Skip to main content
Beginning of main content

Cheap Flights from Fort Myers to Chicago $232.57

Search over 321,000 hotels worldwide and 400 airlines worldwide.
Secure incredible value with Expedia's Price Guarantee.
No Expedia cancellation fee to change or cancel almost any hotel reservation.

Here are your best fares found in the past 7 days

The lowest fare found for this route is $231.09 on Wed, May 10 from RSW to MDW
Flights Fare Calendar Find minimum fare between origin RSW and destination MDW Click this button to get previous 30 days data Click this button to get next 30 days data $598 $513 $427 $342 $256 $171 $85 $0 Apr May 26 27 28 29 30 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 31 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 1 2 3 4 5 6 7 8 9 10 11 12 13 14 15 16 17 18 19 20 21 22 23 24 25 26 27 28 29 30 31 1 2 3 4 5 6 7 8 9 10 11 12 13 W T F S S M T W T F S S M T W T F S S M T W T F S S M T W T F S S M T W T F S S M T W T F S S M T W T F S S M T W T F S S M T W T F S S M T W T F S S M T W T F S S M T W T F S S M T W T F S S M T W T F S S M T W T F S S Price is $ 513.0 on Delta Price is $ 482.6 on Delta Price is $ 377.6 on Delta Price is $ 377.6 on Delta Price is $ 377.6 on Delta Price is $ 356.47 on Delta Price is $ 351.59 on Delta Price is $ 348.6 on Delta Price is $ 345.6 on Delta Price is $ 344.94 on Delta Price is $ 328.6 on Delta Price is $ 324.25 on Delta Price is $ 318.6 on Delta Price is $ 316.6 on Delta Price is $ 316.6 on Delta Price is $ 316.6 on Delta Price is $ 293.3 on Delta Price is $ 291.92 on Delta Price is $ 290.65 on Delta Price is $ 290.65 on Delta Price is $ 289.86 on Delta Price is $ 286.6 on Delta Price is $ 269.6 on Delta Price is $ 267.6 on Delta Price is $ 265.59 on Delta Price is $ 259.6 on Delta Price is $ 259.6 on Delta Price is $ 259.6 on Delta Price is $ 259.6 on Delta Price is $ 259.6 on Delta Price is $ 256.54 on Delta Price is $ 255.6 on Delta Price is $ 255.6 on Delta Price is $ 255.6 on Delta Price is $ 255.6 on Delta Price is $ 255.6 on Delta Price is $ 255.6 on Delta Price is $ 255.6 on Delta Price is $ 253.6 on Delta Price is $ 253.1 on Delta Price is $ 252.79 on Delta Price is $ 251.6 on Delta Price is $ 250.0 on Delta Price is $ 250.0 on Delta Price is $ 250.0 on Delta Price is $ 249.6 on Delta Price is $ 249.6 on Delta Price is $ 249.6 on Delta Price is $ 249.6 on Delta Price is $ 246.04 on Delta Price is $ 246.04 on Delta Price is $ 246.04 on Delta Price is $ 243.6 on Delta Price is $ 243.6 on Delta Price is $ 242.5 on Delta Price is $ 242.5 on Delta Price is $ 242.5 on Delta Price is $ 242.5 on Delta Price is $ 241.8 on Delta Price is $ 241.6 on Delta Price is $ 240.33 on Delta Price is $ 239.75 on Delta Price is $ 239.38 on Delta Price is $ 238.01 on Delta Price is $ 237.19 on Delta Price is $ 237.03 on Delta Price is $ 236.87 on Delta Price is $ 236.83 on Delta Price is $ 235.15 on Delta Price is $ 233.1 on Delta Price is $ 232.57 on Delta Price is $ 231.09 on Delta

Cheapest Flights from Fort Myers to Chicago (RSW to MDW)

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Interesting Facts About Flights from Fort Myers to Chicago (RSW to MDW)

Question : What is the cheapest round-trip ticket you can get to Chicago?
Answer : Delta Air Lines is the leader in keeping costs down for their passengers over the next three months. Fares are being booked at just $224, which is quite a deal when compared to the high-end bookings of $609.

Question : How does Fort Myers to Chicago stack up against the rest of the world in overall promptness?
Answer : RSW to MDW currently scores 3 out of a possible 5 stars in promptness. This score combines both the number of delayed flights and total delay minutes. With 3 stars, you should feel slightly worried about getting to Chicago on time.

Question : Should you be aware of any airlines that have a reputation of delayed arrivals for this route?
Answer : If you're flying NetJets Aviation to Chicago from Fort Myers, you may be tardy as they're delayed 57% of the time. If you’re on NetJets Aviation, be sure to sign up for the delay notifications to stay up to date with your flight’s status.

Question : How long does it take to get from RSW to MDW?
Answer : Southwest Airlines currently holds the quickest travel time with three hours. So, you would arrive in Chicago at 10:20 PM CDT if you left Fort Myers at 8:20 PM EDT. Remember, there is a one-hour time change.

Question : On a daily basis, how many different flight times are available from Southwest Florida International Airport (RSW) to Chicago Midway International Airport (MDW)?
Answer : It does differ by the day of the week, but on average, you can expect four different choices of flight times when you book. You won't have as many choices on this route as most others departing the United States.

Question : Is price more important than specific travel days for you?
Answer : The cheapest day to fly in May is Wednesday. Flexibility is paramount when booking travel plans in order to keep travel costs down.

Question : Are you paying the cheapest or highest price for your ticket to Chicago?
Answer : Prices for this trip tend to fluctuate more than other flights in the United States. They can vary from $224 to $609. Prices tend to be lower the further out you book.