O'Hare Intl

$112+ Cheap flights from Orlando (ORL) to O'Hare Intl (ORD)

ORL — ORD
Nov 29 — Dec 61
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1. Tell us where you want to go

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Cheapflights Tip: The best prices from Orlando to Chicago O'Hare Intl are usually found in February or April, booked 89 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

Sat 11/147:00 am -
1 stop12h 30m
Mon 11/167:50 pm -
1 stop11h 20m
Deal found 10/25$203
Sat 12/192:11 pm -
Nonstop3h 22m
Wed 1/69:40 am -
1 stop7h 21m
Deal found 10/25$205
Fri 11/2010:38 pm -
Nonstop3h 05m
Tue 11/242:52 pm -
1 stop8h 34m
Deal found 10/27$206
Sat 11/2110:38 pm -
Nonstop3h 05m
Tue 11/245:40 am -
Nonstop2h 51m
Deal found 10/28$207
Thu 12/172:11 pm -
Nonstop3h 22m
Wed 12/237:45 am -
1 stop7h 24m
Deal found 10/27$208
Thu 11/126:30 am -
Nonstop3h 16m
Thu 11/199:51 am -
Nonstop2h 56m
Deal found 10/27$209
Sat 11/1411:58 am -
1 stop7h 32m
Wed 11/187:35 pm -
1 stop10h 16m
Deal found 10/29$210
Thu 11/196:07 am -
1 stop15h 26m
Sat 11/215:26 pm -
1 stop6h 10m
Deal found 10/27$211
Thu 11/2610:33 pm -
Nonstop3h 09m
Mon 11/305:26 pm -
1 stop6h 10m
Deal found 10/28$212
Thu 11/1912:54 pm -
1 stop6h 51m
Sun 11/227:49 am -
1 stop28h 52m
Deal found 10/27$213
Tue 11/102:52 pm -
Nonstop3h 15m
Wed 11/119:51 am -
Nonstop2h 56m
Deal found 10/29$214
Thu 11/196:30 am -
Nonstop3h 16m
Mon 11/235:26 pm -
1 stop6h 10m
Deal found 10/29$215

Find flight deals from Orlando to O'Hare Intl

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$203
(Cheapflightsfares)

One-way from

$112
(CheapOair)

Popular in

June

Cheapest in

February

Average price

$320

Good round-trip deal

$335 or less

Good one-way deal

$110 or less
Provider with most accurate pricing for Orlando (ORL)-Chicago O'Hare Intl flight deals.
Provider most trusted by Cheapflights users for Orlando (ORL)-Chicago O'Hare Intl flights.
From Orlando (ORL) to Chicago O'Hare Intl
One-way flight from Orlando (ORL) to Chicago O'Hare Intl
Highest demand for flights based on searches. 12% potential increase in price ($38 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
Average for round-trip flights in October 2026
Price to beat on a round-trip flight from Orlando (ORL) to Chicago O'Hare Intl.
Price to beat on a one-way flight from Orlando (ORL) to Chicago O'Hare Intl.

Cheapflights Fare Finder

 
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 Orlando - ORD Chicago O'Hare Intl

