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$64+ Cheap flights from Midway (MDW) to Orlando (MCO)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/5. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — MCO
Nov 25 — Dec 21
Mon 11/25
Mon 12/2
1 adult, Economy
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The best prices from Chicago Midway to Orlando are usually found in May or April, booked 88 days in advance, depart on a Thursday or Saturday and return on a Friday

Cheap flight deals from Midway to Orlando

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to Orlando (MCO). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated November 20, 2024.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Popular in

June

Cheapest in

May

Round-trip from

$128
(FlightHub)

One-way from

$64
(FlightHub)
Provider with most accurate pricing for Chicago Midway-Orlando flight deals.
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Provider most trusted by Cheapflights users for Chicago Midway-Orlando flights.
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High demand for flights, 63% potential price rise
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Best time to find cheap flights, 44% potential price drop
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From Chicago Midway to Orlando
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One-way flight from Chicago Midway to Orlando
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Find flight deals from Midway to Orlando

Cheapest flights from Midway to Orlando
Explore the most affordable flight options available from Midway to Orlando. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 20, 2024.

This Frontier deal was found by Cheapflights users on 11/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/912:36 pmMDW - MCO
1 stop10h 22mFrontier
Thu 12/121:29 pmMCO - MDW
1 stop8h 33mFrontier
Deal found 11/19$128
This Delta deal was found by Cheapflights users on 11/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/312:43 pmMDW - MCO
1 stop7h 01mDelta
Tue 12/106:15 amMCO - MDW
1 stop6h 43mDelta
Deal found 11/19$236
This eDestinos deal was found by Cheapflights users on 11/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/242:41 pmMDW - MCO
Nonstop2h 53mMultiple Airlines
Wed 11/272:28 pmMCO - MDW
1 stop25h 33mMultiple Airlines
Deal found 11/19$286
This Southwest deal was found by Cheapflights users on 11/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/115:00 pmMDW - MCO
1 stop4h 25mSouthwest
Sat 12/148:25 amMCO - MDW
Nonstop2h 50mSouthwest
Deal found 11/19$287

Find flights from Midway to Orlando within your budget

Customize your flight search to find flights from Midway to Orlando that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,629,791 searches. Data last updated November 20, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

ChicagoOrlando

MDW - MCO

MDWMCO

Chicago Midway

Fri 2/7

7:15 am-1:27 am

1 stop17h 12m

Orlando

Mon 2/10

6:20 am-12:17 am

1 stop18h 57m

$128

ChicagoOrlando

MDW - MCO

MDWMCO

Chicago Midway

Tue 1/14

10:57 am-4:09 pm

1 stop4h 12m

Orlando

Sat 1/18

9:00 am-2:53 pm

1 stop6h 53m

$196

ChicagoOrlando

MDW - MCO

MDWMCO

Chicago Midway

Thu 12/5

4:27 pm-8:23 pm

1 stop26h 56m

$64

ChicagoOrlando

MDW - MCO

MDWMCO

Chicago Midway

Tue 2/4

3:25 pm-7:05 pm

Nonstop2h 40m

$79

ChicagoOrlando

MDW - MCO

MDWMCO

Chicago Midway

Sun 2/16

3:41 pm-11:36 pm

1 stop6h 55m

$108

ChicagoOrlando

MDW - MCO

MDWMCO

Chicago Midway

Sun 1/5

6:31 pm-10:23 pm

2 stops26h 52m

$162

ChicagoOrlando

MDW - MCO

MDWMCO

Chicago Midway

Sun 12/1

8:15 pm-10:44 am

1 stop13h 29m

$253

ChicagoOrlando

MDW - MCO

MDWMCO

Chicago Midway

Mon 1/13

1:05 pm-12:50 pm

3 stops22h 45m

$267

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/19

Compare providers for flights from Midway to Orlando

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Midway to Orlando in November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
MytripPrice Accuracy3 starsTrust Score*3 stars
Kiwi.comPrice Accuracy3 starsTrust Score*3 stars
CheapOairPrice Accuracy2 starsTrust Score*3 stars
Trip.comPrice Accuracy2 starsTrust Score*3 stars
AranGrantPrice Accuracy3 starsTrust Score*3 stars
CheapflightsfaresPrice Accuracy3 starsTrust Score*1 star
PricelinePrice Accuracy1 starTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago Midway Airport-Orlando Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago Midway Airport-Orlando Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-Orlando Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago Midway Airport-Orlando Airport flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago Midway Airport-Orlando Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Midway to Orlando

Have a flexible travel schedule? Discover the best time to fly to Orlando from Midway with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from Midway to Orlando

Get recent, data-driven insights about flights from Midway to Orlando including ideal travel times, pricing trends, and more.

How far ahead should I book a flight from Chicago Midway Airport to Orlando Airport?

Use this chart to determine the optimal time to book a round-trip flight from Midway to Orlando. Price data was last updated on November 15, 2024.

The price you pay for your flight from Chicago Midway Airport to Orlando Airport may vary depending on when you book. For the best chance of a lower fare, look to book 88 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Chicago Midway Airport to Orlando Airport?

