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 $34 One Way, $68 Round Trip

Prices starting at $68 for return flights and $34 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, Feb 14 - Sat, Feb 21
ORD
Chicago
RSW
Fort Myers
$68 Roundtrip, just found
$68
Roundtrip
just found
Select Frontier Airlines flight, departing Sat, Feb 14 from Chicago to Fort Myers, returning Sat, Feb 21, priced at $68 just found
Tue, Feb 10 - Sat, Feb 14
ORD
Chicago
RSW
Fort Myers
$90 Roundtrip, found 4 hours ago
$90
Roundtrip
found 4 hours ago
Select Spirit Airlines flight, departing Tue, Feb 10 from Chicago to Fort Myers, returning Sat, Feb 14, priced at $90 found 4 hours ago
Fri, Jan 30 - Mon, Feb 2
ORD
Chicago
RSW
Fort Myers
$112 Roundtrip, just found
$112
Roundtrip
just found
Select Spirit Airlines flight, departing Fri, Jan 30 from Chicago to Fort Myers, returning Mon, Feb 2, priced at $112 just found
Wed, Dec 17 - Wed, Dec 24
ORD
Chicago
RSW
Fort Myers
$157 Roundtrip, found 12 hours ago
$157
Roundtrip
found 12 hours ago
Select United flight, departing Wed, Dec 17 from Chicago to Fort Myers, returning Wed, Dec 24, priced at $157 found 12 hours ago
Wed, Dec 17 - Wed, Dec 24
ORD
Chicago
RSW
Fort Myers
$157 Roundtrip, found 12 hours ago
$157
Roundtrip
found 12 hours ago
Select American Airlines flight, departing Wed, Dec 17 from Chicago to Fort Myers, returning Wed, Dec 24, priced at $157 found 12 hours ago

Hotel Ideas near Southwest Florida Intl.

Airport Hotels near Southwest Florida Intl.

Holiday Inn Express & Suites Fort Myers Airport by IHG

Holiday Inn Express & Suites Fort Myers Airport by IHG

2.5 out of 5
14567 GLOBAL PARKWAY, Fort Myers, FL
$87 nightly
The price is $97 total per night from Nov 8 to Nov 9
$97 total
Nov 8 - Nov 9
Total with taxes and fees
Book a 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 ...
9.4/10 Exceptional! (1,009 reviews)
"Front desk gentlemen was nice and helpful."

Reviewed on Oct 13, 2025

Holiday Inn Express & Suites Fort Myers Airport by IHG
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
$69 nightly
The price is $77 total per night from Oct 18 to Oct 19
$77 total
Oct 18 - Oct 19
Total with taxes and fees
Book a stay at this business-friendly hotel in Fort Myers. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the clean rooms ...
7.8/10 Good! (1,447 reviews)
"Only issue was the weird kiosk to check in. It’s just weird"

Reviewed on Oct 13, 2025

Days Inn & Suites by Wyndham Fort Myers Near JetBlue Park
Comfort Inn & Suites Airport

Comfort Inn & Suites Airport

2.5 out of 5
Fort Myers
$74 nightly
The price is $82 total per night from Oct 19 to Oct 20
$82 total
Oct 19 - Oct 20
Total with taxes and fees
Book a 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 ...
8.6/10 Excellent! (1,097 reviews)
"E"

Reviewed on Oct 11, 2025

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

Baymont by Wyndham Fort Myers Central

Baymont by Wyndham Fort Myers Central

2.5 out of 5
4850 S Cleveland Ave, Fort Myers, FL
$64 nightly
The price is $71 total per night from Oct 19 to Oct 20
$71 total
Oct 19 - Oct 20
Total with taxes and fees
Book a 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 ...
6.4/10 (1,010 reviews)
"Location was great"

Reviewed on Oct 10, 2025

Baymont by Wyndham Fort Myers Central
Hilton Garden Inn Ft Myers

Hilton Garden Inn Ft Myers

3 out of 5
12600 University Dr, Fort Myers, FL
$114 nightly
The price is $127 total per night from Oct 23 to Oct 24
$127 total
Oct 23 - Oct 24
Total with taxes and fees
Stay at this 3-star business-friendly hotel in Fort Myers. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our ...
8.6/10 Excellent! (1,005 reviews)
"I really liked that it wascebtrally located as i used public transportation and felt i could get downtown and the beach easily. Staff were super nice!"

