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$44 Find Cheap Flights from Chicago to Orlando

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Orlando departing on 1/7. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
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Search hundreds of travel sites at once for deals on flights to Orlando

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Orlando, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Orlando, as well as popular online travel agencies
In the last 7 days travelers have searched 42,622,617 times on KAYAK, and here is why:

Save 22% or moreCompare multiple travel sites with one search.

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Cheap Flight Deals from Chicago to Orlando (CHI-ORL)

 
These are the cheapest deals for flights from Chicago to Orlando currently on KAYAK along with options from the most popular airlines KAYAK users selected for this route. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Recent round-trip flight deals from Chicago to Orlando

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Chicago to Orlando.

Recent one-way flight deals from Chicago to Orlando

Only flying one-way? Below are some of the best one-way flight deals from Chicago to Orlando found on KAYAK recently.

Recent last minute flight deals from Chicago to Orlando

Leaving soon but still want a bargain? Check out these latest deals for last minute flights from Chicago to Orlando.

Recent direct flight deals from Chicago to Orlando

The latest deals for direct flights from Chicago to Orlando so you can sit back and relax without the need for a layover.

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.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
1:13 pm - 4:54 pmMDW-MCO
2h 41mnonstop
10:35 am - 12:23 pmMCO-MDW
2h 48mnonstop
$93Frontier
Find Deal
Sun, Jan 26 - Sat, Feb 1
3:48 pm - 7:32 pmMDW-MCO
2h 44mnonstop
5:15 pm - 7:12 pmMCO-MDW
2h 57mnonstop
$96Frontier
Find Deal
Mon, Oct 21 - Fri, Oct 25
11:14 am - 11:03 pmORD-MCO
10h 49m1 stop
3:10 pm - 10:07 pmMCO-ORD
31h 57m2 stops
$133Spirit Airlines
Find Deal
Tue, Oct 29 - Tue, Nov 5
11:14 am - 11:03 pmORD-MCO
10h 49m1 stop
9:21 pm - 1:27 pmMCO-ORD
17h 06m2 stops
$137Spirit Airlines
Find Deal
Tue, Oct 29 - Fri, Nov 1
8:00 pm - 11:40 pmMDW-MCO
2h 40mnonstop
10:25 am - 12:15 pmMCO-MDW
2h 50mnonstop
$159Southwest
Find Deal
Mon, Nov 11 - Wed, Nov 13
5:45 pm - 9:24 pmORD-MCO
2h 39mnonstop
7:12 am - 9:30 amMCO-ORD
3h 18mnonstop
$177American Airlines
Find Deal
Sun, Dec 8 - Sat, Dec 14
6:40 pm - 10:15 pmMDW-MCO
2h 35mnonstop
6:50 am - 8:45 amMCO-MDW
2h 55mnonstop
$185Southwest
Find Deal
Mon, Oct 28 - Tue, Oct 29
1:30 pm - 9:37 pmMDW-MCO
7h 07m1 stop
1:00 pm - 5:54 pmMCO-MDW
5h 54m1 stop
$194Delta
Find Deal
Mon, Nov 11 - Wed, Nov 13
5:00 pm - 11:53 pmMDW-MCO
5h 53m1 stop
4:10 pm - 9:49 pmMCO-MDW
6h 39m1 stop
$196Delta
Find Deal
Tue, Dec 3 - Wed, Jan 15
10:29 am - 5:38 pmORD-MCO
6h 09m1 stop
7:12 am - 9:30 amMCO-ORD
3h 18mnonstop
$207American Airlines
Find Deal
Wed, Dec 4 - Sat, Dec 14
2:54 pm - 6:35 pmMDW-MCO
2h 41mnonstop
$44Frontier
Find Deal
Tue, Jan 7
2:54 pm - 6:35 pmMDW-MCO
2h 41mnonstop
$45Frontier
Find Deal
Wed, Jan 8
7:25 am - 11:17 amORD-MCO
2h 52mnonstop
$79United Airlines
Find Deal
Tue, Nov 12
8:00 am - 11:40 amMDW-MCO
2h 40mnonstop
$79Southwest
Find Deal
Tue, Nov 12
5:55 pm - 9:44 pmORD-MCO
2h 49mnonstop
$80United Airlines
Find Deal
Mon, Dec 9
7:30 am - 7:30 pmORD-MCO
35h 00m2 stops
$84Spirit Airlines
Find Deal
Tue, Oct 29
7:49 am - 11:36 pmORD-MCO
14h 47m2 stops
$88Spirit Airlines
Find Deal
Sat, Nov 9
9:50 am - 1:34 pmORD-MCO
2h 44mnonstop
$105American Airlines
Find Deal
Tue, Oct 29
6:55 am - 10:30 amMDW-MCO
2h 35mnonstop
$105Southwest
Find Deal
Tue, Oct 29
7:12 pm - 11:07 pmORD-MCO
2h 55mnonstop
$199American Airlines
Find Deal
Sun, Dec 29
8:03 pm - 11:31 pmRFD-SFB
2h 28mnonstop
6:25 am - 8:10 amSFB-RFD
2h 45mnonstop
$190Allegiant Air
Find Deal
Fri, Oct 11 - Fri, Oct 18
6:32 pm - 12:28 amMDW-MCO
4h 56m1 stop
6:15 am - 8:09 amMCO-MDW
2h 54mnonstop
$201Frontier
Find Deal
Mon, Oct 14 - Thu, Oct 17
6:00 am - 5:13 pmORD-MCO
10h 13m1 stop
5:06 pm - 7:21 pmMCO-ORD
3h 15mnonstop
Tue, Oct 15 - Fri, Oct 18
