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Cheap flights from Orlando Airport to Chicago from £70

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 25/2. 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 return train or bus tickets from Orlando Airport to Chicago.

All return flight deals from Orlando Airport to Chicago

The cheapest plane tickets from Orlando Airport to Chicago found on KAYAK recently.
08:12 - 14:09MCO-ORD
6h 57m1 stop
17:36 - 00:06ORD-MCO
5h 30m1 stop
£89Frontier
Find Deal
Sat, 1 Mar - Tue, 4 Mar
08:12 - 14:09MCO-ORD
6h 57m1 stop
15:14 - 19:15ORD-MCO
3h 01mdirect
£105Frontier
Find Deal
Sat, 1 Mar - Tue, 4 Mar
07:30 - 09:44MCO-ORD
3h 14mdirect
17:37 - 00:38ORD-MCO
6h 01m1 stop
Thu, 13 Mar - Mon, 17 Mar
07:30 - 09:44MCO-ORD
3h 14mdirect
19:40 - 23:38ORD-MCO
2h 58mdirect
Thu, 13 Mar - Mon, 17 Mar
09:05 - 17:55MCO-ORD
9h 50m1 stop
17:40 - 00:52ORD-MCO
6h 12m1 stop
£160JetBlue
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Wed, 12 Feb - Wed, 19 Feb
05:30 - 09:42MCO-ORD
5h 12m1 stop
17:13 - 00:35ORD-MCO
6h 22m1 stop
£185Delta
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Sat, 8 Feb - Wed, 19 Feb
09:05 - 17:55MCO-ORD
9h 50m1 stop
12:45 - 21:56ORD-MCO
8h 11m1 stop
£185JetBlue
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Tue, 11 Feb - Thu, 20 Feb
18:16 - 11:16MCO-ORD
18h 00m2 stops
05:15 - 16:25ORD-MCO
10h 10m2 stops
£186Spirit Airlines
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Sat, 1 Mar - Tue, 4 Mar
06:00 - 12:55MCO-ORD
7h 55m1 stop
13:40 - 21:13ORD-MCO
6h 33m1 stop
£190Delta
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Wed, 12 Feb - Mon, 17 Feb
18:16 - 12:37MCO-ORD
19h 21m3 stops
07:10 - 22:13ORD-MCO
14h 03m2 stops
£202Spirit Airlines
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Sat, 1 Mar - Tue, 4 Mar
14:25 - 16:38MCO-ORD
3h 13mdirect
£70United Airlines
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Tue, 25 Feb
07:20 - 09:29MCO-ORD
3h 09mdirect
£81United Airlines
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Tue, 22 Apr
05:30 - 09:42MCO-ORD
5h 12m1 stop
£89Delta
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Fri, 28 Feb
16:10 - 18:16MCO-ORD
3h 06mdirect
£98United Airlines
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Thu, 27 Feb
06:18 - 12:27MCO-ORD
7h 09m1 stop
£106JetBlue
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Thu, 24 Apr
12:30 - 19:11MCO-ORD
7h 41m1 stop
£108Sun Country Air
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Fri, 18 Jul
10:05 - 16:45MCO-ORD
7h 40m2 stops
£109Southwest
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Sat, 15 Feb
19:30 - 19:09MCO-ORD
24h 39m1 stop
£112Sun Country Air
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Thu, 29 May
06:10 - 15:00MCO-ORD
9h 50m2 stops
£125Southwest
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Thu, 20 Feb
20:50 - 08:37MCO-ORD
12h 47m1 stop
£230Delta
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Sun, 23 Mar
09:05 - 17:59MCO-ORD
9h 54m1 stop
07:00 - 18:24ORD-MCO
10h 24m1 stop
£434JetBlue
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Sat, 25 Jan - Fri, 31 Jan
09:05 - 17:59MCO-ORD
9h 54m1 stop
07:00 - 18:17ORD-MCO
10h 17m1 stop
£482JetBlue
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Wed, 22 Jan - Mon, 3 Feb
14:35 - 16:38MCO-ORD
3h 03mdirect
13:15 - 20:03ORD-MCO
5h 48m1 stop
£502United Airlines
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Wed, 22 Jan - Tue, 28 Jan
10:00 - 13:45MCO-ORD
4h 45m1 stop
17:10 - 00:35ORD-MCO
6h 25m1 stop
£510Delta
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Fri, 24 Jan - Sat, 1 Feb
06:40 - 13:00MCO-ORD
7h 20m1 stop
07:00 - 16:25ORD-MCO
8h 25m2 stops
£530Southwest
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Thu, 23 Jan - Fri, 31 Jan
08:15 - 16:45MCO-ORD
9h 30m2 stops
07:00 - 16:25ORD-MCO
8h 25m2 stops
£534Southwest
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Thu, 23 Jan - Fri, 31 Jan
12:30 - 14:37MCO-ORD
3h 07mdirect
18:08 - 22:00ORD-MCO
2h 52mdirect
£677United Airlines
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Sat, 25 Jan - Sat, 25 Jan
08:45 - 12:55MCO-ORD
5h 10m1 stop
10:30 - 16:45ORD-MCO
5h 15m1 stop
£697Delta
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Wed, 22 Jan - Mon, 27 Jan
19:38 - 14:03MCO-ORD
19h 25m2 stops
15:35 - 15:40ORD-MCO
23h 05m1 stop
£1,016Alaska Airlines
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Fri, 24 Jan - Fri, 31 Jan
19:38 - 14:03MCO-ORD
19h 25m2 stops
17:28 - 15:40ORD-MCO
21h 12m2 stops
£1,020Alaska Airlines
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Fri, 24 Jan - Fri, 31 Jan
06:50 - 09:15MCO-ORD
3h 25mdirect
15:14 - 19:15ORD-MCO
3h 01mdirect
£138Frontier
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Sat, 1 Mar - Tue, 4 Mar
07:30 - 09:44MCO-ORD
3h 14mdirect
19:40 - 23:38ORD-MCO
2h 58mdirect
Thu, 13 Mar - Mon, 17 Mar
16:10 - 18:16MCO-ORD
3h 06mdirect
17:58 - 21:50ORD-MCO
2h 52mdirect
£231United Airlines
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Fri, 14 Feb - Tue, 18 Feb
19:34 - 21:44MCO-ORD
3h 10mdirect
14:33 - 18:24ORD-MCO
2h 51mdirect
£233United Airlines
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Sat, 15 Feb - Mon, 17 Feb
07:15 - 09:21MCO-ORD
3h 06mdirect
17:58 - 21:50ORD-MCO
2h 52mdirect
£241United Airlines
Find Deal
Wed, 12 Feb - Sun, 16 Feb
19:34 - 21:44MCO-ORD
3h 10mdirect
06:10 - 09:55ORD-MCO
2h 45mdirect
£250United Airlines
Find Deal
Fri, 14 Feb - Mon, 17 Feb
14:20 - 16:30MCO-ORD
3h 10mdirect
07:10 - 11:03ORD-MCO
2h 53mdirect
£298United Airlines
Find Deal
Wed, 23 Apr - Thu, 8 May
09:45 - 11:52MCO-ORD
3h 07mdirect
17:58 - 21:50ORD-MCO
2h 52mdirect
£377United Airlines
Find Deal
Tue, 11 Feb - Sun, 16 Feb
10:57 - 13:10MCO-ORD
3h 13mdirect
18:08 - 22:00ORD-MCO
2h 52mdirect
£380United Airlines
Find Deal
Fri, 7 Mar - Fri, 7 Mar
19:20 - 21:30MCO-ORD
3h 10mdirect
07:25 - 11:16ORD-MCO
2h 51mdirect
£640United Airlines
Find Deal
Sat, 12 Apr - Wed, 16 Apr

