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

Tuesday is statistically the day of the week that experiences the fewest 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 Orlando to Chicago flights?

According to our data, United Airlines have had the fewest delays on this route over the last 12 months, with about 9% of their flights experiencing any sort of delay.

How often are flights from Orlando to Chicago delayed?

Historically, on average around 15% of flights between Orlando and Chicago have experienced a delay on any given week. The average delay length over the past 12 months has been 155 minutes.

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

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

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

As of January 2026, there are 48 flights per day flying from Orlando Airport to Chicago. The most common time of day flights depart is 14:00, with 54% of flights taking off in the afternoon.

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

The number of flights available between Orlando Airport and Chicago is 336 per week as of January 2026. The most frequent departure day is Fri, with 18% of weekly flights leaving on this day.

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

Spirit Airlines, United Airlines, and JetBlue are the most popular carriers operating from Orlando to Chicago

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

Prices for flights from Orlando Airport to Chicago refresh daily.

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

The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Orlando Airport to Chicago.

What documentation or ID do you need to fly to Chicago?

The travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

£43 Cheap Flights from Orlando Airport to Chicago in 2026

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Find the cheapest flights from Orlando Airport to Chicago

Round-trip

One-way

Last minute

Direct

Cheap return flights

Enter your travel dates to find the best prices.

