Cheap flights from ORD to RSW (O'Hare Intl. to Southwest Florida Intl.)

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Cheap Flights from ORD to RSW starting at $33 One Way, $65 Round Trip

Prices starting at $65 for return flights and $33 for one-way flights to Southwest Florida Intl. were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, May 18 - Sat, May 25
ORD
Chicago
RSW
Fort Myers
$65 Roundtrip, just found
$65
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, May 18 from Chicago to Fort Myers, returning Sat, May 25, priced at $65 just found
Sat, May 18 - Tue, May 21
ORD
Chicago
RSW
Fort Myers
$76 Roundtrip, just found
$76
Roundtrip
just found
Select Spirit Airlines flight, departing Sat, May 18 from Chicago to Fort Myers, returning Tue, May 21, priced at $76 just found
Tue, May 7 - Sat, May 11
ORD
Chicago
RSW
Fort Myers
$87 Roundtrip, just found
$87
Roundtrip
just found
Select Spirit Airlines flight, departing Tue, May 7 from Chicago to Fort Myers, returning Sat, May 11, priced at $87 just found
Sat, Jun 1 - Wed, Jun 5
ORD
Chicago
RSW
Fort Myers
$159 Roundtrip, found 1 hour ago
$159
Roundtrip
found 1 hour ago
Select United flight, departing Sat, Jun 1 from Chicago to Fort Myers, returning Wed, Jun 5, priced at $159 found 1 hour ago
Sat, May 25 - Tue, May 28
ORD
Chicago
RSW
Fort Myers
$170 Roundtrip, just found
$170
Roundtrip
just found
Select Frontier Airlines flight, departing Sat, May 25 from Chicago to Fort Myers, returning Tue, May 28, priced at $170 just found

Hotel Ideas near Southwest Florida Intl.

Airport Hotels near Southwest Florida Intl.

Days Inn & Suites by Wyndham Fort Myers Near JetBlue Park
Days Inn & Suites by Wyndham Fort Myers Near JetBlue Park
2 out of 5
10150 Daniels Pkwy, Fort Myers, FL
The price is $85 per night from Apr 24 to Apr 25
$85
per night
Apr 24 - Apr 25
Stay at this business-friendly hotel in Fort Myers. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
7.4/10 Good! (1,384 reviews)
"The refrigerator wasn’t working so well. It had to be set high to keep cold which caused our drinks to freeze. Otherwise it’s a great place to stay. Breakfast was great."

Reviewed on Apr 17, 2024

Days Inn & Suites by Wyndham Fort Myers Near JetBlue Park
Holiday Inn Express & Suites Fort Myers Airport, an IHG Hotel
Holiday Inn Express & Suites Fort Myers Airport, an IHG Hotel
2.5 out of 5
14567 GLOBAL PARKWAY, Fort Myers, FL
The price is $132 per night from May 11 to May 12
$132
per night
May 11 - May 12
Stay at this business-friendly hotel in Fort Myers. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
9.4/10 Exceptional! (479 reviews)
"All A ok"

Reviewed on Apr 19, 2024

Holiday Inn Express & Suites Fort Myers Airport, an IHG Hotel
Comfort Inn & Suites Airport
Comfort Inn & Suites Airport
2.5 out of 5
Fort Myers
The price is $94 per night from Apr 25 to Apr 26
$94
per night
Apr 25 - Apr 26
Stay at this business-friendly hotel in Fort Myers. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
8.8/10 Excellent! (1,009 reviews)
"I am always satisfied with the good price and very good quality of service, and I will definitely choose it when I visit Fort Myers next time."

