$127 Find Cheap Flights from Fort Myers to Chicago Midway Airport - Compare and Save

These are the earliest and latest flight times available from Fort Myers to Chicago Midway Airport:

• Earliest: departs at 5:50 am and lands at 8:48 am
• Latest: departs at 9:45 pm and lands at 12:43 am.

The flight takes about 2h 58m.

Only Economy Class is available on flights from Fort Myers to Chicago Midway Airport.

A nonstop flight from Fort Myers to Chicago Midway Airport takes 2h 58m, covering 1,106 miles.

No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID or another TSA-accepted form of identification.

Round-trip flights from Fort Myers to Chicago Midway Airport range from $313 to $460, with an average of $367 over the past 12 months. Anything below $313 counts as a good deal.

Last-minute fares on this route (booked within two weeks of departure) run 29% above the $367 route average. Book 16 weeks before departure for the lowest fares.

On this route, layover flights are cheaper than nonstop options on average. Layover fares average $298 round-trip via Atlanta Hartsfield-Jackson (ATL), compared to $372 for nonstop.

There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $45–$90 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

The Boeing 737 MAX 8 family is used most often on this route, operated mainly by Southwest and American Airlines. Other aircraft seen on the route include Boeing 737-800 variants.

Morning is the busiest departure period on Fort Myers to Chicago Midway Airport flights, with 34% of flights leaving in that window. Afternoon departures account for 33%, evening flights for 33%, and night flights for 0%.

JetBlue is the only airline on the Fort Myers to Chicago Midway Airport route offering in-flight Wi-Fi. Pricing depends on fare class.

One-way fares from Fort Myers to Chicago Midway Airport are currently lower than usual. Average one-way flight prices are about $133, which is 47% below the typical average for this route.

Chicago Midway Airport (MDW) hosts 5 major car rental companies, with daily rates averaging $84 for economy cars. Top options include:

• Hertz
• Dollar
• Budget
• Alamo
• Rent-A-Wreck

Flights from Fort Myers to Chicago Midway Airport usually depart from Fort Myers SW Florida Intl (RSW) and arrive at Chicago Midway (MDW).

Most connecting flights from Fort Myers to Chicago Midway Airport pass through Atlanta Hartsfield-Jackson (ATL), which handles 100% of one-stop traffic on this route.

Yes. Flexible dates can save you up to 22% on flights from Fort Myers to Chicago Midway Airport. Tuesday is the cheapest departure day at $326 round-trip on average, while Sunday is the most expensive at $417, a difference of $91.

KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

Only Southwest operates flights between Fort Myers and Chicago Midway Airport.

Chicago Midway Airport is 1 hour behind Fort Myers (Central Time vs Eastern Time). Plan for the time shift when scheduling connections or first-day activities.

Some of the most popular sights in Chicago Midway Airport are Magnificent Mile, Grant Park and Soldier Field. These are among the most viewed places in Chicago Midway Airport on KAYAK.

Among airlines operating Fort Myers to Chicago Midway Airport flights:

• Southwest: offers free seat selection

Extra legroom and free seat selection availability depends on fare class and route.

Here are some options for this route, based on selected ticket types and cabin classes:

• Southwest: a cabin bag in Economy Class class
• JetBlue: a cabin bag in Economy Class class

Bag allowance can vary by ticket type, cabin class, route and airline, so always check the fare details before booking.