10:58 - 13:15

MCO

ORD

3h 17mdirect

15:41 - 19:31

ORD

MCO

2h 50mdirect

£113United Airlines

Wed, 18 Feb - Wed, 18 Feb

07:10 - 09:28

MCO

ORD

3h 18mdirect

17:50 - 21:40

ORD

MCO

2h 50mdirect

£117United Airlines

Wed, 18 Feb - Sat, 21 Feb

15:39 - 17:46

MCO

ORD

3h 07mdirect

12:44 - 16:31

ORD

MCO

2h 47mdirect

£127Spirit Airlines

Sun, 15 Feb - Thu, 19 Feb

10:58 - 13:15

MCO

ORD

3h 17mdirect

06:00 - 09:46

ORD

MCO

2h 46mdirect

£132United Airlines

Sat, 14 Feb - Tue, 17 Feb

09:05 - 11:10

MCO

ORD

3h 05mdirect

15:45 - 19:30

ORD

MCO

2h 45mdirect

£133Southwest

Thu, 26 Feb - Mon, 2 Mar

06:30 - 13:00

MCO

ORD

7h 30m

1 stop

06:05 - 09:45

ORD

MCO

2h 40mdirect

£139Southwest

Sat, 14 Feb - Tue, 17 Feb

06:00 - 11:22

MCO

ORD

6h 22m

1 stop

12:44 - 16:31

ORD

MCO

2h 47mdirect

£140Spirit Airlines

Sun, 15 Feb - Thu, 19 Feb

20:59 - 23:12

MCO

ORD

3h 13mdirect

15:10 - 20:39

ORD

MCO

4h 29m

1 stop

£142Spirit Airlines

Sun, 3 May - Mon, 18 May

20:40 - 22:57

MCO

ORD

3h 17mdirect

20:06 - 23:59

ORD

MCO

2h 53mdirect

£147United Airlines

Fri, 6 Mar - Mon, 9 Mar

21:30 - 14:45

MCO

ORD

18h 15m

2 stops

06:05 - 09:45

ORD

MCO

2h 40mdirect

£148Southwest

Sat, 14 Feb - Tue, 17 Feb

Spirit Airlines flights from Orlando Airport to Chicago

Our best Spirit Airlines deals on Orlando Airport to Chicago flight tickets

Spirit Airlines

19 Feb

MCO17:34Orlando

3h 13m

ORD19:47Chicago O'Hare Intl

24 Feb

ORD12:44Chicago O'Hare Intl

2h 47m

MCO16:31Orlando

£74

Spirit Airlines

23 Jan

MCO15:43Orlando

3h 09m

ORD17:52Chicago O'Hare Intl

24 Jan

ORD15:22Chicago O'Hare Intl

7h 20m

1 stop

MCO23:42Orlando

£134

Spirit Airlines

20 Feb

MCO14:50Orlando

7h 23m

1 stop

ORD21:13Chicago O'Hare Intl

23 Feb

ORD07:00Chicago O'Hare Intl

5h 49m

1 stop

MCO13:49Orlando

£142

Delta flights from Orlando Airport to Chicago

Our best Delta deals on Orlando Airport to Chicago flight tickets

Delta

26 Feb

MCO06:15Orlando

4h 59m

1 stop

ORD10:14Chicago O'Hare Intl

2 Mar

ORD17:53Chicago O'Hare Intl

5h 10m

1 stop

MCO00:03Orlando

£148

Delta

3 Feb

MCO06:15Orlando

4h 50m

1 stop

ORD10:05Chicago O'Hare Intl

7 Feb

ORD18:03Chicago O'Hare Intl

5h 00m

1 stop

MCO00:03Orlando

£207

Delta

29 Jan

MCO10:00Orlando

4h 39m

1 stop

ORD13:39Chicago O'Hare Intl

2 Feb

ORD13:58Chicago O'Hare Intl

6h 33m

1 stop

MCO21:31Orlando

£252

Fly from

Fly to

Route

Depart

Return

Price

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Wed 18/2

10:58-13:15

Nonstop3h 17m

Chicago O'Hare Intl

Wed 18/2

15:41-19:31

Nonstop2h 50m

£113

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Wed 18/2

07:10-09:28

Nonstop3h 18m

Chicago O'Hare Intl

Sat 21/2

17:50-21:40

Nonstop2h 50m

£117

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Sun 15/2

15:39-17:46

Nonstop3h 07m

Chicago O'Hare Intl

Thu 19/2

12:44-16:31

Nonstop2h 47m

£127

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Sat 14/2

10:58-13:15

Nonstop3h 17m

Chicago O'Hare Intl

Tue 17/2

06:00-09:46

Nonstop2h 46m

£132

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Thu 26/2

09:05-11:10

Nonstop3h 05m

Chicago O'Hare Intl

Mon 2/3

15:45-19:30

Nonstop2h 45m

£133

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Sat 14/2

06:30-13:00

1 stop7h 30m

Chicago O'Hare Intl

Tue 17/2

06:05-09:45

Nonstop2h 40m

£139

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Sun 15/2

06:00-11:22

1 stop6h 22m

Chicago O'Hare Intl

Thu 19/2

12:44-16:31

Nonstop2h 47m

£140

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Sun 3/5

20:59-23:12

Nonstop3h 13m

Chicago O'Hare Intl

Mon 18/5

15:10-20:39

1 stop4h 29m

£142

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Fri 6/3

20:40-22:57

Nonstop3h 17m

Chicago O'Hare Intl

Mon 9/3

20:06-23:59

Nonstop2h 53m

£147

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Sat 14/2

21:30-14:45

2 stops18h 15m

Chicago O'Hare Intl

Tue 17/2

06:05-09:45

Nonstop2h 40m

£148

Flights are sorted by cheapest return flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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

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 cheapest month to fly to Chicago?

The cheapest month to fly to Chicago from Orlando Airport is in February. Flight prices, which tend to average around £101, are often lower during this time because this is during the off-season. If you aren’t able to travel during the month of February, then book flights to Chicago from Orlando Airport during September instead. Flights to Chicago in September, while not as cheap as those in February, still average around £115.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Wednesday when prices can be found for as low as £112. This is often the case because there is less demand to fly during this day of the week. The most expensive day to fly to Chicago is Thursday, with ticket prices averaging around £465.

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

Flying to Chicago from Orlando Airport in the morning is the least expensive time of day to depart. momondo users have found prices as low as £190 when looking at flights departing in the morning. Flights in the afternoon are often more expensive, with an average ticket price of £465.

What is the cheapest Orlando to Chicago flight route?

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

How far in advance should I book a flight to Chicago?

You are more likely to see cheaper flights to Chicago from Orlando Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around £157 when searching weeks before you fly. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Orlando Airport for as low as £122 on momondo.

