$143 Find Cheap Flights from Fort Myers to Chicago - Compare and Save

Hotels near airports that offer parking packages have grown to be popular with frequent travelers. These packages provide convenient parking and hotel room options when you depart or arrive from the airport and are frequently less expensive than airport parking alone. Instead of leaving your house early in the morning if you have an early departure, you can reserve a room at an airport hotel that provides Park, Sleep, and Fly packages.

You will undoubtedly find something that works for you at Southwest Florida Airport, whether in a hurry or have time to look through the available dining and retail alternatives. Many airport eateries offer take-away food to be brought on board and provide sit-down table service for guests' convenience.

Passengers with kids at Chicago Midway airport can take advantage of the family services offered. Breastfeeding mothers can use the baby care room located next to the yoga room in concourse C. Diaper changing stations are also available in most washrooms in the airport. Some of the restaurants in the airport are also children-friendly and provide kid's menus and high chairs.

For passengers who want to withdraw before traveling at Southwest Florida Airport, ATMs are available at the upper level of the main terminal and the baggage claim area. ATMs are also available at Chicago Midway airport. The machines can be found on the landside and airside. Seaway National Bank provides ATM services and is located on concourse A.

Among airlines operating Fort Myers to Chicago flights:

• United Airlines: offers extra legroom; offers free seat selection
• American Airlines: offers extra legroom; offers free seat selection
• Southwest: offers free seat selection
• Frontier: offers free seat selection

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

4 airlines operate flights between Fort Myers and Chicago. The airlines offering nonstop flights on this route include:

• United Airlines
• American Airlines
• Southwest
• Frontier

Flights from Fort Myers to Chicago usually depart from Fort Myers SW Florida Intl (RSW) and may arrive at several airports in Chicago area, including Chicago Midway (MDW), Chicago O'Hare Intl (ORD) and Chicago Greater Rockford (RFD).

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

• United Airlines: a cabin bag and a checked bag in Economy Class
• American Airlines: a cabin bag and a checked bag in Economy Class
• Southwest: a cabin bag and a checked bag in Economy Class

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

Three cabin classes are available on flights from Fort Myers to Chicago:

• Economy Class
• Business Class
• First Class

On this route, layover flights are cheaper than nonstop options on average. Layover fares average $210 round-trip via Boston Logan Intl (BOS), compared to $300 for nonstop.

There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $40–$100 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

One-stop flights from Fort Myers to Chicago most commonly connect through:

• Atlanta Hartsfield-Jackson (ATL) - 55% of one-stop connections
• Minneapolis St Paul (MSP) - 10% of one-stop connections
• Denver Intl (DEN) - 7% of one-stop connections
• Detroit Metropolitan Wayne County (DTW) - 7% of one-stop connections

Atlanta Hartsfield-Jackson (ATL) handles the largest share of one-stop connections on this route.

Yes. Being flexible with your travel dates can save you up to 23% on the Fort Myers to Chicago route. Thursday is the cheapest departure day at $289 round-trip on average, while Sunday is the most expensive at $375, a difference of $86. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

Morning is the busiest departure period on Fort Myers to Chicago flights, with 37% of flights leaving in that window. Afternoon departures account for 36%, evening flights for 27%, and night flights for 0%.

Some of the most popular sights in Chicago are Magnificent Mile, Grant Park and River North. These are among the most viewed places in Chicago on KAYAK.

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

• Earliest: departs at 5:50 am and lands at 9:03 am
• Latest: departs at 9:45 pm and lands at 12:58 am.

The flight takes about 3h 13m.

Last-minute fares on this route - booked within 2 weeks of departure - run 17% above the route average of $300. Book 4 weeks before departure for the lowest fares.

A nonstop flight from Fort Myers to Chicago takes 3h 13m, covering 1,110 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.

One-way fares from Fort Myers to Chicago are currently lower than usual. Average one-way flight prices are about $149, which is 20% below the typical average for this route.

Flying via Charlotte Douglas (CLT) gives the shortest average 1-stop total travel time at 4h 50m, compared with 5h 32m via Atlanta Hartsfield-Jackson (ATL) and 5h 59m via Detroit Metropolitan Wayne County (DTW).

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

Since Chicago is served by multiple airports, car rental options and rates can vary depending on which one you fly into.
Near Chicago O'Hare Intl Airport (ORD) — daily rates from around $17:

• Routes Car & Truck Rentals
• Europcar
• Hertz
• Dollar
• Ace

Near Chicago Midway Airport (MDW) — daily rates from around $32:

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

Near Chicago Greater Rockford Airport (RFD) — daily rates from around $30:

• Alamo
• Enterprise Rent-A-Car
• Budget
• Avis
• National

Round-trip flights from Fort Myers to Chicago range from $203 to $400, with an average of $300 over the past 12 months. Anything below $203 counts as a good deal.

Two airlines offer in-flight Wi-Fi on Fort Myers to Chicago flights:

• • American Airlines
• • JetBlue