MCOORD

Orlando

Tue 12/1

1:41 pm-2:00 pm

2 stops25h 19m

Chicago O'Hare Intl

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$114

OrlandoChicago

MCO Orlando - ORD Chicago O'Hare Intl

MCOORD

Orlando

Thu 12/17

2:11 pm-4:33 pm

Nonstop3h 22m

Chicago O'Hare Intl

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$123

OrlandoChicago

SFB Orlando Sanford Intl - ORD Chicago O'Hare Intl

SFBORD

Orlando Sanford Intl

Fri 11/6

6:35 am-3:37 pm

2 stops34h 02m

Chicago O'Hare Intl

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$130

OrlandoChicago

SFB Orlando Sanford Intl - ORD Chicago O'Hare Intl

SFBORD

Orlando Sanford Intl

Thu 11/12

9:48 pm-3:37 pm

2 stops42h 49m

Chicago O'Hare Intl

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$169

OrlandoChicago

SFB Orlando Sanford Intl - ORD Chicago O'Hare Intl

SFBORD

Orlando Sanford Intl

Sun 11/22

9:29 pm-11:34 pm

2 stops27h 05m

Chicago O'Hare Intl

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$178

OrlandoChicago

MCO Orlando - ORD Chicago O'Hare Intl

MCOORD

Orlando

Sat 11/21

4:45 pm-8:49 pm

1 stop5h 04m

Chicago O'Hare Intl

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$189

OrlandoChicago

SFB Orlando Sanford Intl - ORD Chicago O'Hare Intl

SFBORD

Orlando Sanford Intl

Thu 12/3

3:23 pm-8:29 pm

2 stops30h 06m

Chicago O'Hare Intl

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$199

OrlandoChicago

SFB Orlando Sanford Intl - ORD Chicago O'Hare Intl

SFBORD

Orlando Sanford Intl

Thu 11/26

9:30 am-11:18 pm

2 stops38h 48m

Chicago O'Hare Intl

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$204

OrlandoChicago

MCO Orlando - ORD Chicago O'Hare Intl

MCOORD

Orlando

Wed 12/9

7:00 am-9:08 am

Nonstop3h 08m

Chicago O'Hare Intl

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$208

OrlandoChicago

SFB Orlando Sanford Intl - ORD Chicago O'Hare Intl

SFBORD

Orlando Sanford Intl

Wed 2/3

8:30 am-9:13 am

3 stops25h 43m

Chicago O'Hare Intl

Wed 12/31

12:00 am-1:00 am

Nonstop0h 00m

$209

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/30

Showing 1-10 of 37 resultsSorted by cheapest first
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Compare providers for flights from Orlando to O'Hare Intl

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 October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy2 starsTrust Score*3 stars
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

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, January is the cheapest month in which you can book a flight from Orlando to Chicago O'Hare Intl Airport (average of $186). 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?

It’s typically best to fly out from Orlando to Chicago O'Hare Intl Airport in the evening. Doing so could potentially save you 63% on the flight price compared to flying at noon, which is usually more expensive.

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 $155 and $361 in November.
The cheapest round-trip price found within the last 5 days was $203 on Frontier (Nov 14-Nov 16).

How often are flights from Orlando to Chicago delayed?

About 13% of weekly flights between Orlando and Chicago have experienced delays in the past year, with the average delay time being 158 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 88 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?

Travelers seeking maximum savings on their Orlando to Chicago O'Hare Intl Airport flight should consider departing on Tuesday evenings when fares are most often at their lowest. Saturday 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

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.

Food

7.0

Crew

8.6

Overall

7.9

Boarding

8.1

Comfort

8.0

Entertainment

7.4

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

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

Food

7.0

Crew

8.6

Overall

7.9

Boarding

8.1

Comfort

8.0

Entertainment

7.4

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

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

Food

7.0

Crew

8.6

Overall

7.9

Boarding

8.1

Comfort

8.0

Entertainment

7.4

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

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

Food

7.0

Crew

8.6

Overall

7.9

Boarding

8.1

Comfort

8.0

Entertainment

7.4

Reviews

1 / 20
6.0
Good

Reza,Jun 2026

TPA - MDW

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

Food

7.0

Crew

8.6

Overall

7.9

Boarding

8.1

Comfort

8.0

Entertainment

7.4

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

  • How long is the flight from Orlando to Chicago O'Hare Intl Airport?

    For as low as $421, Frontier 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. 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 $81 on this airline. Additional options worth looking into are Southwest and United Airlines, starting at $157 and $168 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?

    $44 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 $85, 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: Japan Airlines (88%), ITA Airways (87%), ANA (84%).

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

    Looking at all options, your cheapest flight can be booked for $99. While the most popular route (Orlando - Chicago O'Hare Intl) can be booked for $150 on average, our data indicates $737 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, January is the cheapest month in which you can book a flight from Orlando to Chicago O'Hare Intl Airport (average of $186). 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
Naperville
Lake Geneva
Des Plaines
Glenview
Schaumburg
Oak Brook
Aurora
Oakbrook Terrace
Delavan
Beloit
Libertyville
Rockford
Hoffman Estates
Gurnee
Orland Park
South Holland
Elgin
Racine

Browse thousands of different options on Cheapflights for your next trip

Top 4 airlines flying from Orlando to O'Hare Intl

AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$81Average$240FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$157Average$296FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$168Average$375FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$183Average$343FlexibilityNo cancel feeOn-time71%

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