What airlines fly to Orlando Airport?

American Airlines, United Airlines and Frontier are the top three most popular airlines that fly to Orlando Airport from Chicago according to our data. American Airlines is the first choice among our users, with 29% of people opting to fly with this airline when traveling to Orlando Airport. Keep in mind that there are 7 different airlines that fly to Orlando Airport on a routine basis, so you have a few additional options to choose from.

What day of the week experiences the fewest flight delays on this route?

Tuesday is statistically the day of the week which experiences the fewest number of delays on this flight route. Sunday has historically seen more delays on average compared to the rest of the week.

What is the cheapest airline that flies from Chicago to Orlando?

United Airlines and Southwest are the most popular carriers operating from Chicago to Orlando

How many flights depart from Chicago to Orlando Airport on average per week?

As of December 2025, there are 379 flights per week flying from Chicago to Orlando Airport. The most common day of the week flights depart is Thu, with 17% of flights taking off on this day.

How often are flights from Chicago to Orlando delayed?

Historically, on average around 15% of flights between Chicago and Orlando have experienced a delay on any given week. The average delay length over the past 12 months has been 146 minutes.

Which airline has the best punctuality record on Chicago to Orlando flights?

According to our data, United Airlines have had the least number of delays on this route over the last 12 months; with about 12% of their flights experiencing any sort of delay.

What is the most punctual flight time for Chicago to Orlando flights?

Generally, flights departing at night tend to experience fewer delays. Flights in the evening have, in the past, seen delays more frequently in comparison.

How many flights depart from Chicago to Orlando Airport on average per day?

As of December 2025, there are 54 flights per day flying from Chicago to Orlando Airport. The most common time of day flights depart is 5:00PM, with 48% of flights taking off at noon.

When did momondo last update prices for flights from Chicago to Orlando Airport?

Prices for flights from Chicago to Orlando Airport are refreshed on a daily basis.

How many operators does momondo search for flights from Chicago to Orlando Airport?

The number of operators available for flights from Chicago to Orlando Airport is 7 as of December 2025.

How old do you have to be to fly from Chicago to Orlando Airport?

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago to Orlando Airport.

What documentation or ID do you need to fly to Orlando Airport?

The required travel and health documents for your Orlando Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Orlando Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

$51 Cheap Flights from Chicago to Orlando Airport in 2025/26

Q: What is the typical price of a round-trip flight between Chicago and Orlando Airport?

Prices are currently low for flights on this route. Typical prices usually range from $211 to $441. The lowest price recently found on this route was $94.

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One-way

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Cheap round-trip flights

Enter your travel dates to find the best prices.

