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Southwest Florida International Airport to Chicago Midway International Airport flight

Explore the cheapest one-way and round-trip flights from Southwest Florida International Airport to Chicago Midway International Airport over the next 90 days, with one-way fares from SEK 1,367 and round-trip from SEK 2,030. Based on Trip.com's latest 7-day flight data.

      • RSW 7:00 AM
        5h 50m
        1 stop
        MDW 11:50 AM
        Fort Myers - Chicago | Sun, Oct 18 | Delta Air Lines
        ORD 3:40 PM
        7h 41m
        1 stop
        RSW 12:21 AM
        Chicago - Fort Myers | Wed, Oct 21 | Delta Air Lines
        SEK 2,030 SEK 4,100
        50% off
        50% off
        SEK 4,100 SEK 2,030
      • RSW 6:30 PM
        5h 26m
        1 stop
        MDW 10:56 PM
        Fort Myers - Chicago | Sat, Nov 14 | Delta Air Lines
        MDW 11:28 AM
        4h 26m
        1 stop
        RSW 4:54 PM
        Chicago - Fort Myers | Sat, Nov 21 | Delta Air Lines
        SEK 2,211 SEK 4,100
        46% off
        46% off
        SEK 4,100 SEK 2,211
      • RSW 5:30 AM
        6h 13m
        1 stop
        MDW 10:43 AM
        Fort Myers - Chicago | Sat, Nov 7 | Delta Air Lines
        ORD 4:19 PM
        4h 17m
        1 stop
        RSW 9:36 PM
        Chicago - Fort Myers | Wed, Nov 11 | Delta Air Lines
        SEK 2,227 SEK 4,100
        46% off
        46% off
        SEK 4,100 SEK 2,227
      • RSW 5:30 AM
        6h 7m
        1 stop
        MDW 10:37 AM
        Fort Myers - Chicago | Wed, Nov 4 | Delta Air Lines
        ORD 5:05 PM
        6h 16m
        1 stop
        RSW 12:21 AM
        Chicago - Fort Myers | Sun, Nov 8 | Delta Air Lines
        SEK 2,239
        45% off
        SEK 4,100 SEK 2,239
      • RSW 6:32 PM
        5h 1m
        1 stop
        MDW 10:33 PM
        Fort Myers - Chicago | Fri, Oct 30 | Delta Air Lines
        ORD 6:14 PM
        5h 7m
        1 stop
        RSW 12:21 AM
        Chicago - Fort Myers | Fri, Nov 6 | Delta Air Lines
        SEK 2,653
        35% off
        SEK 4,100 SEK 2,653
      • RSW 12:31 PM
        6h 29m
        1 stop
        MDW 6:00 PM
        Fort Myers - Chicago | Tue, Nov 10 | Delta Air Lines
        ORD 6:15 PM
        5h 25m
        1 stop
        RSW 12:40 AM
        Chicago - Fort Myers | Fri, Nov 13 | Delta Air Lines
        SEK 2,831
        31% off
        SEK 4,100 SEK 2,831
      • RSW 6:30 PM
        5h 3m
        1 stop
        MDW 10:33 PM
        Fort Myers - Chicago | Sat, Oct 24 | Delta Air Lines
        ORD 5:09 PM
        5h 1m
        1 stop
        RSW 11:10 PM
        Chicago - Fort Myers | Fri, Oct 30 | Delta Air Lines
        SEK 3,046
        26% off
        SEK 4,100 SEK 3,046
      • RSW 7:40 AM
        6h 7m
        1 stop
        MDW 12:47 PM
