ORD - RSW

$143 Find Cheap Flights from Chicago O'Hare Airport to Fort Myers - Compare and Save

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Everything you should know

Cheapest round-trip
$277
Typical prices: $206-$401
Frontier
Thu 11/29Thu 12/6
ORD - RSW • Non-stop
Cheapest one-way
$143
Typical prices: $114-$250
Frontier
Fri 12/14
ORD - RSW • Non-stop
Nonstop flights
You can fly direct with United Airlines, American Airlines and Frontier. Average duration is 3h 03m
Direct flights
+1
Direct flights
+1
Avoid delays
Most punctual • 85% on-time
Best time • Fewest delays
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 7 weeks in advance save around 26% compared to booking last minute.
Insights
Insights
When to travel
Cheapest • 27% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg $226 (round-trip)
Shortest trip • 4h 43m (one-way)
Insights
Insights
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We hope you love your trip to Fort Myers!
Flight Deals
Booking Insights
Expert advice
Flight Deals

Cheap Flights from O'Hare Intl to Fort Myers (ORD-RSW)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from O'Hare Intl to Fort Myers

Sun, Nov 29 - Sun, Dec 6
Frontier Logo
1:58 pm - 5:54 pmORD  Chicago O'Hare Intl-RSW Fort Myers SW Florida Intl
2h 56mnonstop
Frontier Logo
3:53 pm - 6:14 pmRSW  Fort Myers SW Florida Intl-ORD Chicago O'Hare Intl
3h 21mnonstop
$277Frontier
Mon, Nov 23 - Wed, Nov 25
Frontier Logo
1:58 pm - 5:54 pmORD  Chicago O'Hare Intl-RSW Fort Myers SW Florida Intl
2h 56mnonstop
Frontier Logo
5:48 pm - 12:53 amRSW  Fort Myers SW Florida Intl-ORD Chicago O'Hare Intl
8h 05m1 stop Denver Intl
$278Frontier
Fri, Nov 6 - Mon, Nov 9
Delta Logo
6:30 am - 3:06 pmORD  Chicago O'Hare Intl-RSW Fort Myers SW Florida Intl
7h 36m1 stop Atlanta Hartsfield-Jackson
Delta Logo
7:59 pm - 11:54 pmRSW  Fort Myers SW Florida Intl-ORD Chicago O'Hare Intl
4h 55m1 stop Atlanta Hartsfield-Jackson
$285Delta
Mon, Oct 26 - Fri, Oct 30
Delta Logo
1:45 pm - 9:29 pmORD  Chicago O'Hare Intl-RSW Fort Myers SW Florida Intl
6h 44m1 stop Detroit Metropolitan Wayne County
Delta Logo
12:31 pm - 4:32 pmRSW  Fort Myers SW Florida Intl-ORD Chicago O'Hare Intl
5h 01m1 stop Detroit Metropolitan Wayne County
$285Delta
Wed, Oct 21 - Fri, Oct 23
United Airlines Logo
5:30 am - 1:01 pmORD  Chicago O'Hare Intl-RSW Fort Myers SW Florida Intl
6h 31m1 stop Houston George Bush Intcntl
United Airlines Logo
8:45 am - 10:59 amRSW  Fort Myers SW Florida Intl-ORD Chicago O'Hare Intl
3h 14mnonstop
$286United Airlines
Fri, Dec 11 - Sun, Dec 20
Multiple Airlines Logo
10:52 am - 2:58 pmORD  Chicago O'Hare Intl-RSW Fort Myers SW Florida Intl
3h 06mnonstop
Multiple Airlines Logo
7:44 pm - 9:48 amRSW  Fort Myers SW Florida Intl-ORD Chicago O'Hare Intl
15h 04m1 stop Minneapolis St Paul
$286Multiple Airlines
Thu, Dec 3 - Mon, Dec 7
Multiple Airlines Logo
8:10 am - 12:21 amORD  Chicago O'Hare Intl-RSW Fort Myers SW Florida Intl
15h 11m2 stops Atlanta Hartsfield-Jackson Columbus
Multiple Airlines Logo
3:53 pm - 6:14 pmRSW  Fort Myers SW Florida Intl-ORD Chicago O'Hare Intl
3h 21mnonstop
$286Multiple Airlines
Sat, Nov 14 - Sat, Nov 21
United Airlines Logo
5:45 pm - 9:48 pmORD  Chicago O'Hare Intl-RSW Fort Myers SW Florida Intl
3h 03mnonstop
United Airlines Logo
2:37 pm - 8:14 pmRSW  Fort Myers SW Florida Intl-ORD Chicago O'Hare Intl
6h 37m1 stop Newark
$288United Airlines
Fri, Oct 16 - Fri, Oct 23
American Airlines Logo
6:50 pm - 10:52 pmORD  Chicago O'Hare Intl-RSW Fort Myers SW Florida Intl
3h 02mnonstop
American Airlines Logo
1:49 pm - 7:51 pmRSW  Fort Myers SW Florida Intl-ORD Chicago O'Hare Intl
7h 02m1 stop Charlotte Douglas
$291American Airlines
Fri, Oct 23 - Fri, Oct 30
American Airlines Logo
6:50 pm - 10:52 pmORD  Chicago O'Hare Intl-RSW Fort Myers SW Florida Intl
3h 02mnonstop
American Airlines Logo
8:00 am - 2:20 pmRSW  Fort Myers SW Florida Intl-ORD Chicago O'Hare Intl
7h 20m1 stop Charlotte Douglas
$291American Airlines
Booking Insights

