
American Airlines Flights from Chicago (ORD) to Fort Myers (RSW)
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American Airlines Flights from ORD to RSW
How much is a American Airlines flight from Chicago (ORD) to Fort Myers (RSW)?
One-way flights start as little as and there are roundtrips available from . Get in! You can score some sweet deals with Wotif and American Airlines.
How many non-stop American Airlines flights from Chicago (ORD) to Fort Myers (RSW) are there per day?
American Airlines flies flights direct every day between Chicago (ORD) and Fort Myers (RSW).
How far is Chicago (ORD) from Fort Myers (RSW)?
It’s from Chicago (ORD) to Fort Myers (RSW).
What is the best airline to fly from O'Hare Intl.?
At Wotif, we give you all the available options from our reputable partners. Select the airline that best suits your preferences and membership loyalties. You can fly from O'Hare Intl. with: .
Can I change or cancel my American Airlines tickets from Chicago to Fort Myers on Wotif?
Change of plans? No worries! We’re right here to make things as easy as possible. Check out the American Airlines rules and restrictions in your itinerary. You can also use the No Change Fees filter to find flexible plane tickets for future trips. For more information on how to cancel or change your flight on Wotif, visit our customer service portal.
How do I find the best deal on American Airlines flights from Chicago (ORD) to Fort Myers (RSW)?
Just review and compare all our awesome offers or enter your travel dates to see more terrific deals on American Airlines flights from Chicago. And remember you can save even more when you bundle a hotel with your flight as part of a Wotif package. Sweet!
What’s a good way to get cheap American Airlines flight tickets from Chicago to Fort Myers?
We have loads of cheap flights, so just enter your travel dates to see what’s available. If you can be flexible on when you fly, you’ll find even more epic flight deals. So get booking!
What is the cheapest time of year to fly from Chicago (ORD) to Fort Myers (RSW)?
The cheapest time of the year for a return trip is . One-way, the cheapest month to fly is . Check our deal cards for details.
How long does it take to fly from ORD to RSW?
It typically takes hours to fly directly from Chicago (ORD) to Fort Myers (RSW).
Epic Hotel in Fort Myers

Holiday Inn Express & Suites Fort Myers Airport by IHG
Nice room, nice staff, great airport shuttle
Reviewed on 3 Feb 2026

Days Inn & Suites by Wyndham Fort Myers Near JetBlue Park
Nice clean spacious room
Reviewed on 3 Feb 2026

Home2 Suites by Hilton Fort Myers Airport
The room was spectacular! Very spacious & spotless. Anthony was great at check in & check out.
Reviewed on 2 Feb 2026
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Domestic to International Routes
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- White Plains to Fort Lauderdale (HPN - FLL)
- Auckland to San José del Cabo (AKL - SJD)
- Charleston to Amman (CHS - AMM)
- Auckland to Stockholm (AKL - ARN)
- Minneapolis to Jackson Hole (MSP - JAC)
- Auckland to Norfolk (AKL - ORF)
- San Francisco to Daytona Beach (SFO - DAB)
Domestic Routes
- Madison to Key West (MSN - EYW)
- Austin to Hartford (AUS - BDL)
- Sydney to Jacksonville (SYD - JAX)
- Auckland to San José del Cabo (AKL - SJD)
- Dallas to Kahului (DFW - OGG)
- San Francisco to Daytona Beach (SFO - DAB)
- Knoxville to Akron (TYS - CAK)
- Brisbane to Seattle (BNE - SEA)
- San Francisco to Miami (SFO - MIA)
- San Francisco to Miami (SFO - MIA)
Destinations For You
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^Savings based on all package bookings made with Flight + Hotel on Wotif.co.nz from , as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.