10:07 am - 1:53 pm

MDW

MCO

2h 46mnonstop

3:15 pm - 10:19 pm

MCO

MDW

8h 04m1 stop

$94Frontier

Mon, Jan 19 - Sun, Jan 25

8:27 pm - 12:21 am

ORD

MCO

2h 54mnonstop

3:43 pm - 5:52 pm

MCO

ORD

3h 09mnonstop

$94Multiple Airlines

Thu, Jan 8 - Mon, Jan 12

6:01 pm - 9:49 pm

MDW

MCO

2h 48mnonstop

3:15 pm - 10:19 pm

MCO

MDW

8h 04m1 stop

$95Frontier

Sun, Jan 18 - Sun, Jan 25

5:29 pm - 9:25 pm

ORD

MCO

2h 56mnonstop

10:00 am - 3:54 pm

MCO

ORD

30h 54m1 stop

$95Frontier

Wed, Jan 7 - Fri, Jan 9

8:28 am - 7:31 am

MDW

MCO

22h 03m1 stop

5:49 pm - 7:52 pm

MCO

MDW

3h 03mnonstop

$96Multiple Airlines

Fri, Jan 16 - Fri, Jan 23

8:09 pm - 12:03 am

ORD

MCO

2h 54mnonstop

4:48 pm - 7:17 pm

MCO

ORD

3h 29mnonstop

$96Frontier

Sun, Jan 4 - Fri, Jan 9

1:55 pm - 8:00 pm

MDW

MCO

5h 05m1 stop

9:25 am - 11:15 am

MCO

MDW

2h 50mnonstop

$97Southwest

Wed, Jan 21 - Tue, Jan 27

5:32 pm - 11:59 pm

ORD

MCO

5h 27m1 stop

2:00 pm - 4:19 pm

MCO

ORD

3h 19mnonstop

$97Multiple Airlines

Sat, Feb 7 - Sat, Feb 14

12:44 pm - 4:31 pm

ORD

MCO

2h 47mnonstop

5:32 pm - 7:45 pm

MCO

ORD

3h 13mnonstop

$98Spirit Airlines

Fri, Feb 27 - Wed, Mar 4

6:37 pm - 10:23 pm

MDW

MCO

2h 46mnonstop

7:58 pm - 9:58 pm

MCO

MDW

3h 00mnonstop

$98Frontier

Sun, Dec 14 - Thu, Dec 18

Frontier flights from Chicago to Orlando Airport

Our best Frontier deals on Chicago to Orlando Airport flight tickets

Frontier

Jan 19

MDW10:07 amChicago Midway

2h 46m

MCO1:53 pmOrlando

Jan 25

MCO3:15 pmOrlando

8h 04m

1 stop

MDW10:19 pmChicago Midway

$94

Find similar

Frontier

Jan 7

ORD5:29 pmChicago O'Hare Intl

2h 56m

MCO9:25 pmOrlando

Jan 9

MCO10:00 amOrlando

30h 54m

1 stop

ORD3:54 pmChicago O'Hare Intl

$95

Find similar

Frontier

Jan 4

ORD8:09 pmChicago O'Hare Intl

2h 54m

MCO12:03 amOrlando

Jan 9

MCO4:48 pmOrlando

3h 29m

ORD7:17 pmChicago O'Hare Intl

$96

Find similar

Southwest flights from Chicago to Orlando Airport

Our best Southwest deals on Chicago to Orlando Airport flight tickets

Southwest

Jan 21

MDW1:55 pmChicago Midway

5h 05m

1 stop

MCO8:00 pmOrlando

Jan 27

MCO9:25 amOrlando

2h 50m

MDW11:15 amChicago Midway

$97

Find similar

Southwest

Dec 31

MDW1:25 pmChicago Midway

4h 25m

1 stop

MCO6:50 pmOrlando

Jan 7

MCO7:25 amOrlando

2h 55m

MDW9:20 amChicago Midway

$120

Find similar

Southwest

Feb 8

MDW5:00 amChicago Midway

2h 45m

MCO8:45 amOrlando

Feb 11

MCO7:25 amOrlando

2h 55m

MDW9:20 amChicago Midway

$135

Find similar

Fly from

Fly to

Route

Depart

Return

Price

ChicagoOrlando

MDW - MCO

MDWMCO

Chicago Midway

Mon 1/19

10:07 am-1:53 pm

Nonstop2h 46m

Orlando

Sun 1/25

3:15 pm-10:19 pm

1 stop8h 04m

$94

ChicagoOrlando

ORD - MCO

ORDMCO

Chicago O'Hare Intl

Thu 1/8

8:27 pm-12:21 am

Nonstop2h 54m

Orlando

Mon 1/12

3:43 pm-5:52 pm

Nonstop3h 09m

$94

ChicagoOrlando

MDW - MCO

MDWMCO

Chicago Midway

Sun 1/18

6:01 pm-9:49 pm

Nonstop2h 48m

Orlando

Sun 1/25

3:15 pm-10:19 pm

1 stop8h 04m

$95

ChicagoOrlando

ORD - MCO

ORDMCO

Chicago O'Hare Intl

Wed 1/7

5:29 pm-9:25 pm

Nonstop2h 56m

Orlando

Fri 1/9

10:00 am-3:54 pm

1 stop30h 54m

$95

ChicagoOrlando

MDW - MCO

MDWMCO

Chicago Midway

Fri 1/16

8:28 am-7:31 am

1 stop22h 03m

Orlando

Fri 1/23

5:49 pm-7:52 pm

Nonstop3h 03m

