Fort Myers

$62+ 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 8/2. Fares are subject to change and may not be available on all flights or dates of travel.
ORD — RSW
Jul 21 — Jul 281
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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 January, booked 45 days in advance, depart on a Tuesday or Wednesday 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 July 16, 2025.

Round-trip from

$94
(FlightHub)

One-way from

$62
(FlightHub)

Popular in

March

Cheapest in

August

Average price

$248
From Chicago O'Hare Intl to Fort Myers SW Florida Intl
One-way flight from Chicago O'Hare Intl to Fort Myers SW Florida Intl
Highest demand for flights based on searches. 6% potential increase in price ($18 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($7 potential savings vs. average RT price).
Average for round-trip flights in July 2025

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 July 16, 2025.

This FlightHub deal was found by Cheapflights users on 7/15. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/24:34 pmORD - RSW
Nonstop2h 55mSpirit Airlines
Wed 8/68:17 pmRSW - ORD
Nonstop3h 15mSpirit Airlines
Deal found 7/15$94
This United Airlines deal was found by Cheapflights users on 7/15. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/2010:40 amORD - RSW
Nonstop3h 04mUnited Airlines
Wed 9/249:15 amRSW - ORD
Nonstop3h 15mUnited Airlines
Deal found 7/15$157

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 July 16, 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

Sat 8/2

4:34 pm-8:29 pm

Nonstop2h 55m

Fort Myers SW Florida Intl

Wed 8/6

8:17 pm-10:32 pm

Nonstop3h 15m

$94

ChicagoFort Myers

ORD - RSW

ORDRSW

Chicago O'Hare Intl

Sat 9/20

10:40 am-2:44 pm

Nonstop3h 04m

Fort Myers SW Florida Intl

Wed 9/24

9:15 am-11:30 am

Nonstop3h 15m

$157

ChicagoFort Myers

ORD - RSW

ORDRSW

Chicago O'Hare Intl

Mon 10/6

7:00 am-10:53 am

Nonstop2h 53m

Fort Myers SW Florida Intl

Fri 10/10

3:50 pm-6:01 pm

Nonstop3h 11m

$158

ChicagoFort Myers

ORD - RSW

ORDRSW

Chicago O'Hare Intl

Sat 8/2

4:34 pm-8:29 pm

Nonstop2h 55m

$62

ChicagoFort Myers

ORD - RSW

ORDRSW

Chicago O'Hare Intl

Tue 9/9

7:16 am-11:19 am

Nonstop3h 03m

$79

ChicagoFort Myers

ORD - RSW

ORDRSW

Chicago O'Hare Intl

Mon 8/18

6:00 am-11:55 am

1 stop4h 55m

$89

ChicagoFort Myers

ORD - RSW

ORDRSW

Chicago O'Hare Intl

Tue 10/7

9:35 am-6:56 pm

1 stop8h 21m

$109

ChicagoFort Myers

ORD - RSW

ORDRSW

Chicago O'Hare Intl

Wed 7/23

8:40 am-9:58 pm

1 stop12h 18m

$132

ChicagoFort Myers

ORD - RSW

ORDRSW

Chicago O'Hare Intl

Thu 8/28

5:10 am-6:27 pm

1 stop12h 17m

$139

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/15

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 July 11, 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 $291). 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 July 16, 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 evening. If you’re flexible enough to do this you can expect to save up to 16% 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 July 13, 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.

Weekly flight availability from Chicago O'Hare Intl Airport to Fort Myers

Explore weekly flight availability from O'Hare Intl to Fort Myers. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated July 16, 2025.

The most flights from ORD to RSW are scheduled on a Tuesday (14 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (5 on average).

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 July 16, 2025.
Get a feel of what it's like to fly with Southwest, Delta, and United 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.

Boarding

8.1

Entertainment

7.6

Food

7.0

Comfort

8.0

Crew

8.6

Overall

8.0

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.

Boarding

8.1

Entertainment

7.6

Food

7.0

Comfort

8.0

Crew

8.6

Overall

8.0

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.
8.0
Very good

Boarding

8.1

Entertainment

7.6

Food

7.0

Comfort

8.0

Crew

8.6

Overall

8.0

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.

Boarding

8.1

Entertainment

7.6

Food

7.0

Comfort

8.0

Crew

8.6

Overall

8.0

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.

Boarding

8.1

Entertainment

7.6

Food

7.0

Comfort

8.0

Crew

8.6

Overall

8.0

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.

Boarding

8.1

Entertainment

7.6

Food

7.0

Comfort

8.0

Crew

8.6

Overall

8.0

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 9 daily inbound flights from Chicago O'Hare Intl from 6 different airlines.

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

    Spirit Airlines, at $94, was found to be the cheapest airline from Chicago O'Hare Intl Airport to Fort Myers.Alternate airlines to your destination round-trip include United Airlines and American Airlines. Spirit Airlines is 65% 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 Spirit Airlines ($62), United Airlines ($79), and Southwest ($89).

  • 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 (88%), Spirit Airlines (83%) and Air Canada (78%).

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

    On average you can expect to pay $384 for a flight from Chicago O'Hare Intl Airport to Fort Myers. The cheapest flight overall is $47 while the most popular route, (Chicago O'Hare Intl - Fort Myers SW Florida Intl) is currently priced at $78.

  • 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 $291). 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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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 July 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$54Average$135FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$86Average$218FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$166Average$305FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$175Average$357FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$194Average$550FlexibilityNo cancel feeOn-time63%
DeltaCheapest$216Average$356FlexibilityNo cancel feeOn-timeN/A

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