Cheap flights from Fort Myers to Chicago from $58

Round-trip
1 adult
Economy
From?
To?
Tue 6/28
Tue 7/5

Deals available from 900+ travel sites.

Flight information for Fort Myers to Chicago
(RSW to CHI)

Find info about flight duration, direct flights, and airports for your flight from Fort Myers to Chicago

Best Price Found

$58

Fastest flight time

3h 13m

Direct flights

Mon, Tue, Wed, Fri, Sat and Sun

Airports in Chicago

3 airports
The best one-way flight to Chicago from Fort Myers in the past 72 hours is $58. The best round-trip flight deal from Fort Myers to Chicago found on momondo in the last 72 hours is $124.
The fastest flight from Fort Myers to Chicago takes 3h 13m
Direct flights go from Fort Myers to Chicago on Monday, Tuesday, Wednesday, Friday, Saturday and Sunday. Airlines offering direct flights are: Air Canada, American Airlines and Alaska Airlines.
There are 3 airports near Chicago: Chicago O'Hare Intl (ORD), Chicago Midway (MDW), Chicago Greater Rockford (RFD)

How to get the cheapest flight ticket from Fort Myers to Chicago

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

What is the cheapest month to fly from Fort Myers to Chicago?

August

The cheapest time of year to fly to Chicago from Fort Myers is August. Most expensive is April

What is the cheapest day to depart Fort Myers for Chicago?

Friday

The cheapest day of the week is typically Friday. The most expensive is typically Monday

When is the cheapest time to fly from Fort Myers to Chicago?

in the evening

Fort Myers to Chicago flights are approximately 40% more expensive in the morning than in the evening

What is the cheapest airline that flies to Chicago from Fort Myers?

Juneyao Airlines

American Airlines, Delta, and Frontier are the most popular carriers operating from Fort Myers to Chicago

What is the cheapest Fort Myers to Chicago flight route?

Fort Myers SW Florida Intl - Chicago O'Hare Intl

Fly from Fort Myers SW Florida Intl to Chicago O'Hare Intl for the best Fort Myers - Chicago flight prices

How far in advance should you book Fort Myers to Chicago flights?

16 days before

The cheapest time to buy a flight from Fort Myers to Chicago is approximately 16 days to departure

When traveling from Fort Myers to Chicago, the most popular airport to fly into is Chicago O'Hare Intl Airport. The majority of travelers flying into Chicago O'Hare Intl Airport from Fort Myers are departing from Fort Myers SW Florida Intl Airport. When booking your trip to Chicago, it is helpful to have an alternative airport to fly out of. Good options for departure airports when traveling to Chicago, you can try Sarasota Bradenton Intl Airport (in Sarasota) or Punta Gorda Charlotte County Airport (in Punta Gorda). If you are looking for alternate airports to fly into when traveling from Fort Myers, you can try Chicago Midway Airport or Chicago Greater Rockford Airport which are located in Chicago and Chicago respectively. The cheapest route from Fort Myers to Chicago is RSW — ORD with an average price of $116 RT during the month of June.

Fort Myers SW Florida Intl Airport (RSW) to Chicago O'Hare Intl Airport (ORD)$116
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Fort Myers SW Florida Intl Airport (RSW) to Chicago Midway Airport (MDW)$300
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Sarasota Bradenton Intl Airport (SRQ) to Chicago O'Hare Intl Airport (ORD)$238
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Sarasota Bradenton Intl Airport (SRQ) to Chicago Midway Airport (MDW)$284
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Punta Gorda Charlotte County Airport (PGD) to Chicago Greater Rockford Airport (RFD)$250
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Sarasota Bradenton Intl Airport (SRQ) to Chicago Greater Rockford Airport (RFD)$843
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Easily compare round-trip flights from Fort Myers to Chicago

Below you can see the best fares for your round-trip flight route over the next three months. All fares were found on momondo this week. Browse the quickest and cheapest flights from Fort Myers to Chicago by changing tabs
Spirit Airlines
Aug 23
RSW7:10 amFort Myers SW Florida Intl
3h 14m
ORD10:24 amChicago O'Hare Intl
Aug 30
ORD2:20 amChicago O'Hare Intl
2h 56m
RSW5:16 amFort Myers SW Florida Intl
Multiple Airlines
Sep 20
RSW7:10 amFort Myers SW Florida Intl
3h 08m
ORD10:18 amChicago O'Hare Intl
Sep 26
ORD3:00 pmChicago O'Hare Intl
15h 20m
1 stop
RSW6:20 amFort Myers SW Florida Intl
Spirit Airlines
Aug 24
RSW7:10 amFort Myers SW Florida Intl
3h 14m
ORD10:24 amChicago O'Hare Intl
Aug 31
ORD2:20 amChicago O'Hare Intl
2h 56m
RSW5:16 amFort Myers SW Florida Intl
Frontier
Jul 19
RSW5:45 pmFort Myers SW Florida Intl
10h 32m
1 stop
MDW4:17 amChicago Midway
Jul 26
MDW5:18 amChicago Midway
10h 32m
1 stop
RSW3:50 pmFort Myers SW Florida Intl
Spirit Airlines
Sep 13
RSW7:10 amFort Myers SW Florida Intl
3h 08m
ORD10:18 amChicago O'Hare Intl
Sep 20
ORD2:20 amChicago O'Hare Intl
2h 53m
RSW5:13 amFort Myers SW Florida Intl
Delta
Sep 13
RSW3:40 amFort Myers SW Florida Intl
6h 53m
1 stop
MDW10:33 amChicago Midway
Sep 17
MDW1:16 pmChicago Midway
4h 14m
1 stop
RSW5:30 pmFort Myers SW Florida Intl

