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

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

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

The number of flights available between Orlando Airport and Chicago is 317 per week as of December 2025. The most frequent departure day is Thu, with 17% of weekly flights leaving on this day.

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. Saturday 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 December 2025, there are 45 flights per day flying from Orlando Airport to Chicago. The most common time of day flights depart is 12:00, with 44% of flights taking off in the afternoon.

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.

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.

£38 Cheap Flights from Orlando Airport to Chicago in 2025/26

1 adult

0 bags

Voted winner of Europe's Best Travel App 2023

Save money when you book flights with momondo

Big names, great deals

Search 100s of travel sites to compare prices.

Filter for what you want

Free Wi-Fi? Stopover? Instantly customise your results.

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Not ready to book? to track prices.

Search flight deals

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.

16:56 - 19:02

MCO

ORD

3h 06mdirect

10:48 - 14:38

ORD

MCO

2h 50mdirect

£74Spirit Airlines

Wed, 7 Jan - Sun, 11 Jan

09:10 - 11:19

MCO

ORD

3h 09mdirect

16:02 - 19:52

ORD

MCO

2h 50mdirect

£79United Airlines

Sat, 24 Jan - Sat, 24 Jan

07:20 - 12:15

MCO

ORD

5h 55m1 stop

06:05 - 09:45

ORD

MCO

2h 40mdirect

£81Southwest

Sat, 28 Feb - Tue, 3 Mar

15:43 - 17:52

MCO

ORD

3h 09mdirect

10:48 - 14:38

ORD

MCO

2h 50mdirect

£84Spirit Airlines

Thu, 29 Jan - Sun, 1 Feb

06:40 - 12:15

MCO

ORD

6h 35m1 stop

14:15 - 22:00

ORD

MCO

6h 45m1 stop

£85Southwest

Thu, 15 Jan - Tue, 20 Jan

19:40 - 21:50

MCO

ORD

3h 10mdirect

15:45 - 19:30

ORD

MCO

2h 45mdirect

£86Southwest

Fri, 23 Jan - Mon, 26 Jan

17:28 - 19:41

MCO

ORD

3h 13mdirect

15:22 - 23:42

ORD

MCO

7h 20m1 stop

£88Spirit Airlines

Thu, 29 Jan - Sun, 1 Feb

06:00 - 16:00

MCO

ORD

11h 00m1 stop

10:48 - 14:38

ORD

MCO

2h 50mdirect

£94Spirit Airlines

Wed, 7 Jan - Sun, 11 Jan

09:25 - 11:38

MCO

ORD

3h 13mdirect

13:04 - 16:56

ORD

MCO

2h 52mdirect

£100United Airlines

Wed, 18 Feb - Fri, 20 Feb

09:10 - 11:19

MCO

ORD

3h 09mdirect

17:59 - 21:50

ORD

MCO

2h 51mdirect

£101United Airlines

Wed, 21 Jan - Sun, 25 Jan

United Airlines flights from Orlando Airport to Chicago

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

United Airlines

24 Jan

MCO09:10Orlando

3h 09m

ORD11:19Chicago O'Hare Intl

24 Jan

ORD16:02Chicago O'Hare Intl

2h 50m

MCO19:52Orlando

£79

Find similar

United Airlines

18 Feb

MCO09:25Orlando

3h 13m

ORD11:38Chicago O'Hare Intl

20 Feb

ORD13:04Chicago O'Hare Intl

2h 52m

MCO16:56Orlando

£100

Find similar

United Airlines

21 Jan

MCO09:10Orlando

3h 09m

ORD11:19Chicago O'Hare Intl

25 Jan

ORD17:59Chicago O'Hare Intl

2h 51m

MCO21:50Orlando

£101

Find similar

JetBlue flights from Orlando Airport to Chicago

Our best JetBlue deals on Orlando Airport to Chicago flight tickets

JetBlue

16 Mar

MCO10:10Orlando

8h 14m

1 stop

ORD17:24Chicago O'Hare Intl

17 Mar

ORD10:56Chicago O'Hare Intl

6h 43m

1 stop

MCO18:39Orlando

£149

Find similar

JetBlue

6 Mar

MCO06:00Orlando

6h 49m

1 stop

ORD11:49Chicago O'Hare Intl

8 Mar

ORD12:41Chicago O'Hare Intl

8h 28m

1 stop

MCO22:09Orlando

£163

Find similar

JetBlue

1 Mar

MCO06:00Orlando

6h 48m

1 stop

ORD11:48Chicago O'Hare Intl

5 Mar

ORD12:41Chicago O'Hare Intl

6h 39m

1 stop

MCO20:20Orlando

£193

Find similar

Fly from

Fly to

Route

Depart

Return

Price

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Wed 7/1

16:56-19:02

Nonstop3h 06m

Chicago O'Hare Intl

Sun 11/1

10:48-14:38

Nonstop2h 50m

£74

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Sat 24/1

09:10-11:19

Nonstop3h 09m

Chicago O'Hare Intl

Sat 24/1

16:02-19:52

Nonstop2h 50m

£79

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Sat 28/2

07:20-12:15

1 stop5h 55m

Chicago O'Hare Intl

Tue 3/3

06:05-09:45

Nonstop2h 40m

£81

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Thu 29/1

15:43-17:52

Nonstop3h 09m

Chicago O'Hare Intl

Sun 1/2

10:48-14:38

Nonstop2h 50m

£84

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Thu 15/1

06:40-12:15

1 stop6h 35m

Chicago O'Hare Intl

Tue 20/1

14:15-22:00

1 stop6h 45m

£85

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Fri 23/1

19:40-21:50

Nonstop3h 10m

Chicago O'Hare Intl

Mon 26/1

15:45-19:30

Nonstop2h 45m

£86

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Thu 29/1

17:28-19:41

Nonstop3h 13m

Chicago O'Hare Intl

Sun 1/2

15:22-23:42

