Latest deals
Insights
When to book
FAQs
Reviews
Price Alerts

Cheap flights from Chicago to Orlando from $44

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 11/11. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Discover deals from 900+ travel sites with momondo.

Save money when you book flights with momondo

Big names and deals

Big names and deals

Search 100s of travel sites to compare prices.

Filter for what you want

Filter for what you want

Free Wi-Fi? Stopover? Instantly customize your results.

Trusted and free

Trusted and free

We’re completely free to use - no hidden charges or fees.

Price Alerts

Price Alerts

Not ready to book? to track prices.
Search flight deals

Find the cheapest flights from Chicago to Orlando

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
2:26 pm - 6:31 pmORD-MCO
3h 05mnonstop
Frontier Logo
12:57 pm - 10:24 pmMCO-ORD
10h 27m1 stop
$98Frontier
Find Deal
Mon, Dec 8 - Fri, Dec 12
Frontier Logo
4:00 pm - 11:39 pmMDW-MCO
6h 39m1 stop
Frontier Logo
2:34 pm - 4:30 pmMCO-MDW
2h 56mnonstop
$98Frontier
Find Deal
Thu, Nov 20 - Sun, Nov 23
Spirit Airlines Logo
4:58 pm - 8:42 pmORD-MCO
2h 44mnonstop
Spirit Airlines Logo
7:44 pm - 9:48 pmMCO-ORD
3h 04mnonstop
$99Spirit Airlines
Find Deal
Tue, Dec 2 - Wed, Dec 10
Frontier Logo
3:10 pm - 6:58 pmMDW-MCO
2h 48mnonstop
Frontier Logo
7:04 pm - 9:04 pmMCO-MDW
3h 00mnonstop
$99Frontier
Find Deal
Thu, Dec 18 - Sun, Dec 21
Spirit Airlines Logo
10:18 am - 2:04 pmORD-MCO
2h 46mnonstop
Spirit Airlines Logo
2:59 pm - 5:04 pmMCO-ORD
3h 05mnonstop
$100Spirit Airlines
Find Deal
Fri, Feb 20 - Sun, Mar 1
Frontier Logo
9:27 am - 1:09 pmMDW-MCO
2h 42mnonstop
Frontier Logo
9:33 pm - 11:29 pmMCO-MDW
2h 56mnonstop
$100Frontier
Find Deal
Mon, Nov 17 - Fri, Nov 21
Frontier Logo
6:23 pm - 10:27 pmORD-MCO
3h 04mnonstop
Frontier Logo
6:00 am - 3:12 pmMCO-ORD
10h 12m1 stop
$101Frontier
Find Deal
Thu, Nov 27 - Tue, Dec 2
Frontier Logo
9:30 am - 9:24 pmMDW-MCO
10h 54m1 stop
Frontier Logo
8:40 pm - 10:39 pmMCO-MDW
2h 59mnonstop
$101Frontier
Find Deal
Fri, Nov 21 - Fri, Dec 12
Spirit Airlines Logo
6:48 am - 10:30 amORD-MCO
2h 42mnonstop
Spirit Airlines Logo
7:44 pm - 9:48 pmMCO-ORD
3h 04mnonstop
$106Spirit Airlines
Find Deal
Wed, Dec 3 - Fri, Dec 5
Multiple Airlines Logo
12:55 pm - 4:37 pmORD-MCO
2h 42mnonstop
Multiple Airlines Logo
8:00 am - 10:13 amMCO-ORD
3h 13mnonstop
$113Multiple Airlines
Find Deal
Thu, Nov 20 - Sun, Nov 23

Frontier flights from Chicago to Orlando Airport

Our best Frontier deals on Chicago to Orlando Airport flight tickets
Frontier
Dec 8
ORD2:26 pmChicago O'Hare Intl
3h 05m
MCO6:31 pmOrlando
Dec 12
MCO12:57 pmOrlando
10h 27m
1 stop
ORD10:24 pmChicago O'Hare Intl
$98
Find similar
Frontier
Dec 18
MDW3:10 pmChicago Midway
2h 48m
MCO6:58 pmOrlando
Dec 21
MCO7:04 pmOrlando
3h 00m
MDW9:04 pmChicago Midway
$99
Find similar
Frontier
Nov 17
MDW9:27 amChicago Midway
2h 42m
MCO1:09 pmOrlando
Nov 21
MCO9:33 pmOrlando
2h 56m
MDW11:29 pmChicago Midway
$100
Find similar

Spirit Airlines flights from Chicago to Orlando Airport

Our best Spirit Airlines deals on Chicago to Orlando Airport flight tickets
Spirit Airlines
Dec 2
ORD4:58 pmChicago O'Hare Intl
2h 44m
MCO8:42 pmOrlando
Dec 10
MCO7:44 pmOrlando
3h 04m
ORD9:48 pmChicago O'Hare Intl
$99
Find similar
Spirit Airlines
Feb 20
ORD10:18 amChicago O'Hare Intl
2h 46m
MCO2:04 pmOrlando
Mar 1
MCO2:59 pmOrlando
3h 05m
ORD5:04 pmChicago O'Hare Intl
$100
Find similar
Spirit Airlines
Nov 11
ORD6:48 amChicago O'Hare Intl
2h 42m
MCO10:30 amOrlando
Nov 13
MCO8:46 amOrlando
5h 40m
1 stop
ORD1:26 pmChicago O'Hare Intl
$101
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 November 6, 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

