Cheap flights from MDW to RSW (Midway Intl. to Southwest Florida Intl.)
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Cheap Flights from MDW to RSW starting at $146 One Way, $291 Round Trip
Prices starting at $291 for return flights and $146 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
$291 Roundtrip, found 1 day ago
$291
Roundtrip
found 1 day ago
MDW
Chicago
RSW
Fort Myers
$293 Roundtrip, found 5 hours ago
$293
Roundtrip
found 5 hours ago
MDW
Chicago
RSW
Fort Myers
$295 Roundtrip, found 2 hours ago
$295
Roundtrip
found 2 hours ago
MDW
Chicago
RSW
Fort Myers
$298 Roundtrip, found 3 days ago
$298
Roundtrip
found 3 days ago
MDW
Chicago
RSW
Fort Myers
$300 Roundtrip, just found
$300
Roundtrip
just found
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
$99 nightly
The price is $110 total per night from Jun 1 to Jun 2
$110 total
Jun 1 - Jun 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 ...
9.6/10 Exceptional! (1,028 reviews)
Clean rooms
Reviewed on May 10, 2026
Days Inn & Suites by Wyndham Fort Myers Near JetBlue Park
10150 Daniels Pkwy Fort Myers FL
$74 nightly
The price is $82 total per night from May 11 to May 12
$82 total
May 11 - May 12
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! (1,686 reviews)
It was clean and comfortable but the ac was making squealing noises at night and the check in kiosk was a disaster. Got a great price but it’s definitely no frills.
Reviewed on May 9, 2026
Comfort Inn & Suites Fort Myers Airport
Fort Myers FL
$80 nightly
The price is $89 total per night from May 31 to Jun 1
$89 total
May 31 - Jun 1
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! (1,158 reviews)
Great location, near airport and other amenties. Clean and well maintained Hotel.
Reviewed on May 9, 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
$52 nightly
The price is $58 total per night from Jun 1 to Jun 2
$58 total
Jun 1 - Jun 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 (1,072 reviews)
There are multiple shops within walking distance. The staff are kind and helpful and the breakfast was great. It's a super bargain and I will be staying there again very soon
Reviewed on May 10, 2026
Hilton Garden Inn Ft Myers
12600 University Dr Fort Myers FL
$111 nightly
The price is $124 total per night from May 17 to May 18
$124 total
May 17 - May 18
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! (1,011 reviews)
Nice room, comfortable stay and good breakfast.
Reviewed on May 6, 2026
Marriott Sanibel Harbour Resort & Spa
17260 Harbour Pointe Dr Fort Myers FL
$270 nightly
The price is $301 total per night from Jun 1 to Jun 2
$301 total
Jun 1 - Jun 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 ...
8.6/10 Excellent! (1,012 reviews)
Staff is fantastic, beautiful property!
Reviewed on May 5, 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
$148 nightly
The price is $165 total per night from Jun 8 to Jun 9
$165 total
Jun 8 - Jun 9
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! (1,002 reviews)
Excellent hotel. Staff extremely helpful. Dining fabulous. View and ambiance of outdoor area was lovely.
Reviewed on Apr 29, 2026
Travelodge by Wyndham Fort Myers Airport
13661 Indian Paint Lane Fort Myers FL
$65 nightly
The price is $72 total per night from Jun 5 to Jun 6
$72 total
Jun 5 - Jun 6
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 ...
7.4/10 Good! (1,005 reviews)
Good hotel.
Reviewed on May 7, 2026
Baymont by Wyndham Fort Myers Airport
9401 Marketplace Road Fort Myers FL
$67 nightly
The price is $75 total per night from May 11 to May 12
$75 total
May 11 - May 12
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 (1,003 reviews)
It would be nice if housekeeping replace dirty towels with clean ones
Reviewed on May 9, 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.
Low Priced Fort Myers Hotels
Days Inn & Suites by Wyndham Fort Myers Near JetBlue Park
10150 Daniels Pkwy Fort Myers FL
$74 nightly
The price is $82 total per night from May 11 to May 12
$82 total
May 11 - May 12
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! (1,686 reviews)
It was clean and comfortable but the ac was making squealing noises at night and the check in kiosk was a disaster. Got a great price but it’s definitely no frills.
Reviewed on May 9, 2026
Travelodge by Wyndham Fort Myers North
13353 N Cleveland Ave North Fort Myers FL
$59 nightly
The price is $65 total per night from May 17 to May 18
$65 total
May 17 - May 18
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 ...
6.2/10 (1,005 reviews)
Wifi sucks!!!
Reviewed on Apr 29, 2026
Baymont by Wyndham Fort Myers Airport
9401 Marketplace Road Fort Myers FL
$67 nightly
The price is $75 total per night from May 11 to May 12
$75 total
May 11 - May 12
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 (1,003 reviews)
It would be nice if housekeeping replace dirty towels with clean ones
Reviewed on May 9, 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.
Family Friendly Hotels in Fort Myers
Pink Shell Beach Resort and Marina
275 Estero Blvd Fort Myers Beach FL
$272 nightly
The price is $304 total per night from May 14 to May 15
$304 total
May 14 - May 15
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! (1,351 reviews)
Great stay!
Reviewed on May 10, 2026
Sundial Beach Resort & Spa
1451 Middle Gulf Drive Sanibel FL
$389 nightly
The price is $434 total per night from May 25 to May 26
$434 total
May 25 - May 26
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. ...
8.6/10 Excellent! (2,644 reviews)
Great place! Very clean, great amenities.
Reviewed on May 5, 2026
South Seas
5400 South Seas Plantation Rd Captiva FL
$530 nightly
The price is $591 total per night from May 11 to May 12
$591 total
May 11 - May 12
Total with taxes and fees
Book a stay at this beach resort in Captiva. Enjoy 3 outdoor pools, 5 restaurants, and a private beach. Popular attractions North Captiva Island Beach and Jungle ...
8.4/10 Very Good! (1,003 reviews)
Grounds are under construction and renovation so it was busy with workers. Needed to navigate around construction vehicles and roped off work areas. That’s a temporary inconvenience. Booked a king bed room and given 2 queens so had to move. Used Google Maps for restaurants on the grounds to find ...
Reviewed on May 3, 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 | |
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Destination Airport | |
Number Of Airlines Serving | |
Distance | |
Shortest Flight Departure Time | |
Shortest Flight Departure Date |
- Airport Locations
- More Popular Flights
- Top Trending
- Flights from Other Cities
- Flights From Other Airports
- Great Travel Ideas
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
Other Flights from Midway Intl. Airport (MDW)
Other Flights to Southwest Florida Intl. Airport (RSW)
- 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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