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

The number of flights available between Orlando and Chicago is 43 per day as of October 2025. The most frequent departure time is 14:00, with 43% of daily flights leaving in the afternoon.

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

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

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

As of October 2025, 307 flights take off from Orlando and land in Chicago each week. The most common flight departure day for this route is Wed, with 19% of weekly flights taking off on this day.

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

Prices for flights from Orlando to Chicago refresh daily.

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

The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Orlando to Chicago.

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

The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

£39 Cheap Flights from Orlando to Chicago in 2025/26

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Find the cheapest flights from Orlando to Chicago

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19:15 - 21:19MCO-ORD

3h 04mdirect

07:15 - 11:07ORD-MCO

2h 52mdirect

£63Spirit Airlines

Find Deal

Thu, 4 Dec - Mon, 8 Dec

13:56 - 16:03MCO-ORD

3h 07mdirect

16:58 - 20:42ORD-MCO

2h 44mdirect

£78Spirit Airlines

Find Deal

Fri, 21 Nov - Mon, 24 Nov

19:45 - 21:50MCO-ORD

3h 05mdirect

06:05 - 09:45ORD-MCO

2h 40mdirect

£80Southwest

Find Deal

Wed, 24 Dec - Wed, 31 Dec

19:15 - 21:23MCO-ORD

3h 08mdirect

14:47 - 23:30ORD-MCO

7h 43m1 stop

£82Spirit Airlines

Find Deal

Mon, 26 Jan - Sun, 1 Feb

09:25 - 11:29MCO-ORD

3h 04mdirect

06:00 - 09:48ORD-MCO

2h 48mdirect

£94United Airlines

Find Deal

Sat, 13 Dec - Mon, 22 Dec

07:18 - 09:35MCO-ORD

3h 17mdirect

19:50 - 23:43ORD-MCO

2h 53mdirect

£98United Airlines

Find Deal

Thu, 12 Feb - Sun, 15 Feb

13:15 - 15:25MCO-ORD

3h 10mdirect

15:45 - 19:30ORD-MCO

2h 45mdirect

£99Southwest

Find Deal

Fri, 13 Feb - Sun, 15 Feb

11:05 - 16:20MCO-ORD

6h 15m1 stop

06:45 - 15:15ORD-MCO

7h 30m1 stop

£148Delta

Find Deal

Wed, 24 Dec - Thu, 1 Jan

11:20 - 16:46MCO-ORD

6h 26m1 stop

18:08 - 23:48ORD-MCO

4h 40m1 stop

£148Delta

Find Deal

Fri, 14 Nov - Mon, 24 Nov

11:00 - 17:31MCO-ORD

7h 31m1 stop

11:30 - 23:07ORD-MCO

10h 37m1 stop

£170JetBlue

Find Deal

Wed, 8 Apr - Mon, 13 Apr

United Airlines flights from Orlando to Chicago

Our best United Airlines deals on Orlando to Chicago flight tickets

United Airlines

13 Dec

MCO09:25Orlando

3h 04m

ORD11:29Chicago O'Hare Intl

22 Dec

ORD06:00Chicago O'Hare Intl

2h 48m

MCO09:48Orlando

£94

Find similar

United Airlines

12 Feb

MCO07:18Orlando

3h 17m

ORD09:35Chicago O'Hare Intl

15 Feb

ORD19:50Chicago O'Hare Intl

2h 53m

MCO23:43Orlando

£98

Find similar

United Airlines

16 Jan

MCO18:15Orlando

3h 09m

ORD20:24Chicago O'Hare Intl

19 Jan

ORD14:30Chicago O'Hare Intl

2h 51m

MCO18:21Orlando

£103

Find similar

Spirit Airlines flights from Orlando to Chicago

Our best Spirit Airlines deals on Orlando to Chicago flight tickets

Spirit Airlines

4 Dec

MCO19:15Orlando

3h 04m

ORD21:19Chicago O'Hare Intl

8 Dec

ORD07:15Chicago O'Hare Intl

2h 52m

MCO11:07Orlando

£63

Find similar

Spirit Airlines

21 Nov

MCO13:56Orlando

3h 07m

ORD16:03Chicago O'Hare Intl

24 Nov

ORD16:58Chicago O'Hare Intl

2h 44m

MCO20:42Orlando

£78

Find similar

Spirit Airlines

26 Jan

MCO19:15Orlando

3h 08m

ORD21:23Chicago O'Hare Intl

1 Feb

ORD14:47Chicago O'Hare Intl

7h 43m

1 stop

MCO23:30Orlando

£82

Find similar

Fly from

Fly to

Route

Depart

Return

Price

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Thu 4/12

19:15-21:19

Nonstop3h 04m

Chicago O'Hare Intl

Mon 8/12

07:15-11:07

Nonstop2h 52m

£63

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Fri 21/11

13:56-16:03

Nonstop3h 07m

Chicago O'Hare Intl

Mon 24/11

16:58-20:42

Nonstop2h 44m

£78

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Wed 24/12

19:45-21:50

Nonstop3h 05m

Chicago O'Hare Intl

Wed 31/12

06:05-09:45

Nonstop2h 40m

£80

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Mon 26/1