Find the cheapest one-way flights from Fort Myers to Chicago

If you're looking for one-way flights from Fort Myers to Chicago, view some of our deals below provided by Frontier and Spirit Airlines
Spirit Airlines
Oct 12
RSW7:03 amFort Myers SW Florida Intl
3h 05m
ORD10:08 amChicago O'Hare Intl
Spirit Airlines
Oct 4
RSW7:10 amFort Myers SW Florida Intl
3h 08m
ORD10:18 amChicago O'Hare Intl
Frontier
Jun 28
RSW5:41 pmFort Myers SW Florida Intl
11h 09m
1 stop
MDW4:50 amChicago Midway

Search last-minute flights to Chicago from Fort Myers

Find and compare round-trip flight prices for your last-minute flight from Fort Myers to Chicago
Spirit Airlines
Jul 3
RSW7:10 amFort Myers SW Florida Intl
3h 15m
ORD10:25 amChicago O'Hare Intl
Jul 7
ORD2:35 amChicago O'Hare Intl
2h 55m
RSW5:30 amFort Myers SW Florida Intl
Multiple Airlines
Jul 3
RSW11:41 amFort Myers SW Florida Intl
6h 33m
1 stop
ORD6:14 pmChicago O'Hare Intl
Jul 7
ORD2:35 amChicago O'Hare Intl
2h 55m
RSW5:30 amFort Myers SW Florida Intl
Frontier
Jun 28
RSW5:41 pmFort Myers SW Florida Intl
11h 09m
1 stop
MDW4:50 amChicago Midway
Jul 6
MDW4:02 amChicago Midway
11h 32m
1 stop
RSW3:34 pmFort Myers SW Florida Intl
Delta
Jul 3
RSW2:18 pmFort Myers SW Florida Intl
5h 27m
1 stop
MDW7:45 pmChicago Midway
Jul 6
MDW7:39 amChicago Midway
7h 30m
1 stop
RSW3:09 pmFort Myers SW Florida Intl
Spirit Airlines
Jul 3
RSW7:10 amFort Myers SW Florida Intl
3h 15m
ORD10:25 amChicago O'Hare Intl
Jul 7
ORD2:35 amChicago O'Hare Intl
2h 55m
RSW5:30 amFort Myers SW Florida Intl
Spirit Airlines
Jul 1
RSW7:10 amFort Myers SW Florida Intl
3h 15m
ORD10:25 amChicago O'Hare Intl
Jul 11
ORD2:35 amChicago O'Hare Intl
2h 55m
RSW5:30 amFort Myers SW Florida Intl

Best airlines flying from Fort Myers to Chicago

Compare and see reviews for airlines that fly from Fort Myers to Chicago with momondo
AirlineRatingFree CancellationPrice
Juneyao AirlinesPriceFrom $13Free CancellationRating
0.0
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FrontierPriceFrom $22Free CancellationRating
6.2
6.4

Boarding

5.8

Comfort

7.0

Crew

4.7

Entertainment

5.0

Food

Reviews

Received a text saying flight had been delayed by 30 minutes. When I arrived they were boarding at original flight time I was late! No text was sent informing me that original time was the current time.

1 / 10
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Spirit AirlinesPriceFrom $41Free CancellationRating
6.2
6.4

Boarding

5.9

Comfort

7.0

Crew

4.8

Entertainment

5.1

Food

Reviews

The wide seats help and were reasonably priced. Def worth it. Added at least a small bit of comfort to the flight

1 / 10
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United AirlinesPriceFrom $63Free CancellationRating
7.2
7.5

Boarding

7.1

Comfort

8.0

Crew

6.9

Entertainment

6.6

Food

Reviews

Veggie Food was unimaginative and tasteless, and dry. What was that its dish? Whatever it was, it was congealed and unappealing. Apart from Belfast, the movie selection was old.

1 / 10
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American AirlinesPriceFrom $88Free CancellationRating
7.1
7.4

Boarding

7.1

Comfort

8.0

Crew

6.8

Entertainment

6.4

Food

Reviews

Pilot was helpful with update Re the delay but attendants did not explain there would not be any beverages.

1 / 10
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DeltaPriceFrom $201Free CancellationRating
7.8
7.9

Boarding

8.0

Comfort

8.3

Crew

7.7

Entertainment

7.3

Food

Reviews

Best airline ever!

