deals for flights from O'Hare Intl to Fort Myers that include hotel bookings?

    Yes. In addition to deals on O'Hare Intl to Fort Myers flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from O'Hare Intl to Fort Myers?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from O'Hare Intl to Fort Myers.

  • Can I find deals for business class flights from O'Hare Intl to Fort Myers?

    Yes. Cheapflights offers flight deals from O'Hare Intl to Fort Myers by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago O'Hare Intl Airport to Fort Myers?

    Currently, January is the cheapest month in which you can book a flight from Chicago O'Hare Intl Airport to Fort Myers (average of $205). Flying from Chicago O'Hare Intl Airport to Fort Myers in June is currently the most expensive (average of $290). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Fort Myers?

Book flights to Fort Myers if you plan to visit one of these locations
Sanibel
North Fort Myers
Estero
Lehigh Acres

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Alternative routes for O'Hare Intl to Fort Myers

See prices for flight routes from nearby airports that may be better suited for you.
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Top 6 airlines flying from O'Hare Intl to Fort Myers

Discover the top 6 airlines that operate flights from O'Hare Intl to Fort Myers. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated ספטמבר 19, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$54Average$135FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$84Average$218FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$160Average$297FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$176Average$364FlexibilityNo cancel feeOn-time69%
DeltaCheapest$178Average$387FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$194Average$468FlexibilityNo cancel feeOn-time63%

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