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O'Hare Intl

$104+ Cheap flights from Orlando (ORL) to O'Hare Intl (ORD)

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 9/24. Fares are subject to change and may not be available on all flights or dates of travel.
ORL — ORD
Aug 31 — Sep 71
Mon 8/31
Mon 9/7
1 adult, Economy
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Find cheap flights from Orlando to O'Hare Intl 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 Orlando to Chicago O'Hare Intl are usually found in February or November, booked 90 days in advance, depart on a Friday or Thursday and return on a Tuesday

Cheap flight deals from Orlando to O'Hare Intl

Cheapest flights from Orlando to O'Hare Intl
Explore the most affordable flight options available from Orlando to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 1, 2026.

This Kiwi.com deal was found by Cheapflights users on 7/31. 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.
Fri 9/47:45 am
MCO
-
ORD
1 stop25h 08m
Frontier
Tue 9/87:05 am
ORD
-
MCO
1 stop9h 50m
Frontier
Deal found 7/31$192
This Kiwi.com deal was found by Cheapflights users on 7/31. 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.
Sat 9/53:21 pm
MCO
-
ORD
1 stop5h 47m
Frontier
Tue 9/81:59 pm
ORD
-
MCO
1 stop7h 15m
Frontier
Deal found 7/31$193
This Kiwi.com deal was found by Cheapflights users on 7/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/261:45 pm
MCO
-
ORD
1 stop7h 23m
Frontier
Fri 8/281:59 pm
ORD
-
MCO
1 stop15h 41m
Frontier
Deal found 7/30$194
This Frontier deal was found by Cheapflights users on 7/30. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/209:00 pm
MCO
-
ORD
Nonstop3h 08m
Frontier
Tue 8/255:59 pm
ORD
-
MCO
Nonstop3h 12m
Frontier
Deal found 7/30$196
This Cheapflightsfares deal was found by Cheapflights users on 7/30. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/118:51 pm
MCO
-
ORD
Nonstop3h 08m
Frontier
Sun 9/133:50 pm
ORD
-
MCO
Nonstop2h 56m
Frontier
Deal found 7/30$197
This Frontier deal was found by Cheapflights users on 7/31. 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.
Thu 9/248:51 pm
MCO
-
ORD
Nonstop3h 08m
Frontier
Sun 9/273:50 pm
ORD
-
MCO
Nonstop2h 56m
Frontier
Deal found 7/31$198
This Frontier deal was found by Cheapflights users on 7/30. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/2411:08 am
MCO
-
ORD
Nonstop3h 12m
Frontier
Sun 8/307:44 pm
ORD
-
MCO
Nonstop2h 45m
Frontier
Deal found 7/30$199
This Frontier deal was found by Cheapflights users on 7/28. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/118:51 pm
MCO
-
ORD
Nonstop3h 08m
Frontier
Fri 9/183:50 pm
ORD
-
MCO
Nonstop2h 56m
Frontier
Deal found 7/28$200
This Kiwi.com deal was found by Cheapflights users on 7/29. 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.
Sat 8/2210:03 am
MCO
-
ORD
1 stop11h 05m
Frontier
Mon 8/242:25 pm
ORD
-
MCO
1 stop6h 58m
Frontier
Deal found 7/29$201
This Cheapflightsfares deal was found by Cheapflights users on 7/27. 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 9/49:00 pm
MCO
-
ORD
Nonstop3h 08m
Frontier
Mon 9/79:10 pm
ORD
-
MCO
Nonstop3h 08m
Frontier
Deal found 7/27$202
This Frontier deal was found by Cheapflights users on 7/30. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/311:44 am
MCO
-
ORD
1 stop7h 56m
Frontier
Wed 12/92:31 pm
ORD
-
MCO
Nonstop3h 02m
Frontier
Deal found 7/30$203

Find flight deals from Orlando to O'Hare Intl

Discover tips and strategies to find the most affordable flight options for your journey from Orlando (ORL) to O'Hare Intl (ORD). 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 1, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$192
(Kiwi.com)

One-way from

$104
(Kiwi.com)

Popular in

June

Cheapest in

February

Average price

$216

Good round-trip deal

$277 or less

Good one-way deal

$157 or less
Provider with most accurate pricing for Orlando (ORL)-Chicago O'Hare Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Orlando (ORL)-Chicago O'Hare Intl flights.
Search Deals
From Orlando (ORL) to Chicago O'Hare Intl
Search Deals
One-way flight from Orlando (ORL) to Chicago O'Hare Intl
Search Deals
Highest demand for flights based on searches. 25% potential increase in price ($77 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in August 2026
Search Deals
Price to beat on a round-trip flight from Orlando (ORL) to Chicago O'Hare Intl.
Search Deals
Price to beat on a one-way flight from Orlando (ORL) to Chicago O'Hare Intl.
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Orlando to O'Hare Intl 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 1, 2026.
Use the filters below to find and compare flights from Orlando to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Wed 11/4

