WARNING: This offer requires self-connecting between two separate low-cost flights. If you miss your connection, you will NOT get a refund or be re-booked to the next flight! If you have checked luggage, it will NOT be transferred automatically to your connecting flight, you have to do it yourself!

To increase the chance of making your connecting flight, we recommend a transfer time of at least 3 hours. Remember to check in online for both flights before you depart.

Frontier Airlines & Spirit Airlines are selling cheap flights from Fort Myers to Chicago for as low as $48 return! That works out to a cost of just 2.1 Cents Per Mile for this 2200 mile journey.

The fare only includes a small carry-on bag placed under the seat, and you need to pay extra if you want to use the overhead storage or to check bags.

Our data shows the lowest prices are available in February 2021. See the link(s) below for dates and prices.

Sample date(s) with Skyscanner.com booking link

Feb 4 – Feb 7 ($55)


Feb 11 – Feb 14 ($55)


Feb 12 – Feb 15 ($55)


Feb 18 – Feb 28 ($48)


Feb 19 – Feb 22 ($54)


Feb 25 – Feb 28 ($55)


Mar 4 – Mar 7 ($48)


Apr 15 – Apr 20 ($65)


Apr 20 – Apr 29 ($65)


Apr 22 – Apr 27 ($61)

Are you looking for an apartment to rent for your stay in Chicago? Check out what Vrbo.com has to offer!

We post many cheap flights like this one from Fort Myers to Chicago every single day, so have a look at our Travel Deals page, or check out the related posts below!

Note: Prices are valid at the time of publishing this post, but may change in the future.

COVID-19 Note: During these uncertain times, please make sure to check the relevant Coronavirus restrictions for your destination before you book and before you fly. We recommend also checking the refund policy of the airline, as well as purchasing travel insurance for your trip.