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$58+ Cheap flights from Chicago (CHI) to Fort Myers Beach, FL

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 4/16. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — RSW
Jan 26 — Feb 21
Sun 1/26
Sun 2/2
1 adult, Economy
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The best prices from Chicago to Fort Myers Beach are usually found in May or August, booked 27 days in advance, depart on a Tuesday or Wednesday and return on a Saturday

Cheap flight deals from Chicago to Fort Myers Beach

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Fort Myers Beach (FM9). 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 January 21, 2025.

Round-trip from

$96
(Kiwi.com)

One-way from

$61
(FlightHub)

Popular in

March

Cheapest in

May

Average price

$237
From Chicago (CHI) to Fort Myers Beach
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One-way flight from Chicago (CHI) to Fort Myers Beach
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Highest demand for flights based on searches. 7% potential increase in price ($21 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in January 2025
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Find flight deals from Chicago to Fort Myers Beach

Cheapest flights from Chicago to Fort Myers Beach
Explore the most affordable flight options available from Chicago to Fort Myers Beach. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 21, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 1/21. 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.
Thu 1/305:35 amORD - RSW
Nonstop2h 54mSpirit Airlines
Tue 2/410:52 amRSW - ORD
Nonstop3h 05mSpirit Airlines
Deal found 1/21$96
This Kiwi.com deal was found by Cheapflights users on 1/21. 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.
Tue 1/285:35 amORD - RSW
Nonstop2h 54mMultiple Airlines
Sat 2/82:57 pmRSW - ORD
Nonstop3h 20mMultiple Airlines
Deal found 1/21$98
This Cheapflightsfares deal was found by Cheapflights users on 1/21. 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.
Sat 2/153:15 pmORD - RSW
Nonstop3h 01mFrontier
Fri 2/213:53 pmRSW - ORD
Nonstop3h 20mFrontier
Deal found 1/21$101
This Frontier deal was found by Cheapflights users on 1/19. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/16:40 amMDW - RSW
1 stop8h 46mFrontier
Thu 3/612:42 pmRSW - MDW
1 stop12h 35mFrontier
Deal found 1/19$130
This American Airlines deal was found by Cheapflights users on 1/21. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/187:02 pmORD - RSW
Nonstop3h 00mAmerican Airlines
Tue 3/256:15 amRSW - ORD
Nonstop3h 15mAmerican Airlines
Deal found 1/21$197
This United Airlines deal was found by Cheapflights users on 1/21. 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.
Mon 2/248:45 amORD - RSW
1 stop6h 21mUnited Airlines
Tue 3/257:41 pmRSW - ORD
Nonstop3h 17mUnited Airlines
Deal found 1/21$198
This Southwest deal was found by Cheapflights users on 1/19. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/236:00 amMDW - RSW
Nonstop3h 00mSouthwest
Fri 2/286:45 amRSW - MDW
Nonstop3h 00mSouthwest
Deal found 1/19$209
This Delta deal was found by Cheapflights users on 1/21. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/266:38 pmORD - RSW
1 stop4h 58mDelta
Sat 3/13:14 pmRSW - ORD
1 stop4h 33mDelta
Deal found 1/21$217
This Delta deal was found by Cheapflights users on 1/21. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/2610:57 amMDW - RSW
1 stop5h 08mDelta
Tue 3/46:10 pmRSW - MDW
1 stop5h 10mDelta
Deal found 1/21$217
This JetBlue deal was found by Cheapflights users on 1/21. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/84:50 pmORD - RSW
1 stop7h 09mJetBlue
Wed 3/127:30 amRSW - ORD
1 stop10h 00mJetBlue
Deal found 1/21$249

Find flights from Chicago to Fort Myers Beach within your budget

Customize your flight search to find flights from Chicago to Fort Myers Beach 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 January 21, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoFort Myers

