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The cheapest flights to O'Hare Intl. found within the past 7 days were $52 round trip and $31 one way. Prices and availability subject to change. Additional terms may apply.
| Carrier | Flight | Depart RSW | Arrive ORD | Thu 10/21 | Fri 10/22 | Sat 10/23 | Sun 10/24 | Mon 10/25 | Tue 10/26 | Wed 10/27 | Stops | |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
 | UA2657 | 07:55 am | 10:00 am | Check Fare | Check Fare | Check Fare | Check Fare | Check Fare | Check Fare | Check Fare | 0 Stops | |
| AA1929 | 00:27 pm | 02:34 pm | Check Fare | Check Fare | Check Fare | Check Fare | Check Fare | Check Fare | Check Fare | 0 Stops | |
| NK124 | 02:01 pm | 04:04 pm | Check Fare | Check Fare | Check Fare | Check Fare | Check Fare | Check Fare | Check Fare | 0 Stops | |
| AA2468 | 02:14 pm | 04:25 pm | Check Fare | Check Fare | Check Fare | Check Fare | Check Fare | Check Fare | Check Fare | 0 Stops | |
| UA1766 | 02:30 pm | 04:39 pm | Check Fare | Check Fare | Check Fare | Check Fare | Check Fare | Check Fare | Check Fare | 0 Stops | |
| UA1297 | 04:05 pm | 06:14 pm | Check Fare | Check Fare | Check Fare | Check Fare | Check Fare | Check Fare | Check Fare | 0 Stops | |
| UA2456 | 06:15 pm | 08:24 pm | Check Fare | - | Check Fare | Check Fare | Check Fare | Check Fare | Check Fare | 0 Stops | |
| AA2090 | 04:08 pm | 06:20 pm | - | - | - | - | - | Check Fare | Check Fare | 0 Stops | |
It's prudent to know about any travel advice reports and quarantine requirements in place in your destination city. Make sure you check out the Covid-19 Travel Advisor for up-to-date information on catching a flight to Chicago, IL Airport (ORD-O'Hare Intl.) from Fort Myers, FL Airport (RSW-Southwest Florida Intl.).
Are there direct flights from Fort Myers, FL Airport (RSW-Southwest Florida Intl.) to O'Hare Airport?Multiple airlines have flights straight from Southwest Florida Intl. Airport to ORD. Among these are United Airlines and American Airlines — start with these if you want to get to Chicago sooner rather than later.
If I am not able to travel due to COVID-19, can I change my booking to a later date?For more info about changing your flight to Chicago, IL Airport (ORD-O'Hare Intl.), please visit our Customer Service Portal.
How long is the flight from Southwest Florida Intl. Airport (RSW) to O'Hare Intl. Airport (ORD)?The flight between Southwest Florida Intl. Airport and O'Hare Airport is usually about 3 hours and 10 minutes. Make your trip pleasant by downloading a movie or a few TV shows on your laptop or phone and enjoying them with your seat reclined.
What is the flight distance from Southwest Florida Intl. Airport to Chicago, IL Airport (ORD-O'Hare Intl.)?With a flight distance of 1,118 mi separating RSW and ORD, you'll be on the plane for a decent stretch of time. It's an excellent opportunity to watch a film, clear some emails or just chill out with a good book.
What airlines fly from Fort Myers, FL Airport (RSW-Southwest Florida Intl.) to O'Hare Airport?You have a choice of several airlines that advertise direct flights between Fort Myers and Chicago. United Airlines (UA) is one of the most popular. This carrier operates roughly 104 flights each month. If you need more options, have a look at the deals on offer from American Airlines (AA). This airline has 132 flights each month. Between the two, we're sure you'll find the flight to suit your travel plans.
What airlines have practices regarding COVID-19 in place and use social distancing?From the moment you enter the departure terminal to when you leave the arrivals terminal, if you're flying with United Airlines, American Airlines or Delta you can be sure that COVID-19 measures and social distancing rules have been adhered to. Many airlines have introduced capped capacity flights and keeping the middle seat empty.
What is the best day to buy a plane ticket?This just in! Airfares offered on Thursdays tend to be the cheapest, according to flight demand on Travelocity in 2020. Wednesday and Friday prices are also good, but you may want to prepare your budget if booking on a Sunday, as data shows the end of the week is when prices are generally at their highest.
What are the cheapest days to fly?Frequent travelers may already know this, but earlier in the week can be the cheapest time to fly. In 2020, flights departing on a Monday were generally the cheapest of the week, whereas you may pay a premium for weekend flights when demand is usually high. On average, tickets were most expensive for Saturday departures, so if you need to fly out on a weekend, you might look for deals ahead of time.
How far in advance can you book a flight?Trying to figure out how early you should book your flight? It's possible to start comparing international airfares on Travelocity up to 12 months in advance. However, it does depend on the carrier as not all airlines release their prices that far out. According to our 2020 flight demand trends, last minute planners can still bag a bargain with some of the cheapest fares appearing 2 weeks to 2 months prior to their travel dates.
How can I save money on airline tickets?We'll let you in on a secret...You can save big on flights if you mix and match your airlines and fare types. In fact, travelers who booked flights on Travelocity in 2020 saved nearly 40% when their return flights consisted of two different airlines or fare types.
*According to flight demand on Travelocity.com from January to December 2020. Savings are subject to change based on departure location, date and destination.
| Traveling From | Southwest Florida Intl. |
|---|---|
| Traveling To | O'Hare Intl. |
| Shortest Flight Time | 1 hours 0 mins |
| Earliest Departure Time | 7:55AM CDT |
| Latest Departure Time | 6:30PM CDT |
| Lowest Flight Price | $52 |
Flight path for flights from Southwest Florida International Airport to O'Hare International Airport
Airlines & Aircraft Used on RSW to ORD Flight Routes
With 20 airlines to choose from on Travelocity, you can easily find the best option for you. Use our filters to sort by price, compare airlines, and find the most convenient flight times.
Airfares to Chicago ORD from Fort Myers RSW currently cost between $52 and $77. It’s usually cheaper to book a round trip than two separate one-way flights. Prices and availability subject to change. Additional terms may apply.
If you want to be flexible about when you return, or keep your travel options open ended, a one-way flight could be just the ticket! You’ll find one-way airfares from Fort Myers RSW to Chicago ORD on Travelocity starting at $31. Prices and availability subject to change. Additional terms may apply.
Get to Chicago faster, without the hassle of changing planes and moving baggage, by booking a direct flight. Expect your direct flight to ORD from RSW to take around 1 hour(s) 0 min(s).
Find cheap flight deals by using our search filters to sort results starting with the lowest price airfares to ORD from RSW. Our Price Match Promise means if you find a lower rate on Travelocity.com or on another US-based website within 24 hours of booking, we’ll credit or refund the difference.
If you’re flexible about when you travel, March is usually the cheapest month to fly from Fort Myers RSW to Chicago ORD. If you need to be more specific, search by date and arrival and departure times.Then, compare prices across different airlines, and sort results by lowest price first.
Some airlines let you change your travel dates without charging a fee. Use our ‘no change fee’ filter to see which flights to ORD from RSW have this option.
We’ve secured fantastic deals with all the main airline carriers and it’s easy to compare, choose, and book with Travelocity. With 24/7 customer service and our free 'App', we’ll always keep you moving.