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$53+ Cheap flights from Chicago (CHI) to Orlando (MCO)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 1/22. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MCO
Jan 30 — Feb 61
Fri 1/30
Fri 2/6
1 adult, Economy
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Find cheap flights from Chicago to Orlando with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

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3. Compare prices and book

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Cheapflights Tip: The best prices from Chicago to Orlando are usually found in September or July, booked 85 days in advance, depart on a Tuesday or Thursday and return on a Friday

Cheap flight deals from Chicago to Orlando

Cheapest flights from Chicago to Orlando
Explore the most affordable flight options available from Chicago to Orlando. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 31, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 12/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/313:10 pmMDW - MCO
Nonstop2h 48mFrontier
Mon 1/129:13 pmMCO - MDW
Nonstop2h 56mFrontier
Deal found 12/29$233
This Kiwi.com deal was found by Cheapflights users on 12/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/307:01 pmORD - MCO
Nonstop3h 07mMultiple Airlines
Mon 1/123:43 pmMCO - ORD
Nonstop3h 09mMultiple Airlines
Deal found 12/28$263
This WAYA deal was found by Cheapflights users on 12/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure WAYA is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/3012:09 pmORD - MCO
Nonstop2h 52mMultiple Airlines
Mon 2/24:58 pmMCO - ORD
1 stop5h 44mMultiple Airlines
Deal found 12/29$271
This CheapOair deal was found by Cheapflights users on 12/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/307:01 pmORD - MCO
Nonstop3h 07mFrontier
Wed 1/72:00 pmMCO - ORD
Nonstop3h 19mFrontier
Deal found 12/29$295
This Travelocity deal was found by Cheapflights users on 12/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3111:23 amORD - MCO
Nonstop2h 55mMultiple Airlines
Mon 1/125:28 pmMCO - ORD
Nonstop3h 13mMultiple Airlines
Deal found 12/29$297
This Travelocity deal was found by Cheapflights users on 12/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3112:09 pmORD - MCO
Nonstop2h 52mMultiple Airlines
Wed 1/72:00 pmMCO - ORD
Nonstop3h 19mMultiple Airlines
Deal found 12/30$309
This Travelocity deal was found by Cheapflights users on 12/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3111:23 amORD - MCO
Nonstop2h 55mMultiple Airlines
Fri 1/92:17 pmMCO - ORD
1 stop9h 25mMultiple Airlines
Deal found 12/29$321
This Expedia deal was found by Cheapflights users on 12/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3111:23 amORD - MCO
Nonstop2h 55mFrontier
Fri 1/94:48 pmMCO - ORD
Nonstop3h 29mFrontier
Deal found 12/29$326
This Kiwi.com deal was found by Cheapflights users on 12/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/307:01 pmORD - MCO
Nonstop3h 07mMultiple Airlines
Wed 1/79:49 pmMCO - ORD
1 stop25h 53mMultiple Airlines
Deal found 12/28$329
This Kiwi.com deal was found by Cheapflights users on 12/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/301:14 pmORD - MCO
1 stop7h 59mFrontier
Mon 2/24:58 pmMCO - ORD
1 stop5h 44mFrontier
Deal found 12/29$337
This WAYA deal was found by Cheapflights users on 12/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure WAYA is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/303:10 pmMDW - MCO
Nonstop2h 48mMultiple Airlines
Mon 2/21:53 pmMCO - MDW
1 stop9h 26mMultiple Airlines
Deal found 12/29$366
This WAYA deal was found by Cheapflights users on 12/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure WAYA is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/303:10 pmMDW - MCO
Nonstop2h 48mMultiple Airlines
Tue 1/65:15 pmMCO - MDW
1 stop6h 02mMultiple Airlines
Deal found 12/28$377

Find flight deals from Chicago to Orlando

Discover tips and strategies to find the most affordable flight options for your journey from Chicago (CHI) to Orlando (MCO). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated December 31, 2025.

Most accurate provider

CheapOair
3 stars

Most trusted provider

CheapOair
3 stars

Round-trip from

$90
(CheapOair)

One-way from

$53
(Kiwi.com)

Popular in

March

Cheapest in

September

Average price

$313

Good round-trip deal

$159 or less

Good one-way deal

$93 or less
Provider with most accurate pricing for Chicago (CHI)-Orlando flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago (CHI)-Orlando flights.
Search Deals
From Chicago (CHI) to Orlando
Search Deals
One-way flight from Chicago (CHI) to Orlando
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($19 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals
Price to beat on a round-trip flight from Chicago (CHI) to Orlando.
Search Deals
Price to beat on a one-way flight from Chicago (CHI) to Orlando.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chicago to Orlando 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, Cheapflights users made 2,558,603 searches. Data last updated December 31, 2025.
Use the filters below to find and compare flights from Chicago to Orlando Airport that are best for you.

