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Orlando International Airport to Midway International Airport flight
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Cheap Flight Deals from Orlando International Airport to Midway International Airport

Search for flights from Orlando to Chicago and check out affordable one-way and round-trip options.

  • One way
  • Round-trip
sortSort: Price (Lowest)
  • Sort: Price (Lowest)
  • Sort: Departure (Earliest)
      • MCO05:01
        2h 53m
        Direct
        MDW06:54
        Orlando - Chicago|Wed, May 29|Frontier Airlines
        €26€65
        60% OFF
        60% OFF
        €65€26
      • MCO12:11
        2h 48m
        Direct
        MDW13:59
        Orlando - Chicago|Thu, Aug 8|Frontier Airlines
        €32€65
        50% OFF
        50% OFF
        €65€32
      • MCO09:20
        2h 45m
        Direct
        MDW11:05
        Orlando - Chicago|Mon, Aug 12|Frontier Airlines
        €36€65
        46% OFF
        46% OFF
        €65€36
      • MCO15:20
        2h 45m
        Direct
        MDW17:05
        Orlando - Chicago|Fri, Aug 9|Frontier Airlines
        €39
        €39
      • MCO07:35
        2h 58m
        Direct
        MDW09:33
        Orlando - Chicago|Thu, Jun 13|Frontier Airlines
        €44
        €44
      • MCO07:15
        2h 58m
        Direct
        MDW09:13
        Orlando - Chicago|Sat, Jun 1|Frontier Airlines
        €46
        €46
      • MCO06:00
        2h 45m
        Direct
        MDW07:45
        Orlando - Chicago|Sat, Jul 20|Frontier Airlines
        €52
        €52
      • MCO15:20
        2h 45m
        Direct
        MDW17:05
        Orlando - Chicago|Fri, Jul 12|Frontier Airlines
        €52
        €52
      • MCO18:03
        2h 58m
        Direct
        MDW20:01
        Orlando - Chicago|Mon, Jun 3|Frontier Airlines
        €52
        €52
      • MCO09:00
        2h 48m
        Direct
        MDW10:48
        Orlando - Chicago|Mon, Aug 5|Frontier Airlines
        €53
        €53
      • MCO13:00
        3h 5m
        Direct
        MDW14:00
        Orlando - Chicago|Wed, May 29|Frontier Airlines
        Find More Flights
        Find More Flights

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Selected Airlines from Orlando International Airport to Midway International Airport

See which airlines fly from Orlando to Chicago. Find the airline that best meets your travel needs by comparing prices and treat yourself to an enjoyable journey.

Frontier Airlines
From €26
Spirit Airlines
From €79
Delta Air Lines
From €81
American Airlines
From €89
Jetblue Airways
From €94
Southwest Airlines
From €98
ANA airlines
Find more flights and airlines
Flight Schedule from Orlando International Airport to Midway International Airport

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

Flight info.
Departure
Arrival
Weekly Schedule

  1. F91481

    Frontier Airlines

    05:15

    MCO

    2.9h

    07:11

    DFW

    SM--TF-
    Search

  2. F92882

    Frontier Airlines

    20:19

    DFW

    2.4h

    22:41

    MDW

    S-T-TF-

  3. F91563

    Frontier Airlines

    08:00

    MCO

    1.7h

    09:43

    ATL

    SMTWTFS
    Search

  4. F92779

    Frontier Airlines

    19:54

    ATL

    1.9h

    20:49

    MDW

    -M---FS

  5. F91563

    Frontier Airlines

    08:00

    MCO

    1.7h

    09:43

    ATL

    SMTWTFS
    Search

  6. F92143

    Frontier Airlines

    10:00

    ATL

    1.9h

    10:55

    MDW

    SMTWT-S

  7. F92014

    Frontier Airlines

    09:00

    MCO

    2.6h

    11:37

    TTN

    -M-W-FS
    Search

  8. F94367

    Frontier Airlines

    18:00

    PHL

    2.2h

    19:13

    MDW

    SMT-TF-

  9. F91457

    Frontier Airlines

    09:00

    MCO

    2.8h

    Direct

    10:48

    MDW

    S-TWT-S
    Search

  10. F93507

    Frontier Airlines

    12:37

    MCO

    1.6h

    14:16

    ATL

    SMTWTFS
    Search

  11. F92779

    Frontier Airlines

    19:54

    ATL

    1.9h

    20:49

    MDW

    -M---FS

  12. F94025

    Frontier Airlines

    15:16

    MCO

    1.8h

    17:01

    ATL

    SMT-TF-
    Search

  13. F92291

    Frontier Airlines

    20:57

    ATL

    1.9h

    21:52

    MDW

    ---W---

  14. F94025

    Frontier Airlines

    15:16

    MCO

    1.8h

    17:01

    ATL

    SMT-TF-
    Search

  15. F92779

    Frontier Airlines

    19:54

    ATL

    1.9h

    20:49

    MDW

    -M---FS
Find more flights and airlines

Orlando International Airport to Midway International Airport Flights Info

Flight distance1,596.77km
Cheapest one-way ticket price€26
Cheapest return ticket price€61

FAQs for Orlando International Airport to Midway International Airport Flights

  • How long does it take to fly from Orlando International Airport (MCO) to Midway International Airport (MDW)?

    It takes around 3 hours 36 minutes to fly from Orlando International Airport (MCO) to Orlando International Airport(MDW).

  • How many daily flights are there from Orlando International Airport (MCO) to Midway International Airport (MDW)?

    There are around 3 daily flights from Orlando International Airport (MCO) to Midway International Airport (MDW).

  • When are flight tickets from Orlando International Airport (MCO) to Midway International Airport (MDW) the cheapest?

    Tickets cost around €140 in August, making it the cheapest month to book. Orlando International Airport (MCO) to Midway International Airport (MDW) is a popular route, so don't forget to book your tickets in advance.

  • When are flight tickets from Orlando International Airport (MCO) to Midway International Airport (MDW) most expensive?

    The route from Orlando International Airport (MCO) to Midway International Airport (MDW) is quite popular. Without considering departure times or holidays, tickets cost around €252 in May, the most expensive month to book this route.

  • What is the transportation method from the main airport to downtown in Chicago?

    • The distance from O'Hare International Airport to downtown is about 25km, by taxi about 40 minutes.
    • The distance from Midway International Airport to downtown is about 14km, by taxi about 30 minutes.

  • What's the closest airport to Midway International Airport (MDW)?

    The closest airport to Midway International Airport (MDW) is O'Hare International Airport. The distance is around 25km.

  • Which airline operates the most direct flights from Orlando International Airport (MCO) to Midway International Airport (MDW)?

    Frontier Airlines is a very popular airline operating an average of 2227 flights per month.

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