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Cheap flights from Chicago to Orlando 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 Chicago to Orlando departing on 1/7. 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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0 bags

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Multiple Airlines Logo
10:48 am - 2:38 pm
ORD
-
MCO
2h 50mnonstop
Multiple Airlines Logo
8:15 am - 10:41 am
MCO
-
ORD
3h 26mnonstop
$91Multiple Airlines
Wed, Jan 21 - Mon, Feb 2
Spirit Airlines Logo
10:48 am - 2:38 pm
ORD
-
MCO
2h 50mnonstop
Spirit Airlines Logo
3:43 pm - 5:52 pm
MCO
-
ORD
3h 09mnonstop
$92Spirit Airlines
Fri, Jan 30 - Fri, Jan 30
Frontier Logo
6:01 pm - 9:49 pm
MDW
-
MCO
2h 48mnonstop
Frontier Logo
6:10 am - 12:05 pm
MCO
-
MDW
6h 55m1 stop
$93Frontier
Sun, Jan 18 - Wed, Jan 21
Spirit Airlines Logo
7:20 am - 2:03 pm
ORD
-
MCO
5h 43m1 stop
Spirit Airlines Logo
11:04 am - 1:13 pm
MCO
-
ORD
3h 09mnonstop
$93Spirit Airlines
Mon, Jan 12 - Tue, Jan 13
Frontier Logo
7:30 am - 11:20 am
MDW
-
MCO
2h 50mnonstop
Frontier Logo
12:20 pm - 2:26 pm
MCO
-
MDW
3h 06mnonstop
$94Frontier
Sun, Feb 15 - Fri, Feb 20
Spirit Airlines Logo
8:43 pm - 7:43 am
ORD
-
MCO
10h 00m1 stop
Spirit Airlines Logo
11:04 am - 1:13 pm
MCO
-
ORD
3h 09mnonstop
$94Spirit Airlines
Mon, Jan 12 - Wed, Jan 28
Spirit Airlines Logo
10:48 am - 2:38 pm
ORD
-
MCO
2h 50mnonstop
Spirit Airlines Logo
6:59 pm - 11:46 pm
MCO
-
ORD
5h 47m1 stop
$95Spirit Airlines
Tue, Jan 20 - Wed, Jan 21
Frontier Logo
9:22 pm - 1:09 am
MDW
-
MCO
2h 47mnonstop
Frontier Logo
12:20 pm - 2:26 pm
MCO
-
MDW
3h 06mnonstop
$96Frontier
Mon, Feb 16 - Thu, Feb 26
Multiple Airlines Logo
8:27 pm - 12:21 am
ORD
-
MCO
2h 54mnonstop
Multiple Airlines Logo
3:43 pm - 5:52 pm
MCO
-
ORD
3h 09mnonstop
$96Multiple Airlines
Fri, Jan 9 - Wed, Jan 14
Frontier Logo
1:00 pm - 4:49 pm
MDW
-
MCO
2h 49mnonstop
Frontier Logo
6:10 am - 12:05 pm
MCO
-
MDW
6h 55m1 stop
$97Frontier
Mon, Jan 26 - Tue, Jan 27

Spirit Airlines flights from Chicago to Orlando Airport

Our best Spirit Airlines deals on Chicago to Orlando Airport flight tickets
Spirit Airlines
Jan 30
ORD10:48 amChicago O'Hare Intl
2h 50m
MCO2:38 pmOrlando
Jan 30
MCO3:43 pmOrlando
3h 09m
ORD5:52 pmChicago O'Hare Intl
$92
Find similar
Spirit Airlines
Jan 18
ORD10:48 amChicago O'Hare Intl
2h 50m
MCO2:38 pmOrlando
Jan 23
MCO6:00 amOrlando
6h 22m
1 stop
ORD11:22 amChicago O'Hare Intl
$93
Find similar
Spirit Airlines
Jan 21
ORD10:48 amChicago O'Hare Intl
2h 50m
MCO2:38 pmOrlando
Jan 28
MCO3:07 pmOrlando
6h 56m
1 stop
ORD9:03 pmChicago O'Hare Intl
$94
Find similar

Frontier flights from Chicago to Orlando Airport

Our best Frontier deals on Chicago to Orlando Airport flight tickets
Frontier
Jan 18
MDW6:01 pmChicago Midway
2h 48m
MCO9:49 pmOrlando
Jan 21
MCO6:10 amOrlando
6h 55m
1 stop
MDW12:05 pmChicago Midway
$93
Find similar
Frontier
Feb 15
MDW7:30 amChicago Midway
2h 50m
MCO11:20 amOrlando
Feb 20
MCO12:20 pmOrlando
3h 06m
MDW2:26 pmChicago Midway
$94
Find similar
Frontier
Feb 16
MDW9:22 pmChicago Midway
2h 47m
MCO1:09 amOrlando
Feb 26
MCO12:20 pmOrlando
3h 06m
MDW2:26 pmChicago Midway
$96
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Chicago to Orlando Airport that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated December 18, 2025.
Use the filters below to find and compare flights from Chicago to Orlando Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoOrlando

ORD - MCO

ORDMCO

Chicago O'Hare Intl

Wed 1/21

10:48 am-2:38 pm

Nonstop2h 50m

Orlando

Mon 2/2

8:15 am-10:41 am

Nonstop3h 26m

$91

ChicagoOrlando

ORD - MCO

ORDMCO

Chicago O'Hare Intl

Fri 1/30

10:48 am-2:38 pm

Nonstop2h 50m

Orlando

Fri 1/30

3:43 pm-5:52 pm

Nonstop3h 09m

$92

ChicagoOrlando

MDW - MCO

MDWMCO

Chicago Midway

Sun 1/18

6:01 pm-9:49 pm

Nonstop2h 48m

Orlando

Wed 1/21

6:10 am-12:05 pm

1 stop6h 55m

$93

ChicagoOrlando

ORD - MCO

ORDMCO

Chicago O'Hare Intl

Mon 1/12

7:20 am-2:03 pm

1 stop5h 43m

Orlando

Tue 1/13

11:04 am-1:13 pm

Nonstop3h 09m

$93

ChicagoOrlando

MDW - MCO

MDWMCO

Chicago Midway

Sun 2/15

7:30 am-11:20 am

Nonstop2h 50m

Orlando

Fri 2/20

12:20 pm-2:26 pm

Nonstop3h 06m

$94

ChicagoOrlando

ORD - MCO

ORDMCO

Chicago O'Hare Intl

Mon 1/12

8:43 pm-7:43 am

1 stop10h 00m

Orlando

Wed 1/28

11:04 am-1:13 pm

Nonstop3h 09m

$94

ChicagoOrlando

ORD - MCO

ORDMCO

Chicago O'Hare Intl

Tue 1/20

10:48 am-2:38 pm

Nonstop2h 50m

Orlando

Wed 1/21

6:59 pm-11:46 pm

1 stop5h 47m

$95

ChicagoOrlando

MDW - MCO

MDWMCO

Chicago Midway

Mon 2/16

9:22 pm-1:09 am

Nonstop2h 47m

Orlando

Thu 2/26

12:20 pm-2:26 pm

Nonstop3h 06m

$96

ChicagoOrlando

ORD - MCO

ORDMCO

Chicago O'Hare Intl

Fri 1/9

8:27 pm-12:21 am

Nonstop2h 54m

Orlando

Wed 1/14

3:43 pm-5:52 pm

Nonstop3h 09m

$96

ChicagoOrlando

MDW - MCO

MDWMCO

Chicago Midway

Mon 1/26

1:00 pm-4:49 pm

Nonstop2h 49m

Orlando

Tue 1/27

6:10 am-12:05 pm

1 stop6h 55m

$97

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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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 to Orlando Airport?

The cheapest month to fly to Orlando Airport from Chicago is in September. Flight prices, which tend to average around $197, are often lower during this time because this is during the off-season. If you aren’t able to travel during the month of September, then book flights to Orlando Airport from Chicago during July instead. Flights to Orlando Airport in July, while not as cheap as those in September, still average around $212.

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 $256. The most expensive day to fly to Orlando Airport is Monday, with ticket prices averaging around $299.

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 $245. 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 $297.

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?

You are more likely to see cheaper flights to Orlando Airport from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Orlando Airport for around $272 when searching 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 $229 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?

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

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

As of December 2025, prices for Chicago to Orlando Airport flights are approximately 49% 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

$87

Fastest flight time

2h 30m

Direct flights

Every day
The best one-way flight to Orlando Airport from Chicago in the past 72 hours is $87. The best round-trip flight deal from Chicago to Orlando Airport found on momondo in the last 72 hours is $153.
The fastest flight from Chicago to Orlando Airport takes 2h 30m
Direct flights go from Chicago to Orlando Airport every day.
Search flight deals

  • How far is Chicago to Orlando by plane?

    Chicago and Orlando are 993.7 mi apart from one another. 2h 30m 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 $63Free CancellationRating
6.3
8,190 reviews
Search Spirit Airlines flights
FrontierPriceFrom $70Free CancellationRating
5.8
3,081 reviews
Search Frontier flights
SouthwestPriceFrom $146Free CancellationRating
7.9
4,250 reviews
Search Southwest flights
American AirlinesPriceFrom $157Free CancellationRating
7.2
11,055 reviews
Search American Airlines flights
United AirlinesPriceFrom $174Free CancellationRating
7.4
9,093 reviews
Search United Airlines flights
JetBluePriceFrom $195Free CancellationRating
7.2
2,897 reviews
Search JetBlue flights
DeltaPriceFrom $196Free CancellationRating
7.9
8,009 reviews
Search Delta flights

  • Southwest Flights From Chicago to Orlando Airport

    Across 33 Southwest flights from Chicago to Orlando Airport this week, the average price was $347, with the best Southwest deals starting from $146 round-trip. 4,250 users have rated Southwest on momondo, with an average score of 7.9/10.

  • 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 $174, round-trip. It should be noted that an average United Airlines flight deal for this route in this time was higher, at $353 round-trip. United Airlines operates 11 flights out of Chicago into Orlando Airport in an average week, so prices vary by time and availability. 9,093 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
Lake Buena Vista
Cocoa Beach
Ocala
Ormond Beach
Winter Haven
Cape Canaveral
New Smyrna Beach
Sanford
Mount Dora
The Villages
Titusville
Davenport
Bay Lake
Sebring
Daytona Beach Shores
Cocoa
Palm Coast
Palm Bay
Flagler Beach

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.

An easier way to manage your Orlando Airport trip

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