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Cheap flights from Chicago to Orlando Airport 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 Chicago to Orlando Airport departing on 1/14. 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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Find the cheapest flights from Chicago to Orlando

Cheap round-trip flights

These are some of the best round-trip flight deals from Chicago to Orlando that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Chicago to Orlando.

Cheap last minute flights

Planning a quick getaway from Chicago to Orlando? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Orlando, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Chicago to Orlando

Find recent round-trip train or bus tickets from Chicago to Orlando.

All round-trip flight deals to Orlando

The cheapest plane tickets to Orlando found on KAYAK recently.
8:12 pm - 11:43 pmORD-MCO
26h 31m1 stop
7:30 am - 9:54 amMCO-ORD
3h 24mnonstop
$96Frontier
Find Deal
Fri, Jan 10 - Sun, Jan 12
4:41 pm - 12:12 amORD-MCO
6h 31m1 stop
6:37 pm - 8:57 pmMCO-ORD
3h 20mnonstop
$98Frontier
Find Deal
Thu, Feb 6 - Fri, Feb 7
8:00 am - 11:50 amORD-MCO
2h 50mnonstop
1:59 pm - 4:10 pmMCO-ORD
3h 11mnonstop
$102Spirit Airlines
Find Deal
Tue, Jan 14 - Fri, Jan 17
12:25 pm - 4:12 pmORD-MCO
2h 47mnonstop
1:59 pm - 4:10 pmMCO-ORD
3h 11mnonstop
$107Spirit Airlines
Find Deal
Mon, Jan 13 - Fri, Jan 17
3:25 pm - 7:05 pmMDW-MCO
2h 40mnonstop
7:15 am - 9:10 amMCO-MDW
2h 55mnonstop
$189Southwest
Find Deal
Mon, Jan 13 - Thu, Jan 16
1:40 pm - 9:13 pmORD-MCO
6h 33m1 stop
5:30 am - 9:55 amMCO-ORD
5h 25m1 stop
$202Delta
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Sun, Jan 19 - Sat, Jan 25
5:10 pm - 12:35 amORD-MCO
6h 25m1 stop
6:00 am - 12:55 pmMCO-ORD
7h 55m1 stop
$206Delta
Find Deal
Sat, Jan 18 - Fri, Jan 24
1:45 pm - 7:10 pmMDW-MCO
4h 25m1 stop
7:10 am - 9:05 amMCO-MDW
2h 55mnonstop
$208Southwest
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Wed, Jan 8 - Thu, Jan 23
12:05 pm - 3:57 pmORD-MCO
2h 52mnonstop
7:15 am - 9:21 amMCO-ORD
3h 06mnonstop
$233United Airlines
Find Deal
Mon, Jan 20 - Wed, Jan 29
3:51 pm - 12:45 amORD-MCO
7h 54m1 stop
7:15 am - 9:21 amMCO-ORD
3h 06mnonstop
$243United Airlines
Find Deal
Sun, Jan 26 - Sat, Feb 1
8:00 am - 11:50 amORD-MCO
2h 50mnonstop
$43Spirit Airlines
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Tue, Jan 14
8:00 am - 11:50 amORD-MCO
2h 50mnonstop
$44Spirit Airlines
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Tue, Jan 14
3:56 pm - 1:46 amORD-MCO
8h 50m1 stop
$51Frontier
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Mon, Jan 20
8:15 am - 11:20 pmMDW-MCO
14h 05m1 stop
$52Frontier
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Tue, Jan 14
4:28 pm - 11:43 pmORD-MCO
6h 15m1 stop
$53Frontier
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Mon, Jan 6
6:10 pm - 9:50 pmMDW-MCO
2h 40mnonstop
$79Southwest
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Tue, Jan 21
1:10 pm - 5:02 pmORD-MCO
2h 52mnonstop
$85United Airlines
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Wed, Feb 5
