MCO - ORD

£54 Find Cheap Flights from Orlando to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Orlando to Chicago departing on 2/5. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago O'Hare Intl Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Orlando to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Orlando to Chicago, as well as popular online travel agencies
Travellers love KAYAK
41 299 237 searches in the past 7 days on KAYAK

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Filter your dealsChoose cabin class, free Wi-Fi and more.

Everything you should know

Cheapest return fare
£88
Overall average: £130
Spirit Airlines
Tue 24/2Sat 28/2
MCO - ORD • 1 stop
Cheapest direct flights
£109
Typical prices: £115-£241
Spirit Airlines
Thu 14/5Tue 19/5
MCO - ORD • Direct
Our travellers' advice
AI-powered summary based on content written by travel experts. AI can make mistakes.
AA's Main Cabin Extra offers early boarding perks.
Expect long security queues at Orlando Airport.
Expert advice
Expert advice
Expert advice
Expert advice
When to book
2 weeks
in advance
Our data shows that travellers who book at least 2 weeks in advance save around 22% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
January
Cheapest • 16% price drop
June
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
KAYAK searches hundreds of sites at once to find you the best travel deals.
We hope you love your trip to Chicago!
Flight Deals
Booking Insights
Expert advice
Flight Deals

Cheap Flights from Orlando to Chicago (MCO-ORD)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for return flights from Orlando to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent return flight deals from Orlando to Chicago

Tue, 24 Feb - Sat, 28 Feb
Spirit Airlines Logo
14:50 - 21:13
MCO
-
ORD
7h 23m
1 stop
Spirit Airlines Logo
20:16 - 07:39
ORD
-
MCO
10h 23m
1 stop
£88Spirit Airlines
Thu, 14 May - Tue, 19 May
Spirit Airlines Logo
20:59 - 23:12
MCO
-
ORD
3h 13mdirect
Spirit Airlines Logo
15:49 - 19:39
ORD
-
MCO
2h 50mdirect
£109Spirit Airlines
Tue, 3 Mar - Tue, 3 Mar
United Airlines Logo
07:00 - 09:18
MCO
-
ORD
3h 18mdirect
United Airlines Logo
17:50 - 21:40
ORD
-
MCO
2h 50mdirect
£114United Airlines
Wed, 4 Mar - Wed, 4 Mar
United Airlines Logo
07:10 - 09:28
MCO
-
ORD
3h 18mdirect
United Airlines Logo
15:41 - 19:31
ORD
-
MCO
2h 50mdirect
£122United Airlines
Fri, 13 Mar - Fri, 20 Mar
Frontier Logo
21:23 - 23:38
MCO
-
ORD
3h 15mdirect
Frontier Logo
05:01 - 00:19
ORD
-
MCO
18h 18m
1 stop
£125Frontier
Thu, 26 Feb - Mon, 2 Mar
Southwest Logo
19:40 - 21:50
MCO
-
ORD
3h 10mdirect
Southwest Logo
06:05 - 09:45
ORD
-
MCO
2h 40mdirect
£130Southwest
Fri, 27 Feb - Fri, 6 Mar
United Airlines Logo
09:25 - 11:38
MCO
-
ORD
3h 13mdirect
United Airlines Logo
06:22 - 10:10
ORD
-
MCO
2h 48mdirect
£136United Airlines
Thu, 26 Feb - Mon, 2 Mar
Southwest Logo
09:05 - 11:10
MCO
-
ORD
3h 05mdirect
Southwest Logo
06:05 - 09:45
ORD
-
MCO
2h 40mdirect
£137Southwest
Wed, 18 Feb - Sun, 22 Feb
United Airlines Logo
07:10 - 09:28
MCO
-
ORD
3h 18mdirect
United Airlines Logo
19:50 - 23:43
ORD
-
MCO
2h 53mdirect
£144United Airlines
Thu, 19 Feb - Sun, 22 Feb
United Airlines Logo
20:43 - 23:00
MCO
-
ORD
3h 17mdirect
United Airlines Logo
17:50 - 21:40
ORD
-
MCO
2h 50mdirect
£144United Airlines
Booking Insights

KAYAK's insights & trends for Orlando to Chicago flights

Get data-powered insights and trends into flights from Orlando to Chicago to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Orlando to Chicago?

The average price of all round-trip flights from Orlando Airport to Chicago O'Hare Intl Airport clicked on KAYAK for each day over the last 12 months.

Your flight ticket price will generally be cheaper if you fly to Chicago on a Wednesday and more expensive on a Friday. On your return trip to Orlando, you should consider flying back on a Saturday, and avoid Thursdays for better deals.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Orlando Airport to Chicago O'Hare Intl Airport, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Orlando Airport to Chicago O'Hare Intl Airport is January, where tickets cost £130 (return) on average. On the other hand, the most expensive months are April and March, where the average cost of round-trip tickets is £191 and £181 respectively.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Orlando Airport to Chicago O'Hare Intl Airport, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Orlando Airport to Chicago O'Hare Intl Airport, you should book around 2 weeks before departure, which saves you about 22% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 6 weeks before departure.