Reviewed on Oct 11, 2025

Hilton Garden Inn Ft Myers
Marriott Sanibel Harbour Resort & Spa

Marriott Sanibel Harbour Resort & Spa

4 out of 5
17260 Harbour Pointe Dr, Fort Myers, FL
$211 nightly
The price is $236 total per night from Oct 26 to Oct 27
$236 total
Oct 26 - Oct 27
Total with taxes and fees
Book a stay at this spa resort in Fort Myers. Enjoy 3 outdoor pools, a full-service spa, and 4 restaurants. Our guests praise the helpful staff and the property ...
8.2/10 Very Good! (1,011 reviews)
"It is a beautiful resort! It had everything, dining , pool, very relaxing. The staff and rooms were incredible."

Reviewed on Oct 12, 2025

Marriott Sanibel Harbour Resort & Spa
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

Crowne Plaza Ft. Myers Gulf Coast by IHG

Crowne Plaza Ft. Myers Gulf Coast by IHG

4 out of 5
9931 Interstate Commerce Dr, Fort Myers, FL
$143 nightly
The price is $159 total per night from Oct 26 to Oct 27
$159 total
Oct 26 - Oct 27
Total with taxes and fees
Stay at this 4-star business-friendly hotel in Fort Myers. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
9/10 Wonderful! (1,002 reviews)
"I travel often and this is one of the nicest properties that I have stayed at. The staff is top-of-the-line, the amenities are wonderful, and the rooms are extremely clean."

Reviewed on Oct 10, 2025

Crowne Plaza Ft. Myers Gulf Coast by IHG
Travelodge by Wyndham Fort Myers Airport

Travelodge by Wyndham Fort Myers Airport

2 out of 5
13661 Indian Paint Lane, Fort Myers, FL
$55 nightly
The price is $61 total per night from Oct 19 to Oct 20
$61 total
Oct 19 - Oct 20
Total with taxes and fees
Book a 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 ...
7.2/10 Good! (1,003 reviews)
"The room was clean and comfortable"

Reviewed on Oct 13, 2025

Travelodge by Wyndham Fort Myers Airport
Baymont by Wyndham Fort Myers Airport

Baymont by Wyndham Fort Myers Airport

2.5 out of 5
9401 Marketplace Road, Fort Myers, FL
$57 nightly
The price is $63 total per night from Oct 19 to Oct 20
$63 total
Oct 19 - Oct 20
Total with taxes and fees
Book a stay at this business-friendly hotel in Fort Myers. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. ...
6/10 (1,003 reviews)
"NA"

Reviewed on Oct 3, 2025

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

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
$69 nightly
The price is $77 total per night from Oct 18 to Oct 19
$77 total
Oct 18 - Oct 19
Total with taxes and fees
Book a stay at this business-friendly hotel in Fort Myers. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the clean rooms ...
7.8/10 Good! (1,447 reviews)
"Only issue was the weird kiosk to check in. It’s just weird"

Reviewed on Oct 13, 2025

Days Inn & Suites by Wyndham Fort Myers Near JetBlue Park
Travelodge by Wyndham Fort Myers North

Travelodge by Wyndham Fort Myers North

2 out of 5
13353 N Cleveland Ave, North Fort Myers, FL
$48 nightly
The price is $54 total per night from Oct 24 to Oct 25
$54 total
Oct 24 - Oct 25
Total with taxes and fees
Stay at this hotel in North Fort Myers. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Centennial Park and Florida Repertory Theater ...
5.8/10 (1,003 reviews)
"Staff is great and welcoming. They keep the coffee fresh which is a plus in my book. The room was nice and clean and a nice comfortable king size bed to sleep on. It's been a nice and quiet stay."

