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

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

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

According to our data, United Airlines have had the least number of 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 week?

356 flights are operational weekly from Orlando Airport to Chicago as of December 2025. The most popular departure day for this route is Thu, with 17% of flights per week taking off on this day.

What airlines fly to Chicago?

Frontier, American Airlines and Spirit Airlines are the top three most popular airlines that fly to Chicago from Orlando Airport according to our data. Frontier is the first choice among our users, with 36% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 6 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

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

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

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.

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

50 flights are operational daily from Orlando Airport to Chicago as of December 2025. The most popular departure time for this route is 12:00PM, with 44% of flights per day taking off in the afternoon.

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. Saturday has historically seen more delays on average compared to the rest of the week.

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

Prices for flights from Orlando Airport to Chicago refresh daily.

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

As of December 2025, there are 6 operators available to choose from for flights from Orlando Airport to Chicago.

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

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for 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.

$47 Cheap Flights from Orlando Airport to Chicago in 2025/26

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Cheap round-trip flights

Enter your travel dates to find the best prices.

12:00 pm - 2:19 pm

MCO

ORD

3h 19mnonstop

7:00 am - 10:55 am

ORD

MCO

2h 55mnonstop

$73Frontier

Fri, Feb 20 - Sun, Feb 22

9:10 am - 11:26 am

MCO

ORD

3h 16mnonstop

11:45 am - 3:38 pm

ORD

MCO

2h 53mnonstop

$74Frontier

Fri, Jan 16 - Fri, Jan 23

5:32 pm - 7:45 pm

MCO

ORD

3h 13mnonstop

9:00 am - 12:51 pm

ORD

MCO

2h 51mnonstop

$75Multiple Airlines

Wed, Feb 25 - Wed, Mar 4

11:04 am - 1:13 pm

MCO

ORD

3h 09mnonstop

12:44 pm - 4:31 pm

ORD

MCO

2h 47mnonstop

$76Spirit Airlines

Wed, Jan 28 - Mon, Feb 2

4:48 pm - 7:17 pm

MCO

ORD

3h 29mnonstop

8:27 pm - 12:21 am

ORD

MCO

2h 54mnonstop

$77Frontier

Fri, Jan 9 - Sat, Jan 10

11:04 am - 1:13 pm

MCO

ORD

3h 09mnonstop

6:05 am - 9:59 am

ORD

MCO

2h 54mnonstop

$78Spirit Airlines

Wed, Jan 21 - Wed, Jan 28

2:00 pm - 4:19 pm

MCO

ORD

3h 19mnonstop

7:00 am - 10:55 am

ORD

MCO

2h 55mnonstop

$80Frontier

Tue, Feb 24 - Mon, Mar 2

5:53 pm - 7:50 pm

MCO

MDW

2h 57mnonstop

8:56 pm - 12:47 am

MDW

MCO

2h 51mnonstop

$80Frontier

Fri, Feb 20 - Sun, Feb 22

4:48 pm - 7:17 pm

MCO

ORD

3h 29mnonstop

10:48 am - 2:38 pm

ORD

MCO

2h 50mnonstop

$81Multiple Airlines

Thu, Jan 8 - Mon, Jan 12

12:17 pm - 2:21 pm

MCO

ORD

3h 04mnonstop

7:20 am - 11:12 am

ORD

MCO

2h 52mnonstop

$84Spirit Airlines

Wed, Dec 24 - Thu, Jan 1

Frontier flights from Orlando Airport to Chicago

Our best Frontier deals on Orlando Airport to Chicago flight tickets

Frontier

Feb 20

MCO12:00 pmOrlando

3h 19m

ORD2:19 pmChicago O'Hare Intl

Feb 22

ORD7:00 amChicago O'Hare Intl

2h 55m

MCO10:55 amOrlando

$73

Find similar

Frontier

Jan 16

MCO9:10 amOrlando

3h 16m

ORD11:26 amChicago O'Hare Intl

Jan 23

ORD11:45 amChicago O'Hare Intl

2h 53m

MCO3:38 pmOrlando

$74

Find similar

Frontier

Jan 9

MCO4:48 pmOrlando

3h 29m

ORD7:17 pmChicago O'Hare Intl

Jan 10

ORD8:27 pmChicago O'Hare Intl

2h 54m

MCO12:21 amOrlando