Mon 12/8

2:26 pm-6:31 pm

Nonstop3h 05m

Orlando

Fri 12/12

12:57 pm-10:24 pm

1 stop10h 27m

$98

ChicagoOrlando

MDW - MCO

MDWMCO

Chicago Midway

Thu 11/20

4:00 pm-11:39 pm

1 stop6h 39m

Orlando

Sun 11/23

2:34 pm-4:30 pm

Nonstop2h 56m

$98

ChicagoOrlando

ORD - MCO

ORDMCO

Chicago O'Hare Intl

Tue 12/2

4:58 pm-8:42 pm

Nonstop2h 44m

Orlando

Wed 12/10

7:44 pm-9:48 pm

Nonstop3h 04m

$99

ChicagoOrlando

MDW - MCO

MDWMCO

Chicago Midway

Thu 12/18

3:10 pm-6:58 pm

Nonstop2h 48m

Orlando

Sun 12/21

7:04 pm-9:04 pm

Nonstop3h 00m

$99

ChicagoOrlando

ORD - MCO

ORDMCO

Chicago O'Hare Intl

Fri 2/20

10:18 am-2:04 pm

Nonstop2h 46m

Orlando

Sun 3/1

2:59 pm-5:04 pm

Nonstop3h 05m

$100

ChicagoOrlando

MDW - MCO

MDWMCO

Chicago Midway

Mon 11/17

9:27 am-1:09 pm

Nonstop2h 42m

Orlando

Fri 11/21

9:33 pm-11:29 pm

Nonstop2h 56m

$100

ChicagoOrlando

ORD - MCO

ORDMCO

Chicago O'Hare Intl

Thu 11/27

6:23 pm-10:27 pm

Nonstop3h 04m

Orlando

Tue 12/2

6:00 am-3:12 pm

1 stop10h 12m

$101

ChicagoOrlando

MDW - MCO

MDWMCO

Chicago Midway

Fri 11/21

9:30 am-9:24 pm

1 stop10h 54m

Orlando

Fri 12/12

8:40 pm-10:39 pm

Nonstop2h 59m

$101

ChicagoOrlando

ORD - MCO

ORDMCO

Chicago O'Hare Intl

Wed 12/3

6:48 am-10:30 am

Nonstop2h 42m

Orlando

Fri 12/5

7:44 pm-9:48 pm

Nonstop3h 04m

$106

ChicagoOrlando

ORD - MCO

ORDMCO

Chicago O'Hare Intl

Thu 11/20

12:55 pm-4:37 pm

Nonstop2h 42m

Orlando

Sun 11/23

8:00 am-10:13 am

Nonstop3h 13m

$113

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
1
2

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 $213.

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 $262. The most expensive day to fly to Orlando Airport is Monday, with ticket prices averaging around $303.

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 $250. 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 $300.

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 weeks ahead of your departure date. In general, you can expect to find flights to Orlando Airport for around $278 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 $234 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 November 2025, prices for Chicago to Orlando Airport flights are approximately 17% 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

$88

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 $88. The best round-trip flight deal from Chicago to Orlando Airport found on momondo in the last 72 hours is $164.
The fastest flight from Chicago to Orlando Airport takes 2h 35m
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 38m 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
8,114 reviews
Search Spirit Airlines flights
FrontierPriceFrom $76Free CancellationRating
5.8
3,116 reviews
Search Frontier flights
SouthwestPriceFrom $157Free CancellationRating
8.0
4,240 reviews
Search Southwest flights
American AirlinesPriceFrom $157Free CancellationRating
7.2
11,041 reviews
Search American Airlines flights
United AirlinesPriceFrom $181Free CancellationRating
7.4
9,003 reviews
Search United Airlines flights
DeltaPriceFrom $196Free CancellationRating
7.9
8,004 reviews
Search Delta flights

  • Southwest Flights From Chicago to Orlando Airport

    Across 84 Southwest flights from Chicago to Orlando Airport this week, the average price was $354, with the best Southwest deals starting from $157 round-trip. 4,241 users have rated Southwest on momondo, with an average score of 8.0/10.

  • 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 $181, round-trip. It should be noted that an average United Airlines flight deal for this route in this time was higher, at $351 round-trip. United Airlines operates 39 flights out of Chicago into Orlando Airport in an average week, so prices vary by time and availability. 9,007 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
The Villages
Mount Dora
Titusville
Bay Lake
Davenport
Sebring
Daytona Beach Shores
Cocoa
Palm Coast
Altamonte Springs
Palm Bay

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

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.
Start using Trips
Find my bookings

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.
1 adult
Sat 12/6
Sat 12/13
By creating a price alert you accept our terms of use and privacy policy.

Find better results for your trip to Orlando