RSW - ORD

$147 Find Cheap Flights from Fort Myers to Chicago O'Hare Airport - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Fort Myers to O'Hare Intl departing on 11/1. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

Save 20% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Everything you should know

Cheapest round-trip
$275
Typical prices: $148-$289
American Airlines
Wed 9/9Mon 9/14
RSW - ORD • Non-stop
Cheapest one-way
$145
Typical prices: $129-$341
JetBlue
Sun 11/1
RSW - ORD • 1 stop
Advice from real travelers
AI-powered summary based on content written by travel experts. AI can make mistakes.
United Economy Plus adds up to six inches more legroom on this route.
American Main Cabin Extra adds early boarding and complimentary drinks.
Expert advice
Expert advice
Expert advice
Expert advice
Nonstop flights
You can fly direct with American Airlines and United Airlines. Average duration is 3h 20m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top layover airports
Cheapest • Avg $243 (round-trip)
Shortest trip • 6h 36m (one-way)
Insights
Insights
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 2 weeks in advance save around 30% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 33% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to O'Hare Intl!
Flight Deals
Booking Insights
Expert advice
Flight Deals

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

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Fort Myers to O'Hare Intl that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

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

Wed, Sep 9 - Mon, Sep 14
American Airlines Logo
7:12 pm - 9:44 pm
RSW
-
ORD
3h 32mnonstop
American Airlines Logo
6:50 am - 10:51 am
ORD
-
RSW
3h 01mnonstop
$275American Airlines
Sat, Sep 5 - Thu, Sep 10
American Airlines Logo
4:39 pm - 7:10 pm
RSW
-
ORD
3h 31mnonstop
American Airlines Logo
7:07 pm - 11:09 pm
ORD
-
RSW
3h 02mnonstop
$275American Airlines
Wed, Aug 19 - Mon, Aug 24
United Airlines Logo
9:15 am - 11:29 am
RSW
-
ORD
3h 14mnonstop
United Airlines Logo
5:51 pm - 9:57 pm
ORD
-
RSW
3h 06mnonstop
$275United Airlines
Tue, Oct 20 - Sat, Oct 24
United Airlines Logo
4:34 pm - 6:53 pm
RSW
-
ORD
3h 19mnonstop
United Airlines Logo
4:30 pm - 8:36 pm
ORD
-
RSW
3h 06mnonstop
$275United Airlines
Thu, Oct 22 - Mon, Oct 26
Multiple Airlines Logo
12:45 pm - 6:24 pm
RSW
-
ORD
6h 39m
1 stop
Multiple Airlines Logo
2:15 pm - 11:37 pm
ORD
-
RSW
8h 22m
1 stop
$284Multiple Airlines
Sun, Dec 6 - Sun, Dec 13
Frontier Logo
3:53 pm - 6:14 pm
RSW
-
ORD
3h 21mnonstop
Frontier Logo
10:52 am - 2:58 pm
ORD
-
RSW
3h 06mnonstop
$285Frontier
Thu, Dec 10 - Sun, Dec 13
Frontier Logo
3:53 pm - 6:14 pm
RSW
-
ORD
3h 21mnonstop
Frontier Logo
10:52 am - 2:58 pm
ORD
-
RSW
3h 06mnonstop
$286Frontier
Thu, Oct 22 - Mon, Oct 26
JetBlue Logo
11:08 am - 7:22 pm
RSW
-
ORD
9h 14m
1 stop
JetBlue Logo
2:15 pm - 11:37 pm
ORD
-
RSW
8h 22m
1 stop
$289JetBlue
Sat, Oct 31 - Mon, Nov 2
JetBlue Logo
6:00 am - 1:20 pm
RSW
-
ORD
8h 20m
1 stop
JetBlue Logo
2:15 pm - 11:37 pm
ORD
-
RSW
8h 22m
1 stop
$289JetBlue
Wed, Sep 9 - Mon, Sep 14
Delta Logo
8:10 am - 2:29 pm
RSW
-
ORD
7h 19m
1 stop
Delta Logo
6:25 pm - 12:35 am
ORD
-
RSW
5h 10m
1 stop
$295Delta
Booking Insights

KAYAK's insights & trends for Fort Myers to O'Hare Intl flights

Get data-powered insights and trends into flights from Fort Myers to O'Hare Intl to help you find the cheapest flights, the best time to fly and much more.

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

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Fort Myers to Chicago O'Hare Intl Airport departing in August.

