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 $45 One Way, $90 Round Trip

Prices starting at $90 for return flights and $45 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 2 - Fri, May 15
ORD
Chicago
RSW
Fort Myers
$90 Roundtrip, found 6 days ago
$90
Roundtrip
found 6 days ago
Select Frontier Airlines flight, departing Sat, May 2 from Chicago to Fort Myers, returning Fri, May 15, priced at $90 found 6 days ago
Sat, Apr 18 - Thu, Apr 23
ORD
Chicago
RSW
Fort Myers
$97 Roundtrip, found 6 hours ago
$97
Roundtrip
found 6 hours ago
Select Frontier Airlines flight, departing Sat, Apr 18 from Chicago to Fort Myers, returning Thu, Apr 23, priced at $97 found 6 hours ago
Tue, Apr 7 - Fri, Apr 17
ORD
Chicago
RSW
Fort Myers
$117 Roundtrip, found 17 hours ago
$117
Roundtrip
found 17 hours ago
Select Spirit Airlines flight, departing Tue, Apr 7 from Chicago to Fort Myers, returning Fri, Apr 17, priced at $117 found 17 hours ago
Sat, May 2 - Sat, May 16
ORD
Chicago
RSW
Fort Myers
$152 Roundtrip, found 4 days ago
$152
Roundtrip
found 4 days ago
Select Southwest Airlines flight, departing Sat, May 2 from Chicago to Fort Myers, returning Sat, May 16, priced at $152 found 4 days ago
Sat, May 2 - Sat, May 16
ORD
Chicago
RSW
Fort Myers
$152 Roundtrip, found 4 days ago
$152
Roundtrip
found 4 days ago
Select United flight, departing Sat, May 2 from Chicago to Fort Myers, returning Sat, May 16, priced at $152 found 4 days 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
$132 nightly
The price is $147 total per night from Apr 13 to Apr 14
$147 total
Apr 13 - Apr 14
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 ...
9.6/10 Exceptional! (1,002 reviews)
This hotel was perfect for our overnight stay before departure. The shuttle service is excellent. We were taken to the Gulf Coast Town Center and enjoyed a superb meal at Connors.

Reviewed on Mar 12, 2026

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
$99 nightly
The price is $110 total per night from Mar 29 to Mar 30
$110 total
Mar 29 - Mar 30
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 ...
8/10 Very Good! (1,614 reviews)
Clean updated room- comfortable bed

Reviewed on Mar 12, 2026

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

Comfort Inn & Suites Fort Myers Airport

2.5 out of 5
Fort Myers FL
$89 nightly
The price is $99 total per night from Apr 12 to Apr 13
$99 total
Apr 12 - Apr 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 helpful staff and the clean ...
8.8/10 Excellent! (1,131 reviews)
The shuttle service I promised was unavailable; I told them that was not okay and I needed a ride to the hotel from the airport. The desk person told me to call back in 10 minutes and she would try to call an Uber. After 10 minutes I called and nobody answered, I made multiple calls and could not ...

Reviewed on Mar 11, 2026

Comfort Inn & Suites 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

Baymont by Wyndham Fort Myers Central

Baymont by Wyndham Fort Myers Central

2.5 out of 5
4850 S Cleveland Ave Fort Myers FL
$85 nightly
The price is $95 total per night from Apr 1 to Apr 2
$95 total
Apr 1 - Apr 2
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 ...
6.8/10 (1,006 reviews)
As I checked in the person ahead of me asked about the $100 deposit fee (which does seem steep compared to other hotels we have used) and the owner told him he "Didn't have to stay." and then it was repeated by the clerk. These comments made me feel UNWELCOMED and I had nothing to do with their exchange. ...

Reviewed on Mar 12, 2026

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
$127 nightly
The price is $142 total per night from Apr 12 to Apr 13
$142 total
Apr 12 - Apr 13
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 ...
8.8/10 Excellent! (1,018 reviews)
Clean room and nice staff. Didn't spend much time at the property.