Reviewed on Apr 21, 2024

Comfort Inn & Suites Airport
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Hotels In Fort Myers

Days Inn & Suites by Wyndham Fort Myers Near JetBlue Park
Days Inn & Suites by Wyndham Fort Myers Near JetBlue Park
2 out of 5
10150 Daniels Pkwy, Fort Myers, FL
The price is $85 per night from Apr 24 to Apr 25
$85
per night
Apr 24 - Apr 25
Stay at this business-friendly hotel in Fort Myers. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
7.4/10 Good! (1,384 reviews)
"The refrigerator wasn’t working so well. It had to be set high to keep cold which caused our drinks to freeze. Otherwise it’s a great place to stay. Breakfast was great."

Reviewed on Apr 17, 2024

Days Inn & Suites by Wyndham Fort Myers Near JetBlue Park
Marriott Sanibel Harbour Resort & Spa
Marriott Sanibel Harbour Resort & Spa
4 out of 5
17260 Harbour Pointe Dr, Fort Myers, FL
The price is $239 per night from May 11 to May 12
$239
per night
May 11 - May 12
Stay at this spa resort in Fort Myers. Enjoy 3 outdoor pools, 4 restaurants, and a full-service spa. Our guests praise the helpful staff and the clean rooms ...
8.4/10 Very Good! (1,004 reviews)
"Great place for visiting family on Sanibel. Pool is nice. We were in the Captiva tower, which at first felt like we were given the short end of the stick but the tower was more quiet, views were great, and the pool area was much more private than the main pool."

Reviewed on Apr 16, 2024

Marriott Sanibel Harbour Resort & Spa
Doubletree by Hilton Fort Myers at Bell Tower Shops
Doubletree by Hilton Fort Myers at Bell Tower Shops
4 out of 5
13051 Bell Tower Drive, Fort Myers, FL
The price is $135 per night from May 9 to May 10
$135
per night
May 9 - May 10
Stay at this business-friendly hotel in Fort Myers. Enjoy free WiFi, free parking, and breakfast. Our guests praise the pool and the helpful staff in our reviews. ...
8.4/10 Very Good! (1,003 reviews)
"Good"

Reviewed on Apr 21, 2024

Doubletree by Hilton Fort Myers at Bell Tower Shops
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Fort Myers Hotels With Airport Transportation

Travelodge by Wyndham Fort Myers Airport
Travelodge by Wyndham Fort Myers Airport
2 out of 5
13661 Indian Paint Lane, Fort Myers, FL
The price is $59 per night from Apr 29 to Apr 30
$59
per night
Apr 29 - Apr 30
Stay at this business-friendly hotel in Fort Myers. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean ...
7/10 Good! (1,002 reviews)
"Very nice"

Reviewed on Mar 31, 2024

Travelodge by Wyndham Fort Myers Airport
Crowne Plaza Ft. Myers Gulf Coast, an IHG Hotel
Crowne Plaza Ft. Myers Gulf Coast, an IHG Hotel
4 out of 5
9931 Interstate Commerce Dr, Fort Myers, FL
The price is $158 per night from May 5 to May 6
$158
per night
May 5 - May 6
Stay at this 4-star business-friendly hotel in Fort Myers. Enjoy free WiFi, free parking, and breakfast. Our guests praise the breakfast and the helpful staff ...
9/10 Wonderful! (865 reviews)
"We have stayed here several times since my daughter has attended FGCU College. It’s easy to get to, there is always plenty of parking. The staff is always very helpful and friendly. The hotel itself, lounge and bar area are always very clean and have great food and drinks. The rooms are clean, comfortable ..."

Reviewed on Apr 22, 2024

Crowne Plaza Ft. Myers Gulf Coast, an IHG Hotel
Baymont by Wyndham Fort Myers Airport
Baymont by Wyndham Fort Myers Airport
2.5 out of 5
9401 Marketplace Road, Fort Myers, FL
The price is $83 per night from Apr 24 to Apr 25
$83
per night
Apr 24 - Apr 25
Stay at this business-friendly hotel in Fort Myers. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
6.2/10 (1,003 reviews)
"Nice hotel. Very clean."