6:48 pm - 10:41 pmORD-MCO
2h 53mnonstop
6:00 am - 4:48 pmMCO-ORD
11h 48m1 stop
Sat, Oct 12 - Tue, Oct 15
6:00 am - 5:13 pmORD-MCO
10h 13m1 stop
6:00 am - 11:39 pmMCO-ORD
18h 39m2 stops
$279Spirit Airlines
Find Deal
Tue, Oct 15 - Fri, Oct 18
9:46 pm - 7:30 pmORD-MCO
20h 44m2 stops
3:17 pm - 10:14 amMCO-ORD
19h 57m2 stops
$308Spirit Airlines
Find Deal
Tue, Oct 15 - Mon, Oct 21
1:05 pm - 6:54 pmMDW-MCO
4h 49m1 stop
8:00 am - 11:58 amMCO-MDW
4h 58m1 stop
$521Delta
Find Deal
Tue, Oct 15 - Wed, Oct 16
5:30 pm - 9:05 pmMDW-MCO
2h 35mnonstop
4:15 pm - 6:00 pmMCO-MDW
2h 45mnonstop
$531Southwest
Find Deal
Sat, Oct 12 - Wed, Oct 16
2:50 pm - 8:55 pmMDW-MCO
5h 05m1 stop
6:50 am - 8:45 amMCO-MDW
2h 55mnonstop
$540Southwest
Find Deal
Sat, Oct 12 - Wed, Oct 16
5:45 pm - 11:31 pmMDW-MCO
4h 46m1 stop
7:00 am - 1:14 pmMCO-MDW
7h 14m1 stop
$611Delta
Find Deal
Fri, Oct 11 - Sat, Oct 19
1:13 pm - 4:54 pmMDW-MCO
2h 41mnonstop
10:35 am - 12:23 pmMCO-MDW
2h 48mnonstop
$93Frontier
Find Deal
Sun, Jan 26 - Sat, Feb 1
3:48 pm - 7:32 pmMDW-MCO
2h 44mnonstop
5:15 pm - 7:12 pmMCO-MDW
2h 57mnonstop
$96Frontier
Find Deal
Mon, Oct 21 - Fri, Oct 25
7:13 pm - 11:01 pmORD-MCO
2h 48mnonstop
5:32 pm - 7:44 pmMCO-ORD
3h 12mnonstop
$159American Airlines
Find Deal
Mon, Dec 9 - Thu, Dec 12
8:00 pm - 11:40 pmMDW-MCO
2h 40mnonstop
10:25 am - 12:15 pmMCO-MDW
2h 50mnonstop
$159Southwest
Find Deal
Mon, Nov 11 - Wed, Nov 13
5:55 pm - 9:44 pmORD-MCO
2h 49mnonstop
7:30 am - 9:33 amMCO-ORD
3h 03mnonstop
$168United Airlines
Find Deal
Sat, Nov 9 - Sat, Nov 16
1:09 pm - 4:57 pmORD-MCO
2h 48mnonstop
6:05 pm - 8:15 pmMCO-ORD
3h 10mnonstop
$173Spirit Airlines
Find Deal
Tue, Nov 12 - Mon, Nov 18
5:45 pm - 9:24 pmORD-MCO
2h 39mnonstop
7:12 am - 9:30 amMCO-ORD
3h 18mnonstop
$177American Airlines
Find Deal
Sun, Dec 8 - Wed, Dec 11
5:55 pm - 9:44 pmORD-MCO
2h 49mnonstop
4:15 pm - 6:17 pmMCO-ORD
3h 02mnonstop
$178United Airlines
Find Deal
Tue, Nov 5 - Fri, Nov 8
5:25 pm - 9:05 pmMDW-MCO
2h 40mnonstop
7:10 am - 9:05 amMCO-MDW
2h 55mnonstop
$178Southwest
Find Deal
Sun, Nov 17 - Wed, Nov 20
10:16 am - 2:10 pmORD-MCO
2h 54mnonstop
10:28 pm - 12:30 amMCO-ORD
3h 02mnonstop
$222Spirit Airlines
Find Deal
Tue, Oct 29 - Sat, Nov 2
6:40 pm - 10:07 amChicago Union-
Orlando
38h 27mnonstop
6:50 pm - 8:45 amOrlando-
Chicago Union
38h 55mnonstop
$236Amtrak
Find Deal
Mon, Jan 6 - Fri, Jan 10
6:40 pm - 10:07 amChicago Union-
Orlando
38h 27mnonstop
6:50 pm - 8:45 amOrlando-
Chicago Union
38h 55mnonstop
$236Amtrak
Find Deal
Thu, Nov 21 - Sat, Nov 30
6:40 pm - 9:39 amChicago Union-
Winter Park
37h 59mnonstop
7:07 pm - 8:45 amWinter Park-
Chicago Union
38h 38mnonstop
$236Amtrak
Find Deal
Mon, Jan 6 - Fri, Jan 10
6:40 pm - 10:07 amChicago Union-
Orlando
38h 27mnonstop
6:50 pm - 8:45 amOrlando-
Chicago Union
38h 55mnonstop
$236Amtrak
Find Deal
Sat, Dec 28 - Fri, Jan 3
6:40 pm - 10:07 amChicago Union-
Orlando
38h 27mnonstop
6:50 pm - 8:45 amOrlando-
Chicago Union
38h 55mnonstop
$236Amtrak
Find Deal
Thu, May 22 - Mon, May 26
3:30 pm - 6:45 pmChicago California Ave-
Orlando S Division Ave and W Church St
50h 15mnonstop
8:45 am - 10:40 amOrlando S Division Ave and W Church St-
Chicago California Ave
50h 55mnonstop
$680Tornado Bus
Find Deal
Thu, Oct 31 - Tue, Nov 12
3:30 pm - 6:45 pmChicago California Ave-
Orlando S Division Ave and W Church St
50h 15mnonstop
8:45 am - 10:40 amOrlando S Division Ave and W Church St-
Chicago California Ave
50h 55mnonstop
$680Tornado Bus
Find Deal
Tue, Nov 26 - Sat, Nov 30
3:30 pm - 6:45 pmChicago California Ave-
Orlando S Division Ave and W Church St
50h 15mnonstop
8:45 am - 10:40 amOrlando S Division Ave and W Church St-
Chicago California Ave
50h 55mnonstop
$680Tornado Bus
Find Deal
Thu, Nov 7 - Thu, Nov 14
3:30 pm - 6:45 pmChicago California Ave-
Orlando S Division Ave and W Church St
50h 15mnonstop
8:45 am - 10:40 amOrlando S Division Ave and W Church St-
Chicago California Ave
50h 55mnonstop
$680Tornado Bus
Find Deal
Mon, Nov 25 - Sat, Nov 30
3:30 pm - 6:45 pmChicago California Ave-
Orlando S Division Ave and W Church St
50h 15mnonstop
8:45 am - 10:40 amOrlando S Division Ave and W Church St-
Chicago California Ave
50h 55mnonstop
$680Tornado Bus
Find Deal
Sun, Nov 17 - Wed, Nov 20