Price, demand and travel trends for Chicago O'Hare Intl Airport to Fort Myers flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights from Chicago O'Hare Intl Airport to Fort Myers with more confidence.

How much is a round-trip flight from Chicago O'Hare Intl Airport to Fort Myers?

Round-trip flights from Chicago O'Hare Intl Airport to Fort Myers start at $277. Prices are typical for this route right now, with typical round-trip fares ranging from $206 to $401. The lowest price found in the past 5 days was $277 on Frontier.

What's the cheapest day of the week to fly from Chicago O'Hare Intl Airport to Fort Myers?

Wednesday is the cheapest day of the week to fly from Chicago O'Hare Intl Airport to Fort Myers, it is 8% cheaper than the average day. Sunday is the most expensive day with flight prices 7% higher than average. Based on deals found by KAYAK users in the last 12 months.

What is the cheapest month to fly from Chicago O'Hare Intl Airport to Fort Myers?

•January is the cheapest month to fly from Chicago O'Hare Intl Airport to Fort Myers at $216 round-trip.
•June ($375) and July ($359) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 73% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are prices from Chicago O'Hare Intl Airport to Fort Myers the cheapest?

Flights from Chicago O'Hare Intl Airport to Fort Myers are cheapest 7 weeks before departure. Booking in this window typically costs about 26% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

Expert advice

Expert advice for your flight from O'Hare Intl to Fort Myers

 
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on United Airlines and ORD

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Harriet Baskas

Harriet Baskas

Expert on American Airlines

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Marisa Garcia

Marisa Garcia

Expert on RSW

Marisa knows planes inside and out, spending 16 years working on aircraft in hangars at airports around the world. She is an aviation industry expert, specialized in airline interiors and regulations. Ten years ago, she pivoted to journalism. She shares her insights in leading aviation, travel, and business publications and on her site FlightChic.

Key details for Chicago O'Hare Intl Airport to Fort Myers flights

Low season

August

Cheapest flight

$143
Best time to beat the crowds with an average 4% drop in price.
Most popular time to fly with an average 12% increase in price.
Flight from Chicago O'Hare Intl Airport to Fort Myers

When to book flights from O'Hare Intl to Fort Myers

Are your dates flexible? Find out the best times to travel from O'Hare Intl to Fort Myers based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Your Chicago O'Hare Intl Airport to Fort Myers flight questions, answered

Find helpful route details based on KAYAK data, including flight times, airports, airlines and booking questions.

  • What is the best mode of transport to the city center from RSW Airport?

    Shuttle Fare provides the most reliable and high-quality transportation services in the area, and since they operate 24h a day, seven days a week, they can carry you to and from the airport whenever you want their assistance. The courteous and experienced drivers will determine the quickest route for you to follow and will pick you up directly from your terminal without making any side trips.