Reviewed on Mar 12, 2026

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
$379 nightly
The price is $423 total per night from Apr 1 to Apr 2
$423 total
Apr 1 - Apr 2
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! (1,005 reviews)
Pool was very enjoyable. Room was clean and spacious. We enjoyed the balcony. Great location to travel over bridge to Sanibel.

Reviewed on Mar 12, 2026

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
$188 nightly
The price is $210 total per night from Apr 12 to Apr 13
$210 total
Apr 12 - Apr 13
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! (1,000 reviews)
Everything we asked for in advance was no problem and we had a great two night stay. We will stay at this property again when we are next in the area.

Reviewed on Mar 7, 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
$65 nightly
The price is $72 total per night from Apr 3 to Apr 4
$72 total
Apr 3 - Apr 4
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 ...
7.6/10 Good! (1,002 reviews)
Needs updating, poor check in, small tv, low lights for reading

Reviewed on Mar 10, 2026

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
$79 nightly
The price is $88 total per night from Apr 12 to Apr 13
$88 total
Apr 12 - Apr 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 clean rooms in our reviews. ...
6.2/10 (1,001 reviews)
Worst room ever seen totally ripped curtains grey creased bed linen ( not even sure it was fresh😳Bathroom clean but absolutely hammered Had to change rooms but not much better the staff were pleasant but resigned to hearing complaints and making excuses Horrible!

Reviewed on Mar 12, 2026

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
$99 nightly
The price is $110 total per night from Mar 29 to Mar 30
$110 total
Mar 29 - Mar 30
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 ...
8/10 Very Good! (1,614 reviews)
Clean updated room- comfortable bed

Reviewed on Mar 12, 2026

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
$74 nightly
The price is $82 total per night from Apr 12 to Apr 13
$82 total
Apr 12 - Apr 13
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 ...
6/10 (1,005 reviews)
Yes

Reviewed on Mar 11, 2026

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
$79 nightly
The price is $88 total per night from Apr 12 to Apr 13
$88 total
Apr 12 - Apr 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 clean rooms in our reviews. ...
6.2/10 (1,001 reviews)
Worst room ever seen totally ripped curtains grey creased bed linen ( not even sure it was fresh😳Bathroom clean but absolutely hammered Had to change rooms but not much better the staff were pleasant but resigned to hearing complaints and making excuses Horrible!

Reviewed on Mar 12, 2026

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
$418 nightly
The price is $467 total per night from Apr 12 to Apr 13
$467 total
Apr 12 - Apr 13
Total with taxes and fees
Book a stay at this 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! (1,293 reviews)
Incredible beach view, staff, and the facilities were extremely clean

Reviewed on Mar 12, 2026

Pink Shell Beach Resort and Marina
Sundial Beach Resort & Spa

Sundial Beach Resort & Spa

5 out of 5
1451 Middle Gulf Drive Sanibel FL
$453 nightly
The price is $505 total per night from Apr 12 to Apr 13
$505 total
Apr 12 - Apr 13
Total with taxes and fees
Book a stay at this luxury condo in Sanibel. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the property condition in our reviews. Popular ...
8.6/10 Excellent! (2,605 reviews)
Great rooms, nice decor, very clean, clean property bathrooms, great views and pools.

Reviewed on Mar 9, 2026

Sundial Beach Resort & Spa
South Seas Resort

South Seas Resort

3.5 out of 5
5400 South Seas Plantation Rd Captiva FL
$690 nightly
The price is $770 total per night from Apr 12 to Apr 13
$770 total
Apr 12 - Apr 13
Total with taxes and fees
Book a stay at this beach resort in Captiva. Enjoy 3 outdoor pools, 7 restaurants, and a private beach. Popular attractions Jungle Drums and McCarthy's Marina ...
8.4/10 Very Good! (1,001 reviews)

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

Travelers say...
This is a 3 Star resort charging 4-5 Star prices, including a $40 resort fee per person, which is pretty high for a place under construction, without good walking paths, and charging very high prices for all food and drinks. Our floors had been swept, but not mopped - my feet got filthy walking barefoot ...

Reviewed on Mar 2, 2026

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
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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