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Cheap flights from Orlando Airport to Chicago from £62

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Orlando Airport to Chicago departing on 22/1. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Find the cheapest flights from Orlando Airport to Chicago

Cheap return flights

These are some of the best return flight deals from Orlando Airport to Chicago that have been recently found on momondo from popular airlines, departing in the coming months.

Cheap one-way flights

Flying one-way? These are some of the best deals recently discovered on momondo for flights from Orlando Airport to Chicago.

Cheap last-minute flights

Planning a quick getaway from Orlando Airport to Chicago? These are the last-minute flight deals available now.

Cheap direct flights

If you prefer a non-stop journey, check out our latest direct flight deals to Chicago, so you can enjoy a seamless trip without stopovers.

Cheap bus & train deals from Orlando Airport to Chicago

Find recent round-trip train or bus tickets from Orlando Airport to Chicago.

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
19:45 - 23:49MCO-ORD
5h 04m1 stop
17:10 - 00:35ORD-MCO
6h 25m1 stop
£155Delta
Find Deal
Tue, 4 Feb - Sat, 8 Feb
10:00 - 13:45MCO-ORD
4h 45m1 stop
13:30 - 21:13ORD-MCO
6h 43m1 stop
£159Delta
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Tue, 14 Jan - Mon, 20 Jan
07:15 - 09:21MCO-ORD
3h 06mdirect
18:08 - 22:00ORD-MCO
2h 52mdirect
£179United Airlines
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Sat, 18 Jan - Sat, 18 Jan
10:10 - 21:30MCO-ORD
12h 20m2 stops
07:00 - 18:15ORD-MCO
10h 15m1 stop
£203Southwest
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Fri, 17 Jan - Tue, 21 Jan
06:00 - 15:40MCO-ORD
10h 40m1 stop
13:07 - 22:57ORD-MCO
8h 50m1 stop
£205JetBlue
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Tue, 11 Mar - Fri, 14 Mar
12:15 - 22:20MCO-ORD
11h 05m2 stops
13:30 - 20:45ORD-MCO
6h 15m1 stop
£206Southwest
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Mon, 13 Jan - Sat, 18 Jan
19:08 - 23:15MCO-ORD
5h 07m1 stop
10:40 - 14:30ORD-MCO
2h 50mdirect
£212United Airlines
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Fri, 10 Jan - Tue, 14 Jan
13:50 - 11:06MCO-ORD
22h 16m1 stop
19:00 - 10:35ORD-MCO
14h 35m1 stop
£241Sun Country Air
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Thu, 17 Apr - Sun, 20 Apr
07:18 - 12:27MCO-ORD
6h 09m1 stop
13:22 - 23:30ORD-MCO
9h 08m1 stop
£288JetBlue
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Fri, 11 Apr - Mon, 14 Apr
12:39 - 18:06MCO-ORD
6h 27m1 stop
21:13 - 19:03ORD-MCO
20h 50m1 stop
£331Sun Country Air
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Fri, 11 Apr - Sun, 13 Apr
07:15 - 09:21MCO-ORD
3h 06mdirect
£62United Airlines
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Wed, 22 Jan
19:34 - 21:44MCO-ORD
3h 10mdirect
£67United Airlines
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Fri, 28 Feb
05:27 - 10:59MCO-ORD
6h 32m1 stop
£77JetBlue
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Mon, 10 Mar
06:25 - 15:44MCO-ORD
10h 19m1 stop
£82JetBlue
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Sun, 2 Feb
05:30 - 09:55MCO-ORD
5h 25m1 stop
£85Delta
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Sun, 26 Jan
21:10 - 10:00MCO-ORD
13h 50m1 stop
£87Southwest
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Fri, 28 Feb
19:30 - 19:09MCO-ORD