        Fort Myers - Chicago | Fri, Oct 16 | Delta Air Lines
        ORD 6:30 AM
        7h 36m
        1 stop
        RSW 3:06 PM
        Chicago - Fort Myers | Sat, Oct 24 | Delta Air Lines
        SEK 3,065
        25% off
        SEK 4,100 SEK 3,065
      • RSW 8:09 AM
        4h 45m
        1 stop
        MDW 11:54 AM
        Fort Myers - Chicago | Mon, Nov 2 | Delta Air Lines
        ORD 5:27 AM
        7h 5m
        1 stop
        RSW 1:32 PM
        Chicago - Fort Myers | Wed, Nov 4 | Delta Air Lines
        SEK 3,069
        25% off
        SEK 4,100 SEK 3,069
      • RSW 5:20 AM
        6h 9m
        1 stop
        MDW 10:29 AM
        Fort Myers - Chicago | Sun, Dec 6 | Delta Air Lines
        MDW 11:28 AM
        4h 25m
        1 stop
        RSW 4:53 PM
        Chicago - Fort Myers | Fri, Dec 11 | Delta Air Lines
        SEK 3,075
        25% off
        SEK 4,100 SEK 3,075
      • FMY 1:00 PM
        17h 25m
        1 stop
        CHI 2:00 PM
        Fort Myers - Chicago | Sat, Oct 10 | Normal Airline
        CHI 3:00 PM
        6h
        Nonstop
        FMY 4:00 PM
        Chicago - Fort Myers | Mon, Oct 12 | Normal Airline
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      • RSW 9:13 PM
        24h 22m
        1 stop
        MDW 8:35 PM
        Fort Myers - Chicago | Mon, Oct 12 | Frontier Airlines
        SEK 1,367 SEK 3,127
        56% off
        56% off
        SEK 3,127 SEK 1,367
      • RSW 6:00 AM
        7h 51m
        1 stop
        MDW 12:51 PM
        Fort Myers - Chicago | Fri, Nov 20 | Delta Air Lines
        SEK 1,407 SEK 3,127
        55% off
        55% off
        SEK 3,127 SEK 1,407
      • RSW 5:30 AM
        5h 54m
        1 stop
        MDW 10:24 AM
        Fort Myers - Chicago | Sat, Nov 21 | Delta Air Lines
        SEK 1,642 SEK 3,127
        47% off
        47% off
        SEK 3,127 SEK 1,642
      • RSW 5:30 AM
        6h 7m
        1 stop
        MDW 10:37 AM
        Fort Myers - Chicago | Wed, Nov 11 | Delta Air Lines
        SEK 1,642
        47% off
        SEK 3,127 SEK 1,642
      • RSW 5:30 AM
        5h 54m
        1 stop
        MDW 10:24 AM
        Fort Myers - Chicago | Wed, Nov 18 | Delta Air Lines
        SEK 1,643
        47% off
        SEK 3,127 SEK 1,643
      • RSW 7:40 AM
        6h 7m
        1 stop
        MDW 12:47 PM
        Fort Myers - Chicago | Sun, Oct 11 | Delta Air Lines
        SEK 2,345
        25% off
        SEK 3,127 SEK 2,345
      • FMY 1:00 PM
        17h 25m
        1 stop
        CHI 2:00 PM
        Fort Myers - Chicago | Sat, Oct 10 | Normal Airline
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Displayed flight fares from Southwest Florida International Airport to Chicago Midway International Airport are based on average prices across airlines for the next 3 months, according to the latest Trip.com database.

