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Chicago Midway International Airport to Orlando International Airport flight

Explore the cheapest one-way and round-trip flights from Chicago Midway International Airport to Orlando International Airport over the next 90 days, with one-way fares from €54 and round-trip from €116. Based on Trip.com's latest 7-day flight data.

    • Cheapest nonstop
      MDW 20:42
      2h 43m
      Direct
      MCO 00:25
      Chicago - Orlando | Fri, Nov 27 | Frontier Airlines
      MCO 22:50
      3h 9m
      Direct
      ORD 00:59
      Orlando - Chicago | Tue, Dec 1 | Frontier Airlines
      €145 €178
      19% off
      19% off
      €178 €145
    • MDW 06:08
      10h 16m
      1 stop
      MCO 17:24
      Chicago - Orlando | Mon, Nov 16 | Frontier Airlines
      MCO 16:48
      7h 59m
      1 stop
      MDW 23:47
      Orlando - Chicago | Wed, Nov 18 | Frontier Airlines
      €116 €178
      35% off
      35% off
      €178 €116
    • MDW 12:28
      7h 25m
      1 stop
      MCO 20:53
      Chicago - Orlando | Tue, Dec 8 | Frontier Airlines
      MCO 22:57
      3h 11m
      Direct
      ORD 01:08
      Orlando - Chicago | Tue, Dec 15 | Frontier Airlines
      €118 €178
      34% off
      34% off
      €178 €118
    • MDW 12:28
      10h 42m
      1 stop
      MCO 00:10
      Chicago - Orlando | Sat, Dec 12 | Frontier Airlines
      MCO 16:36
      8h 25m
      1 stop
      MDW 00:01
      Orlando - Chicago | Sat, Dec 19 | Frontier Airlines
      €119
      33% off
      €178 €119
    • MDW 17:02
      5h 25m
      1 stop
      MCO 23:27
      Chicago - Orlando | Mon, Dec 7 | Frontier Airlines
      MCO 16:07
      6h 53m
      1 stop
      ORD 22:00
      Orlando - Chicago | Sat, Dec 12 | Frontier Airlines
      €121
      32% off
      €178 €121
    • MDW 12:28
      9h 59m
      1 stop
      MCO 23:27
      Chicago - Orlando | Wed, Dec 9 | Frontier Airlines
      MCO 07:00
      3h 18m
      Direct
      ORD 09:18
      Orlando - Chicago | Mon, Dec 14 | Frontier Airlines
      €123
      31% off
      €178 €123
    • MDW 12:28
      10h 42m
      1 stop
      MCO 00:10
      Chicago - Orlando | Sat, Dec 5 | Frontier Airlines
      MCO 16:07
      6h 53m
      1 stop
      ORD 22:00
      Orlando - Chicago | Sat, Dec 12 | Frontier Airlines
      €123
      31% off
      €178 €123
    • MDW 20:42
      2h 43m
      Direct
      MCO 00:25
      Chicago - Orlando | Tue, Nov 24 | Frontier Airlines
      MCO 16:12
      6h 23m
      1 stop
      ORD 21:35
      Orlando - Chicago | Tue, Dec 1 | Frontier Airlines
      €124
      30% off
      €178 €124
    • MDW 12:33
      7h 15m
      1 stop
      MCO 20:48
      Chicago - Orlando | Tue, Dec 1 | Frontier Airlines
      MCO 16:07
      6h 53m
      1 stop
      ORD 22:00
      Orlando - Chicago | Tue, Dec 8 | Frontier Airlines
      €132
      26% off
      €178 €132
    • CHI 13:00
      17h 25m
      1 stop
      ORL 14:00
      Chicago - Orlando | Wed, Oct 28 | Normal Airline
      ORL 15:00
      6h
      Direct
      CHI 16:00
      Orlando - Chicago | Fri, Oct 30 | Normal Airline
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    • Cheapest
      MDW 12:28
      7h 25m
      1 stop
      MCO 20:53
      Chicago - Orlando | Tue, Dec 8 | Frontier Airlines
      €54 €79
      32% off
      32% off
      €79 €54
    • MDW 06:08
      10h 16m
      1 stop
      MCO 17:24
      Chicago - Orlando | Tue, Nov 17 | Frontier Airlines
      €57 €79
      28% off
