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Cheap flights from Chicago to Orlando from $37

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 5/10. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Chicago to Orlando

Cheap round-trip flights

KAYAK's recommended round-trip deals from the most popular airlines that fly from Chicago to Orlando.
Frontier Logo
4:15 pm - 8:18 pmORD-MCO
3h 03mnonstop
Frontier Logo
9:23 pm - 11:32 pmMCO-ORD
3h 09mnonstop
$81Frontier
Find Deal
Sat, May 10 - Sat, May 17
Frontier Logo
4:15 pm - 8:18 pmORD-MCO
3h 03mnonstop
Frontier Logo
9:57 pm - 12:04 amMCO-ORD
3h 07mnonstop
$83Frontier
Find Deal
Sat, May 17 - Sat, May 24
Frontier Logo
4:15 pm - 8:18 pmORD-MCO
3h 03mnonstop
Frontier Logo
10:17 pm - 12:20 amMCO-ORD
3h 03mnonstop
$87Frontier
Find Deal
Sat, May 17 - Thu, May 22
Spirit Airlines Logo
4:35 pm - 8:20 pmORD-MCO
2h 45mnonstop
Spirit Airlines Logo
5:55 pm - 8:03 pmMCO-ORD
3h 08mnonstop
$97Spirit Airlines
Find Deal
Sat, May 10 - Thu, May 15
Spirit Airlines Logo
4:35 pm - 8:20 pmORD-MCO
2h 45mnonstop
Spirit Airlines Logo
9:25 pm - 11:29 pmMCO-ORD
3h 04mnonstop
$98Spirit Airlines
Find Deal
Sat, May 10 - Thu, May 15
Southwest Logo
6:40 pm - 10:15 pmMDW-MCO
2h 35mnonstop
Southwest Logo
10:35 am - 12:25 pmMCO-MDW
2h 50mnonstop
$188Southwest
Find Deal
Sat, May 24 - Tue, May 27
Delta Logo
1:08 pm - 6:54 pmMDW-MCO
4h 46m1 stop
Delta Logo
5:30 am - 9:40 amMCO-MDW
5h 10m1 stop
$198Delta
Find Deal
Sat, May 24 - Sun, May 25
Southwest Logo
6:00 pm - 12:45 amMDW-MCO
5h 45m1 stop
Southwest Logo
7:10 am - 10:10 amMCO-MDW
4h 00m1 stop
$203Southwest
Find Deal
Wed, Jul 2 - Tue, Jul 8
Delta Logo
5:15 pm - 11:54 pmORD-MCO
5h 39m1 stop
Delta Logo
1:00 pm - 6:48 pmMCO-ORD
6h 48m1 stop
$208Delta
Find Deal
Sat, May 24 - Tue, May 27
United Airlines Logo
8:50 am - 2:57 pmORD-MCO
5h 07m1 stop
United Airlines Logo
12:16 pm - 2:22 pmMCO-ORD
3h 06mnonstop
$223United Airlines
Find Deal
Sat, Aug 30 - Tue, Sep 2

Frontier flights from Chicago to Orlando

Our best Frontier deals on Chicago to Orlando flight tickets
Frontier
May 10
ORD4:15 pmChicago O'Hare Intl
3h 03m
MCO8:18 pmOrlando
May 17
MCO9:23 pmOrlando
3h 09m
ORD11:32 pmChicago O'Hare Intl
Frontier
May 17
ORD4:15 pmChicago O'Hare Intl
3h 03m
MCO8:18 pmOrlando
May 24
MCO9:57 pmOrlando
3h 07m
ORD12:04 amChicago O'Hare Intl
Frontier
May 17
ORD4:15 pmChicago O'Hare Intl
3h 03m
MCO8:18 pmOrlando
May 22
MCO10:17 pmOrlando
3h 03m
ORD12:20 amChicago O'Hare Intl

Spirit Airlines flights from Chicago to Orlando

Our best Spirit Airlines deals on Chicago to Orlando flight tickets
Spirit Airlines
May 10
ORD4:35 pmChicago O'Hare Intl
2h 45m
MCO8:20 pmOrlando
May 15
MCO5:55 pmOrlando
3h 08m
ORD8:03 pmChicago O'Hare Intl
Spirit Airlines
May 10
ORD4:35 pmChicago O'Hare Intl
2h 45m
MCO8:20 pmOrlando
May 15
MCO9:25 pmOrlando
3h 04m
ORD11:29 pmChicago O'Hare Intl
Spirit Airlines
May 10
ORD4:35 pmChicago O'Hare Intl
2h 45m
MCO8:20 pmOrlando
May 15
MCO5:55 pmOrlando
3h 08m
ORD8:03 pmChicago 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 to Orlando?