Fly from

Chicago

Fly to

Orlando

Route

Depart

Return

Price

ChicagoOrlando

ORD - MCO

ORDMCO

Chicago O'Hare Intl

Sun 1/25

12:44 pm-4:31 pm

Nonstop2h 47m

Orlando

Thu 1/29

8:15 am-10:41 am

Nonstop3h 26m

$94

ChicagoOrlando

ORD - MCO

ORDMCO

Chicago O'Hare Intl

Sun 1/25

11:55 am-3:33 pm

1 stop26h 38m

Orlando

Thu 1/29

8:15 am-10:41 am

Nonstop3h 26m

$94

ChicagoOrlando

ORD - MCO

ORDMCO

Chicago O'Hare Intl

Wed 3/4

7:00 am-1:49 pm

1 stop5h 49m

Orlando

Wed 3/11

5:34 pm-7:47 pm

Nonstop3h 13m

$126

ChicagoOrlando

ORD - MCO

ORDMCO

Chicago O'Hare Intl

Sat 1/31

5:32 pm-11:59 pm

1 stop5h 27m

Orlando

Sat 2/7

6:59 pm-11:47 pm

1 stop5h 48m

$129

ChicagoOrlando

ORD - MCO

ORDMCO

Chicago O'Hare Intl

Sun 1/25

5:32 pm-11:59 pm

1 stop5h 27m

Orlando

Thu 1/29

3:07 pm-9:03 pm

1 stop6h 56m

$129

ChicagoOrlando

MDW - MCO

MDWMCO

Chicago Midway

Sat 2/14

8:00 am-11:49 am

Nonstop2h 49m

Orlando

Sat 2/21

12:49 pm-2:55 pm

Nonstop3h 06m

$132

ChicagoOrlando

MDW - MCO

MDWMCO

Chicago Midway

Sat 2/7

9:38 am-9:39 pm

1 stop11h 01m

Orlando

Thu 2/12

12:20 pm-2:26 pm

Nonstop3h 06m

$134

ChicagoOrlando

ORD - MCO

ORDMCO

Chicago O'Hare Intl

Sat 2/14

12:44 pm-4:31 pm

Nonstop2h 47m

Orlando

Sat 2/21

3:39 pm-5:46 pm

Nonstop3h 07m

$138

ChicagoOrlando

ORD - MCO

ORDMCO

Chicago O'Hare Intl

Thu 1/15

12:44 pm-4:31 pm

Nonstop2h 47m

Orlando

Sun 1/18

5:45 am-3:51 pm

1 stop11h 06m

$155

ChicagoOrlando

ORD - MCO

ORDMCO

Chicago O'Hare Intl

Tue 3/17

12:44 pm-4:24 pm

Nonstop2h 40m

Orlando

Thu 3/19

6:00 am-11:25 am

1 stop6h 25m

$160

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/30

Showing 1-10 of 43 results
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Compare providers for flights from Chicago to Orlando

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Chicago to Orlando in December.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
CheapflightsfaresPrice Accuracy3 starsTrust Score*2 stars
Kiwi.comPrice Accuracy3 starsTrust Score*3 stars
OvagoPrice Accuracy2 starsTrust Score*2 stars
CheapOairPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust Score*3 stars
Trip.comPrice Accuracy2 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago-Orlando Airport flights, users find the pricing of CheapOair to be most consistent on Cheapflights vs. CheapOair Users can find the same prices on Chicago-Orlando Airport flight deals on Cheapflights vs. CheapOair >95% of the time. Price accuracy is based on data collected from Chicago-Orlando Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago-Orlando Airport flights, Cheapflights users trust CheapOair the most. CheapOair has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago-Orlando Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Chicago to Orlando

Have a flexible travel schedule? Discover the best time to fly to Orlando from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago to Orlando Airport

How far ahead should I book a flight from Chicago to Orlando Airport?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Orlando. Price data was last updated on December 26, 2025.

To ensure you get the cheapest price possible for a flight from Chicago to Orlando Airport, you should look to book at least 85 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest month to book a flight from Chicago to Orlando Airport?

