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

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

What airlines fly to Chicago?

Frontier, Spirit Airlines and American 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 35% 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.

How often are flights from Orlando to Chicago delayed?

Historically, on average around 17% 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 157 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. Sunday has historically seen more delays on average compared to the rest of the week.

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

346 flights are operational weekly from Orlando Airport to Chicago as of April 2026. The most popular departure day for this route is Tue, with 24% of flights per week taking off on this day.

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?

49 flights are operational daily from Orlando Airport to Chicago as of April 2026. The most popular departure time for this route is 2:00PM, with 44% of flights per day taking off in the afternoon.

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 April 2026, 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.

$65 Cheap Flights from Orlando Airport to Chicago in 2026

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One-way

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6:22 am - 10:23 am

MCO

ORD

5h 01m

1 stop

6:00 am - 9:57 am

ORD

MCO

2h 57mnonstop

$109Multiple Airlines

Thu, Apr 23 - Mon, Apr 27

5:15 am - 10:23 am

MCO

ORD

6h 08m

1 stop

6:00 am - 9:57 am

ORD

MCO

2h 57mnonstop

$110Multiple Airlines

Thu, Apr 16 - Mon, Apr 20

2:56 pm - 10:19 pm

MCO

MDW

8h 23m

1 stop

9:14 am - 1:03 pm

MDW

MCO

2h 49mnonstop

$110Frontier

Thu, Apr 16 - Mon, Apr 20

6:05 am - 8:04 am

MCO

MDW

2h 59mnonstop

6:15 am - 1:34 pm

MDW

MCO

6h 19m

1 stop

$111Frontier

Thu, Apr 16 - Wed, Apr 22

6:22 am - 10:23 am

MCO

ORD

5h 01m

1 stop

10:31 am - 2:11 pm

ORD

MCO

2h 40mnonstop

$112Spirit Airlines

Fri, Apr 17 - Wed, Apr 22

6:05 am - 8:04 am

MCO

MDW

2h 59mnonstop

6:00 am - 1:37 pm

MDW

MCO

6h 37m

1 stop

$112Frontier

Thu, Apr 16 - Sat, Apr 18

8:58 pm - 11:13 pm

MCO

ORD

3h 15mnonstop

6:55 am - 7:02 pm

ORD

MCO

11h 07m

1 stop

$113Frontier

Wed, May 27 - Sat, May 30

7:00 am - 9:05 am

MCO

ORD

3h 05mnonstop

9:16 am - 3:29 pm

ORD

MCO

5h 13m

1 stop

$114Spirit Airlines

Sat, Apr 18 - Sat, May 2

6:22 am - 10:23 am

MCO

ORD

5h 01m

1 stop

11:28 am - 11:29 pm

ORD

MCO

11h 01m

1 stop

$116Spirit Airlines

Thu, Apr 16 - Thu, Apr 23

10:49 pm - 9:47 am

MCO

RFD

11h 58m

1 stop

10:37 am - 8:37 pm

RFD

MCO

9h 00m

1 stop

$188Multiple Airlines

Sat, Apr 25 - Thu, Apr 30

Frontier flights from Orlando Airport to Chicago

Our best Frontier deals on Orlando Airport to Chicago flight tickets

Frontier

Apr 16

MCO2:56 pmOrlando

8h 23m

1 stop

MDW10:19 pmChicago Midway

Apr 20

MDW9:14 amChicago Midway

2h 49m

MCO1:03 pmOrlando

$110

Frontier

Apr 10

MCO10:40 pmOrlando

22h 59m

1 stop

ORD8:39 pmChicago O'Hare Intl

Apr 13

ORD9:12 amChicago O'Hare Intl

2h 58m

MCO1:10 pmOrlando

$112

Frontier

May 27

MCO8:58 pmOrlando

3h 15m

ORD11:13 pmChicago O'Hare Intl

May 30

ORD6:55 amChicago O'Hare Intl

11h 07m

1 stop

MCO7:02 pmOrlando

$113

Spirit Airlines flights from Orlando Airport to Chicago

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

Spirit Airlines

Apr 17

MCO6:22 amOrlando

5h 01m

1 stop

ORD10:23 amChicago O'Hare Intl

Apr 22

ORD10:31 amChicago O'Hare Intl

2h 40m

MCO2:11 pmOrlando

$112

Spirit Airlines

Apr 18

MCO7:00 amOrlando

3h 05m

ORD9:05 amChicago O'Hare Intl

May 2

ORD9:16 amChicago O'Hare Intl

5h 13m

1 stop

MCO3:29 pmOrlando

$114

Spirit Airlines

Apr 16

MCO6:22 amOrlando

5h 01m

1 stop

ORD10:23 amChicago O'Hare Intl

Apr 23

ORD11:28 amChicago O'Hare Intl

11h 01m

1 stop

MCO11:29 pmOrlando

$116

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Thu 4/23

6:22 am-10:23 am

1 stop5h 01m

Chicago O'Hare Intl

Mon 4/27

6:00 am-9:57 am

Nonstop2h 57m

$109

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Thu 4/16

5:15 am-10:23 am

1 stop6h 08m

Chicago O'Hare Intl

Mon 4/20

6:00 am-9:57 am

Nonstop2h 57m

$110

OrlandoChicago

MCO - MDW

MCOMDW

Orlando

Thu 4/16

2:56 pm-10:19 pm

1 stop8h 23m

Chicago Midway

Mon 4/20

9:14 am-1:03 pm

Nonstop2h 49m

$110

OrlandoChicago

MCO - MDW

MCOMDW

Orlando

Thu 4/16

6:05 am-8:04 am

Nonstop2h 59m

Chicago Midway

Wed 4/22

6:15 am-1:34 pm

1 stop6h 19m

$111

Quickest round-trip

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Fri 4/17

6:22 am-10:23 am

1 stop5h 01m

Chicago O'Hare Intl

Wed 4/22

10:31 am-2:11 pm

Nonstop2h 40m

$112

OrlandoChicago

MCO - MDW

MCOMDW

Orlando

Thu 4/16

6:05 am-8:04 am

Nonstop2h 59m

Chicago Midway

Sat 4/18

6:00 am-1:37 pm

1 stop6h 37m

$112

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Wed 5/27

8:58 pm-11:13 pm

Nonstop3h 15m

Chicago O'Hare Intl

Sat 5/30

6:55 am-7:02 pm

1 stop11h 07m

$113