The month of September is, on average, the cheapest month to fly to Orlando from Chicago, with most prices found around $182. If you’re not able to fly to Orlando in September, then May is your next best option. Flight prices from Chicago to Orlando during May average around $186.

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

Our data shows that Tuesday is the least expensive day to fly to Orlando. Tickets to fly out on this day can be as low as $253. On the other hand, Sunday is the most expensive day to depart from Chicago because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $309.

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

The cheapest time of day to fly to Orlando is in the afternoon when flights can be purchased for as low as $228. In contrast, the most expensive time of day to depart to Orlando is in the morning when prices are around $309.

What is the cheapest Chicago to Orlando flight route?

Fly from Chicago Greater Rockford to Orlando Sanford Intl for the best Chicago - Orlando flight prices

How far in advance should I book a flight to Orlando?

You are more likely to see cheaper flights to Orlando from Chicago when booking 4 weeks ahead of your departure date. In general, you can expect to find flights to Orlando for around $295 when searching 4 weeks out.However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Orlando from Chicago for as low as $242 on momondo.

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

There are 4 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.

How have Chicago to Orlando flight prices changed over time?

As of April 2025, prices for Chicago to Orlando flights are approximately 5% more expensive when compared to flights at the same time last year.

When to book flights from Chicago to Orlando

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

Cheap Chicago to Orlando (CHI to ORL) flight deals and tips

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

Best Price Found

$37

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 $37. The best round-trip flight deal from Chicago to Orlando found on momondo in the last 72 hours is $81.
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)

  • Is flying the fastest way to get from Chicago to Orlando?

    Based on just travel duration our users have found a flight from Chicago to Orlando to be the fastest option to their destination at just 2h 30m. If travel time is less of a concern you may want to look into booking some alternative forms of transportation like a train from Chicago to Orlando or a bus from Chicago to Orlando.

  • Is flying the cheapest way to get from Chicago to Orlando?

    A flight from Chicago to Orlando is currently going to be the least expensive option currently available. You can also find deals for a train from Chicago to Orlando starting at $254, or consider a bus from Chicago to Orlando starting at $770. Both of these alternative options are worth considering when looking to reach your destination.

  • 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
FrontierPriceFrom $71Free CancellationRating
5.9
3,283 reviews
Search Frontier flights
Spirit AirlinesPriceFrom $87Free CancellationRating
6.3
7,942 reviews
Search Spirit Airlines flights
Allegiant AirPriceFrom $112Free CancellationRating
7.3
734 reviews
Search Allegiant Air flights
American AirlinesPriceFrom $180Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $196Free CancellationRating
7.4
8,685 reviews
Search United Airlines flights
DeltaPriceFrom $196Free CancellationRating
8.0
7,920 reviews
Search Delta flights
SouthwestPriceFrom $217Free CancellationRating
8.0
4,286 reviews
Search Southwest flights
  • Southwest Flights From Chicago to Orlando

    Southwest flight deals from Chicago to Orlando start from $217 round-trip. Over the 57 Southwest flights for this route in a normal week, average airfare is usually $410 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 8,685 reviews) operates around 41 flights from Chicago to Orlando in any given week. The average United Airlines airfare for this route is around $380, with deals from around $196 rare but found on momondo. Referenced prices are for round-trip Chicago to Orlando flight searches in the last 72 hours.


Traveling to a place near Orlando?

Book flights to Orlando if you plan to visit one of these locations
Bay Lake

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.


Choose the best way to get from Chicago to Orlando

Buses

52h 15m
$380 one-way$770 round-trip
Nonstop · from $770

Distance to downtown

US31478270.4 mi

Find Buses

Chicago to Orlando Buses

Trains

37h 59m
$127 one-way$254 round-trip
Nonstop · from $254

Distance to downtown

RL90.9 mi

Flights

2h 30m
$37 one-way$81 round-trip
Nonstop · from $81

Distance to downtown

MCO8.6 mi

An easier way to manage your Orlando trip

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1 adult
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Wed 4/30
Wed 5/7

Find better results for your trip to the United States

Fly into one of these airports located in Orlando

Airports listed have a maximum distance of 18.3 mi from Orlando