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Cheap flights from Orlando to Chicago from £61

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 to Chicago departing on 11/1. 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 to Chicago

Cheap return flights

These are some of the best return flight deals from Orlando 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 to Chicago.

Cheap last-minute flights

Planning a quick getaway from Orlando 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 to Chicago

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

All round-trip flight deals to Chicago

The cheapest plane tickets to Chicago found on KAYAK recently.
21:15 - 00:39MCO-ORD
28h 24m1 stop
10:29 - 14:24ORD-MCO
2h 55mdirect
£104Frontier
Find Deal
Sat, 14 Dec - Wed, 18 Dec
21:15 - 00:39MCO-ORD
28h 24m1 stop
22:22 - 07:50ORD-MCO
8h 28m1 stop
£108Frontier
Find Deal
Sat, 14 Dec - Wed, 18 Dec
18:11 - 20:15MCO-ORD
3h 04mdirect
10:29 - 14:24ORD-MCO
2h 55mdirect
Sat, 14 Dec - Wed, 18 Dec
05:30 - 10:46MCO-ORD
6h 16m1 stop
11:55 - 19:51ORD-MCO
6h 56m1 stop
£151Delta
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Sat, 7 Dec - Tue, 10 Dec
11:00 - 15:46MCO-ORD
5h 46m1 stop
10:30 - 18:42ORD-MCO
7h 12m1 stop
£159Delta
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Sat, 18 Jan - Sun, 19 Jan
06:05 - 00:33MCO-ORD
19h 28m2 stops
12:09 - 22:23ORD-MCO
9h 14m1 stop
£165Spirit Airlines
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Sat, 14 Dec - Wed, 18 Dec
19:25 - 23:58MCO-ORD
5h 33m1 stop
07:05 - 13:52ORD-MCO
5h 47m1 stop
£167Delta
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Wed, 11 Dec - Sun, 12 Jan
06:00 - 12:55MCO-ORD
7h 55m1 stop
17:15 - 00:35ORD-MCO
6h 20m1 stop
£172Delta
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Tue, 21 Jan - Sat, 25 Jan
09:05 - 17:53MCO-ORD
9h 48m1 stop
09:05 - 16:28ORD-MCO
6h 23m1 stop
£175JetBlue
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Sat, 18 Jan - Tue, 21 Jan
06:05 - 00:33MCO-ORD
19h 28m2 stops
21:08 - 18:36ORD-MCO
20h 28m2 stops
£180Spirit Airlines
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Sat, 14 Dec - Wed, 18 Dec
16:33 - 18:35MCO-ORD
3h 02mdirect
£61United Airlines
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Sat, 11 Jan
16:13 - 18:15MCO-ORD
3h 02mdirect
£62United Airlines
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Thu, 5 Dec
05:30 - 10:46MCO-ORD
6h 16m1 stop
£76Delta
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Sat, 7 Dec
05:30 - 10:50MCO-ORD
6h 20m1 stop
£87Delta
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Wed, 20 Nov
11:50 - 19:09MCO-ORD
8h 19m1 stop
£103Sun Country Air
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Fri, 2 May
13:29 - 08:21MCO-ORD
19h 52m1 stop
£106Sun Country Air
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Wed, 27 Nov
06:30 - 14:00MCO-ORD
8h 30m1 stop
£110Southwest
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Mon, 3 Mar
