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Cheap flights from Chicago to Orlando Airport from $52

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 1/20. 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.
6:22 pm - 12:11 amMDW-MCO
4h 49m1 stop
4:00 pm - 5:54 pmMCO-MDW
2h 54mnonstop
$96Frontier
Find Deal
Mon, Dec 16 - Tue, Dec 17
5:02 pm - 12:11 amORD-MCO
6h 09m1 stop
7:30 am - 9:54 amMCO-ORD
3h 24mnonstop
$98Frontier
Find Deal
Thu, Jan 9 - Fri, Jan 10
7:15 am - 4:16 pmMDW-MCO
8h 01m1 stop
8:00 am - 10:02 amMCO-MDW
3h 02mnonstop
$98Frontier
Find Deal
Sat, Feb 8 - Sun, Feb 9
7:45 pm - 11:50 pmORD-MCO
3h 05mnonstop
4:46 pm - 6:50 pmMCO-ORD
3h 04mnonstop
$115Spirit Airlines
Find Deal
Mon, Dec 9 - Thu, Dec 12
9:58 am - 10:11 pmORD-MCO
11h 13m1 stop
4:46 pm - 6:50 pmMCO-ORD
3h 04mnonstop
$127Spirit Airlines
Find Deal
Sun, Dec 8 - Thu, Dec 12
6:08 pm - 10:00 pmORD-MCO
2h 52mnonstop
7:15 am - 9:21 amMCO-ORD
3h 06mnonstop
$167United Airlines
Find Deal
Sat, Jan 18 - Sat, Jan 25
6:45 pm - 10:35 pmORD-MCO
2h 50mnonstop
7:00 am - 9:05 amMCO-ORD
3h 05mnonstop
$177American Airlines
Find Deal
Sat, Jan 18 - Tue, Jan 21
10:57 am - 6:39 pmMDW-MCO
6h 42m1 stop
6:15 am - 10:12 amMCO-MDW
4h 57m1 stop
$196Delta
Find Deal
Tue, Jan 14 - Sat, Jan 18
10:30 am - 4:40 pmORD-MCO
5h 10m1 stop
10:00 am - 3:45 pmMCO-ORD
6h 45m1 stop
$206Delta
Find Deal
Mon, Jan 13 - Tue, Jan 14
10:40 am - 2:30 pmORD-MCO
2h 50mnonstop
4:33 pm - 6:35 pmMCO-ORD
3h 02mnonstop
$247United Airlines
Find Deal
Sat, Jan 11 - Thu, Jan 16
3:56 pm - 1:46 amORD-MCO
8h 50m1 stop
$52Frontier
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Mon, Jan 20
7:30 am - 11:43 pmMDW-MCO
15h 13m1 stop
$52Frontier
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Sat, Feb 1
7:55 am - 9:40 pmORD-MCO
12h 45m1 stop
$54Spirit Airlines
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Tue, Dec 10
3:31 pm - 7:32 pmORD-MCO
3h 01mnonstop
$57Spirit Airlines
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Wed, Dec 18
3:25 pm - 7:05 pmMDW-MCO
2h 40mnonstop
$79Southwest
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Tue, Feb 4
10:40 am - 2:30 pmORD-MCO
2h 50mnonstop
$96United Airlines
Find Deal
Wed, Feb 5
9:03 am - 5:28 pmORD-MCO
7h 25m1 stop
$97United Airlines
Find Deal
Wed, Mar 5
7:15 pm - 10:55 pmMDW-MCO
2h 40mnonstop
$99Southwest
Find Deal
Tue, Dec 10
7:13 pm - 11:01 pmORD-MCO
2h 48mnonstop
$139American Airlines
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Sat, Dec 7
5:10 am - 12:02 pmORD-MCO
5h 52m1 stop
$158American Airlines
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Fri, Feb 14