Flights from Chicago to Orlando - Travel Insights & Trends

Get data-powered insights and trends into flights from Chicago to Orlando to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Chicago to Orlando flight route?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for one-way flights from Chicago to Orlando.
Our data shows that the cheapest route for a one-way flight from Chicago to Orlando cost $43 and was between Chicago O'Hare Intl Airport and Orlando Airport. On average, the best prices are found if you fly from Chicago Greater Rockford Airport to Orlando Sanford Intl Airport. The average price for a return flight for this route is $85.

What’s the cheapest day of the week to fly from Chicago to Orlando?

The average price of all flights from Chicago to Orlando clicked on KAYAK for each day over the last 12 months.
For Chicago to Orlando, Tuesday is the cheapest day to fly on average and Sunday is the most expensive. Flying from Orlando back to Chicago, the best deals are generally found on Tuesday, with Monday being the most expensive.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Chicago to Orlando, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from Chicago to Orlando is May, where tickets cost $175 on average. On the other hand, the most expensive months are June and March, where the average cost of tickets is $339 and $316 respectively.

Can I save money by flying with a layover from Chicago to Orlando?

The average price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.
Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $213 on average

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

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Chicago to Orlando, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price on the flight from Chicago to Orlando, you should book around 1 day before departure. For the absolute cheapest price, our data suggests you should book 30 days before departure.
 AI-powered savings tips

How to save more on a Chicago to Orlando flight

Traveling from Chicago to Orlando can be an exciting journey, but it's important to know how to save money on your flight. Generally, Tuesday is the cheapest day of the week to fly, while May is the cheapest month.