24h 39m1 stop
£109Sun Country Air
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Thu, 29 May
12:30 - 19:11MCO-ORD
7h 41m1 stop
£113Sun Country Air
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Mon, 16 Jun
12:15 - 22:20MCO-ORD
11h 05m2 stops
£121Southwest
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Mon, 13 Jan
08:00 - 22:36MCO-ORD
15h 36m1 stop
£144Delta
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Tue, 21 Jan
08:25 - 09:03MCO-ORD
25h 38m1 stop
19:30 - 18:16ORD-MCO
21h 46m1 stop
£241Sun Country Air
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Tue, 24 Dec - Mon, 30 Dec
19:55 - 09:03MCO-ORD
14h 08m1 stop
18:35 - 14:46ORD-MCO
19h 11m1 stop
£256Sun Country Air
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Tue, 24 Dec - Tue, 31 Dec
21:45 - 13:00MCO-ORD
16h 15m2 stops
05:45 - 14:15ORD-MCO
7h 30m2 stops
£510Southwest
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Sat, 21 Dec - Tue, 24 Dec
07:00 - 14:00MCO-ORD
8h 00m2 stops
05:45 - 16:15ORD-MCO
9h 30m2 stops
£537Southwest
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Mon, 23 Dec - Wed, 25 Dec
20:45 - 22:51MCO-ORD
3h 06mdirect
17:50 - 21:42ORD-MCO
2h 52mdirect
£542United Airlines
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Sat, 21 Dec - Tue, 24 Dec
13:54 - 19:49MCO-ORD
6h 55m1 stop
17:50 - 21:42ORD-MCO
2h 52mdirect
£550United Airlines
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Sat, 21 Dec - Tue, 24 Dec
19:45 - 23:53MCO-ORD
5h 08m1 stop
17:30 - 00:10ORD-MCO
5h 40m1 stop
£677Delta
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Mon, 23 Dec - Thu, 2 Jan
08:00 - 11:26MCO-ORD
4h 26m1 stop
17:25 - 00:25ORD-MCO
6h 00m1 stop
£729Delta
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Sun, 22 Dec - Mon, 30 Dec
19:53 - 16:50MCO-ORD
21h 57m2 stops
18:56 - 15:17ORD-MCO
19h 21m1 stop
£853Alaska Airlines
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Tue, 24 Dec - Sun, 5 Jan
19:53 - 13:05MCO-ORD
18h 12m1 stop
07:00 - 23:59ORD-MCO
15h 59m2 stops
£855Alaska Airlines
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Tue, 24 Dec - Tue, 31 Dec
07:15 - 09:21MCO-ORD
3h 06mdirect
18:08 - 22:00ORD-MCO
2h 52mdirect
£179United Airlines
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Sat, 18 Jan - Sat, 18 Jan
07:15 - 09:21MCO-ORD
3h 06mdirect
10:40 - 14:30ORD-MCO
2h 50mdirect
£329United Airlines
Find Deal
Sat, 18 Jan - Sun, 19 Jan
09:45 - 11:52MCO-ORD
3h 07mdirect
12:05 - 15:57ORD-MCO
2h 52mdirect
£340United Airlines
Find Deal
Sat, 18 Jan - Fri, 24 Jan
09:45 - 11:52MCO-ORD
3h 07mdirect
18:08 - 22:00ORD-MCO
2h 52mdirect
£353United Airlines
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Wed, 15 Jan - Sat, 25 Jan
07:15 - 09:21MCO-ORD
3h 06mdirect
18:08 - 22:00ORD-MCO
2h 52mdirect
£356United Airlines
Find Deal
Sun, 19 Jan - Sat, 25 Jan
18:18 - 20:25MCO-ORD
3h 07mdirect
12:05 - 15:57ORD-MCO
2h 52mdirect
£371United Airlines
Find Deal
Mon, 13 Jan - Fri, 24 Jan
18:18 - 20:25MCO-ORD
3h 07mdirect
13:10 - 17:02ORD-MCO
2h 52mdirect
£376United Airlines
Find Deal
Thu, 16 Jan - Thu, 23 Jan
07:15 - 09:21MCO-ORD
3h 06mdirect
13:10 - 17:02ORD-MCO
2h 52mdirect
£387United Airlines
Find Deal
Sun, 19 Jan - Thu, 23 Jan
09:45 - 11:52MCO-ORD
3h 07mdirect
12:05 - 15:57ORD-MCO
2h 52mdirect
£408United Airlines
Find Deal
Tue, 14 Jan - Thu, 16 Jan
09:45 - 11:52MCO-ORD
3h 07mdirect
12:05 - 15:57ORD-MCO
2h 52mdirect
£427United Airlines
Find Deal
Sun, 12 Jan - Thu, 16 Jan

