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Fly from
Fly to
Route
Depart
Return
OrlandoChicago
MCO Orlando - ORD Chicago O'Hare Intl
MCOORD
Orlando
Thu 19/11
12:54-18:45
1 stop6h 51m
Chicago O'Hare Intl
Thu 26/11
17:26-00:36
1 stop6h 10m
OrlandoChicago
MCO Orlando - ORD Chicago O'Hare Intl
MCOORD
Orlando
Mon 23/11
09:00-13:32
1 stop5h 32m
Chicago O'Hare Intl
Fri 27/11
14:59-22:19
1 stop6h 20m
OrlandoChicago
MCO Orlando - ORD Chicago O'Hare Intl
MCOORD
Orlando
Fri 11/12
18:50-23:33
1 stop5h 43m
Chicago O'Hare Intl
Wed 16/12
14:59-22:08
1 stop6h 09m
OrlandoChicago
MCO Orlando - ORD Chicago O'Hare Intl
MCOORD
Orlando
Mon 9/11
18:54-23:36
1 stop5h 42m
Chicago O'Hare Intl
Wed 11/11
13:00-23:59
1 stop9h 59m
OrlandoChicago
MCO Orlando - ORD Chicago O'Hare Intl
MCOORD
Orlando
Sun 15/11
18:54-23:50
1 stop5h 56m
Chicago O'Hare Intl
Tue 17/11
13:00-22:59
1 stop8h 59m
OrlandoChicago
MCO Orlando - ORD Chicago O'Hare Intl
MCOORD
Orlando
Sun 8/11
18:54-23:50
1 stop5h 56m
Chicago O'Hare Intl
Wed 11/11
13:00-23:59
1 stop9h 59m
OrlandoChicago
MCO Orlando - ORD Chicago O'Hare Intl
MCOORD
Orlando
Mon 7/12
18:50-23:33
1 stop5h 43m
Chicago O'Hare Intl
Thu 10/12
14:59-22:08
1 stop6h 09m
OrlandoChicago
MCO Orlando - ORD Chicago O'Hare Intl
MCOORD
Orlando
Mon 9/11
18:54-23:36
1 stop5h 42m
Chicago O'Hare Intl
Tue 10/11
14:59-22:24
1 stop6h 25m
OrlandoChicago
MCO Orlando - ORD Chicago O'Hare Intl
MCOORD
Orlando
Fri 20/11
06:55-13:44
1 stop7h 49m
Chicago O'Hare Intl
Fri 27/11
17:12-21:12
Nonstop3h 00m
OrlandoChicago
MCO Orlando - ORD Chicago O'Hare Intl
MCOORD
Orlando
Sat 12/12
09:09-11:16
Nonstop3h 07m
Chicago O'Hare Intl
Thu 18/2
09:05-15:02
1 stop4h 57m
See travel insights to Chicago from
How to get the cheapest flight ticket from Orlando Airport to Chicago
Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip
What is the typical price of a round-trip flight between Orlando Airport and Chicago?
Prices are currently typical for flights on this route.
Typical prices usually range from £135 to £291.The lowest price recently found on this route was £150.
What is the cheapest month to fly to Chicago?
The cheapest month to fly to Chicago from Orlando Airport is in January. Flight prices, which tend to average around £128, are often lower during this time because this is during the off-season. If you aren’t able to travel during the month of January, then book flights to Chicago from Orlando Airport during February instead. Flights to Chicago in February, while not as cheap as those in January, still average around £133.
What is the cheapest Orlando to Chicago flight route?
Fly from Orlando to Chicago Midway for the best Orlando - Chicago flight prices
How far in advance should I book a flight from Orlando Airport to Chicago?
You are more likely to see cheaper flights to Chicago from Orlando Airport when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around £196 when searching weeks before you fly. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Orlando Airport for as low as £172 on momondo.
What cabin class options are available on Orlando Airport to Chicago flights?
There are 3 cabin classes available to choose from on Orlando Airport to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.
How often are flights from Orlando to Chicago delayed?
Historically, on average around 18% of flights between Orlando and Chicago have experienced a delay on any given week. The average delay length over the past 12 months has been 144 minutes.
What is the most punctual flight time for Orlando to Chicago flights?
Generally, flights departing in the morning tend to experience fewer delays. Flights departing in the evening have, in the past, seen delays more frequently in comparison.
What day of the week experiences the fewest flight delays on this route?
Wednesday is statistically the day of the week that experiences the fewest delays on this flight route. Sunday has historically seen more delays on average compared to the rest of the week.
Which airline has the best punctuality record on Orlando to Chicago flights?
According to our data, United Airlines have had the fewest delays on this route over the last 12 months, with about 9% of their flights experiencing any sort of delay.
How many flights depart from Orlando Airport to Chicago on average per day?
As of October 2026, there are 57 flights per day flying from Orlando Airport to Chicago. The most common time of day flights depart is 14:00, with 46% of flights taking off in the afternoon.
How many flights depart from Orlando Airport to Chicago on average per week?
The number of flights available between Orlando Airport and Chicago is 405 per week as of October 2026. The most frequent departure day is Thu, with 16% of weekly flights leaving on this day.
When to book flights from Orlando Airport to Chicago
Cheap Orlando Airport to Chicago (MCO to CHI) flight deals and tips
Find info about flight duration, direct flights, and airports for your flight from Orlando Airport to Chicago
Frequently asked questions about flying from Orlando Airport to Chicago
How far is Orlando to Chicago by plane?
Chicago is 993.7 mi away from Orlando. In terms of flight time, this usually takes a little over 3h 10m.
When did momondo last update prices for flights from Orlando Airport to Chicago?
Prices for flights from Orlando Airport to Chicago refresh daily.
How old do you have to be to fly from Orlando Airport to Chicago?
The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Orlando Airport to Chicago.
What documentation or ID do you need to fly to Chicago?
The travel and health documents required for your trip to Chicago can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago. We always recommend checking with your airline or a trusted third party such as IATA to get advice.
What is the most popular plane model from Orlando Airport to Chicago?
Based on momondo bookings for flights between Orlando Airport and Chicago, the leading plane model is Airbus A321neo, making up 21.11% of the total bookings. Other popular models include Boeing 737-800 with 12.03%, Airbus A321-100/200 with 11.52%, and Boeing 737 MAX 8 with 8.52%.
Travelling to a place near Chicago?
Book flights to Chicago if you plan to visit one of these locationsWhy use momondo?
Why should I use momondo to find a flight deal from Orlando to Chicago?
We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Orlando to Chicago for you.
Can I find flights from Orlando to Chicago with flexible booking policies on momondo?
Yes. momondo enables you to select and highlight flights to Chicago from Orlando with this policy.
How can momondo help me find flights from Orlando to Chicago?
Once you have performed a search for Orlando to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.
I’m not ready to book a flight from Orlando to Chicago right now. Can momondo alert me if prices change?
Price alerts on flights to Chicago from Orlando are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.