Chicago to Fort Myers (ORD-RSW): nonstop upgrade & award space

United Airlines, American Airlines, and Frontier Airlines fly nonstop between Chicago (ORD) and Fort Myers (RSW), roughly 69 times a week. With United Airlines running most of the schedule, the shape of a week is predictable, which makes an open premium seat on a given date easy to spot and quick to lose. 2LNR tracks confirmed upgrade and award space on American Airlines, on every ORD to RSW departure, so you know which flights have space before you book.

Schedule last confirmed . Departure times come from 2LNR's schedule data; confirm with the airline before you book.

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69
Nonstop flights a week
1,123 mi
Nonstop distance
Free
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Chicago to Fort Myers flight schedule

Scheduled nonstop departures for ORD to RSW, last checked against our schedule feed on September 6, 2026. Airlines retime and cancel flights, so confirm with the airline before you book.

Schedule data dated .

Scheduled nonstop departures from Chicago (ORD) to Fort Myers (RSW)
Date Flight Airline Departs ORD Arrives RSW Duration Aircraft
AA 2437American Airlines06:5010:472h 57m321
UA 1740United Airlines07:1511:213h 6m7M9
UA 1035United Airlines10:3014:363h 6m32Q
UA 2002United Airlines10:3014:363h 6m32Q
AA 2561American Airlines12:1116:072h 56m7M8
UA 1317United Airlines15:4519:513h 6m739
UA 1210United Airlines17:5121:573h 6m739
AA 3122American Airlines19:0422:592h 55m738
AA 3238American Airlines19:0723:093h 2m738
AA 2437American Airlines06:5010:472h 57m321
UA 1740United Airlines07:1511:213h 6m7M9
UA 1035United Airlines10:3014:363h 6m32Q
UA 2002United Airlines10:3014:363h 6m32Q
AA 2561American Airlines12:1116:072h 56m7M8
UA 1317United Airlines15:4519:513h 6m739
UA 1210United Airlines17:5121:573h 6m739
AA 3238American Airlines19:0723:093h 2m738
AA 2437American Airlines06:5010:472h 57m321
UA 1740United Airlines07:1511:213h 6m7M9
UA 1035United Airlines10:3014:363h 6m32Q
UA 2002United Airlines10:3014:363h 6m32Q
AA 2561American Airlines12:1116:072h 56m7M8
UA 1317United Airlines15:4519:513h 6m739
UA 1210United Airlines17:5121:573h 6m739
AA 3122American Airlines19:0422:592h 55m738
AA 3238American Airlines19:0723:093h 2m738
AA 2437American Airlines06:5010:472h 57m321
UA 1740United Airlines07:1511:213h 6m7M9
UA 1035United Airlines10:3014:363h 6m32Q
UA 2002United Airlines10:3014:363h 6m32Q
AA 2561American Airlines12:1116:072h 56m7M8
UA 1317United Airlines17:4521:513h 6m739
UA 1210United Airlines17:5121:573h 6m739
AA 3238American Airlines19:0723:093h 2m738
AA 2437American Airlines06:5010:472h 57m321
UA 1740United Airlines07:1511:213h 6m7M9
UA 1035United Airlines10:3014:363h 6m32Q
UA 2002United Airlines10:3014:363h 6m32Q
AA 2561American Airlines12:1116:072h 56m7M8
UA 1317United Airlines15:4519:513h 6m739

Showing the first 40 of 60 scheduled ORD to RSW departures across the next 7 days with service. Every remaining date is on the interactive map.

Departure and arrival times are local at their own airport, so an arrival can fall on a different local date than the departure; the duration column is the true elapsed flying time. A dash means the airline has not filed that value in the schedule data we hold. Aircraft are IATA equipment codes as filed, and can change up to departure.

See every ORD to RSW date on the interactive map

Confirmed upgrade & award space on ORD to RSW departures

2LNR tracks confirmed upgrade and award space on American Airlines, segment by segment and date by date. Open the calendar for Chicago to Fort Myers to see which departures have space, the next 14 days free on every product and the full horizon on Pro.

See real availability

Confirmed upgrade and award seats on each ORD to RSW departure, checked against live inventory so you know what is open before you book.

Set an alert

Premium inventory turns over fast. Watch this route and 2LNR notifies you when space appears on a date you are tracking.

Plan on the map

See ORD to RSW on the interactive route map, with schedules, connections, and route statistics.

Airlines flying Chicago to Fort Myers nonstop

Carriers operating ORD to RSW nonstop in the current schedule. 2LNR tracks confirmed upgrade and award space on each of them.

See ORD to RSW on the interactive map →

Frequently asked questions about ORD to RSW

How far is Fort Myers from Chicago?
ORD to RSW covers about 1,123 miles nonstop. Flight times vary by aircraft and season; the schedule table on this page lists each scheduled departure with its own times.
Which airlines fly nonstop from ORD to RSW?
United Airlines, American Airlines, and Frontier Airlines fly the route nonstop. 2LNR tracks confirmed upgrade and award space on American Airlines.
How many flights a week are there from ORD to RSW?
About 69 nonstop flights a week run between Chicago and Fort Myers in the current schedule, operated by United Airlines, American Airlines, and Frontier Airlines. Frequency shifts by season, and the schedule table on this page shows what is scheduled next.
What time do flights from ORD to RSW depart?
Scheduled ORD to RSW nonstops in the next 7 days with service leave between 06:50 and 19:07, local time at Chicago. The schedule table on this page lists every departure by date, with its arrival time and aircraft.
How do I check upgrade or award availability on ORD to RSW?
Open the ORD to RSW route on the interactive map or the matrix to see confirmed upgrade and award space by date on American Airlines, the next 14 days free and the full horizon on Pro. On Pro you can also set an alert on the route and 2LNR notifies you when space opens.

Never miss ORD to RSW upgrade or award space

See what is open by date on this route, the next 14 days free on every product and the full horizon on Pro.

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