07:50 - 16:45MCO-ORD
9h 55m2 stops
£112Southwest
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Wed, 20 Nov
07:00 - 15:29MCO-ORD
9h 29m1 stop
£125JetBlue
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Thu, 27 Mar
06:00 - 15:29MCO-ORD
10h 29m1 stop
£170JetBlue
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Fri, 21 Mar
10:30 - 12:33MCO-ORD
3h 03mdirect
07:25 - 11:16ORD-MCO
2h 51mdirect
£461United Airlines
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Thu, 7 Nov - Mon, 11 Nov
19:15 - 23:20MCO-ORD
5h 05m1 stop
10:55 - 14:42ORD-MCO
2h 47mdirect
£469United Airlines
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Wed, 6 Nov - Mon, 11 Nov
09:00 - 14:19MCO-ORD
6h 19m1 stop
17:55 - 21:44ORD-MCO
2h 49mdirect
£633United Airlines
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Sat, 9 Nov - Sat, 9 Nov
10:30 - 12:33MCO-ORD
3h 03mdirect
18:14 - 00:54ORD-MCO
5h 40m1 stop
£638United Airlines
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Wed, 6 Nov - Wed, 6 Nov
08:15 - 12:57MCO-ORD
5h 42m1 stop
10:05 - 16:25ORD-MCO
5h 20m1 stop
£884Delta
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Tue, 5 Nov - Thu, 7 Nov
06:00 - 12:57MCO-ORD
7h 57m1 stop
17:55 - 23:58ORD-MCO
5h 03m1 stop
£942Delta
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Fri, 8 Nov - Mon, 11 Nov
19:45 - 13:02MCO-ORD
18h 17m1 stop
13:58 - 07:36ORD-MCO
16h 38m2 stops
£1,039Alaska Airlines
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Fri, 8 Nov - Mon, 11 Nov
17:06 - 05:28MCO-ORD
13h 22m2 stops
13:58 - 07:36ORD-MCO
16h 38m2 stops
£1,151Alaska Airlines
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Thu, 7 Nov - Fri, 8 Nov
17:06 - 05:28MCO-ORD
13h 22m2 stops
19:19 - 07:36ORD-MCO
11h 17m1 stop
£1,194Alaska Airlines
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Thu, 7 Nov - Fri, 8 Nov
08:15 - 12:57MCO-ORD
5h 42m1 stop
07:15 - 12:58ORD-MCO
4h 43m1 stop
£1,217Delta
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Tue, 5 Nov - Fri, 8 Nov
18:11 - 20:15MCO-ORD
3h 04mdirect
10:29 - 14:24ORD-MCO
2h 55mdirect
Sat, 14 Dec - Wed, 18 Dec
16:33 - 18:35MCO-ORD
3h 02mdirect
13:10 - 17:02ORD-MCO
2h 52mdirect
£190United Airlines
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Wed, 5 Feb - Sat, 8 Feb
18:10 - 20:13MCO-ORD
3h 03mdirect
17:55 - 21:44ORD-MCO
2h 49mdirect
£254United Airlines
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Thu, 14 Nov - Mon, 18 Nov
16:15 - 18:17MCO-ORD
3h 02mdirect
20:10 - 23:59ORD-MCO
2h 49mdirect
£358United Airlines
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Thu, 21 Nov - Fri, 29 Nov
10:30 - 12:33MCO-ORD
3h 03mdirect
17:55 - 21:44ORD-MCO
2h 49mdirect
£429United Airlines
Find Deal
Thu, 14 Nov - Sat, 16 Nov
07:15 - 09:21MCO-ORD
3h 06mdirect
13:10 - 17:02ORD-MCO
2h 52mdirect
£530United Airlines
Find Deal
Fri, 7 Feb - Mon, 10 Feb
07:30 - 09:33MCO-ORD
3h 03mdirect
19:35 - 23:24ORD-MCO
2h 49mdirect
£692United Airlines
Find Deal
Fri, 29 Nov - Mon, 2 Dec