7:00 am-9:08 am

Nonstop3h 08m

Chicago O'Hare Intl

Wed 11/4

4:20 pm-8:12 pm

Nonstop2h 52m

$237

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Tue 9/1

9:04 am-1:08 pm

1 stop5h 04m

Chicago O'Hare Intl

Tue 9/8

8:55 am-3:02 pm

1 stop5h 07m

$257
Quickest round-trip

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Wed 11/25

8:24 pm-10:31 pm

Nonstop3h 07m

Chicago O'Hare Intl

Wed 12/2

6:00 am-9:42 am

Nonstop2h 42m

$272

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Tue 10/6

5:30 am-9:25 am

1 stop4h 55m

Chicago O'Hare Intl

Thu 10/15

1:55 pm-7:39 pm

1 stop4h 44m

$277

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Thu 8/27

4:05 pm-8:30 pm

1 stop5h 25m

Chicago O'Hare Intl

Sat 8/29

6:40 am-2:34 pm

1 stop6h 54m

$277

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Thu 10/8

6:25 pm-11:44 pm

1 stop6h 19m

Chicago O'Hare Intl

Tue 10/13

2:35 pm-10:09 pm

1 stop6h 34m

$281

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Thu 12/31

7:15 am-9:33 am

Nonstop3h 18m

Chicago O'Hare Intl

Sun 1/3

5:45 pm-9:40 pm

Nonstop2h 55m

$293

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Thu 12/24

8:45 am-2:13 pm

1 stop6h 28m

Chicago O'Hare Intl

Fri 1/1

5:30 am-1:35 pm

1 stop7h 05m

$313

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Mon 9/21

12:35 pm-2:40 pm

Nonstop3h 05m

Chicago O'Hare Intl

Wed 9/23

10:50 am-6:10 pm

1 stop6h 20m

$341

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Mon 10/12

7:15 am-9:26 am

Nonstop3h 11m

Chicago O'Hare Intl

Mon 10/12

7:57 pm-11:53 pm

Nonstop2h 56m

$362

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/28

Showing 1-10 of 23 resultsSorted by cheapest first
1
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3

Compare providers for flights from Orlando to O'Hare Intl

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 Orlando to O'Hare Intl in August.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy2 starsTrust Score*3 stars
MytripPrice Accuracy3 starsTrust Score*3 stars
CheapflightsfaresPrice Accuracy2 starsTrust Score*1 star
Kiwi.comPrice Accuracy3 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 Orlando-Chicago O'Hare Intl Airport flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Orlando-Chicago O'Hare Intl Airport flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Orlando-Chicago O'Hare Intl Airport flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Orlando-Chicago O'Hare Intl Airport flights, Cheapflights users trust FlightHub the most. FlightHub 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 Orlando-Chicago O'Hare Intl 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 Orlando to O'Hare Intl

Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl from Orlando 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 Orlando to Chicago O'Hare Intl Airport

What is the cheapest month to book a flight from Orlando to Chicago O'Hare Intl Airport?

Currently, February is the cheapest month in which you can book a flight from Orlando to Chicago O'Hare Intl Airport (average of $184). Flying from Orlando to Chicago O'Hare Intl Airport in June is currently the most expensive (average of $372). 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 ORL to ORD?

Find hourly flight availability from Orlando to O'Hare Intl. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 1, 2026.

It’s typically best to fly out from Orlando to Chicago O'Hare Intl Airport in the evening. Doing so could potentially save you 67% on the flight price compared to flying at noon, which is usually more expensive.

Weekly flight availability from Orlando to Chicago O'Hare Intl Airport

Explore weekly flight availability from Orlando to O'Hare Intl. 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 1, 2026.

The most flights from ORL to ORD are scheduled on a Friday (66 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (30 on average).

How much does it cost to fly round-trip from Orlando to Chicago O'Hare Intl Airport?

Airfare is typical for this route at the moment.
Orlando to Chicago O'Hare Intl Airport flights typically cost between $158 and $264 in August.
The cheapest round-trip price found within the last 5 days was $192 on Frontier (Aug 22-Aug 24).

How often are flights from Orlando to Chicago delayed?

About 15% of weekly flights between Orlando and Chicago have experienced delays in the past year, with the average delay time being 164 minutes.

