Cheap flights from MDW to RSW (Midway Intl. to Southwest Florida Intl.)
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Cheap Flights from MDW to RSW starting at $114 One Way, $254 Round Trip
Prices starting at $254 for return flights and $114 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.
MDW
Chicago
RSW
Fort Myers
$254 Roundtrip, found 6 days ago
$254
Roundtrip
found 6 days ago
MDW
Chicago
RSW
Fort Myers
$260 Roundtrip, found 6 days ago
$260
Roundtrip
found 6 days ago
MDW
Chicago
RSW
Fort Myers
$266 Roundtrip, found 6 days ago
$266
Roundtrip
found 6 days ago
MDW
Chicago
RSW
Fort Myers
$273 Roundtrip, found 6 days ago
$273
Roundtrip
found 6 days ago
MDW
Chicago
RSW
Fort Myers
$274 Roundtrip, found 6 days ago
$274
Roundtrip
found 6 days ago
Hotel Ideas near Southwest Florida Intl.
Airport Hotels near Southwest Florida Intl.
Holiday Inn Express & Suites Fort Myers Airport by IHG
14567 GLOBAL PARKWAY Fort Myers FL
$118 nightly
The price is $132 total per night from Oct 21 to Oct 22
$132 total
Oct 21 - Oct 22
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! (1,204 reviews)
"Room was very clean a d comfortable it always is a this property my go to when in Ft Myers"
Reviewed on Sep 19, 2026
Home2 Suites by Hilton Fort Myers Airport
10400 Airkraft Court Fort Myers FL
$114 nightly
The price is $127 total per night from Oct 5 to Oct 6
$127 total
Oct 5 - Oct 6
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 ...
9.2/10 Wonderful! (520 reviews)
"Nice gym. Breakfast had many good options."
Reviewed on Sep 20, 2026
Comfort Inn & Suites Fort Myers Airport
Fort Myers FL
$66 nightly
The price is $73 total per night from Sep 27 to Sep 28
$73 total
Sep 27 - Sep 28
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! (1,152 reviews)
"Property was clean"
Reviewed on Sep 21, 2026
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
4850 S Cleveland Ave Fort Myers FL
$53 nightly
The price is $59 total per night from Sep 23 to Sep 24
$59 total
Sep 23 - Sep 24
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 ...
Marriott Sanibel Harbour Resort & Spa
17260 Harbour Pointe Dr Fort Myers FL
$255 nightly
The price is $284 total per night from Oct 6 to Oct 7
$284 total
Oct 6 - Oct 7
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 ...
Hilton Garden Inn Ft Myers
12600 University Dr Fort Myers FL
$87 nightly
The price is $97 total per night from Sep 28 to Sep 29
$97 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 breakfast (surcharge). Our guests praise the helpful staff in our ...
9/10 Wonderful! (1,002 reviews)
"Everything is really good"
Reviewed on Sep 21, 2026
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
9931 Interstate Commerce Dr Fort Myers FL
The price is $165 total per night from Oct 21 to Oct 22
$165 total
per night
Oct 21 - Oct 22
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 ...
Travelodge by Wyndham Fort Myers Airport
13661 Indian Paint Lane Fort Myers FL
The price is $56 total per night from Oct 4 to Oct 5
$56 total
per night
Oct 4 - Oct 5
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 ...
Baymont Inn & Suites by Wyndham Fort Myers I-75
9401 Marketplace Road Fort Myers FL
The price is $68 total per night from Sep 27 to Sep 28
$68 total
per night
Sep 27 - Sep 28
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. ...
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
10150 Daniels Pkwy Fort Myers FL
$66 nightly
The price is $73 total per night from Sep 23 to Sep 24
$73 total
Sep 23 - Sep 24
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! (1,785 reviews)
"The fridge stopped working on our second day and all the food inside went bad. There was a stain on my sheet and housekeeping changed it but said that it wasn't a stain, it was just "worn out". The whole check in/out process feels lacking because you're interacting with a person on a video kiosk ..."
Reviewed on Sep 21, 2026
Travelodge by Wyndham Fort Myers/Cape Coral
13353 N Cleveland Ave North Fort Myers FL
$48 nightly
The price is $53 total per night from Sep 29 to Sep 30
$53 total
Sep 29 - Sep 30
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 Art of the Olympians Museum and Caloosa ...
6.4/10 (1,002 reviews)
"Everything was good"
Reviewed on Sep 20, 2026
Baymont Inn & Suites by Wyndham Fort Myers I-75
9401 Marketplace Road Fort Myers FL
$61 nightly
The price is $68 total per night from Sep 27 to Sep 28
$68 total
Sep 27 - Sep 28
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. ...