Flight prices are typical for this route right now.

Flights to Chicago O'Hare Intl Airport from Fort Myers usually cost between $200 and $320 in August.
The lowest price found in the past 5 days was $275 on American Airlines (Aug 13-Aug 17).

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

The average price of all round-trip flights from Fort Myers to Chicago O'Hare Intl Airport clicked on KAYAK for each day over the last 12 months.

If your flying dates are flexible, you should consider flying to Chicago O'Hare Airport on a Thursday, as we generally find the cheapest rates on that day for this route. On the other hand, Monday is the most expensive day to fly from Fort Myers to Chicago O'Hare Airport. For your return ticket, we recommend flying on a Wednesday and avoiding Fridays for the best deals.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Fort Myers to Chicago O'Hare Intl Airport, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Fort Myers to Chicago O'Hare Intl Airport is February, where tickets cost $179 (return) on average. On the other hand, the most expensive months are July and June, where the average cost of round-trip tickets is $352 and $345 respectively.

Can I save money by flying with a layover from Fort Myers to Chicago O'Hare Intl Airport?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $365 on average.

How far in advance should I book a flight from Fort Myers to Chicago O'Hare Intl Airport?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Fort Myers to Chicago O'Hare Intl Airport, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Fort Myers to Chicago O'Hare Intl Airport, you should book around 2 weeks before departure, which saves you about 30% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 7 weeks before departure.

Expert advice

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

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
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.

Good to know

Low season

January

Cheapest flight

$147
Best time to beat the crowds with an average 31% drop in price.
Most popular time to fly and prices are also 22% lower on average.
Flight from Fort Myers to Chicago O'Hare Airport

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

Are your dates flexible? Find out the best times to travel from Fort Myers to O'Hare Intl based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Fort Myers to Chicago O'Hare Airport flights

  • Which airlines have lounges at Chicago O'Hare International Airport?

    ORD has several airline lounges such as Admiral Club, United Club, American Flagship Lounge, Sky Club, Swissport Lounge, British Airways Lounge, and SAS Lounge. Flyers from any airline club can find a quiet place to sit back, use the wireless Internet, work, or recharge their smart devices at ORD. Flyers who don't own membership to the airline clubs in ORD can buy a day's pass for most of the airline clubs.

  • Where are car rental facilities located at Chicago O’Hare International Airport?

    ORD has a car rental center on its complex in the Multi-Modal Facility with several different car rental companies. ORD’s Airport Transit System provides transport from the terminals to the Multi-Modal Facility and vice versa. Alamo, ACD Rent A Car, Budget, Avis, Enterprise, Dollar, Fox, Hertz, Routes Car Rental, National, SIXT, Thrifty, and Payless are ORD’s on site car rental agencies.

  • Where is the business center located at Chicago O'Hare International Airport?

    For business people, if you have important business to tend to while at ORD, you can use the Chicago Hilton Airport Hotel's business center. The business center is at the lower arcade level of the hotel. The center facilitates full-service services such as photocopying, printing, packaging and shipping, Internet, and faxing. The hotel is adjacent to the three Domestic Terminals. You can get there through underground footways.

  • Where is Chicago O'Hare International Airport's service animal/pet relief area?

    ORD is a pet and service animal welcoming airport. The Airport has outdoor and indoor pet/service animal relief areas near the terminals, and they are accessible to flyers traveling with their pets or service animals round the clock. At O'Hare Airport, you'll find the pet/service animal relief areas in Terminal 3 Rotunda, Terminal 1 C Concourse next to gate 10, and Terminal 5, 2, and 1 outside the arrivals at gates 5B, 2A, and 2A, respectively.

  • What is the cheapest flight from Fort Myers to Chicago O'Hare Intl Airport?

    In the last 5 days, the lowest price for a flight from Fort Myers to Chicago O'Hare Intl Airport was $145 for a one-way ticket and $275 for a round-trip.

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

    No, a passport isn't needed to fly from Fort Myers to Chicago O'Hare Airport. However, local authorities might ask for an official ID.

  • Which airlines offer Wi-Fi service onboard planes from Fort Myers to Chicago O'Hare Airport?

    American Airlines, JetBlue, Delta, and Air Canada offer inflight Wi-Fi service on the Fort Myers to Chicago O'Hare Airport flight route.

  • Which aircraft models fly most regularly from Fort Myers to Chicago O'Hare Airport?

