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Cheap flights from Chicago to Orlando from $52

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Orlando departing on 1/20. 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 Chicago to Orlando

Cheap round-trip flights

These are some of the best round-trip flight deals from Chicago to Orlando 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 Chicago to Orlando.

Cheap last minute flights

Planning a quick getaway from Chicago to Orlando? 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 Orlando, so you can enjoy a seamless trip without layovers.

Cheap bus & train deals from Chicago to Orlando

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

All round-trip flight deals to Orlando

The cheapest plane tickets to Orlando found on KAYAK recently.
6:22 pm - 12:11 amMDW-MCO
4h 49m1 stop
4:00 pm - 5:54 pmMCO-MDW
2h 54mnonstop
$96Frontier
Find Deal
Mon, Dec 16 - Tue, Dec 17
5:02 pm - 12:11 amORD-MCO
6h 09m1 stop
7:30 am - 9:54 amMCO-ORD
3h 24mnonstop
$98Frontier
Find Deal
Thu, Jan 9 - Fri, Jan 10
7:15 am - 4:16 pmMDW-MCO
8h 01m1 stop
8:00 am - 10:02 amMCO-MDW
3h 02mnonstop
$98Frontier
Find Deal
Sat, Feb 8 - Sun, Feb 9
7:45 pm - 11:50 pmORD-MCO
3h 05mnonstop
4:46 pm - 6:50 pmMCO-ORD
3h 04mnonstop
$115Spirit Airlines
Find Deal
Mon, Dec 9 - Thu, Dec 12
9:58 am - 10:11 pmORD-MCO
11h 13m1 stop
4:46 pm - 6:50 pmMCO-ORD
3h 04mnonstop
$127Spirit Airlines
Find Deal
Sun, Dec 8 - Thu, Dec 12
6:08 pm - 10:00 pmORD-MCO
2h 52mnonstop
7:15 am - 9:21 amMCO-ORD
3h 06mnonstop
$167United Airlines
Find Deal
Sat, Jan 18 - Sat, Jan 25
6:45 pm - 10:35 pmORD-MCO
2h 50mnonstop
7:00 am - 9:05 amMCO-ORD
3h 05mnonstop
$177American Airlines
Find Deal
Sat, Jan 18 - Tue, Jan 21
10:57 am - 6:39 pmMDW-MCO
6h 42m1 stop
6:15 am - 10:12 amMCO-MDW
4h 57m1 stop
$196Delta
Find Deal
Tue, Jan 14 - Sat, Jan 18
10:30 am - 4:40 pmORD-MCO
5h 10m1 stop
10:00 am - 3:45 pmMCO-ORD
6h 45m1 stop
$206Delta
Find Deal
Mon, Jan 13 - Tue, Jan 14
10:40 am - 2:30 pmORD-MCO
2h 50mnonstop
4:33 pm - 6:35 pmMCO-ORD
3h 02mnonstop
$247United Airlines
Find Deal
Sat, Jan 11 - Thu, Jan 16
3:56 pm - 1:46 amORD-MCO
8h 50m1 stop
$52Frontier
Find Deal
Mon, Jan 20
7:30 am - 11:43 pmMDW-MCO
15h 13m1 stop
$52Frontier
Find Deal
Sat, Feb 1
7:55 am - 9:40 pmORD-MCO
12h 45m1 stop
$54Spirit Airlines
Find Deal
Tue, Dec 10
3:31 pm - 7:32 pmORD-MCO
3h 01mnonstop
$57Spirit Airlines
Find Deal
Wed, Dec 18
3:25 pm - 7:05 pmMDW-MCO
2h 40mnonstop
$79Southwest
Find Deal
Tue, Feb 4
10:40 am - 2:30 pmORD-MCO
2h 50mnonstop
$96United Airlines
Find Deal
Wed, Feb 5
9:03 am - 5:28 pmORD-MCO
7h 25m1 stop
$97United Airlines
Find Deal
Wed, Mar 5
7:15 pm - 10:55 pmMDW-MCO
2h 40mnonstop
$99Southwest
Find Deal
Tue, Dec 10