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
275 Estero Blvd Fort Myers Beach FL
$261 nightly
The price is $291 total per night from Sep 29 to Sep 30
$291 total
Sep 29 - Sep 30
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 ...
9.4/10 Exceptional! (1,450 reviews)
"Excellent Hotel, if you travel with kids, that’s the hotel for you. Many activities for them. Beautiful hotel, nice and clean. We’ll back soon. Breakfast included."
Reviewed on Sep 22, 2026
Sundial Beach Resort & Spa
1451 Middle Gulf Drive Sanibel FL
$398 nightly
The price is $444 total per night from Sep 23 to Sep 24
$444 total
Sep 23 - Sep 24
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. ...
South Seas
5400 South Seas Plantation Rd Captiva FL
$328 nightly
The price is $366 total per night from Oct 8 to Oct 9
$366 total
Oct 8 - Oct 9
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 Bowman's Beach and McCarthy's Marina ...
8.4/10 Very Good! (1,002 reviews)
"This place was absolutely incredible. Our room was right on the water and immaculate. The resort is huge and has its own trolley. They also have a waterpark and another pool with waterslides. Amazing stay!"
Reviewed on Sep 21, 2026
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 | |
|---|---|
Destination Airport | |
Number Of Airlines Serving | |
Distance | |
Shortest Flight Departure Time | |
Shortest Flight Departure Date |
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
- O'Hare Intl. Airport (ORD)
- Chicago Executive Airport (PWK)
- Dupage Airport (DPA)
- Kenosha Regional Airport (ENW)
- South Bend Intl. Airport (SBN)
- Greater Rockford Airport (RFD)
- General Mitchell Intl. Airport (MKE)
- Waukesha County Airport (UES)
- Goshen Municipal Airport (GSH)
- Purdue University Airport (LAF)
Top Trending
Flights
- Ronald Reagan Washington National (DCA) To Orlando Intl. (MCO)
- Logan Intl. (BOS) To Orlando Intl. (MCO)
- Bradley Intl. (BDL) To Orlando Intl. (MCO)
- LaGuardia (LGA) To Miami Intl. (MIA)
- LaGuardia (LGA) To Fort Lauderdale - Hollywood Intl. (FLL)
- Orlando Intl. (MCO) To Los Angeles Intl. (LAX)
- Detroit Metropolitan Wayne County (DTW) To Orlando Intl. (MCO)
- Ronald Reagan Washington National (DCA) To Miami Intl. (MIA)
- Orlando Intl. (MCO) To LaGuardia (LGA)
- Baltimore Washington Intl. Thurgood Marshall (BWI) To Miami Intl. (MIA)
- John F. Kennedy Intl. (JFK) To Fort Lauderdale - Hollywood Intl. (FLL)
- Los Angeles Intl. (LAX) To Orlando Intl. (MCO)
- Newark Liberty Intl. Airport (EWR) To Orlando Intl. (MCO)
- Hartsfield-Jackson Atlanta Intl. (ATL) To Orlando Intl. (MCO)
- LaGuardia (LGA) To Orlando Intl. (MCO)
- Minneapolis - St. Paul Intl. (MSP) To Orlando Intl. (MCO)
- Baltimore Washington Intl. Thurgood Marshall (BWI) To Fort Lauderdale - Hollywood Intl. (FLL)
- Orlando Intl. (MCO) To John F. Kennedy Intl. (JFK)
- Orlando Intl. (MCO) To Newark Liberty Intl. Airport (EWR)
- O'Hare Intl. (ORD) To Orlando Intl. (MCO)
- Orlando Intl. (MCO) To Luis Munoz Marin Intl. (SJU)
- Detroit Metropolitan Wayne County (DTW) To Miami Intl. (MIA)
- Philadelphia Intl. (PHL) To Orlando Intl. (MCO)
- Baltimore Washington Intl. Thurgood Marshall (BWI) To Orlando Intl. (MCO)
- John F. Kennedy Intl. (JFK) To Orlando Intl. (MCO)
- John F. Kennedy Intl. (JFK) To Miami Intl. (MIA)
- Fort Lauderdale - Hollywood Intl. (FLL) To John F. Kennedy Intl. (JFK)
- Ronald Reagan Washington National (DCA) To Fort Lauderdale - Hollywood Intl. (FLL)
- Raleigh - Durham Intl. (RDU) To Orlando Intl. (MCO)
- John F. Kennedy Intl. (JFK) To Tampa Intl. (TPA)
Frequently asked questions
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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