$50 Cheap Spirit Airlines flights Fort Myers (RSW) to Chicago (ORD)

View $50 flight on Sun, Oct 12, 2025Opens in a new window

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$50 Cheap Spirit Airlines flights Fort Myers (RSW) to Chicago (ORD)

Prices were available within the past 7 days and start at $50 for one-way flights and $100 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Spirit Airlines
Fri, Oct 3 - Sun, Oct 5
RSW
Fort Myers
ORD
Chicago
$100 Roundtrip, just found
$100
Roundtrip
just found
Select Spirit Airlines flight, departing Fri, Oct 3 from Fort Myers to Chicago, returning Sun, Oct 5, priced at $100 just found
Spirit Airlines
Fri, Sep 5 - Fri, Sep 12
RSW
Fort Myers
ORD
Chicago
$114 Roundtrip, just found
$114
Roundtrip
just found
Select Spirit Airlines flight, departing Fri, Sep 5 from Fort Myers to Chicago, returning Fri, Sep 12, priced at $114 just found
Spirit Airlines
Fri, Sep 5 - Fri, Oct 3
RSW
Fort Myers
ORD
Chicago
$119 Roundtrip, found 14 hours ago
$119
Roundtrip
found 14 hours ago
Select Spirit Airlines flight, departing Fri, Sep 5 from Fort Myers to Chicago, returning Fri, Oct 3, priced at $119 found 14 hours ago
Spirit Airlines
Mon, Oct 13 - Sun, Oct 19
RSW
Fort Myers
ORD
Chicago
$120 Roundtrip, just found
$120
Roundtrip
just found
Select Spirit Airlines flight, departing Mon, Oct 13 from Fort Myers to Chicago, returning Sun, Oct 19, priced at $120 just found
Spirit Airlines
Fri, Sep 5 - Mon, Sep 8
RSW
Fort Myers
ORD
Chicago
$128 Roundtrip, found 1 hour ago
$128
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Fri, Sep 5 from Fort Myers to Chicago, returning Mon, Sep 8, priced at $128 found 1 hour ago
Spirit Airlines
Fri, Sep 5 - Sun, Sep 7
RSW
Fort Myers
ORD
Chicago
$134 Roundtrip, just found
$134
Roundtrip
just found
Select Spirit Airlines flight, departing Fri, Sep 5 from Fort Myers to Chicago, returning Sun, Sep 7, priced at $134 just found
Flights from Fort Myers (RSW) to Chicago (ORD)
Origin airport
Southwest Florida Intl.
Destination airport
O'Hare Intl.
Airlines serving
Alaska Airlines, American Airlines, Delta, Frontier Airlines, JetBlue Airways, Southwest Airlines, Spirit Airlines, Sun Country Airlines, United
Popular airline
American Airlines
Distance
1122 mi
Average flight time
2 hours 14 mins

Frequently asked questions

How much is a Spirit Airlines flight from Southwest Florida Intl. Airport (RSW) to O'Hare Intl. Airport (ORD)?
Apply the "Price (lowest to highest)" filter on Expedia to search for cheap Spirit Airlines round-trip flights from $100 from RSW to ORD. Affordable one-way options from $50 are also available.**These prices were available on Expedia within the past 7 days, for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
What is the cheapest month to fly from RSW to ORD with Spirit Airlines?
January is one of the most affordable months to jet off to Chicago with Spirit Airlines. You could also find great deals on one-way and return tickets in February.
What is the cheapest time to book flights from Southwest Florida Intl. Airport (RSW) to O'Hare Intl. Airport (ORD) with Spirit Airlines?
Start searching one to three months ahead of your departure date to get cheaper fares on Spirit Airlines flights from Southwest Florida Intl. Airport (RSW) to O'Hare Intl. Airport (ORD). You can save 25% by booking your domestic flight 34 to 86 days in advance compared to last-minute reservations made 6 to 12 days out. You could also cut costs by buying your fare on a Sunday, as it's 6% cheaper on average than a Monday, the most expensive day to book.* Time it well, and you can enjoy significant savings on domestic flights.*Ideal booking window recommendation is based on average round-trip ticket prices for January through November for 2024. Best day of the week to book recommendation is based on average round-trip ticket prices for January through October 2024. All data sourced from ARC's global airline sales database.
Does Spirit Airlines fly nonstop from Southwest Florida Intl. Airport (RSW) to O'Hare Intl. Airport (ORD)?
Spirit Airlines operates direct flights from Southwest Florida Intl. Airport (RSW) to O'Hare Intl. Airport (ORD), with 11 departures every week. Simply select the "Nonstop" and "Airline" filters during your search on Expedia to show all direct Spirit Airlines flights to ORD.
How long does it take to fly from RSW to ORD with Spirit Airlines?
From takeoff till landing, a nonstop Spirit Airlines flight from Southwest Florida Intl. Airport (RSW) to O'Hare Intl. Airport (ORD) typically takes 3h 5m.
Which day of the week has the most Spirit Airlines flights from Southwest Florida Intl. Airport (RSW) to O'Hare Intl. Airport (ORD)?
Spirit Airlines operates the most flights from Southwest Florida Intl. Airport (RSW) to O'Hare Intl. Airport (ORD) on Thursday. With up to 2 daily departures, you'll get the most flexibility and choice on this day.
What is the earliest Spirit Airlines flight from RSW to ORD?
The first flight from RSW to ORD with Spirit Airlines departs at 7:30AM UTC-5. You'll land at 9:39AM UTC-6. The final Spirit Airlines flight of the day leaves at 10:52AM UTC-5 and arrives at 12:57PM UTC-6. With around 20% fewer cancellations for morning departures, beginning your travel day early is often the wisest option.**Most reliable time of the day recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports does Spirit Airlines fly into in Chicago?
Most Spirit Airlines flights from Southwest Florida Intl. Airport (RSW) to Chicago arrive at O'Hare Intl. Airport (ORD). This is the airline's main point of entry to this destination. It's also worth checking out Expedia for flights to nearby airports like Midway Intl. Airport (MDW), as prices may be cheaper.
Why fly with Spirit Airlines from RSW to ORD?
Offering a rewarding loyalty program, Spirit Airlines is a top choice for many travelers flying from RSW to ORD. Plus, as a Free Spirit and One Key™ member booking through Expedia, you could earn OneKeyCash™* on eligible flights on top of your airline miles.*OneKeyCash™ disclaimer - OneKeyCash™ is not redeemable for cash and can only be used on Expedia, Hotels.com and Vrbo.
What type of plane does Spirit Airlines fly from Southwest Florida Intl. Airport (RSW) to O'Hare Intl. Airport (ORD)?
For the Southwest Florida Intl. Airport (RSW) to O'Hare Intl. Airport (ORD) route, Spirit Airlines typically flies Airbus A321neo and Airbus A320 planes. Keep in mind that last-minute changes are possible for operational needs, so your flight could be on a different aircraft.
Can I change or cancel my Spirit Airlines flight from Southwest Florida Intl. Airport (RSW) to O'Hare Intl. Airport (ORD)?
Depending on the ticket type you purchased, a fee will generally apply if you cancel or reschedule your booking more than 24 hours after it's confirmed. To secure flexible plane tickets, select our "No cancel fee" or "Changes included" filter when you search for flights. To learn more about modifying or canceling your reservation, go to "Trips," select your flight and click on "Manage Booking."

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