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O'Hare Intl

$50+ 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 10/28. Fares are subject to change and may not be available on all flights or dates of travel.
ORL — ORD
Oct 11 — Oct 181
Sat 10/11
Sat 10/18
1 adult, Economy
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Cheapflights Tip: The best prices from Orlando to Chicago O'Hare Intl are usually found in April or September, booked 45 days in advance, depart on a Friday or Thursday and return on a Tuesday

Cheap 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 September 11, 2025.

Round-trip from

$87
(Kiwi.com)

One-way from

$50
(Cheapflightsfares)

Popular in

March

Cheapest in

April

Average price

$173

Good round-trip deal

$164 or less

Good one-way deal

$102 or less
From Orlando (ORL) to Chicago O'Hare Intl
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One-way flight from Orlando (ORL) to Chicago O'Hare Intl
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Highest demand for flights based on searches. 3% potential increase in price ($7 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Price to beat on a round-trip flight from Orlando (ORL) to Chicago O'Hare Intl.
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Price to beat on a one-way flight from Orlando (ORL) to Chicago O'Hare Intl.
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Find 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 September 11, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/10. 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 10/35:24 pmMCO - ORD
Nonstop3h 20mFrontier
Sun 10/58:49 pmORD - MCO
Nonstop2h 46mFrontier
Deal found 9/10$87
This Cheapflightsfares deal was found by Cheapflights users on 9/9. 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 9/185:24 pmMCO - ORD
Nonstop3h 20mFrontier
Mon 9/228:49 pmORD - MCO
Nonstop2h 46mFrontier
Deal found 9/9$88
This Priceline deal was found by Cheapflights users on 9/9. 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 9/184:43 pmMCO - ORD
Nonstop3h 07mMultiple Airlines
Mon 9/228:49 pmORD - MCO
Nonstop2h 46mMultiple Airlines
Deal found 9/9$89
This Mytrip deal was found by Cheapflights users on 9/11. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/96:05 amMCO - ORD
Nonstop3h 09mMultiple Airlines
Tue 10/146:58 pmORD - MCO
Nonstop2h 52mMultiple Airlines
Deal found 9/11$90
This Kiwi.com deal was found by Cheapflights users on 9/10. 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.
Thu 9/257:50 pmMCO - ORD
Nonstop3h 08mMultiple Airlines
Fri 10/38:49 pmORD - MCO
Nonstop2h 46mMultiple Airlines
Deal found 9/10$91
This Cheapflightsfares deal was found by Cheapflights users on 9/10. 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 10/96:05 amMCO - ORD
Nonstop3h 09mFrontier
Mon 10/136:35 pmORD - MCO
Nonstop2h 59mFrontier
Deal found 9/10$92
This Frontier deal was found by Cheapflights users on 9/10. 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 9/271:02 pmMCO - ORD
Nonstop3h 15mFrontier
Mon 9/298:49 pmORD - MCO
Nonstop2h 46mFrontier
Deal found 9/10$94
This Kiwi.com deal was found by Cheapflights users on 9/10. 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.
Thu 10/25:24 pmMCO - ORD
Nonstop3h 20mFrontier
Mon 10/68:49 pmORD - MCO
Nonstop2h 46mFrontier
Deal found 9/10$95
This Kiwi.com deal was found by Cheapflights users on 9/10. 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.
Mon 9/295:24 pmMCO - ORD
Nonstop3h 20mFrontier
Fri 10/38:49 pmORD - MCO
Nonstop2h 46mFrontier
Deal found 9/10$96
This Cheapflightsfares deal was found by Cheapflights users on 9/8. 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 9/131:02 pmMCO - ORD
Nonstop3h 15mFrontier
Fri 9/198:49 pmORD - MCO
Nonstop2h 46mFrontier
Deal found 9/8$97

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 September 11, 2025.
Use the filters below to find and compare flights from Orlando to Chicago O'Hare Intl Airport that are best for you.