$77

Find similar

Spirit Airlines flights from Orlando Airport to Chicago

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

Spirit Airlines

Jan 28

MCO11:04 amOrlando

3h 09m

ORD1:13 pmChicago O'Hare Intl

Feb 2

ORD12:44 pmChicago O'Hare Intl

2h 47m

MCO4:31 pmOrlando

$76

Find similar

Spirit Airlines

Jan 21

MCO11:04 amOrlando

3h 09m

ORD1:13 pmChicago O'Hare Intl

Jan 28

ORD6:05 amChicago O'Hare Intl

2h 54m

MCO9:59 amOrlando

$78

Find similar

Spirit Airlines

Dec 24

MCO12:17 pmOrlando

3h 04m

ORD2:21 pmChicago O'Hare Intl

Jan 1

ORD7:20 amChicago O'Hare Intl

2h 52m

MCO11:12 amOrlando

$84

Find similar

Fly from

Fly to

Route

Depart

Return

Price

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Fri 2/20

12:00 pm-2:19 pm

Nonstop3h 19m

Chicago O'Hare Intl

Sun 2/22

7:00 am-10:55 am

Nonstop2h 55m

$73

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Fri 1/16

9:10 am-11:26 am

Nonstop3h 16m

Chicago O'Hare Intl

Fri 1/23

11:45 am-3:38 pm

Nonstop2h 53m

$74

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Wed 2/25

5:32 pm-7:45 pm

Nonstop3h 13m

Chicago O'Hare Intl

Wed 3/4

9:00 am-12:51 pm

Nonstop2h 51m

$75

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Wed 1/28

11:04 am-1:13 pm

Nonstop3h 09m

Chicago O'Hare Intl

Mon 2/2

12:44 pm-4:31 pm

Nonstop2h 47m

$76

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Fri 1/9

4:48 pm-7:17 pm

Nonstop3h 29m

Chicago O'Hare Intl

Sat 1/10

8:27 pm-12:21 am

Nonstop2h 54m

$77

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Wed 1/21

11:04 am-1:13 pm

Nonstop3h 09m

Chicago O'Hare Intl

Wed 1/28

6:05 am-9:59 am

Nonstop2h 54m

$78

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Tue 2/24

2:00 pm-4:19 pm

Nonstop3h 19m

Chicago O'Hare Intl

Mon 3/2

7:00 am-10:55 am

Nonstop2h 55m

$80

OrlandoChicago

MCO - MDW

MCOMDW

Orlando

Fri 2/20

5:53 pm-7:50 pm

Nonstop2h 57m

Chicago Midway

Sun 2/22

8:56 pm-12:47 am

Nonstop2h 51m

$80

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Thu 1/8

4:48 pm-7:17 pm

Nonstop3h 29m

Chicago O'Hare Intl

Mon 1/12

10:48 am-2:38 pm

Nonstop2h 50m

$81

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Wed 12/24

12:17 pm-2:21 pm

Nonstop3h 04m

Chicago O'Hare Intl

Thu 1/1

7:20 am-11:12 am

Nonstop2h 52m

$84

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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 month of February is, on average, the cheapest month to fly to Chicago from Orlando Airport, with most prices found around $138. If you’re not able to fly to Chicago in February, then September is your next best option. Flight prices from Orlando Airport to Chicago during September average around $154.

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 Friday when prices can be found for as low as $234. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Orlando Airport to Chicago for around $449.

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

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Orlando Airport to Chicago during this time can be as low as $225. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $507.

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 $213 when searching weeks out. 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 $175 on momondo.

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

There are 4 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.

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

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

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 round-trip 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

Best Price Found	$98
Fastest flight time	2h 50m
Direct flights	Every day
Airports in Chicago	1 airport

The best one-way flight to Chicago from Orlando Airport in the past 72 hours is $98. The best round-trip flight deal from Orlando Airport to Chicago found on momondo in the last 72 hours is $94.