8:21 pm - 12:24 amORD-MCO
3h 03mnonstop
11:17 am - 1:27 pmMCO-ORD
3h 10mnonstop
$155Frontier
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Mon, Nov 25 - Thu, Nov 28
8:21 pm - 12:24 amORD-MCO
3h 03mnonstop
11:17 am - 1:27 pmMCO-ORD
3h 10mnonstop
$156Frontier
Find Deal
Mon, Nov 25 - Thu, Nov 28
8:21 pm - 12:24 amORD-MCO
3h 03mnonstop
11:17 am - 1:27 pmMCO-ORD
3h 10mnonstop
$168Frontier
Find Deal
Mon, Nov 25 - Thu, Nov 28
8:21 pm - 12:24 amORD-MCO
3h 03mnonstop
5:17 pm - 11:59 pmMCO-ORD
7h 42m1 stop
$179Frontier
Find Deal
Mon, Nov 25 - Thu, Nov 28
8:21 pm - 12:24 amORD-MCO
3h 03mnonstop
4:13 pm - 8:11 pmMCO-ORD
4h 58m1 stop
$180Frontier
Find Deal
Mon, Nov 25 - Thu, Nov 28
1:09 pm - 4:57 pmORD-MCO
2h 48mnonstop
5:01 pm - 7:16 pmMCO-ORD
3h 15mnonstop
Thu, Nov 21 - Mon, Nov 25
8:21 pm - 12:24 amORD-MCO
3h 03mnonstop
8:50 am - 10:56 amMCO-ORD
3h 06mnonstop
Mon, Nov 25 - Fri, Nov 29
11:51 am - 3:38 pmORD-MCO
2h 47mnonstop
8:34 pm - 6:31 pmMCO-ORD
22h 57m1 stop
$236Spirit Airlines
Find Deal
Mon, Nov 25 - Mon, Dec 2
1:09 pm - 4:57 pmORD-MCO
2h 48mnonstop
8:50 am - 10:56 amMCO-ORD
3h 06mnonstop
$240Spirit Airlines
Find Deal
Thu, Nov 21 - Tue, Nov 26
11:10 am - 2:45 pmMDW-MCO
2h 35mnonstop
5:00 pm - 6:50 pmMCO-MDW
2h 50mnonstop
$596Southwest
Find Deal
Sun, Nov 24 - Tue, Dec 3
8:44 pm - 12:51 amORD-MCO
3h 07mnonstop
7:05 am - 9:27 amMCO-ORD
3h 22mnonstop
$106Frontier
Find Deal
Sat, Feb 15 - Wed, Feb 19
8:44 pm - 12:51 amORD-MCO
3h 07mnonstop
7:05 am - 9:27 amMCO-ORD
3h 22mnonstop
$110Frontier
Find Deal
Sat, Feb 15 - Fri, Feb 21
7:45 pm - 11:50 pmORD-MCO
3h 05mnonstop
4:46 pm - 6:50 pmMCO-ORD
3h 04mnonstop
$115Spirit Airlines
Find Deal
Mon, Dec 9 - Thu, Dec 12
7:45 pm - 11:50 pmORD-MCO
3h 05mnonstop
12:34 pm - 2:36 pmMCO-ORD
3h 02mnonstop
$124Spirit Airlines
Find Deal
Thu, Dec 12 - Thu, Dec 19
6:45 pm - 10:35 pmORD-MCO
2h 50mnonstop
7:00 am - 9:05 amMCO-ORD
3h 05mnonstop
$157American Airlines
Find Deal
Tue, Jan 28 - Wed, Feb 5
6:10 pm - 9:50 pmMDW-MCO
2h 40mnonstop
7:10 am - 9:05 amMCO-MDW
2h 55mnonstop
$158Southwest
Find Deal
Tue, Jan 14 - Wed, Jan 15
6:45 pm - 10:35 pmORD-MCO
2h 50mnonstop
7:00 am - 9:05 amMCO-ORD
3h 05mnonstop
$177American Airlines
Find Deal
Sat, Jan 18 - Tue, Jan 21
5:00 pm - 8:35 pmMDW-MCO
2h 35mnonstop
6:30 am - 8:25 amMCO-MDW
2h 55mnonstop
$193Southwest
Find Deal
Sat, Feb 8 - Sat, Feb 15
12:05 pm - 3:57 pmORD-MCO
2h 52mnonstop
9:45 am - 11:52 amMCO-ORD
3h 07mnonstop
$227United Airlines
Find Deal
Sat, Jan 11 - Sat, Jan 18
10:40 am - 2:30 pmORD-MCO
2h 50mnonstop
4:33 pm - 6:35 pmMCO-ORD
3h 02mnonstop
$247United Airlines
Find Deal
Sat, Jan 11 - Thu, Jan 16

Spirit Airlines flights from Chicago to Orlando Airport

Our best Spirit Airlines deals on Chicago to Orlando Airport flight tickets
Spirit Airlines
Dec 9
ORD7:45 pmChicago O'Hare Intl
3h 05m
MCO11:50 pmOrlando
Dec 12
MCO4:46 pmOrlando
3h 04m
ORD6:50 pmChicago O'Hare Intl
Spirit Airlines
Dec 8
ORD9:58 amChicago O'Hare Intl
11h 13m
1 stop
MCO10:11 pmOrlando
Dec 12
MCO4:46 pmOrlando
3h 04m
ORD6:50 pmChicago O'Hare Intl
Spirit Airlines
Dec 13
ORD7:45 pmChicago O'Hare Intl
3h 05m
MCO11:50 pmOrlando
Dec 20
MCO12:34 pmOrlando
3h 02m
ORD2:36 pmChicago O'Hare Intl

Frontier flights from Chicago to Orlando Airport

Our best Frontier deals on Chicago to Orlando Airport flight tickets
Frontier
Dec 16
MDW6:22 pmChicago Midway
4h 49m
1 stop
MCO12:11 amOrlando
Dec 17
MCO4:00 pmOrlando
2h 54m
MDW5:54 pmChicago Midway
Frontier
Jan 9
ORD5:02 pmChicago O'Hare Intl
6h 09m
1 stop
MCO12:11 amOrlando
Jan 10
MCO7:30 amOrlando
3h 24m
ORD9:54 amChicago O'Hare Intl
Frontier
Jan 23
ORD4:41 pmChicago O'Hare Intl
6h 31m
1 stop
MCO12:12 amOrlando
Feb 15
MCO6:50 amOrlando
3h 25m
ORD9:15 amChicago O'Hare Intl

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 cheapest month to fly from Chicago to Orlando Airport?

May. The cheapest time of year to fly to Orlando Airport from Chicago is May. Most expensive is June

What is the cheapest day to depart Chicago for Orlando Airport?

Tuesday. The cheapest day of the week is typically Tuesday. The most expensive is typically Monday

When is the cheapest time to fly from Chicago to Orlando Airport?

In the evening. Chicago to Orlando Airport flights are approximately 34% more expensive in the morning than in the evening

How far in advance should you book Chicago to Orlando Airport flights?

30 days before. The cheapest time to buy a flight from Chicago to Orlando Airport is approximately 30 days to departure

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

There are 2 cabin classes available to choose from on Chicago to Orlando Airport 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 5% 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 November 2024, prices for Chicago to Orlando Airport flights are approximately 34% more expensive when compared to flights at the same time last year.

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


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

$52

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 $52. 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 45m 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
Spirit AirlinesPriceFrom $23Free CancellationRating
6.3
8,174 reviews
Search Spirit Airlines flights
FrontierPriceFrom $52Free CancellationRating
6.1
3,539 reviews
Search Frontier flights
United AirlinesPriceFrom $154Free CancellationRating
7.4
9,171 reviews
Search United Airlines flights
American AirlinesPriceFrom $175Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
DeltaPriceFrom $196Free CancellationRating
8.0
8,756 reviews
Search Delta flights
SouthwestPriceFrom $254Free CancellationRating
8.1
5,014 reviews
Search Southwest flights
  • Southwest Flights From Chicago to Orlando Airport

    Across 67 Southwest flights from Chicago to Orlando Airport this week, the average price was $418, with the best Southwest deals starting from $254 round-trip. 5,014 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 $356 round-trip. United Airlines operates 33 flights out of Chicago into Orlando Airport in an average week, so prices vary by time and availability. 9,171 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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