CHI - MCO

$113 Find Cheap Flights from Chicago to Orlando Airport - Compare and Save

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Everything you should know

Cheapest round-trip
$220
Typical prices: $191-$396
Frontier
Fri 11/9Tue 11/13
ORD - MCO • 1 stop
Cheapest non-stop
$223
Typical prices: $192-$400
Frontier
Tue 2/13Thu 2/22
ORD - MCO • Non-stop
Advice from real travelers
Frontier Economy Bundle adds a carry-on and seat choice for better budget value.
Southwest includes a free carry-on; United Economy Plus adds extra legroom.
Expert advice
+1
Expert advice
+1
Nonstop flights
You can fly direct with United Airlines, Southwest and others. Average duration is 2h 49m.
Direct flights
+1
Direct flights
+1
Top routes
Cheapest • 3% average savings
Most popular
Insights
Insights
Avoid delays
Most punctual • 85% on-time
Best time • Fewest delays
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 5 weeks in advance save around 27% compared to booking last minute.
Insights
Insights
When to travel
Cheapest • 34% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg $165 (round-trip)
Shortest trip • 4h 14m (one-way)
Insights
Insights
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We hope you love your trip to Orlando Airport!
Flight Deals
Booking Insights
Expert advice
Flight Deals

Cheap Flights from Chicago to Orlando (CHI-MCO)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Chicago to Orlando

Fri, Dec 11 - Mon, Dec 21
Frontier Logo
3:50 pm - 12:14 amMDW  Chicago Midway-MCO Orlando
7h 24m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
5:01 pm - 7:02 pmMCO  Orlando-MDW Chicago Midway
3h 01mnonstop
$220Frontier
Tue, Dec 8 - Wed, Dec 9
Frontier Logo
12:28 pm - 8:53 pmMDW  Chicago Midway-MCO Orlando
7h 25m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
8:50 pm - 2:55 pmMCO  Orlando-MDW Chicago Midway
19h 05m2 stops Cleveland Hopkins Intl Atlanta Hartsfield-Jackson
$220Frontier
Sat, Dec 5 - Sat, Dec 19
Southwest Logo
6:30 pm - 10:10 pmMDW  Chicago Midway-MCO Orlando
2h 40mnonstop
Southwest Logo
7:35 pm - 9:30 pmMCO  Orlando-MDW Chicago Midway
2h 55mnonstop
$233Southwest
Sat, Jan 9 - Tue, Jan 12
Southwest Logo
6:00 pm - 9:40 pmMDW  Chicago Midway-MCO Orlando
2h 40mnonstop
Southwest Logo
8:55 pm - 10:50 pmMCO  Orlando-MDW Chicago Midway
2h 55mnonstop
$233Southwest
Sun, Nov 1 - Wed, Nov 4
Multiple Airlines Logo
1:12 pm - 12:43 pmRFD  Chicago Greater Rockford-MCO Orlando
22h 31m1 stop Nashville Intl
Multiple Airlines Logo
4:41 pm - 8:40 amMCO  Orlando-RFD Chicago Greater Rockford
16h 59m2 stops Atlanta Hartsfield-Jackson Fort Lauderdale
$233Multiple Airlines
Mon, Nov 23 - Thu, Nov 26
Multiple Airlines Logo
9:29 am - 8:51 pmMDW  Chicago Midway-MCO Orlando
10h 22m1 stop Knoxville McGhee Tyson
Multiple Airlines Logo
4:44 pm - 8:12 amMCO  Orlando-MDW Chicago Midway
16h 28m1 stop Atlanta Hartsfield-Jackson
$236Multiple Airlines
Sat, Nov 7 - Sat, Nov 7
United Airlines Logo
7:15 am - 11:07 amORD  Chicago O'Hare Intl-MCO Orlando
2h 52mnonstop
United Airlines Logo
6:30 pm - 8:40 pmMCO  Orlando-ORD Chicago O'Hare Intl
3h 10mnonstop
$357United Airlines
Fri, Nov 13 - Sat, Nov 21
American Airlines Logo
4:05 pm - 7:56 pmORD  Chicago O'Hare Intl-MCO Orlando
2h 51mnonstop
American Airlines Logo
6:06 am - 8:30 amMCO  Orlando-ORD Chicago O'Hare Intl
3h 24mnonstop
$357American Airlines
Tue, Nov 24 - Wed, Nov 25
American Airlines Logo
11:00 am - 2:48 pmORD  Chicago O'Hare Intl-MCO Orlando
2h 48mnonstop
American Airlines Logo
6:04 am - 8:28 amMCO  Orlando-ORD Chicago O'Hare Intl
3h 24mnonstop
$357American Airlines
Wed, Nov 25 - Wed, Dec 2
United Airlines Logo
5:45 pm - 9:37 pmORD  Chicago O'Hare Intl-MCO Orlando
2h 52mnonstop
United Airlines Logo
4:20 pm - 6:37 pmMCO  Orlando-ORD Chicago O'Hare Intl
3h 17mnonstop
$367United Airlines
Booking Insights

Price, demand and travel trends for Chicago to Orlando Airport flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights with more confidence.

How much is a round-trip flight from Chicago to Orlando Airport?

Round-trip flights from Chicago to Orlando Airport typically range from $191 to $396. The lowest price found in the past 5 days was $220, on Frontier.

What is the cheapest Chicago to Orlando Airport flight route?

There's little price difference between Chicago to Orlando Airport routes. They average around $285 round-trip, based on KAYAK data over the past 12 months.

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

Based on deals KAYAK users found in the last 12 months, Tuesday is the cheapest day of the week to fly from Chicago to Orlando Airport. It’s 8% cheaper than the average day, while Sunday is the most expensive, with prices 10% higher.

What’s the cheapest month to fly from Chicago to Orlando Airport?

•January is the cheapest month to fly from Chicago to Orlando Airport at $187 round-trip.
•June ($355) and July ($334) are the most expensive months.
•The price difference between flying in the cheapest and most expensive months is 89% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are flights from Chicago to Orlando Airport the cheapest?

Flights from Chicago to Orlando Airport are cheapest 5 weeks before departure. Booking in this window typically costs about 27% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

Expert advice

Expert advice for your flight from Chicago to Orlando

 
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on United Airlines, Frontier, ORD, MDW and MCO

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Harriet Baskas

Harriet Baskas

Expert on American Airlines

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Blane Bachelor

Blane Bachelor

Expert on Southwest

Blane Bachelor is a journalist and editor specializing in travel and aviation who writes regularly for top global outlets. Born and raised in Florida, Blane has worked and lived in four countries, including the Netherlands, where she’s currently based with her family. Her favorite way to get to know a new destination is by running or riding a bike around town – or hearing a spooky ghost story about local history. She will always choose the window seat.

Key details for Chicago to Orlando Airport flights

Low season

September

Cheapest flight

$113
Beat the crowds with an average 31% drop in travelers.
The most popular month to fly with an average 40% increase in travelers.
One-way 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

Flights from Chicago to Orlando: the best tips from KAYAK users' own experiences

Insights shared by verified travelers who flew the route from Chicago to Orlando 
SteveFlew with Spirit Airlines-Mar 2026
Bring a seat cushion if you're flying Spirit.
LaurenFlew with Spirit Airlines-Feb 2024
If you can get by with a personal item, spirit has the best prices often at the best times to fly chicago to orlando for a weekend

Your Chicago to Orlando Airport flight questions, answered

Find helpful answers about this route, including flight times, airports, airlines and booking tips.

  • What are the earliest and latest flights from Chicago to Orlando Airport?

    These are the earliest and latest flight times available from Chicago to Orlando Airport:

    • Earliest: departs at 5:00 am and lands at 7:49 am
    • Latest: departs at 8:50 pm and lands at 11:39 pm.

    The flight takes about 2h 49m.

  • What cabin classes can I book on flights from Chicago to Orlando Airport?

    Four cabin classes are available on flights from Chicago to Orlando Airport:

    • Economy Class
    • Premium Economy Class
    • Business Class
    • First Class

    Prices vary by airline.

  • How long is a flight from Chicago to Orlando Airport?

    A nonstop flight from Chicago to Orlando Airport takes 2h 49m, covering 994 miles.

  • Do I need a passport to fly from Chicago to Orlando Airport?

    No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID or another TSA-accepted form of identification.

  • How much should I expect to pay for a Chicago to Orlando Airport flight?

    Round-trip flights from Chicago to Orlando Airport range from $191 to $396, with an average of $285 over the past 12 months. Anything below $191 counts as a good deal.

  • How expensive are last-minute Chicago to Orlando Airport flights?

    Last-minute fares on this route (booked within two weeks of departure) run 14% above the $285 route average. Book 5 weeks before departure for the lowest fares.

  • How much can I save by taking a layover when flying from Chicago to Orlando Airport?

    On this route, layover flights are cheaper than nonstop options on average. Layover fares average $165 round-trip via Cincinnati Cinci./N. Kentucky (CVG), compared to $288 for nonstop.

  • How does on-time performance compare across airlines flying from Chicago to Orlando Airport?

    United Airlines is slightly above the route average for timely arrivals, while Southwest has a lower on-time arrival rate. On-time arrival rates on Chicago to Orlando Airport flights are:

    • United Airlines: 85% on time
    • Southwest: 83% on time
    • Frontier: 82% on time

    Overall, flights on this route are punctual 82% of the time on average.

  • What is the standard checked-bag allowance on flights from Chicago to Orlando Airport?

    There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $33–$100 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

  • How are flight departures from Chicago to Orlando Airport spread across the day?

    Morning is the busiest departure period on Chicago to Orlando Airport flights, with 44% of flights leaving in that window. Afternoon departures account for 35%, evening flights for 21%, and night flights for 0%.

  • Have flight prices from Chicago to Orlando Airport changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $221 to $1,571. That means the highest observed fare was about 7x higher than the lowest one.

  • Which airlines offer Wi-Fi on Chicago to Orlando Airport flights?

    Two airlines offer in-flight Wi-Fi on Chicago to Orlando Airport flights:

    • American Airlines
    • JetBlue

    Pricing varies by airline and fare class. Some plans are included with the ticket or loyalty program; others are paid add-ons priced by flight length.

  • How are flight prices from Chicago to Orlando Airport looking right now?

    One-way fares from Chicago to Orlando Airport are currently lower than usual. Average one-way flight prices are about $138, which is 18% below the typical average for this route.

  • What car rental options are available at Orlando Airport (MCO)?

    Orlando Airport (MCO) hosts 5 major car rental companies, with daily rates starting from around $1 for economy cars. Top options include:

    • Rent-A-Wreck
    • Routes Car & Truck Rentals
    • Hertz
    • Budget
    • Thrifty

  • Which airports can I use when flying from Chicago to Orlando Airport?

    Flights from Chicago to Orlando Airport may depart from several airports in Chicago area, including Chicago Midway (MDW), Chicago O'Hare Intl (ORD) and Chicago Greater Rockford (RFD). Flights usually arrive at Orlando (MCO).

  • What time of day has the fewest delays on flights from Chicago to Orlando Airport?

    Night flights have the fewest delays on this route, while evening departures tend to have the most.

  • At what point is a flight considered delayed from Chicago to Orlando Airport?

    A flight is considered delayed when it departs 15 minutes or more after its scheduled time. This is the standard used by the US Department of Transportation and most airline industry reporting. On the Chicago to Orlando Airport route, 19% of flights were delayed in the past 3 months, with delays averaging 2h 23m.

  • Which airports do connecting flights from Chicago to Orlando Airport pass through?

    One-stop flights from Chicago to Orlando Airport most commonly connect through:

    • Atlanta Hartsfield-Jackson (ATL) - 46% of one-stop connections
    • Chicago O'Hare Intl (ORD) - 45% of one-stop connections
    • New York John F Kennedy Intl (JFK) - 3% of one-stop connections
    • Charlotte Douglas (CLT) - 1% of one-stop connections

  • Can I save money by using flexible dates for flights from Chicago to Orlando Airport?

    Yes. Flexible dates can save you up to 17% on flights from Chicago to Orlando Airport. Tuesday is the cheapest departure day at $263 round-trip on average, while Sunday is the most expensive at $316, a difference of $53.

    KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • What airlines fly from Chicago to Orlando Airport?

    4 airlines operate flights between Chicago and Orlando Airport. The airlines offering nonstop flights on this route include:

    • United Airlines
    • Southwest
    • American Airlines
    • Frontier

  • How much time can I save by choosing a different layover airport from Chicago to Orlando Airport?

    Flying via Milwaukee-Mitchell (MKE) gives the shortest average 1-stop total travel time at 4h 14m, compared with 4h 24m via Indianapolis (IND) and 5h 12m via Detroit Metropolitan Wayne County (DTW).

  • What is the time difference between Chicago and Orlando Airport?

    Orlando Airport is 1 hour ahead of Chicago (Eastern Time vs Central Time). Plan for the time shift when scheduling connections or first-day activities.

  • What popular places can I visit in Orlando Airport?

    Some of the most popular sights in Orlando Airport are Universal Orlando Resort, Camping World Stadium and Tinker Field. These are among the most viewed places in Orlando Airport on KAYAK.

  • Which airlines offer extra legroom and free seat selection on Chicago to Orlando Airport flights?

    Among airlines operating Chicago to Orlando Airport flights:

    • Frontier: offers free seat selection
    • United Airlines: offers extra legroom; offers free seat selection
    • American Airlines: offers extra legroom; offers free seat selection
    • Southwest: offers free seat selection

    Extra legroom and free seat selection availability depends on fare class and route.

  • Which airlines include bags at no extra cost on Chicago to Orlando Airport flights?

    Here are some options for this route, based on selected ticket types and cabin classes:

    • Frontier: a cabin bag and a checked bag in Economy Class
    • United Airlines: a cabin bag and a checked bag in Economy Class
    • American Airlines: a cabin bag and a checked bag in Economy Class

    Bag allowance can vary by ticket type, cabin class, route and airline, so always check the fare details before booking.

Your guide to booking Chicago to Orlando Airport flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates are flexible, aim for a Tuesday departure and avoid flying on Sunday. On this route, Tuesday flights average $263, about $53 less than Sunday fares (17% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 5 weeks before you fly. On this route, that window historically saves about 27% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your Chicago to Orlando Airport trip for January. Fares historically average $187 round-trip in that month - typically $168 less than the most expensive month, which is June (based on the last 12 months).
  • For the best chance of arriving on time, fly with United Airlines. Over the past three months, 85% of United Airlines flights from Chicago to Orlando Airport arrived on time, slightly above the route average of 81%. When flights on this route arrive late, they're delayed by an average of 2h 23m, so choosing an airline with strong on-time performance can make a difference if you're on a tight schedule.
  • If you have the time, taking a 1-stop flight through Cincinnati Cinci./N. Kentucky Airport (CVG) can be cheaper than flying direct. The cheapest layover option averages $165 round-trip on this route - about $123 less than direct flights (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Orlando Airport.

    • Ramada by Wyndham Suites Orlando Airport
    • Hyatt Regency Orlando International Airport
    • Hampton Inn & Suites Orlando Airport @ Gateway Village

Prefer to fly direct from Chicago to Orlando Airport?

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

Direct departures

Chicago to Orlando

Monday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

Tuesday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

Wednesday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

Thursday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

Friday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

Saturday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

Sunday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

See more direct flights

Direct returns

Orlando to Chicago

Monday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

Tuesday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

Wednesday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

Thursday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

Friday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

Saturday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

Sunday

American Airlines,Frontier,Southwest, +1 more

American Airlines,Frontier, +2 more

See more direct flights

More options for your flight from Chicago to Orlando

Complete your trip to Orlando with a hotel stay or car rental