Cheapest Route: Choose the ORD - MCO route for the most affordable option.

Booking Advance: Book your flight at least 30 days in advance for the best prices.

Cheapest Airline: Frontier tends to be the most affordable airline for this route.

Direct or Layover: Direct flights are generally more expensive, so consider a layover to save money.

This feature is powered by ChatGPT: an OpenAI-developed artificial intelligence model trained with KAYAK proprietary data and third-party data not verified by KAYAK. 


Good to know

Low season

September

High season

March

Cheapest flight

$44
Best time to beat the crowds with an average 21% drop in price.
Most popular time to fly with an average 27% increase in price.
Flight from Chicago Midway Airport to Orlando Airport

When to book flights from Chicago to Orlando

Are your dates flexible? Find out the best times to travel from Chicago to Orlando based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Chicago to Orlando

  • Which airlines fly sustainably from Chicago to Orlando?

    About 943 kg of CO2 is emitted per passenger on Chicago to Orlando flights. If you're looking to fly sustainably from Chicago to Orlando, consider getting your flight tickets from Southwest, Frontier, United Airlines, American Airlines, and Delta. They offer nonstop and one-stop flights from Chicago to Orlando International Airport (MCO) with about 34% to 36% fewer carbon emissions than their counterparts. To fly more sustainably, prioritize nonstop flight deals and pack light.

  • What accessible services are offered at Chicago O’Hare International Airport (ORD)?

    Chicago O’Hare International Airport (ORD) fully complies with ADA regulations. Each airline flying through the airport provides wheelchair assistance services to travelers with mobility impairment. Make reservations with your airline before your journey to avoid any inconveniences. It also offers a changing place facility near Gate F3 in Terminal 2 with a restroom, fully accessible shower and other ADA services for special needs passengers. All restrooms within the airport are wheelchair accessible.

  • How can I get around Chicago O’Hare International Airport (ORD)?

    Coeur d'Alene Airport-Pappy Boyington Field (CDA) offers shuttle buses that ferry employees and passengers between Terminals 1, 2, 3 and 5, and from the Economy Parking Lots E, G, and H to all the terminals. You can find the bus stops on the Lower and Upper levels. In the Multi-Modal Facility, you can get the buses on the Main Level. The buses arrive every five to 15 minutes.

  • What are the spa services offered at Orlando International Airport (MCO)?

    If you’re looking for spa services at Orlando International Airport (MCO), look no further than Xpress Spa or Terminal Getaway Spa. Xpress Spa offers services on Gates 1-29 on Airside 1, 30-59 on Airside 3, and 70-99 on Airside 4 of the Main Terminal while the latter operates on Gates 100-129 on Airside 2 of the same terminal. They offer pedicures, manicures, massages and facials.

  • Can I take mass transit from downtown Chicago to Chicago O'Hare International (ORD)?

    The Chicago Transit Authority runs 24/7 and the Blue Line train runs from downtown to Chicago O'Hare International (ORD). The trip takes roughly 45 minutes. The train makes stops at Terminals 1, 2 and 3 at Chicago O'Hare International.

  • What is the best way to get dropped off at Chicago Midway International Airport (MDW)?

    You can be dropped off curbside at any Chicago Midway concourse. When arriving at the airport, follow the signs for departures that take you to the upper level. There are also signs showing where each airline is located on the concourse.

  • Do any Orlando resorts offer a shuttle from the airport?

    Passengers on flights from Chicago to Orlando that are staying at a Disney property can ride on the Magical Express bus. You can skip baggage claim since they will have your bags delivered right to your room. Upon checkout, you can also get a complimentary ride back to Orlando airport.

  • Is there any place to smoke at Chicago O’Hare International Airport (ORD)?

    There are designated smoking areas that are located outside the terminal.There is no smoking permitted anywhere inside the terminal, however.

  • How do I rent a car at the Orlando International Airport (MCO)?

    Orlando International Airport (MCO) has most of the major car rental companies stationed right on the airport grounds, so there is no need to catch a shuttle off-site. The rental car companies can be found on the ground transportation level on the A-Side and B-Side of the terminal.

  • What is the cheapest flight from Chicago to Orlando?

    In the last 3 days, the lowest price for a flight from Chicago to Orlando was $44 for a one-way ticket and $93 for a round-trip.

  • Do I need a passport to fly between Chicago and Orlando?

    A passport is required to fly from Chicago to Orlando.

  • Which airports will I be using when flying from Chicago to Orlando?

    On your way to Orlando, you’ll fly out from one of these Chicago airports: Chicago Midway, Chicago O'Hare Intl, or Chicago Greater Rockford. You’ll be landing in one of Orlando’s 2 airports: Orlando or Orlando Sanford Intl.

