Cheap flights from MDW to RSW (Midway Intl. to Southwest Florida Intl.)
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Cheap Flights from MDW to RSW starting at $148 One Way, $291 Round Trip
Prices starting at $291 for return flights and $148 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 2 days ago
$293
Roundtrip
found 2 days 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 1 day ago
$298
Roundtrip
found 1 day ago
MDW
Chicago
RSW
Fort Myers
$300 Roundtrip, found 15 hours ago
$300
Roundtrip
found 15 hours 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
$101 nightly
The price is $113 total per night from Jun 14 to Jun 15
$113 total
Jun 14 - Jun 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 helpful staff and the clean ...
9.6/10 Exceptional! (1,049 reviews)
"The room were comfort, loved the king size bed. Only problem was trying to speak to the maid service could not speak en"
Reviewed on May 29, 2026
Days Inn & Suites by Wyndham Fort Myers Near JetBlue Park
10150 Daniels Pkwy Fort Myers FL
$69 nightly
The price is $77 total per night from May 31 to Jun 1
$77 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 breakfast and the clean rooms ...
8/10 Very Good! (1,679 reviews)
"Great everything was great I love it the person who help was amazing"
Reviewed on May 23, 2026
Comfort Inn & Suites Fort Myers Airport
Fort Myers FL
$77 nightly
The price is $85 total per night from Jun 28 to Jun 29
$85 total
Jun 28 - Jun 29
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! (1,136 reviews)
"The property is getting quite dated, due for an upgrade. Staff were excellent. Shuttle service was substituted by an Uber with some delays involved."
Reviewed on May 29, 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
$66 nightly
The price is $74 total per night from Jun 26 to Jun 27
$74 total
Jun 26 - Jun 27
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 (1,086 reviews)
"Staff was great n clean property"
Reviewed on May 29, 2026
Marriott Sanibel Harbour Resort & Spa
17260 Harbour Pointe Dr Fort Myers FL
$270 nightly
The price is $301 total per night from Jun 11 to Jun 12
$301 total
Jun 11 - Jun 12
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! (1,003 reviews)
"Perfect stay. Staff were friendly. Restaurants had great service. Pool was very nice. Would come back again!"
Reviewed on May 29, 2026
Hilton Garden Inn Ft Myers
12600 University Dr Fort Myers FL
$95 nightly
The price is $106 total per night from Jun 7 to Jun 8
$106 total
Jun 7 - Jun 8
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! (1,000 reviews)
"Breakfast was delicious. Staff was pleasant. Would stay here again"
Reviewed on May 27, 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
$139 nightly
The price is $155 total per night from Jun 28 to Jun 29
$155 total
Jun 28 - Jun 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 and ...
9.2/10 Wonderful! (1,000 reviews)
"We liked it here!! Great shuttle, great staff!!! Would definitely stay again."
Reviewed on May 18, 2026
Travelodge by Wyndham Fort Myers Airport
13661 Indian Paint Lane Fort Myers FL
$62 nightly
The price is $69 total per night from May 31 to Jun 1
$69 total
May 31 - Jun 1
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! (1,000 reviews)
"At check-in, it seems like a guy was in the back having a phone call with a friend instead of watching the counter. The first night there was no hot water. The fridge is so small and all the bars are broken on the door, that you can only use the “shelf” to store stuff. Even the freezer was broken ..."
Reviewed on May 25, 2026
Baymont Inn & Suites by Wyndham Fort Myers I-75
9401 Marketplace Road Fort Myers FL
$66 nightly
The price is $73 total per night from May 31 to Jun 1
$73 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 clean rooms in our reviews. ...
6.2/10 (1,000 reviews)
"Close to airport and clean"
Reviewed on May 28, 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
$69 nightly
The price is $77 total per night from May 31 to Jun 1
$77 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 breakfast and the clean rooms ...
8/10 Very Good! (1,679 reviews)
"Great everything was great I love it the person who help was amazing"
Reviewed on May 23, 2026
Travelodge by Wyndham Fort Myers North
13353 N Cleveland Ave North Fort Myers FL
$52 nightly
The price is $58 total per night from Jun 5 to Jun 6
$58 total
Jun 5 - Jun 6
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 (1,001 reviews)
"Smoking rooms, alot of parking, gas station,"
Reviewed on May 13, 2026
Baymont Inn & Suites by Wyndham Fort Myers I-75
9401 Marketplace Road Fort Myers FL
$66 nightly
The price is $73 total per night from May 31 to Jun 1
$73 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 clean rooms in our reviews. ...
6.2/10 (1,000 reviews)
"Close to airport and clean"
Reviewed on May 28, 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
$274 nightly
The price is $305 total per night from Jun 10 to Jun 11
$305 total
Jun 10 - Jun 11
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! (1,380 reviews)
"Wonderful stay! The hotel exceeded my expectations. Beautiful, clean, and the service was outstanding."
Reviewed on May 27, 2026
Sundial Beach Resort & Spa
1451 Middle Gulf Drive Sanibel FL
$424 nightly
The price is $473 total per night from Jun 1 to Jun 2
$473 total
Jun 1 - Jun 2
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! (2,652 reviews)
"The rooms were clean and staff friendly. Resort has everything you need for a getaway on the beach. Great for families with small children."
Reviewed on May 25, 2026
South Seas
5400 South Seas Plantation Rd Captiva FL
$600 nightly
The price is $669 total per night from Jun 1 to Jun 2
$669 total
Jun 1 - Jun 2
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 Jungle Drums and McCarthy's Marina ...
8.4/10 Very Good! (1,001 reviews)
"Our family loved our stay! It was so close to all the wonderful aspects of Captiva and we could walk with our younger children to everything. We will definitely be making this a regular vacation spot!"
Reviewed on May 28, 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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