    The Airbus A321neo is the aircraft model that flies most regularly on the Fort Myers to Chicago O'Hare Airport flight route.

  • Which airline alliances offer flights from Fort Myers to Chicago O'Hare Airport?

    oneworld, and Star Alliance are the airline alliances operating flights between Fort Myers and Chicago O'Hare Airport, with oneworld being the most commonly used for this route.

  • On which days can I fly direct from Fort Myers to Chicago O'Hare Airport?

    There are nonstop flights from Fort Myers to Chicago O'Hare Airport on a daily basis.

  • Which is the best airline for flights from Fort Myers to Chicago, Southwest or United Airlines?

    The two airlines most popular with KAYAK users for flights from Fort Myers to Chicago are Southwest and United Airlines. With an average price for the route of $347 and an overall rating of 8.0, Southwest is the most popular choice. United Airlines is also a great choice for the route, with an average price of $317 and an overall rating of 7.4.

  • How does KAYAK find such low prices on flights from Fort Myers to Chicago O'Hare Airport?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Fort Myers to Chicago O'Hare Airport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Fort Myers to Chicago O'Hare Airport?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago O'Hare Airport from Fort Myers is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Fort Myers to Chicago O'Hare Airport?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago O'Hare Airport with an airline and back to Fort Myers with another airline. Booking your flights between Fort Myers and ORD can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Fort Myers to Chicago O'Hare Airport?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago O'Hare Airport from Fort Myers up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Fort Myers to Chicago O'Hare Intl Airport

  • Looking for a cheap flight? 25% of our users found flights on this route for $196 or less one-way and $335 or less round-trip.
  • On the day you're flying to Chicago from Fort Myers, you should arrive at Southwest Florida International Airport (RSW) approximately 2h before your flight's departure time. It will allow you time to smoothly check in at RSW, walk through the busy TSA security checkpoint, and get to your aircraft in time.
  • Chicago O'Hare International Airport (ORD) is one of Chicago's major airports. ORD includes four terminals; Terminals 3, 2, and 1 are for local flights, while Terminal 4 is for international flights. The three Domestic Terminals on the secured side are within walking distance through walkways following the signage. You must use the Airport Transit System to reach the International Terminal from any of the three Domestic Terminals.
  • If you're connecting to ORD from Fort Myers, you can distract yourself on the flight with movies and TV shows on Netflix and live TV on the plane through the personal entertainment device. United Airlines, American Airlines, and Delta provide an entertainment feature for the route.
  • Flights connecting to ORD from Fort Myers may include at least one layover. The most common layover cities are Charlotte, Detroit, Philadelphia, Washington D.C, New York, Dallas, Atlanta, Newark, and Minneapolis.
  • If someone is picking you up at ORD, they can park temporarily for free and wait at the Cell Phone Lot. And pick you up at the front curb once you call them.

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

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Fort Myers SW Florida Intl to Chicago O'Hare Intl.
Find which airlines fly direct from Fort Myers SW Florida Intl Airport to Chicago O'Hare Intl Airport, which days they fly and book direct flights.

Direct departures

Fort Myers SW Florida Intl to Chicago O'Hare Intl

Monday

American Airlines,United Airlines

American Airlines,United Airlines

Tuesday

American Airlines,United Airlines

American Airlines,United Airlines

Wednesday

American Airlines,United Airlines

American Airlines,United Airlines

Thursday

American Airlines,United Airlines

American Airlines,United Airlines

Friday

American Airlines,United Airlines

American Airlines,United Airlines

Saturday

American Airlines,United Airlines

American Airlines,United Airlines

Sunday

American Airlines,United Airlines

American Airlines,United Airlines

See more direct flights

Direct returns

Chicago O'Hare Intl to Fort Myers SW Florida Intl

Monday

American Airlines,United Airlines

American Airlines,United Airlines

Tuesday

American Airlines,United Airlines

American Airlines,United Airlines

Wednesday

American Airlines,United Airlines

American Airlines,United Airlines

Thursday

American Airlines,United Airlines

American Airlines,United Airlines

Friday

American Airlines,United Airlines

American Airlines,United Airlines

Saturday

American Airlines,United Airlines

American Airlines,United Airlines

Sunday

American Airlines,United Airlines

American Airlines,United Airlines

See more direct flights

Everything you need to know for your flight from Fort Myers to O'Hare Intl

Information on your arrival and departure airports