  • Which airlines offer Wi-Fi service onboard planes from Chicago to Orlando?

    American Airlines, and JetBlue offer inflight Wi-Fi service on the Chicago to Orlando flight route.

  • Which aircraft models fly most regularly from Chicago to Orlando?

    The Airbus A320neo is the aircraft model that flies most regularly on the Chicago to Orlando flight route.

  • Which airline alliances offer flights from Chicago to Orlando?

    oneworld, and Star Alliance are the airline alliances operating flights between Chicago and Orlando, with oneworld being the most commonly used for this route.

  • On which days can I fly direct from Chicago to Orlando?

    There are nonstop flights from Chicago to Orlando on a daily basis.

  • Which is the best airline for flights from Chicago to Orlando, Southwest or JetBlue?

    The two airlines most popular with KAYAK users for flights from Chicago to Orlando are Southwest and JetBlue. With an average price for the route of $367 and an overall rating of 8.1, Southwest is the most popular choice. JetBlue is also a great choice for the route, with an average price of $349 and an overall rating of 7.5.

  • How does KAYAK find such low prices on flights from Chicago to Orlando?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Chicago to Orlando.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Chicago to Orlando?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Orlando from Chicago is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Chicago to Orlando?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Orlando with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Orlando?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Orlando from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

KAYAK’s top tips for finding a cheap flight from Chicago to Orlando

  • Looking for a cheap flight? 25% of our users found flights on this route for $77 or less one-way and $213 or less round-trip.
  • If you are looking for a last taste of Chicago before your flight, check out Gold Coast Dogs located in Terminal 5 of Chicago O'Hare International Airport (ORD). Gold Coast Dogs has a full menu of specialty dogs, burgers, sandwiches and fries.
  • If you’re taking your pet along for the Chicago to Orlando flight, you’re welcome to use the pet relief areas at Chicago O’Hare International Airport (ORD). They are located pre-security near Door 1A on the Lower Level of Terminal 1, Door 2E in Terminal 2 and Door 5B in Terminal 5. Others are also available post-security near Gate K1 in Terminal 3.
  • Nursing mothers flying out from Chicago O’Hare International Airport (ORD) are welcome to use the mother’s rooms for breast pumping and feeding. Each terminal has a room that offers a sink, soft lighting, comfortable benches, electrical outlets, and a diaper changing station. Alternatively, you can use the Mamava lactation pods on Concourse C in Terminal 1, Concourses E and F in Terminal 2, and Concourses G, K, K and L.
  • If the kids are traveling with you on your flight from Chicago to Orlando, take them to check out the Brachiosaurus skeleton on the upper level of Terminal 1 in Concourse B. This 72-foot-long, four-story-high Brachiosaurus skeleton model is one of the biggest mounted dinosaur models in the world.
  • Travelers flying out from Chicago Midway International Airport (MDW) can leave their vehicles at the airport's parking lots. MDW offers multiple parking options ranging from long-term parking to daily and hourly parking. Terminal Garage is adjacent to the Terminal Building and offers daily parking on Level 1 and hourly parking on Levels 2 to 6.
  • If you’re an active member of the US military traveling through Orlando International Airport (MCO), you’re welcome to use the USO lounge at the airport. This lounge is located on Level 1 of Terminal A and offers free services to these members and their families.
  • Passengers who need assistance with their luggage on arrival at Orlando International Airport (MCO) can utilize the Smarte Carte. These baggage carts are spread throughout the parking garage and terminals and help passengers ferry their luggage within the airport.
  • If you are looking for a family-friendly, affordable hotel near Orlando International Airport (MCO) than look no further than the Holiday Inn Resort Orlando Lake Buena Vista. The hotel, where kids eat free, is located about one mile from Walt Disney World and is also close to SeaWorld, Universal Orlando Resort and Disney Springs. Best of all, this hotel features a pool and activities like dive-in movies, a Cyber Arcade and a Splash Pad.
  • If the kids are looking to get a head start on their vacation after your flight from Chicago to Orlando, stop in at the Magic of Disney, located in the West Hall of the Main Terminal at Orlando Airport and check out their full selection of all things Disney. The magic of all of the signature Disney characters will come to life for your kids in this colorful shop.
  • Looking to have a cold one before your flight from Chicago Midway International Airport (MDW)? Stop by the Billy Goat Tavern located in on Concourse A at Chicago Midway International Airport (MDW). It serves burgers, breakfast and beer.
See more tips

Prefer to fly non-stop from Chicago to Orlando?

Find which airlines fly direct from Chicago to Orlando, which days they fly and book direct flights.