ORD - RSW

ORDRSW

Chicago O'Hare Intl

Sun 1/26

5:35 am-9:29 am

Nonstop2h 54m

Fort Myers SW Florida Intl

Sat 2/1

2:57 pm-5:17 pm

Nonstop3h 20m

$96

ChicagoFort Myers

ORD - RSW

ORDRSW

Chicago O'Hare Intl

Tue 4/1

7:59 pm-11:59 pm

Nonstop3h 00m

Fort Myers SW Florida Intl

Sat 4/19

6:00 am-8:21 am

Nonstop3h 21m

$101

ChicagoFort Myers

ORD - RSW

ORDRSW

Chicago O'Hare Intl

Tue 1/28

5:35 am-9:29 am

Nonstop2h 54m

Fort Myers SW Florida Intl

Wed 2/5

10:52 am-12:57 pm

Nonstop3h 05m

$102

ChicagoFort Myers

MDW - RSW

MDWRSW

Chicago Midway

Sat 3/1

6:40 am-4:26 pm

1 stop8h 46m

Fort Myers SW Florida Intl

Thu 3/6

12:42 pm-12:17 am

1 stop12h 35m

$130

ChicagoFort Myers

ORD - RSW

ORDRSW

Chicago O'Hare Intl

Sat 2/22

6:00 am-9:59 am

Nonstop2h 59m

Fort Myers SW Florida Intl

Fri 2/28

6:20 pm-11:29 pm

1 stop6h 09m

$178

ChicagoFort Myers

ORD - RSW

ORDRSW

Chicago O'Hare Intl

Tue 2/18

1:54 pm-10:10 pm

1 stop7h 16m

Fort Myers SW Florida Intl

Sat 2/22

6:05 am-8:17 am

Nonstop3h 12m

$188

ChicagoFort Myers

ORD - RSW

ORDRSW

Chicago O'Hare Intl

Tue 4/1

1:24 pm-11:44 pm

1 stop9h 20m

Fort Myers SW Florida Intl

Wed 4/9

6:00 am-12:27 pm

1 stop7h 27m

$191

ChicagoFort Myers

ORD - RSW

ORDRSW

Chicago O'Hare Intl

Wed 2/26

5:13 pm-12:36 am

1 stop6h 23m

Fort Myers SW Florida Intl

Wed 3/5

6:10 pm-11:49 pm

1 stop6h 39m

$217

ChicagoFort Myers

MDW - RSW

MDWRSW

Chicago Midway

Mon 2/24

2:08 pm-9:13 pm

1 stop6h 05m

Fort Myers SW Florida Intl

Tue 3/25

5:40 am-9:09 am

1 stop4h 29m

$217

ChicagoFort Myers

MDW - RSW

MDWRSW

Chicago Midway

Mon 2/24

6:05 am-10:05 am

Nonstop3h 00m

Fort Myers SW Florida Intl

Wed 3/12

6:15 am-8:15 am

Nonstop3h 00m

$228

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/21

Showing 1-10 of 23 results
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Best time to book a flight from Chicago to Fort Myers Beach

Have a flexible travel schedule? Discover the best time to fly to Fort Myers Beach from Chicago 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.

Travel insights for flights from Chicago to Fort Myers Beach

Get recent, data-driven insights about flights from Chicago to Fort Myers Beach including ideal travel times, pricing trends, and more.

How far ahead should I book a flight from Chicago to Fort Myers Beach?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Fort Myers Beach. Price data was last updated on January 17, 2025.

Booking 27 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago to Fort Myers Beach. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest month to book a flight from Chicago to Fort Myers Beach?

Currently, January is the cheapest month in which you can book a flight from Chicago to Fort Myers Beach (average of $205). Flying from Chicago to Fort Myers Beach in June is currently the most expensive (average of $297). 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 CHI to FM9?

Find hourly flight availability from Chicago to Fort Myers Beach. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 21, 2025.

When flying from Chicago to Fort Myers Beach, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

What is the cheapest day to fly from Chicago to Fort Myers Beach?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Fort Myers Beach. Price data was last updated on June 9, 2024.

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

Weekly flight availability from Chicago to Fort Myers Beach

Explore weekly flight availability from Chicago to Fort Myers Beach. 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 January 21, 2025.

The most flights from CHI to FM9 are scheduled on a Monday (23 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (11 on average).