      28% off
      €79 €57
    • MDW 20:35
      2h 50m
      Direct
      MCO 00:25
      Chicago - Orlando | Tue, Dec 22 | Frontier Airlines
      €57 €79
      28% off
      28% off
      €79 €57
    • MDW 12:28
      9h 59m
      1 stop
      MCO 23:27
      Chicago - Orlando | Wed, Dec 9 | Frontier Airlines
      €58
      27% off
      €79 €58
    • MDW 12:28
      10h 42m
      1 stop
      MCO 00:10
      Chicago - Orlando | Sat, Dec 5 | Frontier Airlines
      €59
      25% off
      €79 €59
    • MDW 17:02
      5h 25m
      1 stop
      MCO 23:27
      Chicago - Orlando | Mon, Dec 14 | Frontier Airlines
      €60
      24% off
      €79 €60
    • MDW 12:33
      24h 8m
      1 stop
      MCO 13:41
      Chicago - Orlando | Tue, Dec 1 | Frontier Airlines
      €61
      23% off
      €79 €61
    • MDW 18:42
      25h 56m
      1 stop
      MCO 21:38
      Chicago - Orlando | Mon, Nov 9 | Frontier Airlines
      €62
      22% off
      €79 €62
    • MDW 20:42
      2h 43m
      Direct
      MCO 00:25
      Chicago - Orlando | Mon, Nov 30 | Frontier Airlines
      €63
      20% off
      €79 €63
    • CHI 13:00
      17h 25m
      1 stop
      ORL 14:00
      Chicago - Orlando | Wed, Oct 28 | Normal Airline
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    • Cheapest nonstop
      MDW 20:35
      2h 50m
      Direct
      MCO 00:25
      Chicago - Orlando | Tue, Dec 22 | Frontier Airlines
      €57 €79
      28% off
      28% off
      €79 €57
    • MDW 20:42
      2h 43m
      Direct
      MCO 00:25
      Chicago - Orlando | Mon, Nov 30 | Frontier Airlines
      €63 €79
      20% off
      20% off
      €79 €63
    • MDW 20:35
      2h 50m
      Direct
      MCO 00:25
      Chicago - Orlando | Mon, Dec 21 | Frontier Airlines
      €63 €79
      20% off
      20% off
      €79 €63
    • MDW 20:42
      2h 43m
      Direct
      MCO 00:25
      Chicago - Orlando | Wed, Nov 25 | Frontier Airlines
      €63
      20% off
      €79 €63
    • MDW 20:07
      2h 50m
      Direct
      MCO 23:57
      Chicago - Orlando | Mon, Dec 21 | Frontier Airlines
      €63
      56% off
      €146 €63
    • MDW 20:47
      2h 50m
      Direct
      MCO 00:37
      Chicago - Orlando | Thu, Jan 7 | Frontier Airlines
      €63
      56% off
      €146 €63
    • MDW 20:35
      2h 50m
      Direct
      MCO 00:25
      Chicago - Orlando | Sat, Dec 19 | Frontier Airlines
      €68
      53% off
      €146 €68
    • MDW 20:07
      2h 50m
      Direct
      MCO 23:57
      Chicago - Orlando | Mon, Jan 4 | Frontier Airlines
      €73
      50% off
      €146 €73
    • MDW 20:42
      2h 43m
      Direct
      MCO 00:25
      Chicago - Orlando | Fri, Nov 27 | Frontier Airlines
      €92
      37% off
      €146 €92
    • CHI 13:00
      17h 25m
      1 stop
      ORL 14:00
      Chicago - Orlando | Wed, Oct 28 | Normal Airline
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    • Cheapest nonstop
      MDW 20:35
      2h 50m
      Direct
      MCO 00:25
      Chicago - Orlando | Tue, Dec 22 | Frontier Airlines
      €57 €536
      89% off
      89% off
      €536 €57
    • MDW 20:07
      2h 50m
      Direct
      MCO 23:57
      Chicago - Orlando | Mon, Dec 21 | Frontier Airlines
      €63 €536
      88% off
      88% off
      €536 €63
    • MDW 20:42
      2h 43m
      Direct
      MCO 00:25
      Chicago - Orlando | Mon, Nov 30 | Frontier Airlines
      €63 €536
      88% off
      88% off
      €536 €63
    • MDW 20:47
      2h 50m
      Direct