Currently, January is the cheapest month in which you can book a flight from Chicago to Orlando Airport (average of $58). Flying from Chicago to Orlando Airport in March is currently the most expensive (average of $117). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHI to MCO?

Find hourly flight availability from Chicago to Orlando. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 31, 2025.

One of the essential ways to save on airfare from Chicago to Orlando Airport is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the evening could potentially save you up to 13% on airfare.

What is the cheapest day to fly from Chicago to Orlando Airport?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Orlando. Price data was last updated on December 27, 2025.

Travelers seeking maximum savings on their Chicago to Orlando Airport flight should consider departing on Monday evenings when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Chicago to Orlando Airport

Explore weekly flight availability from Chicago to Orlando. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated December 31, 2025.

The most flights from CHI to MCO are scheduled on a Tuesday (86 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (29 on average).

How often are flights from Chicago to Orlando delayed?

About 15% of weekly flights between Chicago and Orlando have experienced delays in the past year, with the average delay time being 146 minutes.

What is the most punctual flight time for Chicago to Orlando flights?

Historically, flights departing at night are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.

What day of the week experiences the fewest flight delays on this route?

Tuesday tends to have the lowest number of delays on this route, whereas Sunday has historically faced a higher average of delays compared to other days of the week.

Which airline has the best punctuality record on Chicago to Orlando flights?

Over the last year, United Airlines have had the lowest number of delays on this route, with just 13% of flights being delayed.

The best insider tips for Chicago to Orlando Airport flights

AI-powered summary based on content written by travel experts. AI can make mistakes.
Cheapflights partnered with top experts to bring you the best recommendations for your Chicago to Orlando Airport trip
Airlines
Frontier

Frontier offers extra comfort seats with 32” separation for a fee, enhancing short-haul comfort.


Frontier's Zone 1 boarding available with carry-on purchase, enhancing boarding efficiency.

Read more about FrontierBy Marisa Garcia
Spirit Airlines

Spirit's Big Front Seats offer 11 inches extra legroom, ideal for short flights.


Spirit's Zone 1 boarding includes carry-on, enhancing boarding speed for travelers.

Read more about Spirit AirlinesBy Daniel Scheffler
Southwest

Southwest offers free snacks and non-alcoholic drinks, enhancing your short-haul flight experience.


Enjoy free messaging and in-flight entertainment on your device with Southwest's wireless streaming service.

Read more about SouthwestBy Marisa Garcia
Airports
ORD

Avoid traffic delays by taking the “L” train from downtown Chicago to ORD, which is often faster than driving.

Read more about ORDBy Ramsey Qubein
MDW

Use the airport’s mobile system to order food directly to your gate, saving time and ensuring you don't miss boarding.

Read more about MDWBy Ramsey Qubein
MCO

Skip the rental car and use rideshare services from MCO to explore Orlando, as they are often cheaper and more convenient.

Read more about MCOBy Paul Rubio
Our travel experts
Marisa Garcia

Marisa Garcia

Expert on Frontier and Southwest

Marisa Garcia

Marisa Garcia

Marisa knows planes inside and out, spending 16 years working on aircraft in hangars at airports around the world. She is an aviation industry expert, specialized in airline interiors and regulations. Ten years ago, she pivoted to journalism. She shares her insights in leading aviation, travel, and business publications and on her site FlightChic.

Read more
Daniel Scheffler

Daniel Scheffler

Expert on Spirit Airlines

Daniel Scheffler

Daniel Scheffler

Daniel Scheffler is a travel writer, podcaster, and producer. Born in Africa, bred in Europe and now living in America he has traveled to 140 countries (and all 50 U.S. states). Plus he has stayed at over 2500 hotels across the globe. His original shows Everywhere and Without Maps (available on Spotify) showcase his beliefs, travel is about humanity and sharing that beauty. And thus it reminds you that you shouldn’t believe everything you think.

Read more
Ramsey Qubein

Ramsey Qubein

Expert on ORD and MDW

Ramsey Qubein

Ramsey Qubein

An avid traveler and aviation expert who has visited 173 countries, all 50 states and seven continents, Ramsey Qubein flies nearly 400,000 miles a year. As a North Carolina-based freelance journalist for publications including Conde Nast Traveler, Forbes, USA Today and Bloomberg among others, he explores the latest trends in aviation, hospitality, cruises and business.