Nonstop departures

Chicago to Orlando

Monday

ANA, Air Canada, Air New Zealand, +20 more

ANA, Air Canada, +21 more

Tuesday

ANA, Air Canada, Air New Zealand, +20 more

ANA, Air Canada, +21 more

Wednesday

ANA, Air Canada, Air New Zealand, +19 more

ANA, Air Canada, +20 more

Thursday

ANA, Air Canada, Air New Zealand, +19 more

ANA, Air Canada, +20 more

Friday

ANA, Air Canada, Air New Zealand, +20 more

ANA, Air Canada, +21 more

Saturday

ANA, Air Canada, Air New Zealand, +20 more

ANA, Air Canada, +21 more

Sunday

ANA, Air Canada, Air New Zealand, +19 more

ANA, Air Canada, +20 more

See more direct flights

Nonstop returns

Orlando to Chicago

Monday

ANA, Air Canada, Air New Zealand, +20 more

ANA, Air Canada, +21 more

Tuesday

ANA, Air Canada, Air New Zealand, +19 more

ANA, Air Canada, +20 more

Wednesday

ANA, Air Canada, Air New Zealand, +19 more

ANA, Air Canada, +20 more

Thursday

ANA, Air Canada, Air New Zealand, +19 more

ANA, Air Canada, +20 more

Friday

ANA, Air Canada, Air New Zealand, +20 more

ANA, Air Canada, +21 more

Saturday

ANA, Air Canada, Air New Zealand, +20 more

ANA, Air Canada, +21 more

Sunday

ANA, Air Canada, Air New Zealand, +18 more

ANA, Air Canada, +19 more

See more direct flights
See more direct flights

Top 5 airlines serving from Chicago to Orlando

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Orlando. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Chicago to Orlando? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.1
SouthwestOverall score based on 5203 reviews
8.1Comfort
8.7Crew
7.7Entertainment
7.2Food
8.3Boarding
Airline reviews

Pretty standard flight. We left late, but arrived early. The wifi entertainment is always nice. The free snacks and beverages are simple, but appreciated. I'm tall and the seats are an issue. I can deal with a short flight, but any longer, I have to find another airline where I know beforehand I have extra legroom.

10.0 ExcellentMark, Sep 2024DCA - MCO
Read more Southwest reviews

Pretty standard flight. We left late, but arrived early. The wifi entertainment is always nice. The free snacks and beverages are simple, but appreciated. I'm tall and the seats are an issue. I can deal with a short flight, but any longer, I have to find another airline where I know beforehand I have extra legroom.

The flight attendant was proactive in helping with placing carry on in overhead bins. This was the first time I had ever been offered help without asking or obviously struggling. Many on the flight were older people like myself and vertically challenged. I would hope this would be the norm on all flights.

wifi wasn't working correctly so couldn't watch live tv

Flight was delayed by 12 minutes. Boarding wasn’t fun. The crew was nice though.

The flight was promptly on schedule and Southwest delivered everything they promised. No excuses for any shortfalls just 100% ownership of their responsibilities and business. The boarding and seating policy is a complete shambles. What started out as a great idea when Southwest first hit the market has been turned into a disaster due to the lack of integrity in many of the people who fly Southwest and take advantage of Southwest generosity at the expense of their fellow passengers.

Flight was delayed more than 2 hour do the scheduling issues and then some confusing weight and balance matters, followed by a miscommunication with the tower on which runway was going to be used based on the airplane weight. All these things should have been figured out in advance. Instead of arriving at 12:30 a.m. we arrived at 2:30 a.m. very difficult to find a taxi or other transport at SFO. Luggage was delayed. An extension of an unpleasant flight day

It good. Just not that plane didn’t have power outlets to charge devices etc.

Although the flight was delayed, but the crew was amazing. They did the best they could to make the time enjoyable.

My experience with Southwest as a whole was good but coming out of Cancun to Chicago it was terrible. Not only was it a language barrier with customer service we stood there to ask questions and they act like they didn't even see you. So the first come approach is not all that great anymore.

I liked the boarding by group and numbers. I didn't like my inability to guarantee our seats together. I didn't like the $8/flight for Internet, but I did appreciate the inflight movie options on their app. I didn't like that there were no charging stations on the seats during either of our flights. One flight was over 3 hours.

I still prefer Delta, but Delta doesn’t fly to State College PA.

Everything was fantastic. Modern plane. All the amenities! Although the paid snacks and meals are pure robbery. Like i understand airlines need to make money, but 11$ USD for an overnight oats with some nuts in it and barely any pieces of apple.... Highway robbery

The flight was bumpy. No Breakfast or coffee was served, not even a bottle of water. The food was okay but odd. Rice with peas instead of couscous with some unknown green thing. United Airlines did not tell me that there was VERY LIMITED HANDICAP SERVICE IN NAPLES. De-plane via 20 aluminum steps. Taken to Van. You must walk into the terminal, find luggage, and then walk out to the rental car pickup spot that is 1 block from the terminal.