      MCO 00:37
      Chicago - Orlando | Thu, Jan 7 | Frontier Airlines
      €63
      88% off
      €536 €63
    • MDW 20:35
      2h 50m
      Direct
      MCO 00:25
      Chicago - Orlando | Sat, Dec 19 | Frontier Airlines
      €68
      87% off
      €536 €68
    • MDW 20:42
      2h 43m
      Direct
      MCO 00:25
      Chicago - Orlando | Fri, Nov 27 | Frontier Airlines
      €92
      83% off
      €536 €92
    • MDW 20:07
      2h 50m
      Direct
      MCO 23:57
      Chicago - Orlando | Tue, Dec 29 | Frontier Airlines
      €115
      79% off
      €536 €115
    • MDW 20:07
      2h 50m
      Direct
      MCO 23:57
      Chicago - Orlando | Wed, Dec 30 | Frontier Airlines
      €115
      79% off
      €536 €115
    • MDW 20:35
      2h 50m
      Direct
      MCO 00:25
      Chicago - Orlando | Mon, Dec 28 | Frontier Airlines
      €118
      78% off
      €536 €118
    • CHI 13:00
      17h 25m
      1 stop
      ORL 14:00
      Chicago - Orlando | Wed, Oct 28 | Normal Airline
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    • MDW 13:27
      5h 12m
      1 stop
      MCO 19:39
      Chicago - Orlando | Mon, Nov 2 | Delta Air Lines
      €95 €256
      63% off
      63% off
      €256 €95
    • MDW 10:59
      4h 33m
      1 stop
      MCO 16:32
      Chicago - Orlando | Tue, Oct 27 | Delta Air Lines
      €187 €256
      27% off
      27% off
      €256 €187
    • MDW 13:27
      5h 12m
      1 stop
      MCO 19:39
      Chicago - Orlando | Fri, Oct 30 | Delta Air Lines
      €215 €256
      16% off
      16% off
      €256 €215
    • CHI 13:00
      17h 25m
      1 stop
      ORL 14:00
      Chicago - Orlando | Wed, Oct 28 | Normal Airline
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    • MDW 20:42
      2h 43m
      Direct
      MCO 00:25
      Chicago - Orlando | Mon, Nov 30 | Frontier Airlines
      €63 €79
      20% off
      20% off
      €79 €63
    • MDW 20:42
      2h 43m
      Direct
      MCO 00:25
      Chicago - Orlando | Wed, Nov 25 | Frontier Airlines
      €63 €79
      20% off
      20% off
      €79 €63
    • MDW 20:42
      2h 43m
      Direct
      MCO 00:25
      Chicago - Orlando | Fri, Nov 27 | Frontier Airlines
      €92 €146
      37% off
      37% off
      €146 €92
    • MDW 20:42
      2h 43m
      Direct
      MCO 00:25
      Chicago - Orlando | Sat, Nov 28 | Frontier Airlines
      €122
      16% off
      €146 €122
    • MDW 20:35
      2h 50m
      Direct
      MCO 00:25
      Chicago - Orlando | Tue, Dec 22 | Frontier Airlines
      €57
      28% off
      €79 €57
    • MDW 20:35
      2h 50m
      Direct
      MCO 00:25
      Chicago - Orlando | Mon, Dec 21 | Frontier Airlines
      €63
      20% off
      €79 €63
    • MDW 20:07
      2h 50m
      Direct
      MCO 23:57
      Chicago - Orlando | Mon, Dec 21 | Frontier Airlines
      €63
      56% off
      €146 €63
    • MDW 20:47
      2h 50m
      Direct
      MCO 00:37
      Chicago - Orlando | Thu, Jan 7 | Frontier Airlines
      €63
      56% off
      €146 €63
    • MDW 20:35
      2h 50m
      Direct
      MCO 00:25
      Chicago - Orlando | Sat, Dec 19 | Frontier Airlines
      €68
      53% off
      €146 €68
    • CHI 13:00
      17h 25m
      1 stop
      ORL 14:00
      Chicago - Orlando | Wed, Oct 28 | Normal Airline
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Displayed flight fares from Chicago to Orlando are based on average prices across airlines for the next 3 months, according to the latest Trip.com database.