Reviewed on Oct 1, 2025

Travelodge by Wyndham Fort Myers North
Baymont by Wyndham Fort Myers Airport

Baymont by Wyndham Fort Myers Airport

2.5 out of 5
9401 Marketplace Road, Fort Myers, FL
$57 nightly
The price is $63 total per night from Oct 19 to Oct 20
$63 total
Oct 19 - Oct 20
Total with taxes and fees
Book a stay at this business-friendly hotel in Fort Myers. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. ...
6/10 (1,003 reviews)
"NA"

Reviewed on Oct 3, 2025

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
$265 nightly
The price is $296 total per night from Oct 28 to Oct 29
$296 total
Oct 28 - Oct 29
Total with taxes and fees
Stay at this 4-star beach resort in Fort Myers Beach. Enjoy free breakfast, 3 outdoor pools, and 3 restaurants. Our guests praise the breakfast and the pool ...
9.4/10 Exceptional! (1,091 reviews)
"View was excellent from balcony. Room was very clean. Staff went out of their way to accommodate us."

Reviewed on Oct 11, 2025

Pink Shell Beach Resort and Marina
Sundial Beach Resort & Spa

Sundial Beach Resort & Spa

5 out of 5
1451 Middle Gulf Drive, Sanibel, FL
$381 nightly
The price is $425 total per night from Oct 19 to Oct 20
$425 total
Oct 19 - Oct 20
Total with taxes and fees
Stay at this 5-star luxury condo in Sanibel. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the property condition in our reviews. ...
8.6/10 Excellent! (2,577 reviews)
"Thank you for a great stay!"

Reviewed on Oct 11, 2025

Sundial Beach Resort & Spa
South Seas Resort

South Seas Resort

3.5 out of 5
5400 South Seas Plantation Rd, Captiva, FL
Stay at this 3.5-star beach resort in Captiva. Enjoy 3 outdoor pools, 6 restaurants, and a private beach. Popular attractions Jungle Drums and McCarthy's Marina ...
8.2/10 Very Good! (1,007 reviews)

Families like: Outdoor pools, waterslide, kitchen, on the beach

Travelers say...
"The room was spotless, and the check-in staff was incredibly friendly. The trolley driver was very accommodating, and the team at the ice cream shop was also warm and welcoming. The beach was absolutely stunning—I keep thinking about how much I want to go back. Swimming with fish all around me was ..."

Reviewed on Oct 10, 2025

Get rates
South Seas Resort
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.

ORD to RSW Route Info

Origin Airport
Chicago
Destination Airport
Fort Myers
Number Of Airlines Serving
5
Distance
1122 mi
Shortest Flight Departure Time
7:00AM CDT
Shortest Flight Departure Date
Oct 24
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

Are there non-stop flights from O'Hare Intl. Airport (ORD) to Southwest Florida Intl. Airport?
You can fly direct from O'Hare Intl. Airport (ORD) to RSW. As a matter of fact, there are 4 airlines that have nonstop services on this route. Collect some extra rewards points with one of these reputable carriers:

  • United Airlines
  • American Airlines
  • Spirit Airlines
  • Frontier Airlines

What is the shortest flight from O'Hare Airport to Southwest Florida Intl. Airport?
It can take just 2 hours and 53 minutes to travel from O'Hare Airport to RSW. Take a seat and enjoy those window views, because you'll be touching down before you know it.
How many hours flight from O'Hare Airport to RSW?
From ORD to Southwest Florida Intl. Airport, you'll be in your plane seat for about 3 hours. Settle in, order a wine and take out your noise-canceling headphones. It's time to rewatch your favorite TV shows.
What airlines have the most flights from O'Hare Airport to Southwest Florida Intl. Airport?
What makes a particular airline your first choice — the crew's friendly manner? Low fares? The frequency of flights? To save you some online research time, we've listed the four most popular carriers advertising flights between Chicago and Fort Myers. See which one fits your needs:

  • Frontier Airlines - (F9) with 13 flights every month
  • Spirit Airlines - (NK) with 47 flights every month
  • American Airlines - (AA) with 119 flights every month
  • United Airlines - (UA) with 158 flights every month

Map To Nearby Hotels

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.

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