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Cheap flights from Orlando Airport to Chicago O'Hare Intl Airport from £39

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 25/2. Fares are subject to change and may not be available on all flights or dates of travel.
MCO — ORD
28 Nov — 5 Dec1
1 adult
1 adult, Economy, 0 bags

Cheapflights Tip: The best prices from Orlando to Chicago O'Hare Intl are usually found in August or January, booked 82 days in advance, depart on a Tuesday or Monday and return on a Wednesday

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 (MCO) 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 29 October 2025.

Round-trip from

£99

One-way from

£39

Popular in

March

Cheapest in

August

Average price

£149

Good one-way deal

£80 or less
United Airlines
  • United Airlines
  • 8/1-8/1
  • Nonstop
  • 6h 08m total
  • Orlando to Chicago
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Spirit Airlines
  • Spirit Airlines
  • 25/2
  • Nonstop
  • 3h 05m total
  • Orlando to Chicago
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Highest demand for flights based on searches. 9% potential increase in price (£13 potential increase over avg. return price).
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Cheapest flight prices on average. 2% potential price decrease (£3 potential savings vs. average return price).
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Average for round-trip flights in October 2025
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Price to beat on a one-way flight from Orlando to Chicago O'Hare Intl.
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Enter your travel dates to find the best prices.

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 29 October 2025.

Fri 5/1219:45MCO - ORD
Nonstop3h 05mSouthwest
Tue 9/1206:05ORD - MCO
Nonstop2h 40mSouthwest
Deal found 28/10£119
Thu 4/1209:05MCO - ORD
Nonstop3h 05mSouthwest
Sun 7/1206:05ORD - MCO
Nonstop2h 40mSouthwest
Deal found 27/10£119
Tue 2/1212:30MCO - ORD
Nonstop3h 07mUnited Airlines
Thu 4/1216:05ORD - MCO
Nonstop2h 51mUnited Airlines
Deal found 26/10£134
Sat 15/1109:40MCO - ORD
Nonstop3h 04mUnited Airlines
Sat 15/1116:10ORD - MCO
Nonstop2h 51mUnited Airlines
Deal found 25/10£134
Wed 24/1213:10MCO - ORD
1 stop7h 28mDelta
Thu 1/117:31ORD - MCO
1 stop5h 55mDelta
Deal found 27/10£148
Thu 13/1118:08MCO - ORD
Nonstop3h 03mUnited Airlines
Mon 17/1114:10ORD - MCO
Nonstop2h 51mUnited Airlines
Deal found 27/10£153
Tue 11/1106:00MCO - ORD
1 stop5h 01mDelta
Tue 2/1213:20ORD - MCO
1 stop7h 27mDelta
Deal found 26/10£168
Mon 10/1107:30MCO - ORD
Nonstop3h 03mUnited Airlines
Tue 2/1207:20ORD - MCO
Nonstop2h 49mUnited Airlines
Deal found 27/10£169
Thu 13/1110:30MCO - ORD
Nonstop3h 03mUnited Airlines
Sun 16/1114:10ORD - MCO
Nonstop2h 51mUnited Airlines
Deal found 28/10£172
Thu 4/1210:30MCO - ORD
Nonstop3h 03mUnited Airlines
Sun 7/1216:05ORD - MCO
Nonstop2h 51mUnited Airlines
Deal found 25/10£173
Wed 5/1109:40MCO - ORD
Nonstop3h 04mUnited Airlines
Sat 13/1216:05ORD - MCO
Nonstop2h 51mUnited Airlines
Deal found 25/10£174
Tue 9/1209:25MCO - ORD
Nonstop3h 04mUnited Airlines
Tue 9/1218:12ORD - MCO
Nonstop2h 56mUnited Airlines
Deal found 26/10£179

Cheapflights Fare Finder

 
Customise 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 858,174 searches. Data last updated 29 October 2025.
Use the filters below to find and compare flights from Orlando Airport 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