Reviewed on Apr 21, 2024

Baymont by Wyndham Fort Myers Airport
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Low Priced Fort Myers Hotels

Travelodge by Wyndham Fort Myers North
Travelodge by Wyndham Fort Myers North
2 out of 5
13353 N Cleveland Ave, North Fort Myers, FL
The price is $57 per night from Apr 28 to Apr 29
$57
per night
Apr 28 - Apr 29
Stay at this hotel in North Fort Myers. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Art of the Olympians Museum and Harborside ...
5.6/10 (1,000 reviews)
"I would love to come back and stay when repair work is done and I can check in earlier than 1 am. Good experience even with having to figure outy reservation (name on it was changed my friend instwad of just adding them as a guest who was able to check in for me."

Reviewed on Mar 26, 2024

Travelodge by Wyndham Fort Myers North
Days Inn & Suites by Wyndham Fort Myers Near JetBlue Park
Days Inn & Suites by Wyndham Fort Myers Near JetBlue Park
2 out of 5
10150 Daniels Pkwy, Fort Myers, FL
The price is $85 per night from Apr 24 to Apr 25
$85
per night
Apr 24 - Apr 25
Stay at this business-friendly hotel in Fort Myers. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
7.4/10 Good! (1,384 reviews)
"The refrigerator wasn’t working so well. It had to be set high to keep cold which caused our drinks to freeze. Otherwise it’s a great place to stay. Breakfast was great."

Reviewed on Apr 17, 2024

Days Inn & Suites by Wyndham Fort Myers Near JetBlue Park
Baymont by Wyndham Fort Myers Airport
Baymont by Wyndham Fort Myers Airport
2.5 out of 5
9401 Marketplace Road, Fort Myers, FL
The price is $83 per night from Apr 24 to Apr 25
$83
per night
Apr 24 - Apr 25
Stay at this business-friendly hotel in Fort Myers. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
6.2/10 (1,003 reviews)
"Nice hotel. Very clean."

Reviewed on Apr 21, 2024

Baymont by Wyndham Fort Myers Airport
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Family Friendly Hotels in Fort Myers

Pink Shell Beach Resort and Marina
Pink Shell Beach Resort and Marina
4 out of 5
275 Estero Blvd, Fort Myers Beach, FL
The price is $329 per night from May 22 to May 23
$329
per night
May 22 - May 23
Stay at this beach resort in Fort Myers Beach. Enjoy free breakfast, 2 outdoor pools, and 3 restaurants. Our guests praise the breakfast and the pool in our ...
9.2/10 Wonderful! (1,009 reviews)

Families like: Outdoor pools, on the beach, bicycle rentals, extra beds/cribs

Travelers say...
"The staff was extremely kind and helpful. Each employee seem to truly enjoy working there. Our king bedroom suite was immaculate and beautiful, it could not have been better. The beach was gorgeous, the food was delicious, and we can’t wait to visit again soon!"

Reviewed on Apr 19, 2024

Pink Shell Beach Resort and Marina
South Seas Resort
South Seas Resort
3.5 out of 5
5400 South Seas Plantation Rd, Captiva, FL
Stay at this beach resort in Captiva. Enjoy 2 outdoor pools, 2 restaurants, and a private beach. Our guests praise the pool and the helpful staff in our reviews. ...
8.2/10 Very Good! (1,003 reviews)

Families like: Kids pool, waterslide, on the beach, bicycle rentals nearby

Rebuilding but limited right now.
"The overall condition of the facility is good considering the damage they had. However, they are still limited. No on-site store, limited access to ice. Only two food trucks that were not great. Don’t seem to answer the phone or return guest calls. Some rooms in good shape, others are not great."