19:15-21:23

Nonstop3h 08m

Chicago O'Hare Intl

Sun 1/2

14:47-23:30

1 stop7h 43m

£82

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Sat 13/12

09:25-11:29

Nonstop3h 04m

Chicago O'Hare Intl

Mon 22/12

06:00-09:48

Nonstop2h 48m

£94

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Thu 12/2

07:18-09:35

Nonstop3h 17m

Chicago O'Hare Intl

Sun 15/2

19:50-23:43

Nonstop2h 53m

£98

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Fri 13/2

13:15-15:25

Nonstop3h 10m

Chicago O'Hare Intl

Sun 15/2

15:45-19:30

Nonstop2h 45m

£99

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Wed 24/12

11:05-16:20

1 stop6h 15m

Chicago O'Hare Intl

Thu 1/1

06:45-15:15

1 stop7h 30m

£148

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Fri 14/11

11:20-16:46

1 stop6h 26m

Chicago O'Hare Intl

Mon 24/11

18:08-23:48

1 stop4h 40m

£148

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Wed 8/4

11:00-17:31

1 stop7h 31m

Chicago O'Hare Intl

Mon 13/4

11:30-23:07

1 stop10h 37m

£170

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 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

Other information

What is the cheapest month to fly to Chicago?

The cheapest month to fly to Chicago from Orlando is in September. Flight prices, which tend to average around £88, 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 Chicago from Orlando during August instead. Flights to Chicago in August, while not as cheap as those in September, still average around £119.

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 Thursday, with ticket prices averaging around £467.

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

Flying to Chicago from Orlando in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as £244 when looking at flights departing in the afternoon. Flights at midday are often more expensive, with an average ticket price of £502.

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 when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around £165 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 for as low as £139 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 to Chicago flight prices changed over time?

As of October 2025, prices for Orlando to Chicago flights are approximately 78% more expensive when compared to flights at the same time last year.

When to book flights from Orlando to Chicago

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

Estimated return price

Cheap Orlando to Chicago (ORL to CHI) flight deals and tips

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

Fastest flight time	3h 00m
Direct flights	Every day
Airports in Chicago	1 airport

The fastest flight from Orlando to Chicago takes 3h 00m

Direct flights go from Orlando to Chicago every day.

There is 1 airport near Chicago: Chicago O'Hare Intl (ORD)

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How far is Orlando to Chicago by plane?
The distance between Orlando and Chicago is about 985.3 mi. Typically, this will take 3h 03m by plane in normal conditions.
When did momondo last update prices for flights from Orlando to Chicago?
Prices for flights from Orlando to Chicago refresh daily.
How old do you have to be to fly from Orlando to Chicago?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Orlando to Chicago.
What documentation or ID do you need to fly to Chicago?
The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Orlando to Chicago?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Orlando to Chicago is Airbus A321neo (16.73% of total bookings). The next most popular plane models are Airbus A321 (sharklets) (11.17%), Airbus A321-100/200 (10.63%), and Airbus A320neo (10.44%).

Why use momondo?

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

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Orlando to Chicago. momondo saves you time and could save you money on your trip.

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?

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

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

If you are not ready to book a flight from Orlando to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.