JetBlue flights from Orlando Airport to Chicago

Our best JetBlue deals on Orlando Airport to Chicago flight tickets
JetBlue
11 Mar
MCO06:00Orlando
10h 40m
1 stop
ORD15:40Chicago O'Hare Intl
14 Mar
ORD13:07Chicago O'Hare Intl
8h 50m
1 stop
MCO22:57Orlando
JetBlue
11 Apr
MCO07:18Orlando
6h 09m
1 stop
ORD12:27Chicago O'Hare Intl
14 Apr
ORD13:22Chicago O'Hare Intl
9h 08m
1 stop
MCO23:30Orlando
JetBlue
9 Jun
MCO10:24Orlando
7h 56m
1 stop
ORD17:20Chicago O'Hare Intl
11 Jun
ORD08:40Chicago O'Hare Intl
7h 41m
1 stop
MCO17:21Orlando

Alaska Airlines flights from Orlando Airport to Chicago

Our best Alaska Airlines deals on Orlando Airport to Chicago flight tickets
Alaska Airlines
23 Jan
MCO07:00Orlando
31h 07m
2 stops
ORD13:07Chicago O'Hare Intl
27 Jan
ORD18:55Chicago O'Hare Intl
19h 22m
1 stop
MCO15:17Orlando
Alaska Airlines
23 Jan
MCO18:22Orlando
19h 45m
2 stops
ORD13:07Chicago O'Hare Intl
28 Jan
ORD07:45Chicago O'Hare Intl
20h 55m
1 stop
MCO05:40Orlando
Alaska Airlines
30 Jan
MCO08:40Orlando
16h 19m
2 stops
ORD23:59Chicago O'Hare Intl
3 Feb
ORD18:55Chicago O'Hare Intl
22h 39m
2 stops
MCO18:34Orlando

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 cheapest month to fly to Chicago?

The cheapest month to fly to Chicago from Orlando Airport is in February. Flight prices, which tend to average around £93, are often lower during this time because this is during the off-season. If you aren’t able to travel during the month of February, then book flights to Chicago from Orlando Airport during April instead. Flights to Chicago in April, while not as cheap as those in February, still average around £98.

What is the cheapest day to depart on your flight to Chicago?

The cheapest day to depart on your flight to Chicago is on a Monday when prices can be found for as low as £0. This is often the case because there is less demand to fly during this day of the week. The most expensive day to fly to Chicago is Tuesday, with ticket prices averaging around £294.

What is the cheapest time of day to depart on your flight to Chicago?

Flying to Chicago from Orlando Airport at midday is the least expensive time of day to depart. momondo users have found prices as low as £0 when looking at flights departing at midday. Flights in the morning are often more expensive, with an average ticket price of £139.

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 to Chicago?

The ideal time to book your flight to Chicago is 54 days in advance, when prices tend to average £156. However, in the past 72 hours, people saw flights from Orlando Airport for as low as £77.

What cabin class options are available on Orlando to Chicago flights?

There are 3 cabin classes available to choose from on Orlando to Chicago flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Orlando Airport to Chicago flights?

You could potentially save up to 13% on your flight if you consider stops on a Orlando Airport to Chicago flight.

How have Orlando Airport to Chicago flight prices changed over time?

As of December 2024, prices for Orlando Airport to Chicago flights are approximately 43% more expensive when compared to flights at the same time last year.

When to book flights from Orlando Airport to Chicago

Are you open to changing your travel dates? Check out the ideal times to fly from Orlando Airport to Chicago according to our flight data. Find out which month and days have the cheapest flights.
Estimated return price

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

Best price found

£62

Fastest flight time

3h 05m

Direct flights

Every day

Airports in Chicago

1 airport
The best one-way flight to Chicago from Orlando Airport in the past 72 hours is £62. The best return flight deal from Orlando Airport to Chicago found on momondo in the last 72 hours is £155.
The fastest flight from Orlando Airport to Chicago takes 3h 05m
Direct flights go from Orlando Airport to Chicago every day.
There is 1 airport near Chicago: Chicago O'Hare Intl (ORD)

  • 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 06m.

  • 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?


Why 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.


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Find better results for your trip to the United States

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago