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Cheap flights from Chicago to Orlando from $49

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 12/9. 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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Cheap round-trip flights

Frontier Logo
8:00 am - 11:57 amORD-MCO
2h 57mnonstop
Frontier Logo
12:58 pm - 3:08 pmMCO-ORD
3h 10mnonstop
$92Frontier
Find Deal
Sat, Oct 4 - Wed, Oct 8
Spirit Airlines Logo
6:00 am - 9:44 amORD-MCO
2h 44mnonstop
Spirit Airlines Logo
7:30 pm - 9:33 pmMCO-ORD
3h 03mnonstop
$93Spirit Airlines
Find Deal
Wed, Oct 8 - Fri, Oct 10
Spirit Airlines Logo
6:30 am - 10:13 amORD-MCO
2h 43mnonstop
Spirit Airlines Logo
7:50 pm - 9:58 pmMCO-ORD
3h 08mnonstop
$94Spirit Airlines
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Mon, Sep 29 - Tue, Sep 30
Logo
8:30 am - 12:18 pmORD-MCO
2h 48mnonstop
Logo
7:15 pm - 9:23 pmMCO-ORD
3h 08mnonstop
$95
Find Deal
Sat, Oct 25 - Tue, Dec 2
Logo
7:51 pm - 11:43 pmORD-MCO
2h 52mnonstop
Logo
12:58 pm - 3:08 pmMCO-ORD
3h 10mnonstop
$96
Find Deal
Fri, Oct 17 - Wed, Oct 22
Logo
6:54 pm - 10:46 pmORD-MCO
2h 52mnonstop
Logo
10:17 am - 12:26 pmMCO-ORD
3h 09mnonstop
$97
Find Deal
Thu, Oct 30 - Thu, Nov 6
Logo
7:51 pm - 11:43 pmORD-MCO
2h 52mnonstop
Logo
4:23 pm - 6:33 pmMCO-ORD
3h 10mnonstop
$98
Find Deal
Fri, Oct 17 - Sat, Oct 18
Frontier Logo
11:21 am - 3:04 pmMDW-MCO
2h 43mnonstop
Frontier Logo
1:16 pm - 3:11 pmMCO-MDW
2h 55mnonstop
$99Frontier
Find Deal
Sat, Oct 4 - Sat, Oct 11
Southwest Logo
3:10 pm - 6:45 pmMDW-MCO
2h 35mnonstop
Southwest Logo
8:50 pm - 10:35 pmMCO-MDW
2h 45mnonstop
$157Southwest
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Wed, Oct 22 - Wed, Oct 22
Southwest Logo
8:55 pm - 12:30 amMDW-MCO
2h 35mnonstop
Southwest Logo
2:55 pm - 4:40 pmMCO-MDW
2h 45mnonstop
$158Southwest
Find Deal
Sun, Oct 19 - Wed, Oct 22

Spirit Airlines flights from Chicago to Orlando Airport

Our best Spirit Airlines deals on Chicago to Orlando Airport flight tickets
Spirit Airlines
Oct 8
ORD6:00 amChicago O'Hare Intl
2h 44m
MCO9:44 amOrlando
Oct 10
MCO7:30 pmOrlando
3h 03m
ORD9:33 pmChicago O'Hare Intl
$93
Find similar
Spirit Airlines
Sep 29
ORD6:30 amChicago O'Hare Intl
2h 43m
MCO10:13 amOrlando
Sep 30
MCO7:50 pmOrlando
3h 08m
ORD9:58 pmChicago O'Hare Intl
$94
Find similar
Spirit Airlines
Dec 5
ORD10:18 amChicago O'Hare Intl
2h 46m
MCO2:04 pmOrlando
Dec 10
MCO2:59 pmOrlando
3h 05m
ORD5:04 pmChicago O'Hare Intl
$99
Find similar

Frontier flights from Chicago to Orlando Airport

Our best Frontier deals on Chicago to Orlando Airport flight tickets
Frontier
Oct 4
ORD8:00 amChicago O'Hare Intl
2h 57m
MCO11:57 amOrlando
Oct 8
MCO12:58 pmOrlando
3h 10m
ORD3:08 pmChicago O'Hare Intl
$92
Find similar
Frontier
Sep 25
ORD8:49 pmChicago O'Hare Intl
2h 46m
MCO12:35 amOrlando
Sep 29
MCO5:24 pmOrlando
3h 20m
ORD7:44 pmChicago O'Hare Intl
$96
Find similar
Frontier
Oct 4
MDW11:21 amChicago Midway
2h 43m
MCO3:04 pmOrlando
Oct 11
MCO1:16 pmOrlando
2h 55m
MDW3:11 pmChicago Midway
$99
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 September 15, 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

Sat 10/4

8:00 am-11:57 am

Nonstop2h 57m

Orlando

Wed 10/8

12:58 pm-3:08 pm

Nonstop3h 10m

$92

ChicagoOrlando

ORD - MCO

ORDMCO

Chicago O'Hare Intl

Wed 10/8

6:00 am-9:44 am

Nonstop2h 44m

Orlando

Fri 10/10

7:30 pm-9:33 pm

Nonstop3h 03m

$93

ChicagoOrlando

ORD - MCO

ORDMCO

Chicago O'Hare Intl

Mon 9/29

6:30 am-10:13 am

Nonstop2h 43m

Orlando

Tue 9/30

7:50 pm-9:58 pm

Nonstop3h 08m

$94

ChicagoOrlando

ORD - MCO

ORDMCO

Chicago O'Hare Intl

Sat 10/25

8:30 am-12:18 pm

Nonstop2h 48m

Orlando

Tue 12/2

7:15 pm-9:23 pm

Nonstop3h 08m

$95

ChicagoOrlando

ORD - MCO

ORDMCO

Chicago O'Hare Intl

Fri 10/17

7:51 pm-11:43 pm

Nonstop2h 52m

Orlando

Wed 10/22

12:58 pm-3:08 pm

Nonstop3h 10m

$96

ChicagoOrlando

ORD - MCO

ORDMCO

Chicago O'Hare Intl

Thu 10/30

6:54 pm-10:46 pm

Nonstop2h 52m

Orlando

Thu 11/6

10:17 am-12:26 pm

Nonstop3h 09m

$97

ChicagoOrlando

ORD - MCO

ORDMCO

Chicago O'Hare Intl

Fri 10/17

7:51 pm-11:43 pm

Nonstop2h 52m

Orlando

Sat 10/18

4:23 pm-6:33 pm

Nonstop3h 10m

$98

ChicagoOrlando

MDW - MCO

MDWMCO

Chicago Midway

Sat 10/4

11:21 am-3:04 pm

Nonstop2h 43m

Orlando

Sat 10/11

1:16 pm-3:11 pm

Nonstop2h 55m

$99

ChicagoOrlando

MDW - MCO

MDWMCO

Chicago Midway

Wed 10/22

3:10 pm-6:45 pm

Nonstop2h 35m

Orlando

Wed 10/22

8:50 pm-10:35 pm

Nonstop2h 45m

$157

ChicagoOrlando

MDW - MCO

MDWMCO

Chicago Midway

Sun 10/19

8:55 pm-12:30 am

Nonstop2h 35m

Orlando

Wed 10/22

2:55 pm-4:40 pm

Nonstop2h 45m

$158

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 $203, 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 $215.

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 $263. The most expensive day to fly to Orlando Airport is Sunday, with ticket prices averaging around $309.

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 $253. 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 $302.

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 $282 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 September 2025, prices for Chicago to Orlando Airport flights are approximately 64% 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

$78

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 $78. The best round-trip flight deal from Chicago to Orlando Airport found on momondo in the last 72 hours is $133.
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 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
Spirit AirlinesPriceFrom $63Free CancellationRating
6.3
8,015 reviews
Search Spirit Airlines flights
FrontierPriceFrom $77Free CancellationRating
5.8
3,172 reviews
Search Frontier flights
SouthwestPriceFrom $157Free CancellationRating
8.0
4,242 reviews
Search Southwest flights
American AirlinesPriceFrom $180Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
DeltaPriceFrom $196Free CancellationRating
7.9
7,954 reviews
Search Delta flights
United AirlinesPriceFrom $197Free CancellationRating
7.4
8,929 reviews
Search United Airlines flights

  • Southwest Flights From Chicago to Orlando Airport

    Across 58 Southwest flights from Chicago to Orlando Airport this week, the average price was $360, with the best Southwest deals starting from $157 round-trip. 4,242 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 $197, round-trip. It should be noted that an average United Airlines flight deal for this route in this time was higher, at $364 round-trip. United Airlines operates 34 flights out of Chicago into Orlando Airport in an average week, so prices vary by time and availability. 8,929 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
The Villages
Sanford
New Smyrna Beach
Bay Lake
Mount Dora
Titusville
Davenport
Daytona Beach Shores
Palm Coast
Sebring
Cocoa
Palm Bay
Altamonte Springs

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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