1 stop7h 20m

£88

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Wed 7/1

06:00-16:00

1 stop11h 00m

Chicago O'Hare Intl

Sun 11/1

10:48-14:38

Nonstop2h 50m

£94

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Wed 18/2

09:25-11:38

Nonstop3h 13m

Chicago O'Hare Intl

Fri 20/2

13:04-16:56

Nonstop2h 52m

£100

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Wed 21/1

09:10-11:19

Nonstop3h 09m

Chicago O'Hare Intl

Sun 25/1

17:59-21:50

Nonstop2h 51m

£101

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 £103, 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 £113. 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 Friday, with ticket prices averaging around £496.

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 £282 when looking at flights departing in the morning. Flights at midday are often more expensive, with an average ticket price of £504.

What is the cheapest Orlando to Chicago flight route?

Fly from Orlando to Chicago O'Hare Intl 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 £160 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 £131 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 December 2025, prices for Orlando Airport to Chicago flights are approximately 0% more expensive 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 17m
Direct flights	Every day
Airports in Chicago	1 airport

The fastest flight from Orlando Airport to Chicago takes 3h 17m

Direct flights go from Orlando Airport to Chicago every day.

There is 1 airport near Chicago: 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 04m.
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 21.25% of the total bookings. Other popular models include Airbus A320neo with 10.63%, Boeing 737-800 with 9.41%, and Airbus A321 (sharklets) with 8.75%.

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.

Start using Trips

Find my bookings

Get notified when prices go down

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

1 adult

Sun 4/1

Sun 11/1

Email me momondo's favourite deals

By creating a price alert you accept our terms of use and privacy policy.

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

Chicago Greater Rockford Airport

Popular Cities in the United States

Flights to New Yorkfrom £244

Flights to Orlandofrom £237

Flights to Miamifrom £345

Flights to Los Angelesfrom £295

Flights to San Franciscofrom £320

Flights to Bostonfrom £248

Flights to Las Vegasfrom £376

Flights to Washington, D.C.from £310

Flights to Atlantafrom £310

Flights to Dallasfrom £307

Flights to Houstonfrom £304

Flights to Tampafrom £328

Cheap flights from Orlando Airport to Chicago from £38

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 24/2. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

Big names, great deals

Big names, great deals

Filter for what you want

Filter for what you want

Trusted and free

Trusted and free

Price Alerts

Price Alerts

Find the cheapest flights from Orlando Airport to Chicago

Cheap return flights

Cheap one-way flights

Cheap last-minute flights

Cheap direct flights

United Airlines flights from Orlando Airport to Chicago

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

JetBlue flights from Orlando Airport to Chicago

Our best JetBlue deals on Orlando Airport to Chicago flight tickets

momondo Fare Finder

Use the filters below to find and compare flights from Orlando Airport to Chicago that are best for you.

See travel insights to Chicago from

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

What is the cheapest month to fly to Chicago?

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 £113. 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 Friday, with ticket prices averaging around £496.

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 £282 when looking at flights departing in the morning. Flights at midday are often more expensive, with an average ticket price of £504.

What is the cheapest Orlando to Chicago flight route?

Fly from Orlando to Chicago O'Hare Intl 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 December 2025, prices for Orlando Airport to Chicago flights are approximately 0% more expensive when compared to flights at the same time last year.

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

United Airlines, Southwest, and Spirit Airlines 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. Saturday 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 December 2025, there are 45 flights per day flying from Orlando Airport to Chicago. The most common time of day flights depart is 12:00, with 44% 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 317 per week as of December 2025. The most frequent departure day is Thu, with 17% 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