Reviewed on Apr 6, 2024

Get rates
South Seas Resort
West Wind Inn
West Wind Inn
3 out of 5
3345 West Gulf Drive, Sanibel, FL
Stay at this 3-star beach hotel in Sanibel. Enjoy free WiFi, free parking, and a beach locale. Popular attractions Sanibel Island Southern Beach and Sanibel ...
8.8/10 Excellent! (1,001 reviews)

Families like: Kids pool, on the beach, bicycle rentals, laundry

Travelers say...
"Nice"

Reviewed on Sep 22, 2022

Get rates
West Wind Inn
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Map To Nearby Hotels

ORD to RSW Route Info

Origin Airport
Chicago
Destination Airport
Fort Myers
Number Of Airlines Serving
7
Distance
1122 mi
Shortest Flight Departure Time
12:05PM CDT
Shortest Flight Departure Date
Apr 30
ORD Address & GPS
Address:
10000 West O'Hare
Chicago IL, 60666
United States
IATA Code:
ORD
Longitude:
-87.904876
Latitude:
41.976912
Time Zone:
America/Chicago
RSW Address & GPS
Address:
11000 Terminal Access Road
Fort Myers FL,
United States
IATA Code:
RSW
Longitude:
-81.755263
Latitude:
26.527887
Time Zone:
America/New_York

Frequently asked questions

Am I able to catch a flight from Chicago, IL Airport (ORD-O'Hare Intl.) to Fort Myers, FL Airport (RSW-Southwest Florida Intl.) now?
The Covid-19 Travel Advisor will help you with queries about current quarantine requirements and travel restrictions when taking a plane flight from Chicago, IL Airport (ORD-O’Hare Intl.) to Fort Myers, FL Airport (RSW-Southwest Florida Intl.).
Are there non-stop flights from O'Hare Intl. Airport (ORD) to Fort Myers, FL Airport (RSW-Southwest Florida Intl.)?
There sure are, so you only have to worry about one flight number. Pick from 4 airlines that provide direct flights from O’Hare Intl. Airport (ORD) to Southwest Florida Intl. Airport, including:

  • United Airlines
  • American Airlines
  • Spirit Airlines
  • Southwest Airlines

What is the shortest flight from Chicago, IL Airport (ORD-O'Hare Intl.) to RSW?
There’s nothing as exciting as a spur-of-the-moment getaway. With the flight from Chicago Museum Campus to Edison Park Historic District being as fast as 2 hours and 44 minutes, you’ll have to come up with excuses not to take one.
How many hours flight from ORD to Southwest Florida Intl. Airport (RSW)?
It takes an average of just 2 hours and 55 minutes to fly from O’Hare Intl. Airport (ORD) to RSW. With such a short amount of time in the sky, you’ll need to save that binge-viewing for later.
If I am not able to travel due to COVID-19, can I cancel my flight to Fort Myers, FL Airport (RSW-Southwest Florida Intl.)?
We get that traveling right now has its challenges, so it’s good to know that many reservations booked through us are able to be cancelled or changed. If your travel plans to Fort Myers, FL Airport (RSW-Southwest Florida Intl.) have been affected by COVID-19, a lot of airlines are making things easier by offering credits to use at a later date. Just sign in to your account and you’ll quickly see what options are available. Our Customer Service Portal is the place to go for more information.
Are there flights to Fort Myers, FL Airport (RSW-Southwest Florida Intl.) with flexible change policies?
In most cases you’ll have the option to reschedule your flight to Fort Myers, FL Airport (RSW-Southwest Florida Intl.) without a change fee. All you have to do then is pay the difference between the old flight and the new one. Look for the “no change fees” filter and book with confidence.
What airlines have the most flights from O'Hare Intl. Airport (ORD) to Fort Myers, FL Airport (RSW-Southwest Florida Intl.)?
Whether it’s an attractive price, loyalty programs or friendly service, we all have things we look for when traveling with a particular airline. And if you’re heading from Chicago Museum Campus to Edison Park Historic District, you’ll be happy to know you have a nice selection to choose from. Find your dream fare with one of the following carriers:

  • Southwest Airlines - (WN) with 56 flights every month
  • Spirit Airlines - (NK) with 30 flights every month
  • American Airlines - (AA) with 93 flights every month
  • United Airlines - (UA) with 110 flights every month

Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.