4:10 pm - 7:45 pmMDW-MCO
2h 35mnonstop
$85Southwest
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Sun, Mar 2
1:06 pm - 4:51 pmORD-MCO
2h 45mnonstop
$95American Airlines
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Tue, Jan 14
4:02 pm - 7:49 pmORD-MCO
2h 47mnonstop
$114United Airlines
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Wed, Feb 19
7:29 pm - 11:33 pmORD-MCO
3h 04mnonstop
9:12 am - 11:20 amMCO-ORD
3h 08mnonstop
Thu, Dec 26 - Thu, Jan 30
7:29 pm - 11:33 pmORD-MCO
3h 04mnonstop
12:40 pm - 10:27 pmMCO-ORD
10h 47m1 stop
$266Frontier
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Thu, Dec 26 - Thu, Jan 30
2:19 pm - 9:40 amORD-MCO
18h 21m1 stop
3:34 pm - 10:27 pmMCO-ORD
7h 53m1 stop
$270Frontier
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Thu, Dec 26 - Thu, Jan 30
10:29 am - 2:24 pmORD-MCO
2h 55mnonstop
12:34 pm - 2:36 pmMCO-ORD
3h 02mnonstop
Wed, Dec 25 - Wed, Jan 8
2:19 pm - 10:54 pmORD-MCO
7h 35m1 stop
7:30 am - 9:52 amMCO-ORD
3h 22mnonstop
$280Frontier
Find Deal
Sun, Dec 22 - Fri, Jan 24
6:49 pm - 10:43 pmMDW-MCO
2h 54mnonstop
4:00 pm - 5:54 pmMCO-MDW
2h 54mnonstop
$282Frontier
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Tue, Dec 24 - Tue, Dec 31
8:14 pm - 12:21 amORD-MCO
3h 07mnonstop
6:25 am - 11:04 amMCO-ORD
5h 39m1 stop
$368Spirit Airlines
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Sun, Dec 22 - Wed, Jan 1
3:31 pm - 7:32 pmORD-MCO
3h 01mnonstop
7:50 pm - 9:53 pmMCO-ORD
3h 03mnonstop
$410Spirit Airlines
Find Deal
Wed, Dec 25 - Sat, Dec 28
10:00 am - 6:36 pmORD-MCO
7h 36m1 stop
7:56 pm - 10:57 amMCO-ORD
16h 01m1 stop
$480Sun Country Air
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Wed, Dec 25 - Wed, Jan 1
8:50 am - 12:30 pmMDW-MCO
2h 40mnonstop
11:45 am - 1:45 pmMCO-MDW
3h 00mnonstop
$512Southwest
Find Deal
Mon, Dec 23 - Sat, Jan 11
8:00 am - 11:50 amORD-MCO
2h 50mnonstop
7:30 am - 9:52 amMCO-ORD
3h 22mnonstop
Tue, Jan 14 - Fri, Jan 17
8:00 am - 11:50 amORD-MCO
2h 50mnonstop
1:59 pm - 4:10 pmMCO-ORD
3h 11mnonstop
$102Spirit Airlines
Find Deal
Tue, Jan 14 - Fri, Jan 17
8:30 am - 12:18 pmMDW-MCO
2h 48mnonstop
5:26 pm - 7:29 pmMCO-MDW
3h 03mnonstop
$106Frontier
Find Deal
Tue, Feb 18 - Sat, Feb 22
10:58 am - 2:45 pmMDW-MCO
2h 47mnonstop
12:38 pm - 2:42 pmMCO-MDW
3h 04mnonstop
$113Frontier
Find Deal
Sun, Feb 2 - Fri, Feb 7
6:45 pm - 10:35 pmORD-MCO
2h 50mnonstop
7:00 am - 9:05 amMCO-ORD
3h 05mnonstop
$173American Airlines
Find Deal
Sat, Jan 18 - Wed, Jan 22
6:10 pm - 9:50 pmMDW-MCO
2h 40mnonstop
8:15 pm - 10:10 pmMCO-MDW
2h 55mnonstop
$189Southwest
Find Deal
Mon, Jan 13 - Thu, Jan 16
1:20 pm - 4:55 pmMDW-MCO
2h 35mnonstop
7:10 am - 9:05 amMCO-MDW
2h 55mnonstop
$203Southwest
Find Deal
Wed, Jan 8 - Thu, Jan 23
1:06 pm - 4:51 pmORD-MCO
2h 45mnonstop
7:00 am - 9:05 amMCO-ORD
3h 05mnonstop
$209American Airlines
Find Deal
Wed, Jan 29 - Wed, Feb 5
2:30 pm - 6:21 pmORD-MCO
2h 51mnonstop
4:10 pm - 6:16 pmMCO-ORD
3h 06mnonstop
$233United Airlines
Find Deal
Wed, Feb 19 - Fri, Feb 28
2:30 pm - 6:21 pmORD-MCO
2h 51mnonstop
9:45 am - 11:58 amMCO-ORD
3h 13mnonstop
$277United Airlines
Find Deal
Wed, Feb 19 - Sun, Mar 23