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Sat 4/18

7:00 am-9:05 am

Nonstop3h 05m

Chicago O'Hare Intl

Sat 5/2

9:16 am-3:29 pm

1 stop5h 13m

$114

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Thu 4/16

6:22 am-10:23 am

1 stop5h 01m

Chicago O'Hare Intl

Thu 4/23

11:28 am-11:29 pm

1 stop11h 01m

$116

OrlandoChicago

MCO - RFD

MCORFD

Orlando

Sat 4/25

10:49 pm-9:47 am

1 stop11h 58m

Chicago Greater Rockford

Thu 4/30

10:37 am-8:37 pm

1 stop9h 00m

$188

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

What is the cheapest month to fly to Chicago?

The month of April is, on average, the cheapest month to fly to Chicago from Orlando Airport, with most prices found around $153. If you’re not able to fly to Chicago in April, 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 $237. This is often the case because there is less demand to fly during this day of the week. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from Orlando Airport to Chicago for around $459.

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 $210. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $374.

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 $212 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 $164 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 April 2026, prices for Orlando Airport to Chicago flights are approximately 112% 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	$168
Fastest flight time	2h 45m
Direct flights	Every day
Airports in Chicago	3 airports

The best one-way flight to Chicago from Orlando Airport in the past 72 hours is $168. The best round-trip flight deal from Orlando Airport to Chicago found on momondo in the last 72 hours is $189.

The fastest flight from Orlando Airport to Chicago takes 2h 45m

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 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 45m.
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 April 2026, 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 (14.92% of total bookings). The next most popular plane models are Airbus A321 (sharklets) (10.28%), Airbus A320neo (9.90%), and Airbus A321-100/200 (9.04%).
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 (43% of total bookings). The next most popular airlines are Spirit Airlines (19%), Southwest (14%), and American Airlines (12%).

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 $64	Free Cancellation	Rating 5.7 3,006 reviews	Search Frontier flights
Spirit Airlines	PriceFrom $75	Free Cancellation	Rating 6.3 8,573 reviews	Search Spirit Airlines flights
Delta	PriceFrom $99	Free Cancellation	Rating 7.9 8,367 reviews	Search Delta flights
United Airlines	PriceFrom $154	Free Cancellation	Rating 7.4 9,530 reviews	Search United Airlines flights
Southwest	PriceFrom $157	Free Cancellation	Rating 8.0 4,336 reviews	Search Southwest flights
American Airlines	PriceFrom $157	Free Cancellation	Rating 7.1 11,545 reviews	Search American Airlines flights

Southwest Flights From Orlando Airport to Chicago
Across 87 Southwest flights from Orlando Airport to Chicago this week, the average price was $264, with the best Southwest deals starting from $157 round-trip. 4,336 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, 9,530 ratings). United Airlines flies from Orlando Airport to Chicago around 25 times per week, with deals starting from $154 round-trip and rising to an average price of around $301.

Merrillville

New Buffalo

Hammond

Saint Joseph

Benton Harbor

Portage

Lansing

Valparaiso

Schererville

Munster

Crown Point

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 $65

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 4/28. 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

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

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

What is the cheapest Orlando to Chicago flight route?

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

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

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

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

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

What airlines fly to Chicago?

How often are flights from Orlando to Chicago delayed?

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

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

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

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

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

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

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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?

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.

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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

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List of cabin classes available on flights landing in Chicago. Availability may vary depending on flight origin and airline.

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