RSW to ORD (Fort Myers to Chicago) Flights

Last Minute Flights from RSW to ORD

Price found within the past 7 days for the specified period. Click for updated prices.

OriginDestinationTravel DatesFlights From*
RSWChicagoMay 3 to May 8$464
*Prices include taxes and fees

Cheapest RSW to ORD Flights

Price found within the past 7 days for the specified period. Click for updated prices.

OriginDestinationTravel DatesFlights From*
RSWChicagoSeptember 23 to September 30$114
RSWChicagoMay 24 to May 25$179
RSWChicagoMay 24 to May 25$179
RSWChicagoJune 27 to July 7$211
*Prices include taxes and fees
RSW to ORD Flight Details
Origin airport
Southwest Florida Intl.
Origin airport IATA code
RSW
Destination airport
O'Hare Intl.
Destination airport IATA code
ORD
Distance
1122 mi

Frequently asked questions

What airlines fly direct from Southwest Florida Intl. Airport to ORD?
Ditch the tedious stopovers and jet straight from RSW to O’Hare Airport with United Airlines (UA). This renowned carrier offers 100 nonstop services on this route every month. You can also pick from 91 nonstop monthly flights provided by American Airlines (AA). No disembarking planes? No stress.
How many flights are there from RSW to ORD?
Roughly 7 each day. If you’re in a big rush to fly to Chicago, see if you can pick up a last-minute deal from Fort Myers, FL (RSW-Southwest Florida Intl.) to Chicago, IL (ORD-O’Hare Intl.) and then lock it in quick!
How long does it take to fly from Fort Myers, FL (RSW-Southwest Florida Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
You can expect to be on the plane for about 3 hours and 13 minutes from Fort Myers, FL (RSW-Southwest Florida Intl.) to Chicago, IL (ORD-O’Hare Intl.), so wear comfortable clothing. Cozy cardigans, yoga pants and flat shoes are all perfect choices for a flight of this duration.
What is the flight distance from Fort Myers, FL (RSW-Southwest Florida Intl.) to Chicago, IL (ORD-O'Hare Intl.)?
A distance of 1,100 miles (1,800 1) separates Fort Myers and Chicago, making it a medium-haul flight. No small trip yet no mid-air marathon, pack whatever you need to help make your flight a comfortable one.
How many morning flights are there from RSW to ORD?
There are 16 morning flights from RSW to ORD a week. United Airlines (UA) lists on average 9 weekly flights that depart before noon. The earliest leaves the gate at 7:20AM.
How many afternoon flights are there from RSW to ORD?
Each week, there are 35 afternoon and evening flights from RSW to ORD.

  • Book your ticket with American Airlines (AA). It lists 14 afternoon and evening flights every week departing the runway from 2:59PM onward.
  • An alternative is United Airlines (UA). Find a seat on one of its 14 weekly afternoon and evening flights that fly to ORD from 12:30PM.

What is the earliest departure time out of Fort Myers to Chicago?
7:20AM is the first flight you can get out of RSW, arriving at ORD at 10:35AM. Save precious time in the morning by having your suitcase packed and ready to be thrown into your rideshare.
What is the latest departure time out of Fort Myers to Chicago?
The latest flight is scheduled to depart RSW at 8:20PM and arrives at 11:32PM at ORD. You’ll have plenty of time to get ready for this flight.
What is the average price from Fort Myers to Chicago?
Round-trip fares between RSW and ORD start from around $114. When you’re ready to jet off, we’re ready to help you walk away with the best price in town. This price was available on Flights.com within the past 7 days, for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.

Fort Myers to Chicago Flights

Whether it’s for an obligation or the sake of your sanity, sometimes you need to get away. Maybe you need flights from Fort Myers to Chicago to attend your cousin’s wedding, to pitch a business idea to your boss, or simply treat yourself to a mini vacation. Regardless of the reasons behind packing your bags and needing to find our cheapest flights from RSW to ORD, we’ve got you covered here at Flights.com.

We present you with some of the most affordable deals on airfare, so stop that Google flights search. We want you to spend less on your flight from Fort Myers to Chicago, so you can spend more during your getaway. With Flights.com, you’ll find it simple to land airline tickets with itineraries matching your travel schedule. What’s more, we provide you with all the information you need to confidently make reservations on your family, business, or personal trip.