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$63+ 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 2/7. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — RSW
Dec 27 — Jan 31
Fri 12/27
Fri 1/3
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 December 22, 2024.

Round-trip from

$114
(Kiwi.com)

One-way from

$63
(Cheapflightsfares)

Popular in

March

Cheapest in

May

Average price

$392
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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High demand for flights, 5% potential price rise
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Best time to find cheap flights, 4% potential price drop
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Average for round-trip flights in December 2024
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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 December 22, 2024.

This FlightHub deal was found by Cheapflights users on 12/21. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/246:05 amORD - RSW
Nonstop2h 59mMultiple Airlines
Tue 12/319:32 pmRSW - ORD
Nonstop3h 25mMultiple Airlines
Deal found 12/21$171
This FlightHub deal was found by Cheapflights users on 12/21. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/246:05 amORD - RSW
Nonstop2h 59mSpirit Airlines
Mon 12/3010:45 pmRSW - ORD
Nonstop3h 02mSpirit Airlines
Deal found 12/21$191
This Cheapflightsfares deal was found by Cheapflights users on 12/20. 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.
Tue 12/244:30 pmORD - RSW
Nonstop2h 59mFrontier
Sat 12/2811:40 amRSW - ORD
Nonstop3h 24mFrontier
Deal found 12/20$252
This Trip.com deal was found by Cheapflights users on 12/21. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/309:59 pmMDW - RSW
1 stop9h 21mFrontier
Sat 1/410:21 pmRSW - MDW
1 stop9h 18mFrontier
Deal found 12/21$404
This American Airlines deal was found by Cheapflights users on 12/21. 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 12/315:02 amORD - RSW
1 stop4h 51mAmerican Airlines
Tue 12/315:42 pmRSW - ORD
1 stop6h 55mAmerican Airlines
Deal found 12/21$426
This Sun Country Air deal was found by Cheapflights users on 12/21. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/2410:00 amORD - RSW
1 stop8h 12mSun Country Air
Mon 12/309:10 pmRSW - ORD
1 stop21h 28mSun Country Air
Deal found 12/21$468
This Southwest deal was found by Cheapflights users on 12/21. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/3110:00 amMDW - RSW
1 stop5h 25mSouthwest
Tue 12/317:30 pmRSW - MDW
Nonstop2h 55mSouthwest
Deal found 12/21$564
This Delta deal was found by Cheapflights users on 12/21. 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.
Sun 12/296:25 pmMDW - RSW
1 stop4h 57mDelta
Tue 12/314:52 pmRSW - MDW
1 stop6h 14mDelta
Deal found 12/21$641
This Mytrip deal was found by Cheapflights users on 12/22. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/266:51 pmMDW - RSW
1 stop15h 04mMultiple Airlines
Thu 1/211:21 amRSW - MDW
1 stop7h 50mMultiple Airlines
Deal found 12/22$692

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 December 22, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoFort Myers