Fly from

Orlando

Fly to

O'Hare Intl

Route

Depart

Return

Price

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Tue 11/18

9:05 am-11:10 am

Nonstop3h 05m

Chicago O'Hare Intl

Wed 11/19

1:45 pm-8:10 pm

1 stop5h 25m

$143

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Wed 11/19

9:05 am-11:10 am

Nonstop3h 05m

Chicago O'Hare Intl

Mon 11/24

6:05 am-9:45 am

Nonstop2h 40m

$146

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Mon 11/3

6:04 pm-8:11 pm

Nonstop3h 07m

Chicago O'Hare Intl

Tue 11/4

12:56 pm-4:48 pm

Nonstop2h 52m

$149

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Tue 10/28

6:30 am-11:50 am

1 stop6h 20m

Chicago O'Hare Intl

Tue 10/28

1:30 pm-9:40 pm

2 stops7h 10m

$158

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Sat 10/4

7:05 am-11:50 am

1 stop5h 45m

Chicago O'Hare Intl

Wed 10/8

1:50 pm-11:20 pm

1 stop8h 30m

$158

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Wed 10/15

7:25 am-12:45 pm

1 stop6h 20m

Chicago O'Hare Intl

Tue 10/21

1:30 pm-9:40 pm

2 stops7h 10m

$158

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Mon 11/24

9:40 am-11:44 am

Nonstop3h 04m

Chicago O'Hare Intl

Fri 11/28

7:15 am-11:04 am

Nonstop2h 49m

$165

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Sun 12/7

6:48 pm-11:05 pm

1 stop5h 17m

Chicago O'Hare Intl

Tue 12/9

6:05 am-9:48 am

Nonstop2h 43m

$166

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Wed 9/24

7:50 pm-9:58 pm

Nonstop3h 08m

Chicago O'Hare Intl

Thu 9/25

5:17 pm-9:06 pm

Nonstop2h 49m

$180

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Tue 11/18

8:30 pm-1:00 pm

2 stops17h 30m

Chicago O'Hare Intl

Tue 12/2

3:45 pm-7:25 pm

Nonstop2h 40m

$196

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/10

Showing 1-10 of 23 results
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2
3

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

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

Use this chart to determine the optimal time to book a round-trip flight from Orlando to O'Hare Intl. Price data was last updated on August 29, 2025.

Booking 45 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 month to book a flight from Orlando to Chicago O'Hare Intl Airport?

Currently, August is the cheapest month in which you can book a flight from Orlando to Chicago O'Hare Intl Airport (average of $245). Flying from Orlando to Chicago O'Hare Intl Airport in March is currently the most expensive (average of $321). 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 September 11, 2025.

It’s typically best to fly out from Orlando to Chicago O'Hare Intl Airport in the evening. Doing so could potentially save you 69% on the flight price compared to flying at noon, which is usually more expensive.

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 September 7, 2025.

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. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

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 September 11, 2025.

The most flights from ORL to ORD are scheduled on a Thursday (62 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (32 on average).

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

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 September 11, 2025.
See what other customers who have flown with Southwest, United Airlines, and American 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
4,248 reviews

Boarding

8.1

Crew

8.6

Entertainment

7.5

Overall

8.0

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.
Southwest
8.0
Very good
4,248 reviews
Southwest
8.0
Very good
4,248 reviews

Boarding

8.1

Crew

8.6

Entertainment

7.5

Overall

8.0

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.
United Airlines
7.4
Good
8,937 reviews
Southwest
8.0
Very good
4,248 reviews

Boarding

8.1

Crew

8.6

Entertainment

7.5

Overall

8.0

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,248 reviews

Boarding

8.1

Crew

8.6

Entertainment

7.5

Overall

8.0

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.
Spirit Airlines
6.3
Okay
8,023 reviews
Southwest
8.0
Very good
4,248 reviews

Boarding

8.1

Crew

8.6

Entertainment

7.5

Overall

8.0

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.
Frontier
5.8
Fair
3,177 reviews
Southwest
8.0
Very good
4,248 reviews

Boarding

8.1

Crew

8.6

Entertainment

7.5

Overall

8.0

Comfort

8.0

Food

7.0

Reviews

1 / 20
2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

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 $143, Southwest can have you in Chicago O'Hare Intl Airport from Orlando in 3h 05m. Orlando and Chicago O'Hare Intl Airport are separated by a distance of 1006 mi. Generally, flights for this route are nonstop.

  • 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 Spirit Airlines and United Airlines, starting at $73 and $158 round-trip. Frontier is currently priced 65% below the average price you’ll pay for this route.

  • 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: Brussels Airlines (80%), Cathay Pacific (79%), United Airlines (78%).

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

    Looking at all options, your cheapest flight can be booked for $52. While the most popular route (Orlando - Chicago O'Hare Intl) can be booked for $65 on average, our data indicates $1,006 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, August is the cheapest month in which you can book a flight from Orlando to Chicago O'Hare Intl Airport (average of $245). Flying from Orlando to Chicago O'Hare Intl Airport in March is currently the most expensive (average of $321). 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
Schaumburg
Rosemont
Skokie
Gurnee
Hoffman Estates
Des Plaines
Elgin
Arlington Heights
Beloit
Racine
Rockford
Orland Park
Oak Brook
Downers Grove
Naperville
Elk Grove Village
Evanston
Merrillville
Bridgeview
Warrenville

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Orlando to O'Hare Intl

See prices for flight routes from nearby airports that may be better suited for you.
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St Petersburg to Rockford flights
Melbourne to Midway flights
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Tallahassee to Midway flights
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Gainesville to O'Hare Intl flights
Valparaiso to Midway flights
Valdosta to O'Hare Intl flights
Gainesville to Midway flights
Key West to Midway flights
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Orlando to Rockford flights
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Fort Lauderdale to Rockford flights
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Tampa to Rockford flights

Top 6 airlines flying from Orlando to O'Hare Intl

Discover the top 6 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 September 11, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$70Average$174FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$73Average$161FlexibilityNo cancel feeOn-time65%
United AirlinesCheapest$158Average$344FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$158Average$279FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$159Average$286FlexibilityNo cancel feeOn-time63%
DeltaCheapest$276Average$448FlexibilityNo cancel feeOn-timeN/A

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