Thu 19/2

10:58-13:15

Nonstop3h 17m

Chicago O'Hare Intl

Sun 22/2

17:50-21:40

Nonstop2h 50m

£103

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Wed 25/2

14:00-16:17

Nonstop3h 17m

Chicago O'Hare Intl

Wed 4/3

15:41-19:31

Nonstop2h 50m

£110

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Thu 4/12

09:05-11:10

Nonstop3h 05m

Chicago O'Hare Intl

Sun 7/12

06:05-09:45

Nonstop2h 40m

£119

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Wed 8/4

07:00-12:50

1 stop6h 50m

Chicago O'Hare Intl

Mon 13/4

11:30-23:07

1 stop10h 37m

£171

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Thu 13/11

10:30-12:33

Nonstop3h 03m

Chicago O'Hare Intl

Sun 16/11

14:10-18:01

Nonstop2h 51m

£172

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Thu 4/12

10:30-12:33

Nonstop3h 03m

Chicago O'Hare Intl

Sun 7/12

16:05-19:56

Nonstop2h 51m

£173

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Sat 8/11

06:20-13:00

1 stop7h 40m

Chicago O'Hare Intl

Tue 11/11

13:45-20:10

1 stop5h 25m

£187

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Thu 4/12

14:50-21:52

1 stop8h 02m

Chicago O'Hare Intl

Sun 7/12

07:00-15:15

1 stop7h 15m

£202

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Sun 23/11

19:35-10:39

1 stop16h 04m

Chicago O'Hare Intl

Fri 28/11

11:00-19:47

1 stop7h 47m

£204

OrlandoChicago

MCO - ORD

MCOORD

Orlando

Wed 26/11

13:54-08:20

1 stop19h 26m

Chicago O'Hare Intl

Fri 28/11

11:00-19:47

1 stop7h 47m

£212

Flights are sorted by cheapest return flights first.

Deals found on 26/10

Showing 1-10 of 19 results
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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 return 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 Airport to Chicago O'Hare Intl Airport

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

Use this chart to determine the optimal time to book a return flight from Orlando to O'Hare Intl. Price data was last updated on 24 October 2025.

To ensure you get the cheapest price possible for a flight from Orlando Airport to Chicago O'Hare Intl Airport, you should look to book at least 82 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 Orlando Airport to Chicago O'Hare Intl Airport?

Currently, November is the cheapest month in which you can book a flight from Orlando Airport to Chicago O'Hare Intl Airport (average of £41). Flying from Orlando Airport to Chicago O'Hare Intl Airport in June is currently the most expensive (average of £86). 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 MCO 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 29 October 2025.

When flying from Orlando Airport to Chicago O'Hare Intl Airport, the time of day you fly usually plays a role in the price. Save by searching for a flight in the morning, which can drop the price by up to 51% versus a flight in the evening.

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 Airport to Chicago O'Hare Intl Airport?

    There are many flights that can get you from Orlando Airport to Chicago O'Hare Intl Airport in 3h 05m. Fly via United Airlines, Southwest, or JetBlue to get the fastest option. Orlando Airport and Chicago O'Hare Intl Airport are separated by a distance of 1006 mi. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.

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

    Consider ITA Airways (97%), Japan Airlines (87%) or SWISS (86%) when booking your flight. These represent the most reliable airlines when flying from Orlando Airport to Chicago O'Hare Intl Airport.

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

    Looking for the cheapest flight from Orlando Airport to Chicago O'Hare Intl Airport? While on average our users pay £135, our data indicates the cheapest price to be £33. The most popular route (Orlando - Chicago O'Hare Intl), is priced around £178.

  • 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 holiday 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 Airport to Chicago O'Hare Intl Airport?

    Currently, November is the cheapest month in which you can book a flight from Orlando Airport to Chicago O'Hare Intl Airport (average of £41). Flying from Orlando Airport to Chicago O'Hare Intl Airport in June is currently the most expensive (average of £86). 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

Travelling 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
Downers Grove
Elk Grove Village

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Yes! Start tracking prices for Orlando to O'Hare Intl flights today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive your alerts.

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