Read more
Paul Rubio

Paul Rubio

Expert on MCO

Paul Rubio

Paul Rubio

Travel journalist and photographer Paul Rubio is a Miami native (and current resident), who has lived in nine countries and traveled to 137. He is an expert in luxury travel, eco-travel, loyalty programs, hotels, airports and airlines. He is a contributing editor at AFAR, Condé Nast Traveler, LUXURY Magazine, and Palm Beach Illustrated.

Read more

Reviews of airlines servicing Orlando

Get insights into the airlines that provide service to Orlando. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Orlando. Reviews last updated December 31, 2025.
See what other customers who have flown with Southwest, United Airlines, and American Airlines from Chicago to Orlando Airport have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,251 reviews

Comfort

8.0

Crew

8.6

Overall

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.
Southwest
8.0
Very good
4,251 reviews
Southwest
8.0
Very good
4,251 reviews

Comfort

8.0

Crew

8.6

Overall

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.
United Airlines
7.4
Good
9,124 reviews
Southwest
8.0
Very good
4,251 reviews

Comfort

8.0

Crew

8.6

Overall

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.
American Airlines
7.2
Good
11,074 reviews
Southwest
8.0
Very good
4,251 reviews

Comfort

8.0

Crew

8.6

Overall

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.
Spirit Airlines
6.3
Okay
8,245 reviews
Southwest
8.0
Very good
4,251 reviews

Comfort

8.0

Crew

8.6

Overall

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.
Frontier
5.7
Fair
3,069 reviews
Southwest
8.0
Very good
4,251 reviews

Comfort

8.0

Crew

8.6

Overall

8.0

Entertainment

7.5

Food

7.0

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Sarah,Aug 2024

MDW - AUS

My first time, surprisingly good! It was a good ride overall. Coming from Singapore, this budget flight is better than the budget airline for our national carrier Singapore Airlines.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Orlando. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Chicago to Orlando Airport?

    There are many flights that can get you from Chicago to Orlando Airport in 2h 35m. Fly via Frontier, Spirit Airlines, or Southwest to get the fastest option. The distance from Chicago to Orlando Airport is about 990 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines flying from Chicago to Orlando Airport round-trip?

    Our cheapest airline available from Chicago to Orlando Airport is Spirit Airlines. Our recent data shows that you can find tickets from as low as $35 on this airline. Additional options worth looking into are Frontier and Delta, starting at $66 and $98 round-trip. Spirit Airlines is currently priced 86% below the average price you’ll pay for this route.

  • What are the cheapest airlines to fly from Chicago to Orlando Airport one-way?

    The cheapest airlines for a one-way flight from Chicago to Orlando Airport are Frontier ($37), Spirit Airlines ($42), and Southwest ($78).

  • What are the most reliable airlines from Chicago to Orlando Airport?

    No one likes to see their flight delayed. When booking a flight from Chicago to Orlando Airport consider choosing Copa Airlines (88%), Volaris (83%) or Azul (81%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Chicago to Orlando Airport?

    Looking for the cheapest flight from Chicago to Orlando Airport? While on average our users pay $433, our data indicates the cheapest price to be $43. The most popular route (Chicago O'Hare Intl - Orlando), is priced around $68.

  • Can I find deals for flights from Chicago to Orlando that include hotel bookings?

    Yes. In addition to deals on Chicago to Orlando flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Orlando?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Orlando.

  • Can I find deals for business class flights from Chicago to Orlando?

    Yes. Cheapflights offers flight deals from Chicago to Orlando by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Orlando Airport?

    Currently, January is the cheapest month in which you can book a flight from Chicago to Orlando Airport (average of $58). Flying from Chicago to Orlando Airport in March is currently the most expensive (average of $117). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Orlando Airport?

Book flights to Orlando Airport if you plan to visit one of these locations
Lake Buena Vista
Celebration
Clermont
Sanford
Lake Mary
Sebastian
Winter Haven
Apopka
Altamonte Springs
Orange City
Ormond Beach
Davenport
Cocoa
Leesburg
Lady Lake
Haines City
Palatka
The Villages
Belle Isle
Palm Coast

Browse thousands of different options on Cheapflights for your next trip

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Top 6 airlines flying from Chicago to Orlando

Discover the top 6 airlines that operate flights from Chicago to Orlando. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated December 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$63Average$182FlexibilityNo cancel feeOn-time65%
FrontierCheapest$70Average$194FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$148Average$347FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$157Average$339FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$174Average$352FlexibilityNo cancel feeOn-time69%
DeltaCheapest$196Average$499FlexibilityNo cancel feeOn-timeN/A

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