$96

ChicagoOrlando

ORD - MCO

ORDMCO

Chicago O'Hare Intl

Sun 1/4

8:09 pm-12:03 am

Nonstop2h 54m

Orlando

Fri 1/9

4:48 pm-7:17 pm

Nonstop3h 29m

$96

ChicagoOrlando

MDW - MCO

MDWMCO

Chicago Midway

Wed 1/21

1:55 pm-8:00 pm

1 stop5h 05m

Orlando

Tue 1/27

9:25 am-11:15 am

Nonstop2h 50m

$97

ChicagoOrlando

ORD - MCO

ORDMCO

Chicago O'Hare Intl

Sat 2/7

5:32 pm-11:59 pm

1 stop5h 27m

Orlando

Sat 2/14

2:00 pm-4:19 pm

Nonstop3h 19m

$97

ChicagoOrlando

ORD - MCO

ORDMCO

Chicago O'Hare Intl

Fri 2/27

12:44 pm-4:31 pm

Nonstop2h 47m

Orlando

Wed 3/4

5:32 pm-7:45 pm

Nonstop3h 13m

$98

ChicagoOrlando

MDW - MCO

MDWMCO

Chicago Midway

Sun 12/14

6:37 pm-10:23 pm

Nonstop2h 46m

Orlando

Thu 12/18

7:58 pm-9:58 pm

Nonstop3h 00m

$98

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Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Chicago to Orlando Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Delays

Other information

What is the typical price of a round-trip flight between Chicago and Orlando Airport?

What is the cheapest month to fly to Orlando Airport?

The cheapest month to fly to Orlando Airport from Chicago is in September. Flight prices, which tend to average around $199, are often lower during this time because this is during the off-season. If you aren’t able to travel during the month of September, then book flights to Orlando Airport from Chicago during July instead. Flights to Orlando Airport in July, while not as cheap as those in September, still average around $212.

What is the cheapest day to depart on your flight to Orlando Airport?

The cheapest day to depart from Chicago to Orlando Airport is on a Tuesday. Travelers who choose to depart for Orlando Airport on a Tuesday will often find tickets for as low as $258. The most expensive day to fly to Orlando Airport is Monday, with ticket prices averaging around $300.

What is the cheapest time of day to depart on your flight to Orlando Airport?

In the afternoon is the cheapest time of day to fly from Chicago to Orlando Airport when you can find flight prices for as low as $245. Flying to Orlando Airport in the afternoon is an ideal time because this is during off-peak travel hours. Flights at noon are often more expensive with an average ticket price of $299.

What is the cheapest Chicago to Orlando flight route?

Fly from Chicago Midway to Orlando for the best Chicago - Orlando flight prices

How far in advance should I book a flight to Orlando Airport?

You are more likely to see cheaper flights to Orlando Airport from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Orlando Airport for around $275 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Orlando Airport from Chicago for as low as $234 on momondo.

What cabin class options are available on Chicago to Orlando flights?

There are 4 cabin classes available to choose from on Chicago to Orlando flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago to Orlando Airport flights?

No. A direct flight is the cheapest option for a flight between Chicago to Orlando Airport.

How have Chicago to Orlando Airport flight prices changed over time?

As of December 2025, prices for Chicago to Orlando Airport flights are approximately 49% more expensive when compared to flights at the same time last year.