7:13 pm - 11:01 pmORD-MCO
2h 48mnonstop
$139American Airlines
Find Deal
Sat, Dec 7
5:10 am - 12:02 pmORD-MCO
5h 52m1 stop
$158American Airlines
Find Deal
Fri, Feb 14
8:21 pm - 12:24 amORD-MCO
3h 03mnonstop
11:17 am - 1:27 pmMCO-ORD
3h 10mnonstop
$155Frontier
Find Deal
Mon, Nov 25 - Thu, Nov 28
8:21 pm - 12:24 amORD-MCO
3h 03mnonstop
11:17 am - 1:27 pmMCO-ORD
3h 10mnonstop
$156Frontier
Find Deal
Mon, Nov 25 - Thu, Nov 28
8:21 pm - 12:24 amORD-MCO
3h 03mnonstop
11:17 am - 1:27 pmMCO-ORD
3h 10mnonstop
$168Frontier
Find Deal
Mon, Nov 25 - Thu, Nov 28
1:09 pm - 4:57 pmORD-MCO
2h 48mnonstop
5:01 pm - 7:16 pmMCO-ORD
3h 15mnonstop
Thu, Nov 21 - Mon, Nov 25
8:21 pm - 12:24 amORD-MCO
3h 03mnonstop
8:50 am - 10:56 amMCO-ORD
3h 06mnonstop
Mon, Nov 25 - Fri, Nov 29
10:42 am - 2:15 pmRFD-SFB
2h 33mnonstop
8:05 am - 9:52 amSFB-RFD
2h 47mnonstop
$203Allegiant Air
Find Deal
Mon, Nov 25 - Wed, Nov 27
11:51 am - 3:38 pmORD-MCO
2h 47mnonstop
8:34 pm - 6:31 pmMCO-ORD
22h 57m1 stop
$236Spirit Airlines
Find Deal
Mon, Nov 25 - Mon, Dec 2
1:09 pm - 4:57 pmORD-MCO
2h 48mnonstop
8:50 am - 10:56 amMCO-ORD
3h 06mnonstop
$240Spirit Airlines
Find Deal
Thu, Nov 21 - Tue, Nov 26
10:42 am - 2:15 pmRFD-SFB
2h 33mnonstop
8:05 am - 9:52 amSFB-RFD
2h 47mnonstop
$272Allegiant Air
Find Deal
Fri, Nov 22 - Wed, Nov 27
11:10 am - 2:45 pmMDW-MCO
2h 35mnonstop
5:00 pm - 6:50 pmMCO-MDW
2h 50mnonstop
$596Southwest
Find Deal
Sun, Nov 24 - Tue, Dec 3
8:44 pm - 12:51 amORD-MCO
3h 07mnonstop
7:05 am - 9:27 amMCO-ORD
3h 22mnonstop
$106Frontier
Find Deal
Sat, Feb 15 - Wed, Feb 19
10:42 am - 2:25 pmRFD-SFB
2h 43mnonstop
8:00 am - 9:52 amSFB-RFD
2h 52mnonstop
$108Allegiant Air
Find Deal
Mon, Jan 13 - Fri, Jan 17
7:45 pm - 11:50 pmORD-MCO
3h 05mnonstop
4:46 pm - 6:50 pmMCO-ORD
3h 04mnonstop
$115Spirit Airlines
Find Deal
Mon, Dec 9 - Thu, Dec 12
7:45 pm - 11:50 pmORD-MCO
3h 05mnonstop
12:34 pm - 2:36 pmMCO-ORD
3h 02mnonstop
$124Spirit Airlines
Find Deal
Thu, Dec 12 - Thu, Dec 19
6:45 pm - 10:35 pmORD-MCO
2h 50mnonstop
7:00 am - 9:05 amMCO-ORD
3h 05mnonstop
$157American Airlines
Find Deal
Tue, Jan 28 - Wed, Feb 5
6:10 pm - 9:50 pmMDW-MCO
2h 40mnonstop
7:10 am - 9:05 amMCO-MDW
2h 55mnonstop
$158Southwest
Find Deal
Tue, Jan 14 - Wed, Jan 15
6:45 pm - 10:35 pmORD-MCO
2h 50mnonstop
7:00 am - 9:05 amMCO-ORD
3h 05mnonstop
$177American Airlines
Find Deal
Sat, Jan 18 - Tue, Jan 21
5:00 pm - 8:35 pmMDW-MCO
2h 35mnonstop
6:30 am - 8:25 amMCO-MDW
2h 55mnonstop
$193Southwest
Find Deal
Sat, Feb 8 - Sat, Feb 15
12:05 pm - 3:57 pmORD-MCO
2h 52mnonstop
9:45 am - 11:52 amMCO-ORD
3h 07mnonstop
$227United Airlines
Find Deal
Sat, Jan 11 - Sat, Jan 18
10:40 am - 2:30 pmORD-MCO
2h 50mnonstop
4:33 pm - 6:35 pmMCO-ORD
3h 02mnonstop
$247United Airlines
Find Deal
Sat, Jan 11 - Thu, Jan 16