  • Are there rental car services at RSW Airport?

    Rental automobiles available on-site at Southwest Florida International Airport may be found at the Rental Car Service Center, which is located on the other side of the street from the main airport terminal. You may leave the airport on the ground level after you have claimed your bags. Walk on the other side of the street and look for signs directing you to the auto rental location.

  • Are there parking services at ORD Airport?

    At O'Hare International Airport, passengers may choose from a variety of parking alternatives, including valet service, hourly and daily parking, as well as long-term and economical parking options.

  • Can I find a hotel to stay in before my flight to ORD Airport?

    The ORD Airport has a nearby hotel. Terminals 1, 2, and 3 are right across the street from the Hilton Chicago O'Hare Airport Hotel, and all domestic terminals can be reached on foot through subterranean walkways, as can the international terminal (5) via the Airport Transit System. Hilton Chicago O'Hare also has an inside walkway to the CTA Blue Line, making it convenient to go into the heart of Chicago. Showers in the hotel's health club may be rented for a fee.

  • Which airlines offer extra legroom and free seat selection on Chicago O'Hare Intl Airport to Fort Myers flights?

    Among airlines operating Chicago O'Hare Intl Airport to Fort Myers flights:

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

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

  • What airlines are available from Chicago O'Hare Intl Airport to Fort Myers?

    3 airlines operate flights between Chicago O'Hare Intl Airport and Fort Myers. The airlines offering nonstop flights on this route include:

    • United Airlines
    • American Airlines
    • Frontier

  • Which airports can I use when flying from Chicago O'Hare Intl Airport to Fort Myers?

    Flights from Chicago O'Hare Intl Airport to Fort Myers usually depart from Chicago O'Hare Intl (ORD) and arrive at Fort Myers SW Florida Intl (RSW).

  • Which airlines include bags at no extra cost on Chicago O'Hare Intl Airport to Fort Myers flights?

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

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

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

  • What cabin classes can I book on flights from Chicago O'Hare Intl Airport to Fort Myers?

    Two cabin classes are available on flights from Chicago O'Hare Intl Airport to Fort Myers:

    • Economy Class
    • First Class

  • How much can I save by taking a layover when flying from Chicago O'Hare Intl Airport to Fort Myers?

    On this route, layover flights are cheaper than nonstop options on average. Layover fares average $226 round-trip via New York John F Kennedy Intl (JFK), compared to $296 for nonstop.

  • What is the standard checked-bag allowance on flights from Chicago O'Hare Intl Airport to Fort Myers?

    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.

  • Which aircraft model is used most often on flights from Chicago O'Hare Intl Airport to Fort Myers?

    The Airbus A321neo family is used most often on this route, operated mainly by United Airlines and Spirit Airlines. Other aircraft seen on the route include Boeing 737 MAX 9 variants.

  • Which airports do connecting flights from Chicago O'Hare Intl Airport to Fort Myers pass through?

    One-stop flights from Chicago O'Hare Intl Airport to Fort Myers most commonly connect through:

    • Atlanta Hartsfield-Jackson (ATL) - 49% of one-stop connections
    • New York John F Kennedy Intl (JFK) - 9% of one-stop connections
    • Boston Logan Intl (BOS) - 7% of one-stop connections
    • Charlotte Douglas (CLT) - 7% of one-stop connections

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

  • Can I save money by using flexible dates for flights from Chicago O'Hare Intl Airport to Fort Myers?

    Yes. Being flexible with your travel dates can save you up to 14% on the Chicago O'Hare Intl Airport to Fort Myers route. Wednesday is the cheapest departure day at $275 round-trip on average, while Sunday is the most expensive at $318, a difference of $43. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • At what point is a flight considered delayed from Chicago O'Hare Intl Airport to Fort Myers?

    A flight is considered delayed when it departs 15 minutes or more after its scheduled time. This is the standard used by the US Department of Transportation and most airline industry reporting. On the Chicago O'Hare Intl Airport to Fort Myers route, 21% of flights were delayed in the past 3 months, with delays averaging 2 hours 43 minutes.

  • How are flight departures from Chicago O'Hare Intl Airport to Fort Myers spread across the day?