Rainfall in Fort Myers Beach by month

Plan your trip to Fort Myers Beach by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Fort Myers Beach ranges from 1.7 - 10.1 inches per month. June is typically the wettest month, when rainfall can reach 10.1 in. December is typically the driest time to visit Fort Myers Beach when rainfall is around 1.7 in.

Temperature in Fort Myers Beach by month

Plan your trip to Fort Myers Beach by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Fort Myers Beach, use this chart to help with planning. For those seeking warmer temperatures, August is the ideal time of year to visit, when temperatures reach an average of 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 64.4 F).

Reviews of airlines servicing Fort Myers Beach

Get insights into the airlines that provide service to Fort Myers Beach. 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 Beach. Reviews last updated January 21, 2025.
Read reviews from past customers who have flown Spirit Airlines, Southwest and Frontier from Chicago to Fort Myers Beach. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,662 reviews

Food

7.2

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Crew

8.7

Overall

8.1

Reviews

1 / 10

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
8.1
Very good
4,662 reviews
Southwest
8.1
Very good
4,662 reviews

Food

7.2

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Crew

8.7

Overall

8.1

Reviews

1 / 10

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.

Delta
8.0
Very good
8,521 reviews
Southwest
8.1
Very good
4,662 reviews

Food

7.2

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Crew

8.7

Overall

8.1

Reviews

1 / 10

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.

JetBlue
7.4
Good
3,201 reviews
Southwest
8.1
Very good
4,662 reviews

Food

7.2

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Crew

8.7

Overall

8.1

Reviews

1 / 10

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
8,985 reviews
Southwest
8.1
Very good
4,662 reviews

Food

7.2

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Crew

8.7

Overall

8.1

Reviews

1 / 10

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
8.1
Very good
4,662 reviews

Food

7.2

Entertainment

7.7

Boarding

8.2

Comfort

8.1

Crew

8.7

Overall

8.1

Reviews

1 / 10

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 Chicago to Fort Myers Beach. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines to fly from Chicago to Fort Myers Beach one-way?

    To fly one-way, consider booking your trip with Frontier, which is currently one of the cheapest options available, starting at $61. Spirit Airlines flights start at $62 while deals on Southwest start at $90 one-way.

  • What are the most reliable airlines from Chicago to Fort Myers Beach?

    Consider Air New Zealand (87%), Frontier (87%) or Emirates (86%) when booking your flight. These represent the most reliable airlines when flying from Chicago to Fort Myers Beach.

  • What are the cheapest flights from Chicago to Fort Myers Beach?

    On average you can expect to pay $753 for a flight from Chicago to Fort Myers Beach. The cheapest flight overall is $36 while the most popular route, (Chicago O'Hare Intl - Fort Myers SW Florida Intl) is currently priced at $68.

  • Can I find deals for flights from Chicago to Fort Myers Beach that include hotel bookings?

    Yes. In addition to deals on Chicago to Fort Myers Beach flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Fort Myers Beach?

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

  • Can I find deals for business class flights from Chicago to Fort Myers Beach?

    Yes. Cheapflights offers flight deals from Chicago to Fort Myers Beach 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 to Fort Myers Beach?

    Currently, January is the cheapest month in which you can book a flight from Chicago to Fort Myers Beach (average of $205). Flying from Chicago to Fort Myers Beach in June is currently the most expensive (average of $297). 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.

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Alternative routes for Chicago to Fort Myers Beach

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Top 8 airlines flying from Chicago to Fort Myers Beach

Discover the top 8 airlines that operate flights from Chicago to Fort Myers Beach. 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 January 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$45Average$123FlexibilityNo cancel feeOn-time62%
Allegiant AirCheapest$74Average$201FlexibilityNo cancel feeOn-time88%
Spirit AirlinesCheapest$74Average$192FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$95Average$381FlexibilityNo cancel feeOn-time69%
Sun Country AirCheapest$134Average$402FlexibilityNo cancel feeOn-time83%
American AirlinesCheapest$146Average$339FlexibilityNo cancel feeOn-time71%
DeltaCheapest$195Average$419FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$235Average$434FlexibilityNo cancel feeOn-time63%
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