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

There are 3 cabin classes available to choose from on Orlando to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

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

As of January 2026, prices for Orlando Airport to Chicago flights are approximately 26% cheaper when compared to flights at the same time last year.

When to book flights from Orlando Airport to Chicago

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

Estimated return price

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

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

Fastest flight time	3h 13m
Direct flights	Every day
Airports in Chicago	3 airports

The fastest flight from Orlando Airport to Chicago takes 3h 13m

Direct flights go from Orlando Airport to Chicago every day.

There are 3 airports in Chicago. From Orlando Airport there are direct flights to Chicago O'Hare Intl (ORD).

Search flight deals

How far is Orlando to Chicago by plane?
Chicago is 993.7 mi away from Orlando. In terms of flight time, this usually takes a little over 3h 13m.
When did momondo last update prices for flights from Orlando Airport to Chicago?
Prices for flights from Orlando Airport to Chicago refresh daily.
How old do you have to be to fly from Orlando Airport to Chicago?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Orlando Airport to Chicago.
What documentation or ID do you need to fly to Chicago?
The travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from Orlando Airport to Chicago?
Based on momondo bookings for flights between Orlando Airport and Chicago, the leading plane model is Airbus A321neo, making up 20.13% of the total bookings. Other popular models include Airbus A320neo with 11.07%, Airbus A321 (sharklets) with 9.01%, and Airbus A320 (sharklets) with 8.81%.

Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Orlando to Chicago for you.

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

Yes. momondo enables you to select and highlight flights to Chicago from Orlando with this policy.

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

Once you have performed a search for Orlando to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

Price alerts on flights to Chicago from Orlando 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 Chicago trip

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

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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Chicago Midway Airport

Chicago O'Hare Intl Airport

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Cheap flights from Orlando Airport to Chicago from £43

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Orlando Airport to Chicago departing on 17/3. 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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Big names, great deals

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Spirit Airlines flights from Orlando Airport to Chicago

Our best Spirit Airlines deals on Orlando Airport to Chicago flight tickets

Delta flights from Orlando Airport to Chicago

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See travel insights to Chicago from

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

What is the cheapest month to fly to Chicago?

What is the cheapest day to depart on your flight to Chicago?

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

Flying to Chicago from Orlando Airport in the morning is the least expensive time of day to depart. momondo users have found prices as low as £190 when looking at flights departing in the morning. Flights in the afternoon are often more expensive, with an average ticket price of £465.

What is the cheapest Orlando to Chicago flight route?

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

How far in advance should I book a flight to Chicago?

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

There are 3 cabin classes available to choose from on Orlando to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

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

As of January 2026, prices for Orlando Airport to Chicago flights are approximately 26% cheaper when compared to flights at the same time last year.

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

Spirit Airlines, United Airlines, and JetBlue are the most popular carriers operating from Orlando to Chicago

How often are flights from Orlando to Chicago delayed?

Historically, on average around 15% of flights between Orlando and Chicago have experienced a delay on any given week. The average delay length over the past 12 months has been 155 minutes.

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

Generally, flights departing in the morning tend to experience fewer delays. Flights departing 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 that experiences the fewest 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 Orlando to Chicago flights?

According to our data, United Airlines have had the fewest delays on this route over the last 12 months, with about 9% of their flights experiencing any sort of delay.

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

As of January 2026, there are 48 flights per day flying from Orlando Airport to Chicago. The most common time of day flights depart is 14:00, with 54% of flights taking off in the afternoon.

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

The number of flights available between Orlando Airport and Chicago is 336 per week as of January 2026. The most frequent departure day is Fri, with 18% of weekly flights leaving on this day.

When to book flights from Orlando Airport to Chicago

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

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

Fastest flight time

Direct flights

Airports in Chicago

How far is Orlando to Chicago by plane?

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

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

What documentation or ID do you need to fly to Chicago?

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

Why use momondo?

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

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

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

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

An easier way to manage your Chicago trip

We make it super easy to schedule, organise 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.

Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago