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 $59 One Way, $118 Round Trip

Prices starting at $118 for return flights and $59 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.

Mon, Dec 7 - Sun, Dec 13
ORD
Chicago
RSW
Fort Myers
$118 Roundtrip, found 14 hours ago
$118
Roundtrip
found 14 hours ago
Select Frontier Airlines flight, departing Mon, Dec 7 from Chicago to Fort Myers, returning Sun, Dec 13, priced at $118 found 14 hours ago
Sun, Dec 6 - Sun, Dec 13
ORD
Chicago
RSW
Fort Myers
$123 Roundtrip, found 5 hours ago
$123
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Sun, Dec 6 from Chicago to Fort Myers, returning Sun, Dec 13, priced at $123 found 5 hours ago
Mon, Feb 22 - Tue, Mar 2
ORD
Chicago
RSW
Fort Myers
$130 Roundtrip, found 6 hours ago
$130
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Mon, Feb 22 from Chicago to Fort Myers, returning Tue, Mar 2, priced at $130 found 6 hours ago
Fri, Dec 11 - Mon, Dec 14
ORD
Chicago
RSW
Fort Myers
$138 Roundtrip, found 20 hours ago
$138
Roundtrip
found 20 hours ago
Select Frontier Airlines flight, departing Fri, Dec 11 from Chicago to Fort Myers, returning Mon, Dec 14, priced at $138 found 20 hours ago
Mon, Feb 22 - Tue, Mar 2
ORD
Chicago
RSW
Fort Myers
$313 Roundtrip, found 6 hours ago
$313
Roundtrip
found 6 hours ago
Select United flight, departing Mon, Feb 22 from Chicago to Fort Myers, returning Tue, Mar 2, priced at $313 found 6 hours ago

Hotel Ideas near Southwest Florida Intl.

Airport Hotels near Southwest Florida Intl.

Comfort Inn & Suites Fort Myers Airport

Comfort Inn & Suites Fort Myers Airport

2.5 out of 5
Fort Myers FL
$75 nightly
The price is $83 total per night from Oct 18 to Oct 19
$83 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 helpful staff and the clean ...
Comfort Inn & Suites Fort Myers Airport
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
$66 nightly
The price is $73 total per night from Oct 14 to Oct 15
$73 total
Oct 14 - Oct 15
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 ...
8.2/10 Very Good! (1,786 reviews)
"Good"

Reviewed on Oct 11, 2026

Days Inn & Suites by Wyndham Fort Myers Near JetBlue Park
Home2 Suites by Hilton Fort Myers Airport

Home2 Suites by Hilton Fort Myers Airport

3 out of 5
10400 Airkraft Court Fort Myers FL
$114 nightly
The price is $127 total per night from Oct 22 to Oct 23
$127 total
Oct 22 - Oct 23
Total with taxes and fees
Book a stay at this business-friendly hotel in Fort Myers. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the helpful staff in ...
Home2 Suites by Hilton 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.

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
$255 nightly
The price is $284 total per night from Oct 26 to Oct 27
$284 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 ...
8.6/10 Excellent! (1,005 reviews)
"Lovely room with beautiful view"

Reviewed on Oct 11, 2026

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
$92 nightly
The price is $103 total per night from Nov 1 to Nov 2
$103 total
Nov 1 - Nov 2
Total with taxes and fees
Book a stay at this business-friendly hotel in Fort Myers. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our ...
Hilton Garden Inn Ft Myers
Quality Inn Fort Myers Cape Coral

Quality Inn Fort Myers Cape Coral

2 out of 5
4760 S Cleveland Ave Fort Myers FL
$58 nightly
The price is $64 total per night from Oct 15 to Oct 16
$64 total
Oct 15 - Oct 16
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. ...
7.6/10 Good! (488 reviews)
"Location was great. They should be careful with the rooms saw some little creatures in my room"

Reviewed on Oct 12, 2026

Quality Inn Fort Myers Cape Coral
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
$159 nightly
The price is $177 total per night from Oct 19 to Oct 20
$177 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 breakfast (surcharge). Our guests praise the helpful staff and ...
9.2/10 Wonderful! (1,003 reviews)
"The bathroom needed a update"

Reviewed on Oct 13, 2026

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
$50 nightly
The price is $55 total per night from Oct 14 to Oct 15
$55 total
Oct 14 - Oct 15
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 ...
Travelodge by Wyndham Fort Myers Airport
Baymont Inn & Suites by Wyndham Fort Myers I-75

Baymont Inn & Suites by Wyndham Fort Myers I-75

2.5 out of 5
9401 Marketplace Road Fort Myers FL
$72 nightly
The price is $80 total per night from Oct 18 to Oct 19
$80 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 clean rooms in our reviews. ...
Baymont Inn & Suites by Wyndham Fort Myers I-75
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
$66 nightly
The price is $73 total per night from Oct 14 to Oct 15
$73 total
Oct 14 - Oct 15
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 ...
8.2/10 Very Good! (1,786 reviews)
"Good"

Reviewed on Oct 11, 2026

Days Inn & Suites by Wyndham Fort Myers Near JetBlue Park
Travelodge by Wyndham Fort Myers/Cape Coral

Travelodge by Wyndham Fort Myers/Cape Coral

2 out of 5
13353 N Cleveland Ave North Fort Myers FL
$48 nightly
The price is $53 total per night from Oct 24 to Oct 25
$53 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 Caloosa Sound Amphitheater and Centennial ...
Travelodge by Wyndham Fort Myers/Cape Coral
Baymont Inn & Suites by Wyndham Fort Myers I-75

Baymont Inn & Suites by Wyndham Fort Myers I-75

2.5 out of 5
9401 Marketplace Road Fort Myers FL
$72 nightly
The price is $80 total per night from Oct 18 to Oct 19
$80 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 clean rooms in our reviews. ...
Baymont Inn & Suites by Wyndham Fort Myers I-75
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
$308 nightly
The price is $343 total per night from Oct 18 to Oct 19
$343 total
Oct 18 - Oct 19
Total with taxes and fees
Book a stay at this beach resort in Fort Myers Beach. Enjoy free breakfast, 3 outdoor pools, and a full-service spa. Our guests praise the breakfast and the ...
Pink Shell Beach Resort and Marina
Sundial Beach Resort & Spa

Sundial Beach Resort & Spa

5 out of 5
1451 Middle Gulf Drive Sanibel FL
$416 nightly
The price is $464 total per night from Oct 14 to Oct 15
$464 total
Oct 14 - Oct 15
Total with taxes and fees
Book a stay at this luxury aparthotel in Sanibel. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the property condition in our reviews. ...
Sundial Beach Resort & Spa
South Seas

South Seas

3.5 out of 5
5400 South Seas Plantation Rd Captiva FL
$305 nightly
The price is $340 total per night from Nov 11 to Nov 12
$340 total
Nov 11 - Nov 12
Total with taxes and fees
Book a stay at this beach resort in Captiva. Enjoy 6 outdoor pools, 5 restaurants, and a private beach. Popular attractions McCarthy's Marina and Captiva Chapel ...
South Seas
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
Destination Airport
Number Of Airlines Serving
Distance
Shortest Flight Departure Time
Shortest Flight Departure Date
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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