Crew did their best but the plane configuration is too tight if you're bigger than an average sardine. Controls for the entertainment system didn't all work. The aircraft hadn't been cleaned in awhile.

Didn't make it dir to delays - no support from United staff

My flight was delayed for a whole day, so I lost a day of my vacation.

flight delayed, was put on another flight after standby queue, luggage was misplaced and arrived to me 3 days later

The baggage handlers broke the handle on my bag that they put under the plane that I checked on the jetway. They traded it out for a less quality bag in Tulsa. But, they said they would try to fix it. Bologna! There was no fixing that bag handle. Someone didn’t care how they treated the bag.

Flighty delayed on boarding - then group 1 had to check their carry on bags but groups 3 and beyond could carry bags on - very inconvenient for weekend business trip with no checked baggage. Then delayed on the runway - before take off. No communication from pilot on why or how long. Wifi/Entertainment didn't work for 4+ flight. Upon arrival, attendants announced wrong carousel for baggage claim - everyone was waiting at the wrong place for their checked bags. This was a mess united!

There was no screens on board AND the WiFi didn’t work. My seat was broken and couldn’t recline so I couldn’t even sleep. The flight attendants didn’t offer anything to make it more comfortable. It was such an old cramped plane, when the person in front of me reclined I couldn’t even open my tray table. All the United ads talk about guaranteeing everyone gets a screen!

I had a TERRIBLE experience with the AA crew. I believe it was disability-related. It’s unlikely I will fly AA again.

Baby cried a lot. Nothing anyone could do about it. Just part of flying.

The flight crew was fantastic! Which the seats had a small TV.

The flight was delayed till next day ! They kept delaying every 30 minutes then after 3 hours they delayed it till next day. We kept waiting in line standing more than an hour to get the hotel and meal vouchers. There was no communication at all. Everything was bad

Smoothe flight. Pilot and crew did a great job. Uncomfortable seat in this jet, felt worn out

Very good. Flight on time. Cabin crew were all really friendly.

seats were way too small. Too short of a flight to offer amenities.

The main problem was delay. The plane was at the gate early and bags were loaded. However, there was no crew for the flight. They were inbound from LGA and had to land and make their way to our gate. It took more than 40 minutes. Then, once the crew arrived and boarded, one of the crew members had to deplane and then a replacement crew member had to be found. It took another 40 minutes or so to get the final crew member. In all, we took off about 2 hours later than our scheduled departure time. Once in the air, the flight was great. Smooth most of the way. The crew was professional and efficient.

Perfect flight. Efficient boarding, on time take off and early arrival. Generally smooth flight.

American is a steady for me. I always get what I expect from them. Sincere effort to get me from one place to another.

Everyone on the plane was wonderful. I can't say that the trip of flying was wonderful because I hadn't done that since I was 13 years old. Honestly I was terrified. What would make it better is if they didn't drive so fast but I know they have to. And if they could go up slowly and land slowly. But none of that they can control.

Cancelled after 3 hour delay with no aside from a rebooking three days later.

Would have been better if I would’ve made it on my flight but it was delayed twice and then canceled and now I’m stuck till Monday which was and extra 5 days I did not count on .

Delays and sending me to different terminal for departures. It looked very confusing and disorganized

Arrived to destination 2.5 days late due to cancellations and delays. I was rebooked over 24 hours after the original flight. This would have happened multiple times if I wouldn’t have bit the bullet and purchased another ticket through a different airline.

Three out of four legs of my trip were delayed. The last leg of my trip was delayed due to passengers and crew not being ready to take off. The boarding process started way late with no explanation as to why. The flight attendants did not have the passengers in check for takeoff - folks were walking around, trying to change seats, and causing a general disturbance preventing us from departing and the crew did nothing about it. All of this caused us to miss my connection home due to the first flight landing at the same time the second one was due to take off. The entire Spirit crew (except for one flight attendant) was unapologetic and unpleasant about this. No one apologized, no one showed any inkling of empathy whatsoever. The response was basically, "we booked you on the next available flight". That next flight was a full 24 hours later, we would have been stranded in the airport and no one even cared or acknowledged us as customers. I'm disappointed in the lack of compassion shown by Spirit agents and customer service reps as a whole. It felt like we were a burden due to airline scheduling issues. The one flight attendant (did not catch her name, but from (ORD to FLL) was wonderful and empathetic.

Crew was excellent. Flight was overbooked No seat assignment until the last moment.

Not enough help at airport during boarding process. Flight was delayed. Overall WORST flying experience I’ve ever had. Will NEVER FLT SPIRIT AGAIN

The non stop flight and able to go into Atlantic City airport. They could lower the prices. It starts out low but then if you want to bring luggage and pick your seat the price goes up quite a bit.

