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Cheap flights from Chicago to Orlando Airport from $37

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 2/2. 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 from Chicago to Orlando

The cheapest plane tickets from Chicago to Orlando found on KAYAK recently.
10:59 am - 2:51 pmORD-MCO
2h 52mnonstop
6:37 pm - 8:57 pmMCO-ORD
3h 20mnonstop
$74Frontier
Find Deal
Sun, Feb 2 - Fri, Feb 7
6:06 pm - 9:58 pmORD-MCO
2h 52mnonstop
9:12 am - 11:20 amMCO-ORD
3h 08mnonstop
$75Spirit Airlines
Find Deal
Sun, Feb 2 - Thu, Feb 6
5:28 pm - 9:37 pmORD-MCO
3h 09mnonstop
7:05 am - 9:27 amMCO-ORD
3h 22mnonstop
$76Frontier
Find Deal
Mon, Feb 3 - Thu, Feb 6
10:58 am - 2:45 pmMDW-MCO
2h 47mnonstop
12:38 pm - 2:42 pmMCO-MDW
3h 04mnonstop
$76Frontier
Find Deal
Sun, Feb 2 - Fri, Feb 7
12:25 pm - 4:12 pmORD-MCO
2h 47mnonstop
1:59 pm - 4:10 pmMCO-ORD
3h 11mnonstop
$78Spirit Airlines
Find Deal
Sun, Feb 2 - Thu, Feb 6
1:24 pm - 9:19 pmORD-MCO
6h 55m1 stop
7:18 am - 12:27 pmMCO-ORD
6h 09m1 stop
$197JetBlue
Find Deal
Tue, Apr 1 - Wed, Apr 9
9:30 am - 5:28 pmORD-MCO
6h 58m1 stop
5:30 am - 12:09 pmMCO-ORD
7h 39m1 stop
$217Delta
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Tue, Apr 15 - Tue, Apr 22
3:02 pm - 11:16 pmMDW-MCO
7h 14m1 stop
6:20 am - 12:30 pmMCO-MDW
7h 10m1 stop
$217Delta
Find Deal
Wed, Apr 23 - Tue, Apr 29
8:30 pm - 12:10 amMDW-MCO
2h 40mnonstop
7:10 am - 9:05 amMCO-MDW
2h 55mnonstop
$232Southwest
Find Deal
Mon, Feb 17 - Wed, Feb 19
11:25 am - 7:45 pmORD-MCO
7h 20m2 stops
9:00 am - 3:20 pmMCO-ORD
7h 20m1 stop
$234Southwest
Find Deal
Tue, Feb 18 - Sat, Feb 22
6:06 pm - 9:58 pmORD-MCO
2h 52mnonstop
$37Spirit Airlines
Find Deal
Sun, Feb 2
12:25 pm - 4:12 pmORD-MCO
2h 47mnonstop
$38Spirit Airlines
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Mon, Jan 27
11:33 am - 3:19 pmMDW-MCO
2h 46mnonstop
$38Frontier
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Mon, Jan 27
10:58 am - 2:45 pmMDW-MCO
2h 47mnonstop
$43Frontier
Find Deal
Sun, Feb 2
5:58 pm - 9:50 pmORD-MCO
2h 52mnonstop
$86United Airlines
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Sun, Feb 23
7:25 am - 11:16 amORD-MCO
2h 51mnonstop
$99United Airlines
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Wed, Apr 16
5:05 pm - 12:35 amMDW-MCO
6h 30m1 stop
$99Delta
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Wed, Feb 19
5:05 pm - 10:38 pmMDW-MCO
4h 33m1 stop
$106Delta
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Tue, Feb 18
3:30 pm - 7:10 pmMDW-MCO
2h 40mnonstop
$116Southwest
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Wed, Mar 12
3:25 pm - 7:05 pmMDW-MCO