Spirit Airlines flights from Chicago to Orlando Airport

Our best Spirit Airlines deals on Chicago to Orlando Airport flight tickets
Spirit Airlines
Jan 14
ORD8:00 amChicago O'Hare Intl
2h 50m
MCO11:50 amOrlando
Jan 17
MCO1:59 pmOrlando
3h 11m
ORD4:10 pmChicago O'Hare Intl
Spirit Airlines
Jan 13
ORD12:25 pmChicago O'Hare Intl
2h 47m
MCO4:12 pmOrlando
Jan 17
MCO1:59 pmOrlando
3h 11m
ORD4:10 pmChicago O'Hare Intl
Spirit Airlines
Jan 8
ORD3:31 pmChicago O'Hare Intl
3h 01m
MCO7:32 pmOrlando
Jan 15
MCO1:59 pmOrlando
3h 11m
ORD4:10 pmChicago O'Hare Intl

Southwest flights from Chicago to Orlando Airport

Our best Southwest deals on Chicago to Orlando Airport flight tickets
Southwest
Jan 13
MDW3:25 pmChicago Midway
2h 40m
MCO7:05 pmOrlando
Jan 16
MCO7:15 amOrlando
2h 55m
MDW9:10 amChicago Midway
Southwest
Jan 8
MDW1:45 pmChicago Midway
4h 25m
1 stop
MCO7:10 pmOrlando
Jan 23
MCO7:10 amOrlando
2h 55m
MDW9:05 amChicago Midway
Southwest
Jan 8
MDW6:10 pmChicago Midway
2h 40m
MCO9:50 pmOrlando
Jan 15
MCO7:50 pmOrlando
2h 55m
MDW9:45 pmChicago Midway

See travel insights to Orlando from

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

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

What is the cheapest month to fly to Orlando Airport?

The cheapest month to fly to Orlando Airport from Chicago is in May. Flight prices, which tend to average around $177, are often lower during this time because this is during the off-season. If you aren’t able to travel during the month of May, then book flights to Orlando Airport from Chicago during April instead. Flights to Orlando Airport in April, while not as cheap as those in May, still average around $187.

What is the cheapest day to depart on your flight to Orlando Airport?

The cheapest day to depart from Chicago to Orlando Airport is on a Tuesday. Travelers who choose to depart for Orlando Airport on a Tuesday will often find tickets for as low as $236. The most expensive day to fly to Orlando Airport is Monday, with ticket prices averaging around $315.

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

In the afternoon is the cheapest time of day to fly from Chicago to Orlando Airport when you can find flight prices for as low as $202. Flying to Orlando Airport in the afternoon is an ideal time because this is during off-peak travel hours. Flights at noon are often more expensive with an average ticket price of $289.

What is the cheapest Chicago to Orlando flight route?

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

How far in advance should I book a flight to Orlando Airport?

The best time to book a flight to Orlando Airport from Chicago is 14 days out, which is when prices tend to be around $276. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Orlando Airport from Chicago for as low as $186 on momondo.

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

There are 4 cabin classes available to choose from on Chicago to Orlando 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 Chicago to Orlando Airport flights?

You could potentially save up to 18% on your flight if you consider stops on a Chicago to Orlando Airport flight.

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

As of December 2024, prices for Chicago to Orlando Airport flights are approximately 44% more expensive when compared to flights at the same time last year.

When to book flights from Chicago to Orlando Airport

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

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

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

Best Price Found

$43

Fastest flight time

2h 35m

Direct flights

Every day
The best one-way flight to Orlando Airport from Chicago in the past 72 hours is $43. The best round-trip flight deal from Chicago to Orlando Airport found on momondo in the last 72 hours is $96.
The fastest flight from Chicago to Orlando Airport takes 2h 35m
Direct flights go from Chicago to Orlando Airport every day.

  • How far is Chicago to Orlando by plane?

    Chicago and Orlando are 993.7 mi apart from one another. 2h 35m is a normal flight duration for this route.

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

    Prices for flights from Chicago to Orlando Airport are refreshed on a daily basis.

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

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

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago to Orlando Airport.

  • What documentation or ID do you need to fly to Orlando Airport?

    The required travel and health documents for your Orlando Airport trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Orlando Airport. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

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

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


Best airlines flying from Chicago to Orlando Airport

Compare and see reviews for airlines that fly from Chicago to Orlando Airport with momondo
Airline
Rating
Free Cancellation
Price
FrontierPriceFrom $54Free CancellationRating
6.1
3,474 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $59Free CancellationRating
6.3
8,112 reviews
Search Spirit Airlines flights
United AirlinesPriceFrom $154Free CancellationRating
7.4
9,039 reviews
Search United Airlines flights
American AirlinesPriceFrom $176Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
DeltaPriceFrom $196Free CancellationRating
8.0
8,597 reviews
Search Delta flights
SouthwestPriceFrom $252Free CancellationRating
8.1
4,814 reviews
Search Southwest flights
  • Southwest Flights From Chicago to Orlando Airport

    Across 50 Southwest flights from Chicago to Orlando Airport this week, the average price was $416, with the best Southwest deals starting from $252 round-trip. 4,814 users have rated Southwest on momondo, with an average score of 8.1/10.

  • United Airlines Flights From Chicago to Orlando Airport

    The best United Airlines deal for Chicago to Orlando Airport flight tickets found on momondo in the last 72 hours was $154, round-trip. It should be noted that an average United Airlines flight deal for this route in this time was higher, at $358 round-trip. United Airlines operates 26 flights out of Chicago into Orlando Airport in an average week, so prices vary by time and availability. 9,039 United Airlines reviews by users on momondo have scored the airline at 7.4/10.


Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Chicago to Orlando. Millions of users trust and use momondo every year so you are in good hands.

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

Yes. All flights to Orlando from Chicago on momondo can be compared and filtered by various policies on offer, including flexible booking.

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

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

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

Price alerts on flights to Orlando from Chicago 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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