Currently, December is the cheapest month in which you can book a flight from Chicago Midway Airport to Orlando Airport (average of $203). Flying from Chicago Midway Airport to Orlando Airport in November is currently the most expensive (average of $263). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from MDW to MCO?

Find hourly flight availability from Midway to Orlando. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 20, 2024.

One of the essential ways to save on airfare from Chicago Midway Airport to Orlando Airport is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the afternoon could potentially save you up to 34% on airfare.

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

Use this chart to determine the cheapest time to fly round-trip from Midway to Orlando. Price data was last updated on November 18, 2024.

Travelers seeking maximum savings on their Chicago Midway Airport to Orlando Airport flight should consider departing on Saturday evenings when fares are most often at their lowest. Wednesday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Chicago Midway Airport to Orlando Airport

Explore weekly flight availability from Midway to Orlando. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated November 20, 2024.

The most flights from MDW to MCO are scheduled on a Monday (11 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (1 on average).

Rainfall in Orlando by month

Plan your trip to Orlando by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Orlando Airport ranges from 2.4 - 8.7 inches per month. June is typically the wettest month, when rainfall can reach 8.7 in. November is typically the driest time to visit Orlando Airport when rainfall is around 2.4 in.

Temperature in Orlando by month

Plan your trip to Orlando by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Orlando Airport, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 84.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 60.8 F).

Reviews of airlines servicing Orlando

Get insights into the airlines that provide service to Orlando. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Orlando. Reviews last updated November 20, 2024.
See what other customers who have flown with Frontier and Delta from Chicago to Orlando have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
5,014 reviews

Entertainment

7.7

Comfort

8.1

Overall

8.1

Food

7.2

Boarding

8.2

Crew

8.7

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Southwest
8.1
Very good
5,014 reviews
Southwest
8.1
Very good
5,014 reviews

Entertainment

7.7

Comfort

8.1

Overall

8.1

Food

7.2

Boarding

8.2

Crew

8.7

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Delta
8.0
Very good
8,756 reviews
Southwest
8.1
Very good
5,014 reviews

Entertainment

7.7

Comfort

8.1

Overall

8.1

Food

7.2

Boarding

8.2

Crew

8.7

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Porter Airlines
7.8
Good
288 reviews
Southwest
8.1
Very good
5,014 reviews

Entertainment

7.7

Comfort

8.1

Overall

8.1

Food

7.2

Boarding

8.2

Crew

8.7

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Allegiant Air
7.4
Good
850 reviews
Southwest
8.1
Very good
5,014 reviews

Entertainment

7.7

Comfort

8.1

Overall

8.1

Food

7.2

Boarding

8.2

Crew

8.7

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

WestJet
7.3
Good
2,811 reviews
Southwest
8.1
Very good
5,014 reviews

Entertainment

7.7

Comfort

8.1

Overall

8.1

Food

7.2

Boarding

8.2

Crew

8.7

Reviews

1 / 10

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Related info for your journey

Find useful and relevant information for your journey from Midway to Orlando. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines flying from Chicago Midway Airport to Orlando Airport round-trip?

    Cheapflights users have booked flights from Chicago Midway Airport to Orlando Airport round-trip from $128. Another airline that can offer you cheap pricing is Delta. These flights start at 55% lower than the current average price 3 months from now.

  • What are the cheapest airlines to fly from Chicago Midway Airport to Orlando Airport one-way?

    The cheapest airline one-way is Frontier, with whom users have recently found tickets for as low as $64. However, be on the lookout for offers from Southwest and Delta, as they are both options that can get you from Chicago Midway Airport to Orlando Airport for a low price.

  • What are the cheapest flights from Chicago Midway Airport to Orlando Airport?

    On average you can expect to pay $230 for a flight from Chicago Midway Airport to Orlando Airport. The cheapest flight overall is $52 while the most popular route, (Chicago Midway - Orlando) is currently priced at $104.

  • Can I find deals for flights from Midway to Orlando that include hotel bookings?

    Yes. In addition to deals on Midway to Orlando flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to Orlando?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to Orlando.

  • Can I find deals for business class flights from Midway to Orlando?

    Yes. Cheapflights offers flight deals from Midway to Orlando by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago Midway Airport to Orlando Airport?

    Currently, December is the cheapest month in which you can book a flight from Chicago Midway Airport to Orlando Airport (average of $203). Flying from Chicago Midway Airport to Orlando Airport in November is currently the most expensive (average of $263). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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Alternative routes for Midway to Orlando

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Orlando flights
Rockford to Orlando Sanford Intl flights
O'Hare Intl to Orlando Sanford Intl flights
Midway to Orlando Sanford Intl flights

Top 5 airlines flying from Midway to Orlando

Discover the top 5 airlines that operate flights from Midway to Orlando. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,629,791 searches. Data last updated November 20, 2024.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$23Average$144FlexibilityNo cancel feeOn-time65%
FrontierCheapest$88Average$207FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$154Average$356FlexibilityNo cancel feeOn-time69%
DeltaCheapest$196Average$367FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$254Average$417FlexibilityNo cancel feeOn-time63%
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