Trip.com Price Insights: Flights from Chicago Midway International Airport to Orlando International Airport

What is the cheapest month to fly from Chicago Midway International Airport to Orlando International Airport?

The data is based on the past 12 months and shows the average one-way ticket prices from Chicago Midway International Airport to Orlando International Airport for each month in the Trip.com database.

Based on Trip.com's data from the past 12 months, the cheapest one-way flights from Chicago Midway International Airport to Orlando International Airport are usually in June, with an average price of €60. It is best to avoid May, when the average price can reach €190.

€190
€125
€60
0
  • €60
    Jun
  • €85
    Jul
  • €75
    Aug
  • €105
    Sep
  • €157
    Oct
  • €159
    Nov
  • €139
    Dec
  • €69
    Jan
  • €114
    Feb
  • €184
    Mar
  • €83
    Apr
  • €190
    May

What is the cheapest day of the week to fly from Chicago Midway International Airport to Orlando International Airport?

The data is based on the past 12 months and shows the average ticket prices from Chicago Midway International Airport to Orlando International Airport for each day of the week in the Trip.com database.

Based on Trip.com's data from the past 12 months, the cheapest departure day from Chicago Midway International Airport to Orlando International Airport is Monday, with average prices usually lower than other days. Avoid departing on Tuesday as prices are typically highest on that day.

€224
€156
€87
€19
  • €87
    Mon
  • €224
    Tue
  • €143
    Wed
  • €181
    Thu
  • €130
    Fri
  • €190
    Sat
  • €103
    Sun

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

The cheapest airline flying from Chicago Midway International Airport to Orlando International Airport is Frontier Airlines (from €59) among 4 carriers operating this route. Based on Trip.com's latest 7-day flight data.

Frontier Airlines
From €59
Hahn Air
From €85
Delta Air Lines
From €86
KLM
From €168