2h 40mnonstop
$131Southwest
Find Deal
Wed, Feb 12
12:25 pm - 4:12 pmORD-MCO
2h 47mnonstop
9:12 am - 11:20 amMCO-ORD
3h 08mnonstop
$106Spirit Airlines
Find Deal
Sun, Jan 26 - Thu, Jan 30
12:25 pm - 4:12 pmORD-MCO
2h 47mnonstop
9:12 am - 11:20 amMCO-ORD
3h 08mnonstop
$137Spirit Airlines
Find Deal
Sun, Jan 26 - Fri, Jan 31
4:18 pm - 8:15 pmORD-MCO
2h 57mnonstop
9:12 am - 11:20 amMCO-ORD
3h 08mnonstop
Sun, Jan 26 - Mon, Jan 27
10:59 am - 2:51 pmORD-MCO
2h 52mnonstop
9:12 am - 11:20 amMCO-ORD
3h 08mnonstop
Sun, Jan 26 - Fri, Jan 31
4:18 pm - 8:15 pmORD-MCO
2h 57mnonstop
7:05 am - 9:27 amMCO-ORD
3h 22mnonstop
$185Frontier
Find Deal
Sun, Jan 26 - Thu, Jan 30
4:41 pm - 12:12 amORD-MCO
6h 31m1 stop
7:05 am - 9:27 amMCO-ORD
3h 22mnonstop
$193Frontier
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Thu, Jan 23 - Thu, Jan 30
6:35 pm - 12:35 amORD-MCO
5h 00m1 stop
2:00 pm - 5:25 pmMCO-ORD
4h 25m1 stop
$367Delta
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Sun, Jan 26 - Thu, Jan 30
1:20 pm - 4:55 pmMDW-MCO
2h 35mnonstop
7:50 pm - 9:45 pmMCO-MDW
2h 55mnonstop
$537Southwest
Find Deal
Wed, Jan 22 - Wed, Feb 5
1:45 pm - 7:10 pmMDW-MCO
4h 25m1 stop
7:50 pm - 9:45 pmMCO-MDW
2h 55mnonstop
$542Southwest
Find Deal
Wed, Jan 22 - Wed, Feb 5
6:00 am - 1:45 pmMDW-MCO
6h 45m1 stop
6:00 am - 1:08 pmMCO-MDW
8h 08m1 stop
$647Delta
Find Deal
Sat, Jan 25 - Mon, Jan 27
10:59 am - 2:51 pmORD-MCO
2h 52mnonstop
6:37 pm - 8:57 pmMCO-ORD
3h 20mnonstop
$74Frontier
Find Deal
Sun, Feb 2 - Fri, Feb 7
6:06 pm - 9:58 pmORD-MCO
2h 52mnonstop
9:12 am - 11:20 amMCO-ORD
3h 08mnonstop
$75Spirit Airlines
Find Deal
Sun, Feb 2 - Thu, Feb 6
6:06 pm - 9:58 pmORD-MCO
2h 52mnonstop
6:50 am - 9:15 amMCO-ORD
3h 25mnonstop
Sun, Feb 2 - Sat, Feb 22
5:28 pm - 9:37 pmORD-MCO
3h 09mnonstop
9:12 am - 11:20 amMCO-ORD
3h 08mnonstop
Mon, Feb 3 - Sat, Feb 8
7:00 pm - 10:53 pmORD-MCO
2h 53mnonstop
6:50 am - 9:02 amMCO-ORD
3h 12mnonstop
$164American Airlines
Find Deal
Sun, Mar 2 - Tue, Mar 4
8:30 pm - 12:10 amMDW-MCO
2h 40mnonstop
7:10 am - 9:05 amMCO-MDW
2h 55mnonstop
$209Southwest
Find Deal
Sun, Feb 16 - Wed, Feb 19
11:54 am - 3:34 pmORD-MCO
2h 40mnonstop
6:40 am - 8:50 amMCO-ORD
3h 10mnonstop
$232American Airlines
Find Deal
Wed, Apr 23 - Tue, Apr 29
8:30 pm - 12:10 amMDW-MCO
2h 40mnonstop
7:10 am - 9:05 amMCO-MDW
2h 55mnonstop
$232Southwest
Find Deal
Mon, Feb 17 - Wed, Feb 19
5:58 pm - 9:50 pmORD-MCO
2h 52mnonstop
4:10 pm - 6:16 pmMCO-ORD
3h 06mnonstop
$241United Airlines
Find Deal
Sun, Feb 23 - Thu, Feb 27
4:02 pm - 7:49 pmORD-MCO
2h 47mnonstop
7:15 am - 9:31 amMCO-ORD
3h 16mnonstop
$247United Airlines
Find Deal
Sat, Feb 22 - Wed, Feb 26