1 / 10
Search Delta flights
  • United Airlines Flights From Fort Myers to Chicago

    United Airlines flight deals from Fort Myers to Chicago start from $63 round-trip. Over the 12 United Airlines flights for this route in a normal week, average airfare is usually $177 round-trip - but some users have found much cheaper deals with momondo.

  • American Airlines Flights From Fort Myers to Chicago

    American Airlines (7.1/10 from 732 reviews) operates around 7 flights from Fort Myers to Chicago in any given week. The average American Airlines airfare for this route is around $227, with deals from around $88 rare but found on momondo. Referenced prices are for round-trip Fort Myers to Chicago flight searches in the last 72 hours.


Spirit Airlines flights from Fort Myers to Chicago

Our best Spirit Airlines deals on Fort Myers to Chicago flight tickets
Spirit Airlines
Aug 23
RSW7:10 amFort Myers SW Florida Intl
3h 14m
ORD10:24 amChicago O'Hare Intl
Aug 30
ORD2:20 amChicago O'Hare Intl
2h 56m
RSW5:16 amFort Myers SW Florida Intl
Spirit Airlines
Aug 24
RSW7:10 amFort Myers SW Florida Intl
3h 14m
ORD10:24 amChicago O'Hare Intl
Aug 31
ORD2:20 amChicago O'Hare Intl
2h 56m
RSW5:16 amFort Myers SW Florida Intl
Spirit Airlines
Sep 13
RSW7:10 amFort Myers SW Florida Intl
3h 08m
ORD10:18 amChicago O'Hare Intl
Sep 20
ORD2:20 amChicago O'Hare Intl
2h 53m
RSW5:13 amFort Myers SW Florida Intl

Frontier flights from Fort Myers to Chicago

Our best Frontier deals on Fort Myers to Chicago flight tickets
Frontier
Jul 19
RSW5:45 pmFort Myers SW Florida Intl
10h 32m
1 stop
MDW4:17 amChicago Midway
Jul 26
MDW5:18 amChicago Midway
10h 32m
1 stop
RSW3:50 pmFort Myers SW Florida Intl
Frontier
Jul 20
RSW5:19 pmFort Myers SW Florida Intl
12h 13m
1 stop
MDW5:32 amChicago Midway
Jul 27
MDW4:02 amChicago Midway
11h 32m
1 stop
RSW3:34 pmFort Myers SW Florida Intl
Frontier
Jul 13
RSW5:19 pmFort Myers SW Florida Intl
12h 13m
1 stop
MDW5:32 amChicago Midway
Jul 19
MDW5:18 amChicago Midway
10h 32m
1 stop
RSW3:50 pmFort Myers SW Florida Intl

  • Are airlines flying from Fort Myers SW Florida Intl to Chicago offering flexible cancellation due to COVID-19?

    Due to the global impact of COVID-19, some of our airline partners operating flights from Fort Myers SW Florida Intl to Chicago, such as Spirit Airlines, United Airlines, and American Airlines may have put in place flexible cancellation policies. Use our site to search for all of the airlines offering this flexibility to you.

  • How far is Fort Myers SW Florida Intl to Chicago by plane?

    Fort Myers SW Florida Intl and Chicago are 1101.2 mi apart from one another. Flights usually cover this in 3h 05m, depending on flying conditions and air traffic around both airports.



Alternative routes for Fort Myers to Chicago

Compare alternative flights to and from nearby airports and cities to discover the best prices and most convenient flight times
Fort Lauderdale to Chicago Flights
Fastest flight time3h 04m
Cheapest price$103
Orlando to Chicago Flights
Fastest flight time2h 50m
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Fastest flight time3h 10m
Cheapest price$90
Tampa to Chicago Flights
Fastest flight time2h 45m
Cheapest price$116
Jacksonville to Chicago Flights
Fastest flight time2h 32m
Cheapest price$211
West Palm Beach to Chicago Flights
Fastest flight time3h 16m
Cheapest price$213
Fort Lauderdale to St. Louis Flights
Fastest flight time2h 53m
Cheapest price$126
Miami to St. Louis Flights
Fastest flight time2h 58m
Cheapest price$184
Orlando to St. Louis Flights
Fastest flight time2h 26m
Cheapest price$99
Tampa to St. Louis Flights
Fastest flight time3h 48m
Cheapest price$198
Pensacola to Chicago Flights
Fastest flight time2h 34m
Cheapest price$282
Tallahassee to Chicago Flights
Fastest flight time4h 39m
Cheapest price$324

Why use momondo?

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Fort Myers to Chicago for you.

Yes. momondo allows you to filter the results for Fort Myers to Chicago flights to just show those with flexible booking policies.

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Chicago from Fort Myers.

Yes momondo offers price alerts on flights to Chicago from Fort Myers. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.


Here's why travelers choose to use momondo
Flexible Travel
momondo understands the need for flexibility and we have a filter specifically for flights with no change fees.
Expert Insights
Data driven insights designed to help you find a great flight deal. From the cheapest time to depart to how far in advance to book.
Price Alerts
Track the price of your preferred flight route and be notified when it changes.