Find more flights and airlines

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

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

Flight info.
Departure
Arrival
Weekly Schedule

  1. F92144

    Chicago Midway International Airport

    11:36

    MDW

    2h 7m

    Direct

    14:43

    ATL

    S M T W T - S
    Search

  2. F93508

    Hartsfield–Jackson Atlanta International Airport

    19:56

    ATL

    1h 42m

    Direct

    21:38

    MCO

    S M T W T F S

  3. F92144

    Chicago Midway International Airport

    11:36

    MDW

    2h 7m

    Direct

    14:43

    ATL

    S M T W T - S
    Search

  4. F92050

    Hartsfield–Jackson Atlanta International Airport

    15:46

    ATL

    1h 38m

    Direct

    17:24

    MCO

    S M T W T F S

  5. F92292

    Chicago Midway International Airport

    06:22

    MDW

    2h 14m

    Direct

    09:36

    ATL

    S M T W T F S
    Search

  6. F92050

    Hartsfield–Jackson Atlanta International Airport

    15:46

    ATL

    1h 38m

    Direct

    17:24

    MCO

    S M T W T F S

  7. F92292

    Chicago Midway International Airport

    06:22

    MDW

    2h 14m

    Direct

    09:36

    ATL

    S M T W T F S
    Search

  8. F93508

    Hartsfield–Jackson Atlanta International Airport

    19:56

    ATL

    1h 42m

    Direct

    21:38

    MCO

    S M T W T F S

  9. F92144

    Chicago Midway International Airport

    11:36

    MDW

    2h 7m

    Direct

    14:43

    ATL

    S M T W T - S
    Search

  10. F91242

    Hartsfield–Jackson Atlanta International Airport

    06:30

    ATL

    1h 40m

    Direct

    08:10

    MCO

    S M T W T F S

  11. F92144

    Chicago Midway International Airport

    11:36

    MDW

    2h 7m

    Direct

    14:43

    ATL

    S M T W T - S
    Search

  12. F94556

    Hartsfield–Jackson Atlanta International Airport

    10:07

    ATL

    1h 42m

    Direct

    11:49

    MCO

    S M T W T F S
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About Chicago Midway International Airport and Orlando International Airport

Learn about Chicago Midway International Airport (MDW) and Orlando International Airport (MCO) — including location, terminals, transportation, and travel tips.

Flight distance 1,596.77km
Cheapest one-way ticket price €54
Cheapest return ticket price €116

FAQs for Chicago Midway International Airport to Orlando International Airport Flights

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

    Chicago Midway International Airport to Orlando International Airport takes about 3 hours 8 minutes on average. Actual flight time may vary depending on route, weather and air traffic.
  • There are around 7 daily flights from Chicago Midway International Airport (MDW) to Orlando International Airport (MCO).
  • The earliest flight from Chicago Midway International Airport to Orlando International Airport departs at 05:00, and the last departs at 20:40, with about 42 flights per day. Flight times may change, so please check the latest departure and arrival times before you travel.
  • The route from Chicago Midway International Airport (MDW) to Orlando International Airport (MCO) is quite popular. Without considering departure times or holidays, tickets cost around €201 in December, the most expensive month to book this route.
    • The distance from Orlando International Airport to downtown is about 14km, by taxi about 30 minutes.
    • The distance from Orlando Sanford International Airport to downtown is about 30km, by taxi about 50 minutes.
  • The closest airport to Orlando International Airport (MCO) is Orlando Herndon Airport. The distance is around 13km.
  • Frontier Airlines is a very popular airline operating an average of 6893 flights per month.
  • One-way flights from Chicago Midway International Airport to Orlando International Airport currently start from €54, and round-trip fares start from €116. The current lowest fare is a Frontier Airlines flight departing on Tue, Dec 8; 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 Chicago Midway International Airport to Orlando International Airport is €157. Prices may vary depending on the departure date, airline, and availability.
  • Enter Chicago Midway International Airport and Orlando 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.

Find Cheap Flights with Trip.com

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

Book with no extra fees

Prices displayed on this page are all-inclusive (including taxes, fuel surcharges, civil aviation development fund, etc.), with all fees confirmed before payment. Fees for luggage, meals, Wi-Fi, 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 have been updated within the last 24 hours—sometimes even in real time. The more popular the route, the more accurate the data.

Change & Cancellation Policy

Trip.com shows the cancellation and change policies for each flight ticket during the booking process, including any fees and applicable conditions. Please check the following scenarios:
Voluntary cancellation/change:
To request a change or cancellation, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and flight segment, and submit your request. Please note that additional charges may apply according to the airline's ticket policy.
Cancellation/change due to a flight schedule change:
If the flight schedule has changed 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 visit the customer support pages.