    Morning is the busiest departure period on Chicago O'Hare Intl Airport to Fort Myers flights, with 45% of flights leaving in that window. Afternoon departures account for 33%, evening flights for 22%, and night flights for 0%.

  • What popular places can I visit in Fort Myers?

    Some of the most popular sights in Fort Myers are Lee Memorial Hospital, Terry Park Ballfield and Red Sox Stadium. These are among the most viewed places in Fort Myers on KAYAK.

  • What are the earliest and latest flights from Chicago O'Hare Intl Airport to Fort Myers?

    These are the earliest and latest flight times available from Chicago O'Hare Intl Airport to Fort Myers:

    • Earliest: departs at 6:45 am and lands at 9:48 am
    • Latest: departs at 7:07 pm and lands at 10:10 pm.

    The flight takes about 3h 03m.

  • How expensive are last-minute Chicago O'Hare Intl Airport to Fort Myers flights?

    Last-minute fares on this route - booked within 2 weeks of departure - run 17% above the route average of $297. Book 7 weeks before departure for the lowest fares.

  • How long is a flight from Chicago O'Hare Intl Airport to Fort Myers?

    A nonstop flight from Chicago O'Hare Intl Airport to Fort Myers takes 3h 03m, covering 1,122 miles.

  • Do I need a passport to fly from Chicago O'Hare Intl Airport to Fort Myers?

    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.

  • How are flight prices from Chicago O'Hare Intl Airport to Fort Myers looking right now?

    One-way fares from Chicago O'Hare Intl Airport to Fort Myers are currently lower than usual. Average one-way flight prices are about $150, which is 13% below the typical average for this route.

  • How does United Airlines’s on-time performance compare to other airlines on Chicago O'Hare Intl Airport to Fort Myers flights?

    United Airlines is slightly above the route average for timely arrivals, while Frontier has a lower on-time arrival rate. On-time arrival rates on Chicago O'Hare Intl Airport to Fort Myers flights are:

    • United Airlines: 85% on time
    • Frontier: 84% on time
    • Southwest: 76% on time

    Overall, flights on this route are on time 79% of the time on average.

  • How do delay rates compare for morning and evening flights from Chicago O'Hare Intl Airport to Fort Myers?

    Night flights have the fewest delays on this route. Delays tend to pile up throughout the day as one late flight pushes the next, so earlier departures are usually more reliable.

  • How much time can I save by choosing a different layover airport from Chicago O'Hare Intl Airport to Fort Myers?

    Flying via Orlando (MCO) gives the shortest average 1-stop total travel time at 4h 43m, compared with 5h 30m via Atlanta Hartsfield-Jackson (ATL) and 5h 33m via Charlotte Douglas (CLT).

  • What is the time difference between Chicago O'Hare Intl Airport and Fort Myers?

    Fort Myers is 1 hour ahead of Chicago O'Hare Intl Airport (Eastern Time vs Central Time). Plan for the time shift when scheduling connections or first-day activities.

  • What car rental options are available at Fort Myers SW Florida Intl Airport (RSW)?

    Fort Myers SW Florida Intl Airport (RSW) hosts 5 major car rental companies, with daily rates starting from around $20 for economy cars. Top options include:
    • Hertz
    • Dollar
    • Thrifty
    • Fox
    • Budget

  • How much should I expect to pay for a Chicago O'Hare Intl Airport to Fort Myers flight?

    Round-trip flights from Chicago O'Hare Intl Airport to Fort Myers range from $206 to $401, with an average of $297 over the past 12 months. Anything below $206 counts as a good deal.

  • Which airlines offer Wi-Fi on Chicago O'Hare Intl Airport to Fort Myers flights?

    Two airlines offer in-flight Wi-Fi on Chicago O'Hare Intl Airport to Fort Myers flights:

    • American Airlines
    • JetBlue

    Pricing varies by airline and fare class. Some plans are included with the ticket or loyalty program; others are paid add-ons priced by flight length.

