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$51+ 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 9/6. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — MCO
Aug 23 — Aug 301
Sat 8/23
Sat 8/30
1 adult, Economy
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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

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 August 18, 2025.

Round-trip from

$97
(Cheapflightsfares)

One-way from

$51
(eDestinos)

Popular in

March

Cheapest in

September

Average price

$233

Good round-trip deal

$139 or less

Good one-way deal

$82 or less
From Chicago (CHI) to Orlando
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One-way flight from Chicago (CHI) to Orlando
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Highest demand for flights based on searches. 8% potential increase in price ($25 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Price to beat on a round-trip flight from Chicago (CHI) to Orlando.
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Price to beat on a one-way flight from Chicago (CHI) to Orlando.
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Find 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 August 18, 2025.

This Kiwi.com deal was found by Cheapflights users on 8/17. 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.
Wed 9/105:17 pmORD - MCO
Nonstop2h 49mSpirit Airlines
Sat 9/136:31 amMCO - ORD
1 stop5h 21mSpirit Airlines
Deal found 8/17$98
This Frontier deal was found by Cheapflights users on 8/18. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/1811:31 amMDW - MCO
Nonstop2h 40mFrontier
Sat 10/258:25 amMCO - MDW
Nonstop2h 56mFrontier
Deal found 8/18$98
This Cheapflightsfares deal was found by Cheapflights users on 8/18. 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.
Thu 9/48:49 pmORD - MCO
Nonstop2h 46mFrontier
Mon 9/85:24 pmMCO - ORD
Nonstop3h 20mFrontier
Deal found 8/18$99
This Priceline deal was found by Cheapflights users on 8/17. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/129:48 amMDW - MCO
Nonstop2h 40mFrontier
Sat 9/138:00 amMCO - MDW
Nonstop2h 51mFrontier
Deal found 8/17$99
This Cheapflightsfares deal was found by Cheapflights users on 8/17. 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.
Sat 9/135:17 pmORD - MCO
Nonstop2h 49mSpirit Airlines
Tue 9/162:07 pmMCO - ORD
Nonstop3h 05mSpirit Airlines
Deal found 8/17$100
This Booking.com deal was found by Cheapflights users on 8/17. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/510:13 amMDW - MCO
Nonstop2h 42mFrontier
Fri 10/102:26 pmMCO - MDW
Nonstop2h 54mFrontier
Deal found 8/17$100
This CheapOair deal was found by Cheapflights users on 8/16. 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.
Sat 8/237:46 pmORD - MCO
Nonstop3h 06mFrontier
Fri 9/55:24 pmMCO - ORD
Nonstop3h 20mFrontier
Deal found 8/16$101
This FlightHub deal was found by Cheapflights users on 8/17. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/58:49 pmORD - MCO
Nonstop2h 46mMultiple Airlines
Tue 9/97:50 pmMCO - ORD
Nonstop3h 08mMultiple Airlines
Deal found 8/17$102
This Cheapflightsfares deal was found by Cheapflights users on 8/17. 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.
Fri 9/129:48 amMDW - MCO
Nonstop2h 40mFrontier
Sat 9/208:00 amMCO - MDW
Nonstop2h 51mFrontier
Deal found 8/17$102
This Priceline deal was found by Cheapflights users on 8/16. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/188:49 pmORD - MCO
Nonstop2h 46mMultiple Airlines
Tue 9/232:07 pmMCO - ORD
Nonstop3h 05mMultiple Airlines
Deal found 8/16$103
This Cheapflightsfares deal was found by Cheapflights users on 8/17. 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.
Sun 9/1410:13 amMDW - MCO
Nonstop2h 42mFrontier
Fri 9/197:00 amMCO - MDW
Nonstop2h 53mFrontier
Deal found 8/17$103
This Cheapflightsfares deal was found by Cheapflights users on 8/17. 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.
Fri 9/58:49 pmORD - MCO
Nonstop2h 46mFrontier
Mon 9/85:24 pmMCO - ORD
Nonstop3h 20mFrontier
Deal found 8/17$104

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 August 18, 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