Which airline offers the cheapest flights from Southwest Florida International Airport to Chicago Midway International Airport?

The cheapest airline flying from Southwest Florida International Airport to Chicago Midway International Airport is Frontier Airlines (from SEK 1,367) among 3 carriers operating this route. Based on Trip.com's latest 7-day flight data.

Frontier Airlines
From SEK 1,367
Sun Country Airlines
From SEK 1,669
Delta Air Lines
From SEK 2,345

Find more flights and airlines

What is the flight schedule from Southwest Florida International Airport to Chicago Midway International Airport?

Check the schedule for flights from Fort Myers to Chicago and find the flight that best matches your travel plans.

Flight info.
Departure
Arrival
Weekly Schedule

  1. DL1055

    Southwest Florida International Airport

    2:15 PM

    RSW

    2h 54m

    Nonstop

    5:09 PM

    DTW

    S M T W T F S
    Search

  2. DL4677

    Detroit Metropolitan Wayne County Airport

    6:15 PM

    DTW

    1h 22m

    Nonstop

    6:37 PM

    MDW

    S M T W T F S

  3. DL1887

    Southwest Florida International Airport

    6:30 PM

    RSW

    1h 54m

    Nonstop

    8:24 PM

    ATL

    S M T W T F S
    Search

  4. DL1076

    Hartsfield–Jackson Atlanta International Airport

    9:15 PM

    ATL

    1h 55m

    Nonstop

    10:10 PM

    MDW

    S M T W T F S

  5. DL1385

    Southwest Florida International Airport

    5:35 AM

    RSW

    1h 50m

    Nonstop

    7:25 AM

    ATL

    S M T W T F S
    Search

  6. DL1063

    Hartsfield–Jackson Atlanta International Airport

    8:55 AM

    ATL

    1h 57m

    Nonstop

    9:52 AM

    MDW

    S M T W T F S

  7. DL1089

    Southwest Florida International Airport

    11:00 AM

    RSW

    1h 49m

    Nonstop

    12:49 PM

    ATL

    S M T W T F S
    Search

  8. DL1728

    Hartsfield–Jackson Atlanta International Airport

    3:30 PM

    ATL

    1h 55m

    Nonstop

    4:25 PM

    MDW

    S M T W T F S

  9. DL2001

    Southwest Florida International Airport

    12:15 PM

    RSW

    2h 59m

    Nonstop

    3:14 PM

    DTW

    S M T W T F S
    Search

  10. DL4677

    Detroit Metropolitan Wayne County Airport

    6:15 PM

    DTW

    1h 22m

    Nonstop

    6:37 PM

    MDW

    S M T W T F S

  11. DL1196

    Southwest Florida International Airport

    3:06 PM

    RSW

    1h 50m

    Nonstop

    4:56 PM

    ATL

    S M T W T F S
    Search

  12. DL1076

    Hartsfield–Jackson Atlanta International Airport

    9:15 PM

    ATL

    1h 55m

    Nonstop

    10:10 PM

    MDW

    S M T W T F S

  13. DL1385

    Southwest Florida International Airport

    5:35 AM

    RSW

    1h 50m

    Nonstop

    7:25 AM

    ATL

    S M T W T F S
    Search

  14. DL2417

    Hartsfield–Jackson Atlanta International Airport

    11:00 AM

    ATL

    1h 56m

    Nonstop

    11:56 AM

    MDW

    S M T W T - S
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About Southwest Florida International Airport and Chicago Midway International Airport

Learn about Southwest Florida International Airport (RSW) and Chicago Midway International Airport (MDW) — including location, terminals, transportation, and travel tips.

Flight distance 1,783.21 km
Cheapest one-way ticket price SEK 1,367
Cheapest return ticket price SEK 2,030

FAQs for Southwest Florida International Airport to Chicago Midway International Airport Flights

  • How long is the flight from Southwest Florida International Airport to Chicago Midway International Airport?

    Southwest Florida International Airport to Chicago Midway International Airport takes about 2 hours 29 minutes on average. Actual flight time may vary depending on route, weather and air traffic.
  • There are around 5 daily flights from Southwest Florida International Airport (RSW) to Chicago Midway International Airport (MDW).
  • The earliest flight from Southwest Florida International Airport to Chicago Midway International Airport departs at 06:35, and the last departs at 18:40, with about 11 flights per day. Flight times may change, so please check the latest departure and arrival times before you travel.
  • The route from Southwest Florida International Airport (RSW) to Chicago Midway International Airport (MDW) is quite popular. Without considering departure times or holidays, tickets cost around SEK 2,618 in November, the most expensive month to book this route.
  • The earliest flight departs from Southwest Florida International Airport (RSW) at 05:55 and arrives in Chicago Midway International Airport (MDW) at 10:20.
  • The latest flight departs from Southwest Florida International Airport (RSW) at 20:55 and arrives in Chicago Midway International Airport (MDW) at 22:50.
    • The distance from O'Hare International Airport to downtown is about 25 km. It takes about 40 minutes by taxi.
    • The distance from Chicago Midway International Airport to downtown is about 14 km. It takes about 30 minutes by taxi.
  • The closest airport to Chicago Midway International Airport (MDW) is O'Hare International Airport. The distance is around 25 km.
  • One-way flights from Southwest Florida International Airport to Chicago Midway International Airport currently start from SEK 1,367, and round-trip fares start from SEK 2,030. The current lowest fare is a Frontier Airlines flight departing on Mon, Oct 12; prices may vary depending on availability.
  • Based on Trip.com flight data for departures within the next 30 days with at most one stop, the average one-way price from Southwest Florida International Airport to Chicago Midway International Airport is SEK 2,173. Prices may vary depending on the departure date, airline, and availability.
  • Enter Southwest Florida International Airport and Chicago Midway International Airport, select your departure date and number of passengers, then compare flights by price, flight duration, and baggage allowance. Once you've chosen a fare, review the change and refund rules, fill in passenger details, and pay to receive your booking confirmation.

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Note: Prices shown on this page are estimated lowest price and include all taxes and fees found in the last 24 hours.

Book with no extra fees

Prices displayed in this page are all-inclusive prices (incl. taxes, fuel surcharge, civil aviation development fund, etc) with all fees confirmed before payment. Fees for luggage, meals, WLAN, or other additional services are also included as shown in the flight cards.

Real-time pricing updates

Prices, availability, and travel information on this page were updated within last 24 hours—even in real-time. The more popular the route, the more precise the data.

Change & Cancellation Policy

Trip.com displays flight cancellation and change policies for each flight ticket during the booking process, including fees and applicable conditions. Please check the following scenarios:
Voluntary cancellation/change:
To submit a change or cancellation request, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and segment, and submit a request. Please note that additional charges may apply according to the airline ticket policy.
Cancellation/change due to a flight schedule change:
If the flight has been rescheduled and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For more details about change and cancellation policies, please check the customer support pages.