Cheap flights from MDW to RSW (Midway Intl. to Southwest Florida Intl.)

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Cheap Flights from MDW to RSW starting at $81 One Way, $159 Round Trip

Prices starting at $159 for return flights and $81 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
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! (938 reviews)
"Very clean and great breakfast options!"

Reviewed on Jun 12, 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
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 ...
7.6/10 Good! (1,368 reviews)
"It was way more then we expected definitely out did our expectations would recommend it to family and friends"

Reviewed on Jun 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
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! (1,037 reviews)
"great stay"

Reviewed on Jun 10, 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

Hilton Garden Inn Ft Myers
Hilton Garden Inn Ft Myers
3 out of 5
12600 University Dr, Fort Myers, FL
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 ...
8.4/10 Very Good! (1,001 reviews)
"The room had a sun shade but not a real blind to make the room dark at night. I value a dark room to sleep in and as such I would not use this location again. Everything else was fine. This was a decision made by corporate that I think materially diminishes their product. If I encounter this at another ..."

Reviewed on Jun 12, 2025

Hilton Garden Inn Ft 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
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 ...
6.2/10 (1,001 reviews)
"The lady at the front desk was very professional n friendly. The room was fine and reasonably clean for a basic, low cost hotel. If you are on a budget, I recommend this place. Thanxz Baymont Central...! Jim"

Reviewed on Jun 8, 2025

Baymont by Wyndham Fort Myers Central
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
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 ...
8.6/10 Excellent! (1,002 reviews)
"Nice place to stay"

Reviewed on Jun 10, 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
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! (995 reviews)
"Excellent Service, Nice and clean pool, spectacular bar."

Reviewed on Jun 8, 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
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! (1,001 reviews)
"Customer friendly making sure customer satisfied Room a little outdated Needs new comforter Excellent Wi-Fi"

Reviewed on Jun 7, 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
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 (1,000 reviews)
"Breakfast lady not so friendly"

Reviewed on Jun 1, 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
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 ...
7.6/10 Good! (1,368 reviews)
"It was way more then we expected definitely out did our expectations would recommend it to family and friends"

Reviewed on Jun 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
Stay at this hotel in North Fort Myers. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Edison Mall and Art of the Olympians Museum ...
5.8/10 (1,001 reviews)
"Burnt out restaurant in front of motel"

Reviewed on May 23, 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
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 (1,000 reviews)
"Breakfast lady not so friendly"

Reviewed on Jun 1, 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
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 ...
9.2/10 Wonderful! (1,006 reviews)
"Amazing facility, terrific staff, beautiful location. I REALLY wish we had more time available, one night is not enough to fully appreciate the activities offered. I’d definitely recommend visitors opt for a gulf side room and enjoy the fully screened balcony and the gulf breeze."

Reviewed on Jun 12, 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
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! (2,564 reviews)
"I enjoyed my stay at the Sundial. It was great to be back in Sanibel."

Reviewed on May 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! (1,000 reviews)

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

Travelers say...
"Very relaxing, very peaceful. EXCELLENT service. The views are spectacular the island community very exclusive and beautiful and expensive. We came to disconnect and we achieved it."

Reviewed on Jun 9, 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.

MDW to RSW Route Info

Origin Airport
Chicago
Destination Airport
Fort Myers
Number Of Airlines Serving
1
Distance
1107 mi
Shortest Flight Departure Time
8:20PM CDT
Shortest Flight Departure Date
Jun 22
MDW Address & GPS
Address:
5700 South Cicero
Chicago IL, 60638
United States
IATA Code:
MDW
Longitude:
-87.740871
Latitude:
41.788136
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 Chicago Airport to Southwest Florida Intl. Airport?
You won’t have to bother with the hassle of swapping planes or missing your connection on this route. Southwest Airlines will fly you directly from Midway Intl. Airport (MDW) to Southwest Florida Intl. Airport.
What is the shortest flight from Chicago Airport to RSW?
If conditions are good and all goes according to plan, you could be flying into Southwest Florida Intl. Airport (RSW) from Midway Airport in only 2 hours and 50 minutes. With such a quick flight time, think about bringing carry-on luggage only.
How many hours flight from MDW to Southwest Florida Intl. Airport?
The average flight time from Midway Airport to Southwest Florida Intl. Airport is just 2 hours and 52 minutes. So, throw a few things in your suitcase and book a flight. There’s nothing more exciting than an impromptu getaway.
What airlines have the most flights from Chicago Airport to Southwest Florida Intl. Airport?
Whether you opt for aisle, middle or window, you’ll travel to your destination easily and comfortably with Southwest Airlines. This top-rated carrier operates 108 flights from Chicago to Fort Myers each 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.