MDW - MCO

MDWMCO

Chicago Midway

Fri 9/12

9:48 am-1:28 pm

Nonstop2h 40m

Orlando

Mon 9/15

5:35 am-7:23 am

Nonstop2h 48m

$98

ChicagoOrlando

MDW - MCO

MDWMCO

Chicago Midway

Mon 9/22

8:19 am-12:00 pm

Nonstop2h 41m

Orlando

Sun 9/28

7:25 am-9:18 am

Nonstop2h 53m

$98

ChicagoOrlando

MDW - MCO

MDWMCO

Chicago Midway

Mon 10/13

5:28 pm-9:10 pm

Nonstop2h 42m

Orlando

Sat 10/18

8:25 am-10:21 am

Nonstop2h 56m

$99

ChicagoOrlando

MDW - MCO

MDWMCO

Chicago Midway

Mon 9/29

8:19 am-12:00 pm

Nonstop2h 41m

Orlando

Fri 10/3

7:00 am-8:53 am

Nonstop2h 53m

$99

ChicagoOrlando

MDW - MCO

MDWMCO

Chicago Midway

Fri 10/10

5:28 pm-9:10 pm

Nonstop2h 42m

Orlando

Sun 10/12

9:44 am-11:39 am

Nonstop2h 55m

$99

ChicagoOrlando

MDW - MCO

MDWMCO

Chicago Midway

Fri 9/12

9:48 am-1:28 pm

Nonstop2h 40m

Orlando

Sat 9/13

8:00 am-9:51 am

Nonstop2h 51m

$99

ChicagoOrlando

MDW - MCO

MDWMCO

Chicago Midway

Sun 9/14

10:13 am-1:55 pm

Nonstop2h 42m

Orlando

Mon 9/15

5:35 am-7:23 am

Nonstop2h 48m

$99

ChicagoOrlando

MDW - MCO

MDWMCO

Chicago Midway

Sun 9/28

10:13 am-1:55 pm

Nonstop2h 42m

Orlando

Mon 9/29

5:35 am-7:23 am

Nonstop2h 48m

$99

ChicagoOrlando

ORD - MCO

ORDMCO

Chicago O'Hare Intl

Mon 9/22

6:30 am-10:13 am

Nonstop2h 43m

Orlando

Mon 9/22

5:24 pm-7:44 pm

Nonstop3h 20m

$103

ChicagoOrlando

ORD - MCO

ORDMCO

Chicago O'Hare Intl

Fri 10/24

8:05 pm-11:56 pm

Nonstop2h 51m

Orlando

Mon 10/27

5:01 am-7:10 am

Nonstop3h 09m

$103

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/18

Showing 1-10 of 42 results
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The best insider tips for Chicago to Orlando Airport flights

Snippets provided in this section are AI-generated based on a summarization of Cheapflights-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
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
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

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

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 August 8, 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, May is the cheapest month in which you can book a flight from Chicago to Orlando Airport (average of $206). Flying from Chicago to Orlando Airport in November is currently the most expensive (average of $289). 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 August 18, 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 afternoon could potentially save you up to 17% 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 August 10, 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 August 18, 2025.

The most flights from CHI to MCO are scheduled on a Monday (72 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (14 on average).

How much does it cost to fly round-trip from Chicago to Orlando Airport?

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 August 18, 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
4,246 reviews

Comfort

8.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

Crew

8.6

Food

7.0

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
4,246 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

Crew

8.6

Food

7.0

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
8,925 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

Crew

8.6

Food

7.0

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
10,000 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

Crew

8.6

Food

7.0

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
8,038 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

Crew

8.6

Food

7.0

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
5.8
Fair
3,212 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Entertainment

7.5

Overall

8.0

Boarding

8.1

Crew

8.6

Food

7.0

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 40m. Fly via Frontier or Spirit Airlines 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 Frontier. Our recent data shows that you can find tickets from as low as $79 on this airline. Additional options worth looking into are Spirit Airlines and Southwest, starting at $85 and $158 round-trip. Frontier is currently priced 71% below the average price you’ll pay for this route.

  • 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 (90%), Spirit Airlines (88%) or Southwest (84%) 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 $478, our data indicates the cheapest price to be $48. The most popular route (Chicago O'Hare Intl - Orlando), is priced around $81.

  • 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, May is the cheapest month in which you can book a flight from Chicago to Orlando Airport (average of $206). Flying from Chicago to Orlando Airport in November is currently the most expensive (average of $289). 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
Sebastian
Ormond Beach
Celebration
Clermont
Sanford
Daytona Beach Shores
Apopka
The Villages
Lake Mary
DeLand
Altamonte Springs
Orange City
Winter Haven
Davenport
Oak Ridge
Lady Lake
Cocoa
Haines City
Palatka

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 August 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$63Average$185FlexibilityNo cancel feeOn-time65%
FrontierCheapest$80Average$205FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$157Average$365FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$180Average$349FlexibilityNo cancel feeOn-time71%
DeltaCheapest$196Average$440FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$197Average$342FlexibilityNo cancel feeOn-time69%

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