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

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

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

Wednesday 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 Orlando to Chicago flights?

Over the last year, United Airlines have had the lowest number of delays on this route, with just 9% of flights being delayed.

How far ahead should I book a flight from Orlando to Chicago O'Hare Intl Airport?

Booking 81 days in advance of your planned departure date is, on average, the best time to get cheap flights from Orlando to Chicago O'Hare Intl Airport. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest day to fly from Orlando to Chicago O'Hare Intl Airport?

Use this chart to determine the cheapest time to fly round-trip from Orlando to O'Hare Intl. Price data was last updated on July 25, 2026.

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

Reviews of airlines servicing O'Hare Intl

Get insights into the airlines that provide service to O'Hare Intl. 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 O'Hare Intl. Reviews last updated August 1, 2026.
See what other customers who have flown with Southwest,United Airlines, andAmerican Airlines from Orlando to Chicago O'Hare Intl 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
4,229 reviews

Food

7.0

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Crew

8.6

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers
Southwest
8.0
Very good
4,229 reviews
Southwest
8.0
Very good
4,229 reviews

Food

7.0

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Crew

8.6

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers
United Airlines
7.4
Good
10,062 reviews
Southwest
8.0
Very good
4,229 reviews

Food

7.0

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Crew

8.6

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers
American Airlines
7.1
Good
11,845 reviews
Southwest
8.0
Very good
4,229 reviews

Food

7.0

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Crew

8.6

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers
Frontier
5.6
Fair
2,740 reviews
Southwest
8.0
Very good
4,229 reviews

Food

7.0

Comfort

8.0

Boarding

8.1

Entertainment

7.5

Overall

8.0

Crew

8.6

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

The seats were super cramped and couldn’t move without hitting other passengers

Related info for your journey

Find useful and relevant information for your journey from Orlando to O'Hare Intl. 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 Orlando to Chicago O'Hare Intl Airport?

    For as low as $237, United Airlines can have you in Chicago O'Hare Intl Airport from Orlando in 3h 08m. Orlando and Chicago O'Hare Intl Airport are separated by a distance of 1006 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    Our cheapest airline available from Orlando to Chicago O'Hare Intl Airport is Frontier. Our recent data shows that you can find tickets from as low as $70 on this airline. Additional options worth looking into are Southwest and United Airlines, starting at $157 and $157 round-trip. Frontier is currently priced 69% below the average price you’ll pay for this route.

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

    $41 is the cheapest one-way deal found within the past few days, from Frontier. You may also be able to find cheap deals on Southwest and American Airlines, with prices starting from $78 and $79, respectively.

  • What are the most reliable airlines from Orlando to Chicago O'Hare Intl Airport?

    Looking for the most reliable airlines to get you to your destination on time? Our data shows these are most likely to get you from Orlando to Chicago O'Hare Intl Airport on time: ITA Airways (97%), Cathay Pacific (89%), Japan Airlines (87%).

  • What are the cheapest flights from Orlando to Chicago O'Hare Intl Airport?

    Looking at all options, your cheapest flight can be booked for $108. While the most popular route (Orlando - Chicago O'Hare Intl) can be booked for $143 on average, our data indicates $1,529 when flying from Orlando to Chicago O'Hare Intl Airport.

  • Can I find deals for flights from Orlando to O'Hare Intl that include hotel bookings?

    Yes. In addition to deals on Orlando to O'Hare Intl flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Orlando to O'Hare Intl?

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

  • Can I find deals for business class flights from Orlando to O'Hare Intl?

    Yes. Cheapflights offers flight deals from Orlando to O'Hare Intl 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 Orlando to Chicago O'Hare Intl Airport?

    Currently, February is the cheapest month in which you can book a flight from Orlando to Chicago O'Hare Intl Airport (average of $184). Flying from Orlando to Chicago O'Hare Intl Airport in June is currently the most expensive (average of $372). 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 Chicago O'Hare Intl Airport?

Book flights to Chicago O'Hare Intl Airport if you plan to visit one of these locations
Benton Harbor
Rosemont
Schaumburg
Naperville
Lake Geneva
Oak Brook
Delavan
Oakbrook Terrace
Gurnee
South Holland
Libertyville
Orland Park
Hoffman Estates
Beloit
Downers Grove
Rockford
Aurora
Racine
Great Lakes
Janesville

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Top 4 airlines flying from Orlando to O'Hare Intl

Discover the top 4 airlines that operate flights from Orlando to O'Hare Intl. 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 1, 2026.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$70Average$214FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$157Average$235FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$157Average$330FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$163Average$308FlexibilityNo cancel feeOn-time71%

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