Spirit Airlines flights from Chicago to Orlando

Our best Spirit Airlines deals on Chicago to Orlando flight tickets
Spirit Airlines
Dec 9
ORD7:45 pmChicago O'Hare Intl
3h 05m
MCO11:50 pmOrlando
Dec 12
MCO4:46 pmOrlando
3h 04m
ORD6:50 pmChicago O'Hare Intl
Spirit Airlines
Dec 8
ORD9:58 amChicago O'Hare Intl
11h 13m
1 stop
MCO10:11 pmOrlando
Dec 12
MCO4:46 pmOrlando
3h 04m
ORD6:50 pmChicago O'Hare Intl
Spirit Airlines
Dec 13
ORD7:45 pmChicago O'Hare Intl
3h 05m
MCO11:50 pmOrlando
Dec 20
MCO12:34 pmOrlando
3h 02m
ORD2:36 pmChicago O'Hare Intl

Frontier flights from Chicago to Orlando

Our best Frontier deals on Chicago to Orlando flight tickets
Frontier
Dec 16
MDW6:22 pmChicago Midway
4h 49m
1 stop
MCO12:11 amOrlando
Dec 17
MCO4:00 pmOrlando
2h 54m
MDW5:54 pmChicago Midway
Frontier
Jan 9
ORD5:02 pmChicago O'Hare Intl
6h 09m
1 stop
MCO12:11 amOrlando
Jan 10
MCO7:30 amOrlando
3h 24m
ORD9:54 amChicago O'Hare Intl
Frontier
Jan 23
ORD4:41 pmChicago O'Hare Intl
6h 31m
1 stop
MCO12:12 amOrlando
Feb 15
MCO6:50 amOrlando
3h 25m
ORD9:15 amChicago O'Hare Intl

See travel insights to Orlando from

How to get the cheapest flight ticket from Chicago to Orlando

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 from Chicago to Orlando?

May. The cheapest time of year to fly to Orlando from Chicago is May. Most expensive is June

What is the cheapest day to depart Chicago for Orlando?

Tuesday. The cheapest day of the week is typically Tuesday. The most expensive is typically Monday

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

In the evening. Chicago to Orlando flights are approximately 34% more expensive in the morning than in the evening

What is the cheapest Chicago to Orlando flight route?

Chicago Midway - Orlando. Fly from Chicago Midway to Orlando for the best Chicago - Orlando flight prices

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

30 days before. The cheapest time to buy a flight from Chicago to Orlando is approximately 30 days to departure

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

There are 2 cabin classes available to choose from on Chicago to Orlando 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 Chicago to Orlando flights?

You could potentially save up to 5% on your flight if you consider stops on a Chicago to Orlando flight.

How have Chicago to Orlando flight prices changed over time?

As of November 2024, prices for Chicago to Orlando flights are approximately 14% more expensive when compared to flights at the same time last year.

What is the typical price of a round-trip flight between Chicago and Orlando?


Cheap Chicago to Orlando flight deals and tips

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

Best Price Found

$52

Fastest flight time

2h 30m

Direct flights

Every day

Airports in Orlando

2 airports
The best one-way flight to Orlando from Chicago in the past 72 hours is $52. The best round-trip flight deal from Chicago to Orlando found on momondo in the last 72 hours is $96.
The fastest flight from Chicago to Orlando takes 2h 30m
Direct flights go from Chicago to Orlando every day.
There are 2 airports near Orlando: Orlando (MCO), Orlando Sanford Intl (SFB)

  • How far is Chicago to Orlando by plane?

    The straight-line distance from Chicago to Orlando is 985.3 mi. A reasonable flight in good conditions will take 2h 30m.

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

    Prices for flights from Chicago to Orlando refresh daily.

  • How many operators does momondo search for flights from Chicago to Orlando?

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

    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 Chicago to Orlando.

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

    The travel and health documents required for your trip to Orlando 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 Orlando. 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 Chicago to Orlando?

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


Best airlines flying from Chicago to Orlando

Compare and see reviews for airlines that fly from Chicago to Orlando with momondo
Airline
Rating
Free Cancellation
Price
Spirit AirlinesPriceFrom $23Free CancellationRating
6.3
8,174 reviews
Search Spirit Airlines flights
FrontierPriceFrom $52Free CancellationRating
6.1
3,539 reviews
Search Frontier flights
Allegiant AirPriceFrom $106Free CancellationRating
7.3
850 reviews
Search Allegiant Air flights
United AirlinesPriceFrom $154Free CancellationRating
7.4
9,171 reviews
Search United Airlines flights
American AirlinesPriceFrom $175Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
DeltaPriceFrom $196Free CancellationRating
8.0
8,756 reviews
Search Delta flights
SouthwestPriceFrom $254Free CancellationRating
8.1
5,014 reviews
Search Southwest flights
  • Southwest Flights From Chicago to Orlando

    Southwest flight deals from Chicago to Orlando start from $254 round-trip. Over the 67 Southwest flights for this route in a normal week, average airfare is usually $418 round-trip - but some users have found much cheaper deals with momondo.

  • United Airlines Flights From Chicago to Orlando

    United Airlines (7.4/10 from 9,171 reviews) operates around 33 flights from Chicago to Orlando in any given week. The average United Airlines airfare for this route is around $356, with deals from around $154 rare but found on momondo. Referenced prices are for round-trip Chicago to Orlando flight searches in the last 72 hours.


Why use momondo?

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

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

Can I find flights from Chicago to Orlando with flexible booking policies on momondo?

Yes. All flights to Orlando from Chicago on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Chicago to Orlando?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Orlando from Chicago.

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

Yes momondo offers price alerts on flights to Orlando from Chicago. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.


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Fly into one of these airports located in Orlando

Airports listed have a maximum distance of 18.3 mi from Orlando