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 $55 One Way, $110 Round Trip

Prices starting at $110 for return flights and $55 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.

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
$93 nightly
The price is $104 total per night from Oct 26 to Oct 27
$104 total
Oct 26 - Oct 27
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! (1,007 reviews)
"It was ok"

Reviewed on Sep 21, 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
$68 nightly
The price is $75 total per night from Oct 12 to Oct 13
$75 total
Oct 12 - Oct 13
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! (1,443 reviews)
"Good."

Reviewed on Sep 21, 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
$71 nightly
The price is $79 total per night from Sep 28 to Sep 29
$79 total
Sep 28 - Sep 29
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! (1,089 reviews)
"It’s a great place for short term trip. The breakfast was good and the Front desk agent Abreu was very great! She was really nice"

Reviewed on Sep 14, 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

Marriott Sanibel Harbour Resort & Spa

Marriott Sanibel Harbour Resort & Spa

4 out of 5
17260 Harbour Pointe Dr, Fort Myers, FL
$191 nightly
The price is $213 total per night from Sep 29 to Sep 30
$213 total
Sep 29 - Sep 30
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 ...
8.4/10 Very Good! (1,009 reviews)
Amazing!
"Top notch resort with amazing pool and bayfront views of Sanibel!"

Reviewed on Sep 21, 2025

Marriott Sanibel Harbour Resort & Spa
Hilton Garden Inn Ft Myers

Hilton Garden Inn Ft Myers

3 out of 5
12600 University Dr, Fort Myers, FL
$115 nightly
The price is $129 total per night from Oct 5 to Oct 6
$129 total
Oct 5 - Oct 6
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! (1,017 reviews)
"Shower had poor pressure. I have thick hair so this is important to me. Besides that it was nice."

Reviewed on Sep 23, 2025

Hilton Garden Inn Ft Myers
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
$119 nightly
The price is $133 total per night from Oct 12 to Oct 13
$133 total
Oct 12 - Oct 13
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 ...
8.8/10 Excellent! (1,007 reviews)
"Excellent service."

Reviewed on Sep 21, 2025

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

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
$127 nightly
The price is $142 total per night from Sep 28 to Sep 29
$142 total
Sep 28 - Sep 29
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)
"Great location & staff were very friendly!!"

Reviewed on Sep 22, 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
$59 nightly
The price is $66 total per night from Sep 28 to Sep 29
$66 total
Sep 28 - Sep 29
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! (1,006 reviews)
"Clean comfy"

Reviewed on Sep 21, 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 $64 total per night from Sep 28 to Sep 29
$64 total
Sep 28 - Sep 29
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)
"The staf was super friendly and the room was very clean"

Reviewed on Aug 2, 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
The price is $75 total per night from Oct 12 to Oct 13
$75 total
per night
Oct 12 - Oct 13
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! (1,443 reviews)
"Good."

Reviewed on Sep 21, 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
The price is $62 total per night from Oct 2 to Oct 3
$62 total
per night
Oct 2 - Oct 3
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 (1,005 reviews)
"Clean and comfy"

Reviewed on Sep 18, 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
The price is $64 total per night from Sep 28 to Sep 29
$64 total
per night
Sep 28 - Sep 29
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)
"The staf was super friendly and the room was very clean"

Reviewed on Aug 2, 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
$288 nightly
The price is $321 total per night from Sep 29 to Sep 30
$321 total
Sep 29 - Sep 30
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! (1,070 reviews)
"Great place to stay. Town is a 10 minute walk with Tram and golf cart if you prefer not to walk. Events for the kids every morning. Italian restaurant on property is delicious. Plenty of other food options so you don’t need to leave."

Reviewed on Sep 22, 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
$487 nightly
The price is $543 total per night from Sep 28 to Sep 29
$543 total
Sep 28 - Sep 29
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! (2,575 reviews)
"Very nice Resort. Not a 5 star but they are remodeling. Easy access to the beautiful beach. Resturants were very good. Service was excellent. We went off season so there was not may people on the property which we liked."

Reviewed on Aug 25, 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! (1,003 reviews)

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

Travelers say...
"What can I say? It's a slice of paradise in the continental USA. From the location, it's beautiful beaches, the resort amenities (under construction/rehab from recent hurricanes, but still), the property itself and the staff. All wonderful. Local shops and restaurants a quick bike ride, walk or drive ..."

Reviewed on Sep 21, 2025

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
6
Distance
1122 mi
Shortest Flight Departure Time
7:05AM CDT
Shortest Flight Departure Date
Oct 3
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.