Domestic route
Cheap flights from Chicago to Fort Myers
O'Hare International Airport (ORD) to Southwest Florida International Airport (RSW). 1,122 miles, 2h 40m nonstop.
ORD to RSW at a glance
Computed from airline schedules and the fares we track for this route. Refreshed several times a day.
- Distance
- 1,122 milesgreat-circle
- Typical flight time
- 2h 40mnonstop, gate to gate
- Nonstop airlines
- AAUAWNF94 airlinesAmerican, United, Southwest
- Nonstop flights per day
- 16all airlines combined
- Cheapest month
- December 2026over the next six months
- Best day to fly
- Tuesday19% less than Sunday
- Time difference
- 1h aheadFort Myers vs Chicago
Chicago to Fort Myers
Round trips from $88
Per traveler, taxes and fees included. Lowest fare we found departs Tue, Dec 1.
Cheapest month: December 2026
See fares on these datesLock any fare free — pay only when you accept your last-minute deal
Or ask an agent on WhatsAppChicago to Fort Myers fares by month
Lowest round-trip economy fare per traveler in each of the next six months, taxes and fees included. Select a month to search that date.
Airlines flying Chicago to Fort Myers
4 airlines fly nonstop with 16 departures a day combined, plus 5 more with one stop.
- UAUnited AirlinesStar AllianceNonstop · 7 flights a day · first checked bag from $40
- AAAmerican AirlinesoneworldNonstop · 5 flights a day · first checked bag from $40
- F9Frontier AirlinesLow-costNonstop · 2 flights a day · first checked bag from $55
- WNSouthwest AirlinesLow-costNonstop · 2 flights a day · first checked bag from $35
- MXBreeze AirwaysLow-costConnecting via CHS, TPA, RDU, ORF · first checked bag from $45
- DLDelta Air LinesSkyTeamConnecting via ATL, MSP, DTW · first checked bag from $35
- B6JetBlueConnecting via FLL, MCO · first checked bag from $40
- NKSpirit AirlinesLow-costConnecting via FLL, DTW, MCO, ATL, IAH · first checked bag from $55
- SYSun Country AirlinesLow-costConnecting via MSP · first checked bag from $45
Connecting options
Hubs where one airline can carry you on both legs, most choices first.
- Atlanta (ATL)DLNK2 airlines
- Minneapolis (MSP)DLSY2 airlines
- Detroit (DTW)DLNK2 airlines
- Fort Lauderdale (FLL)B6NK2 airlines
- Orlando (MCO)B6NK2 airlines
Which airport should I use?
Chicago has 2 airports. Fares can differ by $50 to $150 round trip between them, so check the alternatives before you book.
Other departure airports near Chicago
Tips for this route
- American, United, Southwest and Frontier all fly ORD to RSW nonstop, so compare the total with bags before picking the lowest base fare: the difference between a basic and a standard economy ticket is often less than one checked bag each way.
- December 2026 is the cheapest month to fly over the next six months, with round trips from $88; September 2026 is the most expensive at $109 and up, a difference of $21 per traveler.
- Departing on a Tuesday averages 19% less than a Sunday on this route. If your dates are flexible, shift the outbound by a day or two and check the calendar view before you book.
- Fares on this route are usually lowest 4 to 8 weeks before departure and rise sharply inside two weeks.
Ready to compare live fares?
See every airline on ORD–RSW side by side with bags and seat rules spelled out.
Search Chicago to Fort MyersChicago to Fort Myers: common questions
How long is the flight from Chicago to Fort Myers?
A nonstop flight from Chicago (ORD) to Fort Myers (RSW) takes about 2h 40m gate to gate, covering 1,122 miles. Connecting itineraries add the layover, typically 1 to 3 hours more in total.
Which airlines fly nonstop from ORD to RSW?
American Airlines, United Airlines, Southwest Airlines and Frontier Airlines operate nonstop flights from Chicago (ORD) to Fort Myers (RSW), with 16 nonstop departures a day between them. One-stop options connect through ATL, MSP and DTW.
What is the cheapest month to fly from Chicago to Fort Myers?
Over the next six months, December 2026 has the lowest round-trip fares from Chicago (ORD) to Fort Myers (RSW), starting at $88 per traveler including taxes and fees. Within any month, Tuesday departures average the lowest prices.
How far in advance should I book Chicago to Fort Myers flights?
Fares on this route are usually lowest 4 to 8 weeks before departure and rise sharply inside two weeks. Air1 Tickets includes free cancellation within 24 hours of booking on every fare, so you can lock in a good price and keep looking.
What is the time difference between Chicago and Fort Myers?
Fort Myers is 1 hour ahead of Chicago. ORD is on America/Chicago time and RSW on America/New York time. Departure and arrival times in search results are always shown in local time at each airport.
Related routes
Other popular city pairs from the same departure city and to the same destination, with the lowest round-trip fares we found.