Delta flights from Orlando Airport to Chicago

Our best Delta deals on Orlando Airport to Chicago flight tickets
Delta
8 Feb
MCO05:30Orlando
5h 12m
1 stop
ORD09:42Chicago O'Hare Intl
19 Feb
ORD17:13Chicago O'Hare Intl
6h 22m
1 stop
MCO00:35Orlando
Delta
12 Feb
MCO06:00Orlando
7h 55m
1 stop
ORD12:55Chicago O'Hare Intl
17 Feb
ORD13:40Chicago O'Hare Intl
6h 33m
1 stop
MCO21:13Orlando
Delta
26 Feb
MCO06:00Orlando
7h 55m
1 stop
ORD12:55Chicago O'Hare Intl
26 Feb
ORD17:13Chicago O'Hare Intl
6h 22m
1 stop
MCO00:35Orlando

United Airlines flights from Orlando Airport to Chicago

Our best United Airlines deals on Orlando Airport to Chicago flight tickets
United Airlines
25 Feb
MCO08:15Orlando
6h 41m
1 stop
ORD13:56Chicago O'Hare Intl
25 Feb
ORD17:58Chicago O'Hare Intl
2h 52m
MCO21:50Orlando
United Airlines
14 Feb
MCO19:34Orlando
3h 10m
ORD21:44Chicago O'Hare Intl
18 Feb
ORD17:58Chicago O'Hare Intl
2h 52m
MCO21:50Orlando
United Airlines
12 Feb
MCO07:15Orlando
3h 06m
ORD09:21Chicago O'Hare Intl
16 Feb
ORD18:14Chicago O'Hare Intl
5h 16m
1 stop
MCO00:30Orlando

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 £97, 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 £108.

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 Friday when prices can be found for as low as £285. 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 Thursday, with ticket prices averaging around £450.

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

Flying to Chicago from Orlando Airport in the evening is the least expensive time of day to depart. momondo users have found prices as low as £303 when looking at flights departing in the evening. Flights in the afternoon are often more expensive, with an average ticket price of £644.

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?

You are more likely to see cheaper flights to Chicago from Orlando Airport when booking 5 weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around £165 when searching 5 weeks out.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 £146 on momondo.

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.

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

As of January 2025, prices for Orlando Airport to Chicago flights are approximately 59% 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

£70

Fastest flight time

3h 02m

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 £70. The best return flight deal from Orlando Airport to Chicago found on momondo in the last 72 hours is £89.
The fastest flight from Orlando Airport to Chicago takes 3h 02m
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 02m.

  • 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