When to book flights from Chicago to Orlando Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Orlando Airport according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Chicago to Orlando Airport (CHI to MCO) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Orlando Airport

Best Price Found	$87
Fastest flight time	2h 35m
Direct flights	Every day

The best one-way flight to Orlando Airport from Chicago in the past 72 hours is $87. The best round-trip flight deal from Chicago to Orlando Airport found on momondo in the last 72 hours is $160.

The fastest flight from Chicago to Orlando Airport takes 2h 35m

Direct flights go from Chicago to Orlando Airport every day.

Search flight deals

How far is Chicago to Orlando by plane?
Chicago and Orlando are 993.7 mi apart from one another. 2h 45m is a normal flight duration for this route.
When did momondo last update prices for flights from Chicago to Orlando Airport?
Prices for flights from Chicago to Orlando Airport are refreshed on a daily basis.
How many operators does momondo search for flights from Chicago to Orlando Airport?
The number of operators available for flights from Chicago to Orlando Airport is 7 as of December 2025.
How old do you have to be to fly from Chicago to Orlando Airport?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago to Orlando Airport.
What documentation or ID do you need to fly to Orlando Airport?
The required travel and health documents for your Orlando Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Orlando Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.
What is the most popular plane model from Chicago to Orlando Airport?
Based on momondo bookings for flights between Chicago and Orlando Airport, the leading plane model is Airbus A321neo, making up 23.40% of the total bookings. Other popular models include Boeing 737-800 with 11.80%, Boeing 737-900 with 9.91%, and Airbus A320neo with 8.84%.
What is the most popular airline from Chicago to Orlando Airport?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Chicago to Orlando Airport is Frontier (31% of total bookings). The next most popular airlines are American Airlines (21%), United Airlines (21%), and Spirit Airlines (15%).

Best airlines flying from Chicago to Orlando Airport

Compare and see reviews for airlines that fly from Chicago to Orlando Airport with momondo

Airline	Rating	Free Cancellation	Price
Spirit Airlines	PriceFrom $63	Free Cancellation	Rating 6.3 8,161 reviews	Search Spirit Airlines flights
Frontier	PriceFrom $71	Free Cancellation	Rating 5.8 3,092 reviews	Search Frontier flights
Southwest	PriceFrom $153	Free Cancellation	Rating 8.0 4,252 reviews	Search Southwest flights
American Airlines	PriceFrom $157	Free Cancellation	Rating 7.2 11,043 reviews	Search American Airlines flights
United Airlines	PriceFrom $176	Free Cancellation	Rating 7.4 9,063 reviews	Search United Airlines flights
JetBlue	PriceFrom $195	Free Cancellation	Rating 7.2 2,899 reviews	Search JetBlue flights
Delta	PriceFrom $196	Free Cancellation	Rating 7.9 8,011 reviews	Search Delta flights

Southwest Flights From Chicago to Orlando Airport
Across 56 Southwest flights from Chicago to Orlando Airport this week, the average price was $349, with the best Southwest deals starting from $153 round-trip. 4,252 users have rated Southwest on momondo, with an average score of 8.0/10.
United Airlines Flights From Chicago to Orlando Airport
The best United Airlines deal for Chicago to Orlando Airport flight tickets found on momondo in the last 72 hours was $176, round-trip. It should be noted that an average United Airlines flight deal for this route in this time was higher, at $356 round-trip. United Airlines operates 39 flights out of Chicago into Orlando Airport in an average week, so prices vary by time and availability. 9,063 United Airlines reviews by users on momondo have scored the airline at 7.4/10.

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Cocoa

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Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Orlando?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Chicago to Orlando. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Chicago to Orlando with flexible booking policies on momondo?

Yes. All flights to Orlando from Chicago on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Chicago to Orlando?

momondo provides multiple filters to help you find the best flight to Orlando from Chicago. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Chicago to Orlando right now. Can momondo alert me if prices change?