Frontier flights from Chicago to Orlando Airport

Our best Frontier deals on Chicago to Orlando Airport flight tickets
Frontier
Feb 2
ORD10:59 amChicago O'Hare Intl
2h 52m
MCO2:51 pmOrlando
Feb 7
MCO6:37 pmOrlando
3h 20m
ORD8:57 pmChicago O'Hare Intl
Frontier
Jan 27
ORD5:28 pmChicago O'Hare Intl
3h 09m
MCO9:37 pmOrlando
Jan 31
MCO7:30 amOrlando
3h 22m
ORD9:52 amChicago O'Hare Intl
Frontier
Feb 3
ORD5:28 pmChicago O'Hare Intl
3h 09m
MCO9:37 pmOrlando
Feb 6
MCO7:05 amOrlando
3h 22m
ORD9:27 amChicago O'Hare Intl

Southwest flights from Chicago to Orlando Airport

Our best Southwest deals on Chicago to Orlando Airport flight tickets
Southwest
Feb 17
MDW8:30 pmChicago Midway
2h 40m
MCO12:10 amOrlando
Feb 19
MCO7:10 amOrlando
2h 55m
MDW9:05 amChicago Midway
Southwest
Feb 18
ORD11:25 amChicago O'Hare Intl
7h 20m
2 stops
MCO7:45 pmOrlando
Feb 22
MCO9:00 amOrlando
7h 20m
1 stop
ORD3:20 pmChicago O'Hare Intl
Southwest
Feb 19
MDW6:10 pmChicago Midway
2h 40m
MCO9:50 pmOrlando
Feb 26
MCO6:55 amOrlando
5h 50m
1 stop
MDW11:45 amChicago 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 $178, 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 $188.

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 O'Hare Intl to Orlando for the best Chicago - Orlando flight prices

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

You are more likely to see cheaper flights to Orlando Airport from Chicago when booking 3 weeks ahead of your departure date. In general, you can expect to find flights to Orlando Airport for around $285 when searching 3 weeks out.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 $235 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.

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

As of January 2025, prices for Chicago to Orlando Airport flights are approximately 79% 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

$37

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 $37. The best round-trip flight deal from Chicago to Orlando Airport found on momondo in the last 72 hours is $74.
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 40m 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 $56Free CancellationRating
6.0
3,443 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $58Free CancellationRating
6.3
8,115 reviews
Search Spirit Airlines flights
American AirlinesPriceFrom $177Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $194Free CancellationRating
7.4
8,985 reviews
Search United Airlines flights
DeltaPriceFrom $196Free CancellationRating
8.0
8,521 reviews
Search Delta flights
SouthwestPriceFrom $245Free CancellationRating
8.1
4,662 reviews
Search Southwest flights
  • Southwest Flights From Chicago to Orlando Airport

    Across 57 Southwest flights from Chicago to Orlando Airport this week, the average price was $419, with the best Southwest deals starting from $245 round-trip. 4,662 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 $194, round-trip. It should be noted that an average United Airlines flight deal for this route in this time was higher, at $379 round-trip. United Airlines operates 46 flights out of Chicago into Orlando Airport in an average week, so prices vary by time and availability. 8,984 United Airlines reviews by users on momondo have scored the airline at 7.4/10.


Traveling to a place near Orlando?

Book flights to Orlando if you plan to visit one of these locations
Kissimmee
Cocoa Beach
Lake Buena Vista
Ocala
Bay Lake
Daytona Beach Shores
Ormond Beach
Cocoa
Winter Haven
The Villages
Cape Canaveral
Sanford
New Smyrna Beach
Davenport
Altamonte Springs
Palm Bay
Titusville
Palm Coast
Mount Dora
Clermont

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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