Find deals
Expert advice

Expert advice for your flight from Orlando to Chicago

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Harriet Baskas

Harriet Baskas

Expert on American Airlines

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, The Points Guy, and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Read more
Gabriel Leigh

Gabriel Leigh

Expert on Finnair

Gabriel is a writer and video creator. As senior content producer for Flightradar24 and Monocle’s transport correspondent, he keeps a close eye on aviation in particular. He has also written travel articles for the likes of The New York Times. Born in New York but raised around the world, he now lives in Sweden. He’s been to 75 countries, flying 2.3 million miles on 113 airlines and through 234 airports in the process.

Read more
Marisa Garcia

Marisa Garcia

Expert on Iberia

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, specialising in airline interiors and regulations. 10 years ago, she pivoted to journalism. She shares her insights in leading aviation, travel and business publications and on her site, FlightChic.

Read more
Jessica Macdonald

Jessica Macdonald

Expert on Lufthansa

Currently based in Scotland after living in South Africa and the United States, Jessica has been writing travel and aviation content for more than 10 years. She regularly contributes to Travel + Leisure and TripSavvy, and has had work published by Condé Nast Traveller and The Independent. She has travelled to more than 50 countries across six continents.

Read more
Duncan Madden

Duncan Madden

Expert on British Airways

Duncan is a freelance travel writer, copywriter and book author in constant search of travel stories and the perpetual sensation of being on holiday. He’s never happier than when on a dusty trail in search of empty waves or ducking under the piste tape in search of snowbound solitude. British born, living in Germany, but happiest heading for the horizon. His first book, Found in Translation, explores the etymologies and stories of country names around the world and is out now.

Read more
Stefanie Waldek

Stefanie Waldek

Expert on ORD and MCO

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or out at sea, likely en route to Antarctica or the Arctic.

Read more

Good to know - Cheap tickets from Orlando to Chicago

Low seasonJanuary
Cheapest flight£54
Best time to beat the crowds (16% less expensive on average)
Most popular time to fly (15% more expensive on average)
Flight from Orlando to Chicago

When to book flights from Orlando to Chicago

Are your dates flexible? Find out the best times to travel from Orlando to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated return price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or returns with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Orlando to Chicago flights

  • What is the cheapest flight from Orlando Airport to Chicago O'Hare Intl Airport?

    In the last 3 days, the lowest price for a flight from Orlando Airport to Chicago O'Hare Intl Airport was £54 for a one-way ticket and £88 for a return.

  • Which airports will I be using when flying from Orlando to Chicago?

    On your way to Chicago, you’ll fly out from Orlando. You’ll be landing at Chicago O'Hare Intl.

  • Which airlines offer Wi-Fi service onboard planes from Orlando to Chicago?

    American Airlines, Alaska Airlines, Hawaiian Airlines, JetBlue, and Air Canada offer inflight Wi-Fi service on the Orlando to Chicago flight route.

  • Which aircraft models fly most regularly from Orlando to Chicago?

    The Airbus A321neo is the aircraft model that flies most regularly on the Orlando to Chicago flight route.

  • On which days can I fly direct from Orlando to Chicago?

    There are direct flights from Orlando to Chicago on a daily basis.

  • How does KAYAK find such low prices on flights from Orlando to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Orlando to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Orlando to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Orlando is likely to change within 7 days, so travellers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Orlando to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional return ticket. You could then fly to Chicago with an airline and back to Orlando with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Orlando to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Orlando up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Orlando Airport to Chicago O'Hare Intl Airport

  • Looking for a cheap flight from Chicago to Orlando? 25% of our users found flights on this route for £159 or less one-way.

Prefer to fly direct from Orlando to Chicago?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Orlando to Chicago O'Hare Intl.
Find which airlines fly direct from Orlando Airport to Chicago O'Hare Intl Airport, which days they fly and book direct flights.

Direct departures

Orlando to Chicago O'Hare Intl

Monday

American Airlines, Frontier, Southwest, +2 more

American Airlines, Frontier, +3 more

Tuesday

American Airlines, Frontier, Southwest, +2 more

American Airlines, Frontier, +3 more

Wednesday

American Airlines, Frontier, Southwest, +2 more

American Airlines, Frontier, +3 more

Thursday

American Airlines, Frontier, Southwest, +2 more

American Airlines, Frontier, +3 more

Friday

American Airlines, Frontier, Southwest, +2 more

American Airlines, Frontier, +3 more

Saturday

American Airlines, Frontier, Southwest, +2 more

American Airlines, Frontier, +3 more

Sunday

American Airlines, Frontier, Southwest, +2 more

American Airlines, Frontier, +3 more

See more direct flights

Direct returns

Chicago O'Hare Intl to Orlando

Monday

American Airlines, Frontier, Southwest, +2 more

American Airlines, Frontier, +3 more

Tuesday

American Airlines, Frontier, Southwest, +2 more

American Airlines, Frontier, +3 more

Wednesday

American Airlines, Frontier, Southwest, +2 more

American Airlines, Frontier, +3 more

Thursday

American Airlines, Frontier, Southwest, +2 more

American Airlines, Frontier, +3 more

Friday

American Airlines, Frontier, Southwest, +2 more

American Airlines, Frontier, +3 more

Saturday

American Airlines, Frontier, Southwest, +2 more

American Airlines, Frontier, +3 more

Sunday

American Airlines, Frontier, Southwest, +2 more

American Airlines, Frontier, +3 more

See more direct flights

Everything you need to know for your flight from Orlando to Chicago

Information on your arrival and departure airports

Orlando (MCO)
O'Hare Intl (ORD)