ORD - RSW

ORDRSW

Chicago O'Hare Intl

Sun 2/23

5:45 am-9:35 am

Nonstop2h 50m

Fort Myers SW Florida Intl

Mon 3/3

11:58 am-2:09 pm

Nonstop3h 11m

$114

ChicagoFort Myers

ORD - RSW

ORDRSW

Chicago O'Hare Intl

Thu 3/6

7:49 pm-11:50 pm

Nonstop3h 01m

Fort Myers SW Florida Intl

Thu 3/13

6:00 am-8:20 am

Nonstop3h 20m

$115

ChicagoFort Myers

ORD - RSW

ORDRSW

Chicago O'Hare Intl

Thu 2/6

5:35 am-9:29 am

Nonstop2h 54m

Fort Myers SW Florida Intl

Sun 2/9

10:28 pm-12:48 am

Nonstop3h 20m

$116

ChicagoFort Myers

ORD - RSW

ORDRSW

Chicago O'Hare Intl

Sat 1/25

2:15 pm-10:30 pm

1 stop7h 15m

Fort Myers SW Florida Intl

Sat 2/22

6:05 am-8:17 am

Nonstop3h 12m

$183

ChicagoFort Myers

ORD - RSW

ORDRSW

Chicago O'Hare Intl

Sat 1/11

9:55 am-9:58 pm

1 stop11h 03m

Fort Myers SW Florida Intl

Wed 1/15

10:40 am-5:53 pm

1 stop8h 13m

$190

ChicagoFort Myers

MDW - RSW

MDWRSW

Chicago Midway

Sun 1/12

6:05 am-10:05 am

Nonstop3h 00m

Fort Myers SW Florida Intl

Wed 1/15

5:40 pm-7:40 pm

Nonstop3h 00m

$190

ChicagoFort Myers

ORD - RSW

ORDRSW

Chicago O'Hare Intl

Sun 1/12

8:50 am-4:07 pm

1 stop6h 17m

Fort Myers SW Florida Intl

Thu 1/16

9:05 am-11:22 am

Nonstop3h 17m

$199

ChicagoFort Myers

ORD - RSW

ORDRSW

Chicago O'Hare Intl

Fri 1/24

6:35 pm-12:36 am

1 stop5h 01m

Fort Myers SW Florida Intl

Thu 1/30

1:21 pm-5:25 pm

1 stop5h 04m

$216

ChicagoFort Myers

MDW - RSW

MDWRSW

Chicago Midway

Sat 1/18

9:34 am-3:58 pm

1 stop5h 24m

Fort Myers SW Florida Intl

Sat 1/25

5:40 am-10:12 am

1 stop5h 32m

$216

ChicagoFort Myers

MDW - RSW

MDWRSW

Chicago Midway

Thu 1/2

7:34 am-9:39 pm

1 stop13h 05m

Fort Myers SW Florida Intl

Sat 1/4

10:21 pm-6:39 am

1 stop9h 18m

$221

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/22

Showing 1-10 of 24 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 December 20, 2024.

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 December 22, 2024.

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 December 22, 2024.

The most flights from CHI to FM9 are scheduled on a Sunday (30 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (10 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 December 22, 2024.
Read reviews from past customers who have flown American Airlines, United Airlines and Spirit Airlines 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
4,804 reviews

Crew

8.7

Food

7.2

Comfort

8.1

Overall

8.1

Entertainment

7.7

Boarding

8.2

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
4,804 reviews
Southwest
8.1
Very good
4,804 reviews

Crew

8.7

Food

7.2

Comfort

8.1

Overall

8.1

Entertainment

7.7

Boarding

8.2

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.

Alaska Airlines
8.0
Very good
9,537 reviews
Southwest
8.1
Very good
4,804 reviews

Crew

8.7

Food

7.2

Comfort

8.1

Overall

8.1

Entertainment

7.7

Boarding

8.2

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
8,594 reviews
Southwest
8.1
Very good
4,804 reviews

Crew

8.7

Food

7.2

Comfort

8.1

Overall

8.1

Entertainment

7.7

Boarding

8.2

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
3,265 reviews
Southwest
8.1
Very good
4,804 reviews

Crew

8.7

Food

7.2

Comfort

8.1

Overall

8.1

Entertainment

7.7

Boarding

8.2

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
9,028 reviews
Southwest
8.1
Very good
4,804 reviews

Crew

8.7

Food

7.2

Comfort

8.1

Overall

8.1

Entertainment

7.7

Boarding

8.2

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 Spirit Airlines, which is currently one of the cheapest options available, starting at $63. Frontier flights start at $66 while deals on Southwest start at $79 one-way.

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

    Consider Air New Zealand (93%), Air Canada (91%) or Spirit Airlines (89%) 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 $735 for a flight from Chicago to Fort Myers Beach. The cheapest flight overall is $56 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 December 22, 2024.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$41Average$154FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$67Average$208FlexibilityNo cancel feeOn-time65%
Allegiant AirCheapest$94Average$220FlexibilityNo cancel feeOn-time88%
United AirlinesCheapest$95Average$381FlexibilityNo cancel feeOn-time69%
Sun Country AirCheapest$120Average$348FlexibilityNo cancel feeOn-time83%
American AirlinesCheapest$150Average$331FlexibilityNo cancel feeOn-time71%
DeltaCheapest$195Average$425FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$235Average$421FlexibilityNo cancel feeOn-time63%
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