Your guide to booking Chicago O'Hare Intl Airport to Fort Myers flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates can be flexible, aim for a Wednesday departure instead of Sunday. On this route, Wednesday flights average $275 - about $43 less than Sunday (14% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 7 weeks before you fly. On this route, that window historically saves about 26% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your Chicago O'Hare Intl Airport to Fort Myers trip for January. Fares historically average $216 round-trip in that month - typically $159 less than the most expensive month, which is June (based on the last 12 months).
  • If arriving on time is high on your priority list, United Airlines is the strongest pick on this route. 85% of United Airlines flights from Chicago O'Hare Intl Airport to Fort Myers arrived on time in the past 3 months, slightly above the route's average on-time arrival rate of 79%. When flights on this route do arrive late, the average delay is 2 hours 43 minutes, so choosing a carrier with strong on-time performance can make a difference on tight schedules.
  • If you have the time, taking a 1-stop flight through New York John F Kennedy Intl Airport (JFK) can be cheaper than flying direct. The cheapest layover option averages $226 round-trip on this route - about $70 less than direct flights (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Fort Myers SW Florida Intl Airport.
    - Days Inn & Suites by Wyndham Fort Myers Near JetBlue Park
    - Holiday Inn Express & Suites Fort Myers Airport By IHG
  • At O'Hare International Airport (ORD), there are 15 lounges available to accommodate some of the passengers that are waiting, and each terminal has at least one lounge. At O'Hare International Airport in Chicago, two lounges give access to passengers who have a Priority PassTM membership. Additionally, if you are the owner of a premium travel credit card, your card can come with free access to certain hotels and airlines.
  • A comfortable nursing mothers lounge is available for breastfeeding and breast pumping mothers who are traveling through O'Hare International Airport. The airport's yoga room and urban garden are placed right adjacent to the breastfeeding room, which can be found in the rotunda of Terminal 3.
  • If you have a pet, there are three outside pet relief spots along the lower-level curb right in front of Terminals 1, 2, and 5 at ORD. If you are traveling with a pet, please use these sites. Real grass, gravel, wood chips, waste bag dispensers, and trash cans are all included in the locations.
  • If you need to withdraw some cash, there are ATMs accessible in the ORD Main Terminal next to the information desks, as well as in Concourse D at Gate D2.
  • At the Southwest Florida International Airport (RSW), airline-contracted skycap service providers are responsible for providing wheelchair service. It is highly suggested that you request this service in advance via your airline in order to increase the likelihood of it being available. Additionally, wheelchair assistance may be requested from the airline on the day of travel at either the ticket counter or curbside counters.

Prefer to fly direct from Chicago O'Hare Airport to Fort Myers?

 
Find which airlines fly direct from Chicago O'Hare Intl Airport to Fort Myers SW Florida Intl Airport, which days they fly and book direct flights.

Direct departures

Chicago O'Hare Intl to Fort Myers SW Florida Intl

Monday

American Airlines,United Airlines,Frontier

American Airlines,United Airlines, +1 more

Tuesday

American Airlines,United Airlines,Frontier

American Airlines,United Airlines, +1 more

Wednesday

American Airlines,United Airlines,Frontier

American Airlines,United Airlines, +1 more

Thursday

American Airlines,United Airlines

American Airlines,United Airlines

Friday

American Airlines,United Airlines,Frontier

American Airlines,United Airlines, +1 more

Saturday

American Airlines,United Airlines,Frontier

American Airlines,United Airlines, +1 more

Sunday

American Airlines,United Airlines,Frontier

American Airlines,United Airlines, +1 more

See more direct flights

Direct returns

Fort Myers SW Florida Intl to Chicago O'Hare Intl

Monday

American Airlines,United Airlines,Frontier

American Airlines,United Airlines, +1 more

Tuesday

American Airlines,United Airlines,Frontier

American Airlines,United Airlines, +1 more

Wednesday

American Airlines,United Airlines,Frontier

American Airlines,United Airlines, +1 more

Thursday

American Airlines,United Airlines

American Airlines,United Airlines

Friday

American Airlines,United Airlines,Frontier

American Airlines,United Airlines, +1 more

Saturday

American Airlines,United Airlines,Frontier

American Airlines,United Airlines, +1 more

Sunday

American Airlines,United Airlines,Frontier

American Airlines,United Airlines, +1 more

See more direct flights

More options for your flight from O'Hare Intl to Fort Myers

Complete your trip to Fort Myers with a hotel stay or car rental