Price alerts on flights to Orlando from Chicago are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

An easier way to manage your Orlando Airport trip

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Cheap flights from Chicago to Orlando from $51

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Orlando departing on 2/24. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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Frontier flights from Chicago to Orlando Airport

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Our best Southwest deals on Chicago to Orlando Airport flight tickets

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How to get the cheapest flight ticket from Chicago to Orlando Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between Chicago and Orlando Airport?

What is the cheapest month to fly to Orlando Airport?

What is the cheapest day to depart on your flight to Orlando Airport?

The cheapest day to depart from Chicago to Orlando Airport is on a Tuesday. Travelers who choose to depart for Orlando Airport on a Tuesday will often find tickets for as low as $258. The most expensive day to fly to Orlando Airport is Monday, with ticket prices averaging around $300.

What is the cheapest time of day to depart on your flight to Orlando Airport?

What is the cheapest Chicago to Orlando flight route?

Fly from Chicago Midway to Orlando for the best Chicago - Orlando flight prices

How far in advance should I book a flight to Orlando Airport?

What cabin class options are available on Chicago to Orlando flights?

There are 4 cabin classes available to choose from on Chicago to Orlando flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago to Orlando Airport flights?

No. A direct flight is the cheapest option for a flight between Chicago to Orlando Airport.

How have Chicago to Orlando Airport flight prices changed over time?

As of December 2025, prices for Chicago to Orlando Airport flights are approximately 49% more expensive when compared to flights at the same time last year.

What is the cheapest airline that flies from Chicago to Orlando?

United Airlines and Southwest are the most popular carriers operating from Chicago to Orlando

What airlines fly to Orlando Airport?

How often are flights from Chicago to Orlando delayed?

Historically, on average around 15% of flights between Chicago and Orlando have experienced a delay on any given week. The average delay length over the past 12 months has been 146 minutes.

What is the most punctual flight time for Chicago to Orlando flights?

Generally, flights departing at night tend to experience fewer delays. Flights in the evening have, in the past, seen delays more frequently in comparison.

What day of the week experiences the fewest flight delays on this route?

Tuesday is statistically the day of the week which experiences the fewest number of delays on this flight route. Sunday has historically seen more delays on average compared to the rest of the week.

Which airline has the best punctuality record on Chicago to Orlando flights?

According to our data, United Airlines have had the least number of delays on this route over the last 12 months; with about 12% of their flights experiencing any sort of delay.

How many flights depart from Chicago to Orlando Airport on average per day?

As of December 2025, there are 54 flights per day flying from Chicago to Orlando Airport. The most common time of day flights depart is 5:00PM, with 48% of flights taking off at noon.

How many flights depart from Chicago to Orlando Airport on average per week?

As of December 2025, there are 379 flights per week flying from Chicago to Orlando Airport. The most common day of the week flights depart is Thu, with 17% of flights taking off on this day.

When to book flights from Chicago to Orlando Airport

Cheap Chicago to Orlando Airport (CHI to MCO) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Orlando Airport

Best Price Found

Fastest flight time

Direct flights

How far is Chicago to Orlando by plane?

When did momondo last update prices for flights from Chicago to Orlando Airport?

How many operators does momondo search for flights from Chicago to Orlando Airport?

How old do you have to be to fly from Chicago to Orlando Airport?

What documentation or ID do you need to fly to Orlando Airport?

What is the most popular plane model from Chicago to Orlando Airport?

What is the most popular airline from Chicago to Orlando Airport?

Best airlines flying from Chicago to Orlando Airport

Compare and see reviews for airlines that fly from Chicago to Orlando Airport with momondo

Southwest Flights From Chicago to Orlando Airport

United Airlines Flights From Chicago to Orlando Airport

Traveling to a place near Orlando?

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Orlando?

Can I find flights from Chicago to Orlando with flexible booking policies on momondo?

How can momondo help me find flights from Chicago to Orlando?

I’m not ready to book a flight from Chicago to Orlando right now. Can momondo alert me if prices change?

An easier way to manage your Orlando Airport trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.