Flight expected to leave at 6:40 pm ended leaving at 8:00 am the following day. I slept in a cold airport. Never again Spirit for me…

Airline changed the gate from Terminal A to Terminal D which is quite far and only sent a text message few minutes before boarding. Around 50 people missed their flight and as plane didn’t wait for them.

The personal at boarding are rude and try to steel people with their rule of personal item , really bad experience for us

I did not like that people are purposely split ip who book at the same time because we didn’t buy seats. No other airline does that.

I didn’t have enough time to catch my connecting flight and had to use a different Airline. I will be requesting a refund.

Horrible my trip was delayed 3 hours, we already have set in the plane and they delayed the flight.

Checking in was easy and simple, crew was nice and efficient, but I would improve seat assignment randomness to make it easier to sit together based on when you check in. Overall would fly with them again.

I brought a ticket and car rental through Travelocity. There was no where to add a KTN. So I thought i’d add it by looking up ticket on frontier website. I tried 3 times with the frontier chat bot to add my KTN it never updated my boarding pass. So then I tried showing up early to do it in person at the airport. The first employee update my ktn in the system and gave me a new boarding pass. I was sent back by tsa to join regular line. Then I was told to add my Ktn. It would cost me $25 extra. Given the length of the cue I did pay. Congratulations! BUT I will NEVER fly frontier again. Plus the plane was very old. It had actual ashtrays and old looking tray backs. Worst travel experience ever. Im warning my friends and family not to use frontier ever.

When we arrived we lasted 48 minutes to be able to get off the plane without air and the plane turned off more than half of the passengers because after they started to leave they realized that the bridge was defective

It was delayed 9 hours for operational reasons, despite the plane arriving to the airport on time.

I am very disappointed with Frontier Airlines. They cancelled our flight because they couldn't find a crew member, and then didn't get us to our connecting flight. We had to cancel our whole vacation. We were promised flight and hotel vouchers, but they never sent them.

Book cheap flights from Chicago to Orlando

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Chicago to Orlando found on KAYAK in the last 72 hours.
1/7Tue
nonstopFrontier
2h 41mMDW-MCO
$44
1/8Wed
nonstopFrontier
2h 41mMDW-MCO
$45
11/12Tue
nonstopUnited Airlines
2h 52mORD-MCO
$79
11/12Tue
nonstopSouthwest
2h 40mMDW-MCO
$79
12/9Mon
nonstopUnited Airlines
2h 49mORD-MCO
$80
10/29Tue
2 stopsSpirit Airlines
35h 00mORD-MCO
$84
11/9Sat
2 stopsSpirit Airlines
14h 47mORD-MCO
$88
10/29Tue
nonstopAmerican Airlines
2h 44mORD-MCO
$105
10/29Tue
nonstopSouthwest
2h 35mMDW-MCO
$105
12/29Sun
nonstopAmerican Airlines
2h 55mORD-MCO
$199

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Last minute flights from Chicago to Orlando

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Chicago to Orlando that are departing in the next 10 days.
10/11Fri
nonstopAllegiant Air
2h 28mRFD-SFB
10/18Fri
nonstopAllegiant Air
2h 45mSFB-RFD
$190
10/14Mon
multi-stopFrontier
4h 56mMDW-MCO
10/17Thu
nonstopFrontier
2h 54mMCO-MDW
$201
10/15Tue
multi-stop
10h 13mORD-MCO
10/18Fri
nonstop
3h 15mMCO-ORD
$249
10/12Sat
nonstop
2h 53mORD-MCO
10/15Tue
multi-stop
11h 48mMCO-ORD
$270
10/15Tue
multi-stopSpirit Airlines
10h 13mORD-MCO
10/18Fri
multi-stopSpirit Airlines
18h 39mMCO-ORD
$279
10/15Tue
multi-stopSpirit Airlines
20h 44mORD-MCO
10/21Mon
multi-stopSpirit Airlines
19h 57mMCO-ORD
$308
10/15Tue
multi-stopDelta
4h 49mMDW-MCO
10/16Wed
multi-stopDelta
4h 58mMCO-MDW
$521
10/12Sat
nonstopSouthwest
2h 35mMDW-MCO
10/16Wed
nonstopSouthwest
2h 45mMCO-MDW
$531
10/12Sat
multi-stopSouthwest
5h 05mMDW-MCO
10/16Wed
nonstopSouthwest
2h 55mMCO-MDW
$540
10/11Fri
multi-stopDelta
4h 46mMDW-MCO
10/19Sat
multi-stopDelta
7h 14mMCO-MDW
$611

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Everything you need to know for your flight from Chicago to Orlando

Cabin class types available on flights from Chicago to Orlando
Cabin classes available on flights from Chicago to Orlando. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.

Compare transportation modes for Chicago to Orlando

Average priceAverage duration
Flights$3312h 28m
Trains$2630h 00m
Buses$68050h 15m