The fastest flight from Orlando Airport to Chicago takes 2h 50m

Direct flights go from Orlando Airport to Chicago every day.

There is 1 airport near Chicago: Chicago Midway (MDW)

Search flight deals

How far is Orlando to Chicago by plane?
There are 993.7 mi between Orlando and Chicago. A reasonable flight in good conditions will take 2h 56m.
When did momondo last update prices for flights from Orlando Airport to Chicago?
Prices for flights from Orlando Airport to Chicago refresh daily.
How many operators does momondo search for flights from Orlando Airport to Chicago?
As of December 2025, there are 6 operators available to choose from for flights from Orlando Airport to Chicago.
How old do you have to be to fly from Orlando Airport to Chicago?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for 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 this flight route, the most popular plane model on flight routes from Orlando Airport to Chicago is Airbus A321neo (21.25% of total bookings). The next most popular plane models are Airbus A320neo (10.63%), Boeing 737-800 (9.41%), and Airbus A321 (sharklets) (8.75%).
What is the most popular airline from Orlando Airport to Chicago?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Orlando Airport to Chicago is Frontier (44% of total bookings). The next most popular airlines are Spirit Airlines (19%), American Airlines (14%), and Southwest (13%).

Best airlines flying from Orlando Airport to Chicago

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

Airline	Rating	Free Cancellation	Price
Frontier	PriceFrom $67	Free Cancellation	Rating 5.8 3,090 reviews	Search Frontier flights
Spirit Airlines	PriceFrom $76	Free Cancellation	Rating 6.3 8,157 reviews	Search Spirit Airlines flights
Delta	PriceFrom $114	Free Cancellation	Rating 7.9 8,011 reviews	Search Delta flights
United Airlines	PriceFrom $157	Free Cancellation	Rating 7.4 9,065 reviews	Search United Airlines flights
Southwest	PriceFrom $157	Free Cancellation	Rating 8.0 4,250 reviews	Search Southwest flights
American Airlines	PriceFrom $157	Free Cancellation	Rating 7.2 11,047 reviews	Search American Airlines flights

Southwest Flights From Orlando Airport to Chicago
Across 46 Southwest flights from Orlando Airport to Chicago this week, the average price was $283, with the best Southwest deals starting from $157 round-trip. 4,250 users have rated Southwest on momondo, with an average score of 8.0/10.
United Airlines Flights From Orlando Airport to Chicago
Another popular option for Orlando Airport to Chicago flights is United Airlines (7.4/10, 9,065 ratings). United Airlines flies from Orlando Airport to Chicago around 35 times per week, with deals starting from $157 round-trip and rising to an average price of around $312.

Merrillville

New Buffalo

Hammond

Benton Harbor

Saint Joseph

Portage

Lansing

Schererville

Valparaiso

Crown Point

Munster

Chesterton

Monticello

Porter

Griffith

Saint John

Why use momondo?

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

Finding the right flight to Chicago from Orlando is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.

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

All flight searches from Orlando to Chicago on momondo can be filtered to show those which offer flexible booking policies.

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?

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.

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Cheap flights from Orlando Airport to Chicago from $50

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 2/28. 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 Orlando Airport to Chicago

Our best Frontier deals on Orlando Airport to Chicago flight tickets

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

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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?

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

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Orlando Airport to Chicago during this time can be as low as $225. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $507.

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 4 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.

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

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

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, Frontier, and Southwest are the most popular carriers operating from Orlando to Chicago

What airlines fly 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 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. 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 least number of 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?

50 flights are operational daily from Orlando Airport to Chicago as of December 2025. The most popular departure time for this route is 12:00PM, with 44% of flights per day taking off in the afternoon.

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

356 flights are operational weekly from Orlando Airport to Chicago as of December 2025. The most popular departure day for this route is Thu, with 17% of flights per week taking off 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

Best Price Found

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 many operators does momondo search 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?

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

Best airlines flying from Orlando Airport to Chicago

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

Southwest Flights From Orlando Airport to Chicago

United Airlines Flights From Orlando Airport to Chicago

Traveling to a place near 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, 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.