Delta flights from Orlando to Chicago

Our best Delta deals on Orlando to Chicago flight tickets
Delta
7 Dec
MCO05:30Orlando
6h 16m
1 stop
ORD10:46Chicago O'Hare Intl
10 Dec
ORD11:55Chicago O'Hare Intl
6h 56m
1 stop
MCO19:51Orlando
Delta
18 Jan
MCO11:00Orlando
5h 46m
1 stop
ORD15:46Chicago O'Hare Intl
19 Jan
ORD10:30Chicago O'Hare Intl
7h 12m
1 stop
MCO18:42Orlando
Delta
11 Dec
MCO19:25Orlando
5h 33m
1 stop
ORD23:58Chicago O'Hare Intl
12 Jan
ORD07:05Chicago O'Hare Intl
5h 47m
1 stop
MCO13:52Orlando

Southwest flights from Orlando to Chicago

Our best Southwest deals on Orlando to Chicago flight tickets
Southwest
18 Nov
MCO07:15Orlando
7h 45m
1 stop
ORD14:00Chicago O'Hare Intl
19 Nov
ORD07:30Chicago O'Hare Intl
11h 00m
2 stops
MCO19:30Orlando
Southwest
4 Feb
MCO12:15Orlando
11h 05m
2 stops
ORD22:20Chicago O'Hare Intl
8 Feb
ORD07:00Chicago O'Hare Intl
8h 00m
1 stop
MCO16:00Orlando
Southwest
18 Nov
MCO07:20Orlando
10h 25m
2 stops
ORD16:45Chicago O'Hare Intl
19 Nov
ORD05:45Chicago O'Hare Intl
9h 30m
2 stops
MCO16:15Orlando

How to get the cheapest flight ticket from Orlando 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 and Chicago?

What is the cheapest month to fly from Orlando to Chicago?

February. The cheapest time of year to fly to Chicago from Orlando is February. The most expensive is June.

What is the cheapest day to depart Orlando for Chicago?

Friday. The cheapest day of the week is usually Friday. The most expensive is usually Tuesday.

When is the cheapest time to fly from Orlando to Chicago?

In the afternoon. Orlando to Chicago flights are approximately 57% more expensive in the evening than in the afternoon

What is the cheapest Orlando to Chicago flight route?

Orlando - Chicago O'Hare Intl. Fly from Orlando to Chicago O'Hare Intl for the best Orlando - Chicago flight prices

How far in advance should you book Orlando to Chicago flights?

50 days before. The cheapest time to buy a flight from Orlando to Chicago is approximately 50 days to departure

How many flights depart from Orlando to Chicago on average per day?

The number of flights available between Orlando and Chicago is 29 per day as of November 2024. The most frequent departure time is 07:00, with 46% of daily flights leaving in the afternoon.

How many flights depart from Orlando to Chicago on average per week?

As of November 2024, 206 flights take off from Orlando and land in Chicago each week. The most common flight departure day for this route is Monday, with 24% of weekly flights taking off on this day.

Can stopping save me money on Orlando to Chicago flights?

No. A direct flight is the cheapest option for a flight between Orlando to Chicago.

How have Orlando to Chicago flight prices changed over time?

As of November 2024, prices for Orlando to Chicago flights are approximately 18% cheaper when compared to flights at the same time last year.

Cheap Orlando to Chicago flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Orlando to Chicago

Best price found

£61

Fastest flight time

3h 02m

Direct flights

Every day

Airports in Chicago

1 airport
The best one-way flight to Chicago from Orlando in the past 72 hours is £61. The best return flight deal from Orlando to Chicago found on momondo in the last 72 hours is £104.
The fastest flight from Orlando to Chicago takes 3h 02m
Direct flights go from Orlando to Chicago every day.
There is 1 airport near Chicago: Chicago O'Hare Intl (ORD)

  • How far is Orlando to Chicago by plane?

    The distance between Orlando and Chicago is about 985.3 mi. Typically, this will take 3h 02m by plane in normal conditions.

  • When did momondo last update prices for flights from Orlando to Chicago?

    Prices for flights from Orlando to Chicago refresh daily.

  • How old do you have to be to fly from Orlando to Chicago?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Orlando to Chicago.

  • What documentation or ID do you need to fly to Chicago?

    The travel and health documents you'll need for your trip to Chicago may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Chicago. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Orlando to Chicago?

  • What is the most popular airline from Orlando to Chicago?


Why use momondo?

Why should I use momondo to find a flight deal from Orlando to Chicago?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Orlando to Chicago. momondo saves you time and could save you money on your trip.

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?

momondo provides multiple filters to help you find the best flight to Chicago from Orlando. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from Orlando to Chicago right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Orlando to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.


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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