Cheap flights from Chicago to Orlando

Chicago FSS
CHI
Orlando Executive
ORL

Flight deals from Chicago to Orlando

Below you can see the best deals on flights Chicago — Orlando for upcoming dates. Direct and connecting flights from various airlines — compare prices and choose the right ticket.

The lowest price for the next 2 months is on 9 September, from $54.

Top 10 cheap flights from Chicago to Orlando

F9
$ 54

Chicago — Orlando

15:50—19:46
9 Sep 2026
2 h 56 m
Direct flight
F9
$ 58

Chicago — Orlando

19:44—23:29
1 Sep 2026
2 h 45 m
Direct flight
F9
$ 58

Chicago — Orlando

19:44—23:29
2 Sep 2026
2 h 45 m
Direct flight
F9
F9
$ 61

Chicago — Orlando

06:20—17:09
9 Sep 2026
9 h 49 m
1 stop
F9
F9
$ 61

Chicago — Orlando

06:20—21:59
9 Sep 2026
14 h 39 m
1 stop
F9
F9
$ 61

Chicago — Orlando

07:05—17:55
8 Sep 2026
9 h 50 m
1 stop
F9
F9
$ 61

Chicago — Orlando

07:05—22:14
8 Sep 2026
14 h 9 m
1 stop
F9
F9
$ 61

Chicago — Orlando

07:05—08:09
8 Sep 2026
24 h 4 m
1 stop
F9
F9
$ 61

Chicago — Orlando

07:05—17:09
8 Sep 2026
33 h 4 m
1 stop
F9
F9
$ 62

Chicago — Orlando

06:20—21:59
12 Sep 2026
14 h 39 m
1 stop

Prices were found in the last 72 hours and may change — check the exact price when you continue.

About the Chicago — Orlando flight

Looking for cheap flights from Chicago to Orlando? Compare fares from different airlines, check the flight schedule and travel time — and book your Chicago — Orlando ticket online at the best price.

The route has direct flights — around 324 flights per week, flights are operated by United Airlines, American Airlines, Southwest Airlines, Spirit Airlines and 8 more airlines, a nonstop flight takes about 2 h 40 min, the distance between the cities is around 1,584 km.

Planning your trip? You may find our Orlando travel guide, how to get from the airport into town and Orlando weather forecast useful. To catch a low fare, use the low-price calendar and the monthly price chart on this page.

Facts about this route

from $39Min. price
NovemberCheapest
JunePeak season
YesDirect flights
1,584 kmDistance
2 h 40 minTravel time
20Airlines
324 / wkFlights

Flight schedule from Chicago to Orlando

The table shows direct flights from Chicago to Orlando on the selected date. The flight takes approximately 2 h 40 min. Regular flights are operated by United Airlines, American Airlines, Southwest Airlines and Spirit Airlines. Departures from O'Hare International Airport, Chicago Midway International Airport and Midway International Airport airports, arrivals at Orlando International Airport and Orlando Sanford International Airport.

For each flight, the following details are shown: departure time (local), arrival city and airport, flight number and airline, terminal or gate, and status. Click on a flight to open its details and go to ticket search. To view flights on a different day, change the date above the table.

Today
Any time
Last update: 14 Aug 2026

Flight ticket prices by day: Chicago — Orlando

Below is a calendar of the lowest flight ticket prices for Chicago — Orlando by day. Pick a convenient date and instantly see the fare. The cheapest flights on this route start from $39 in November, and the most expensive are around $165 in June. If your travel dates are flexible, the calendar will help you find the best price for your preferred period. To view round-trip fares, switch to the "Round trip" tab above the calendar, select your departure date — and the right-hand calendar will highlight the lowest prices for return flights on each day.

 
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Prices by month

Average one-way fares from Chicago to Orlando by month. Tickets are usually cheapest in September (around $163) and priciest in March (about $230) — use the table and chart below to pick the best time to fly.

MonthAverage priceLevelMonthAverage priceLevelMonthAverage priceLevel
Jan$212highMay$181mediumSep$163low
Feb$205highJun$224highOct$169low
Mar$230highJul$218highNov$187medium
Apr$193mediumAug$199mediumDec$224high

Some values are estimated based on seasonality.

When to fly

Weather in Orlando: it is warmest in July (up to 32 °C on average) and coolest in January (around 21 °C). The driest month is March.

Tickets are usually cheapest in November and most expensive in June. Compare prices and weather by month in the charts below to pick the best time to fly.

Temperature · Orlando

Dry and wet days · Orlando

Wind speed and direction · Orlando

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How to get the best deal on a Chicago — Orlando ticket

  • Book ahead: fares for Chicago — Orlando are usually lower 3–8 weeks before departure than at the last minute.
  • Play with your dates — Tuesday, Wednesday and Saturday departures are often cheaper than Friday and Sunday.
  • Chicago is served by more than one airport — compare fares and travel time to each before you book.
  • The cheapest month to fly to Orlando is usually November — plan your trip around it if your dates are flexible.
  • Compare direct and connecting flights: nonstop is faster, while a connection is sometimes noticeably cheaper.
  • Watch the low-price calendar and the monthly price trend on this page — they make it easier to catch a good date.
  • Travelling light? Pick a cabin-baggage-only fare — tickets without checked luggage are noticeably cheaper.
  • Get to the airport in good time — about 2–3 hours before an international departure and roughly an hour before a domestic one.

Airlines

Flights on the Chicago — Orlando route are operated by 12 airlines; United Airlines runs the most flights (around 27% of all flights). Compare carriers, flight shares and schedules below.

  • United AirlinesUA
    29x/week
    WebsiteFleet: 956165M pax/year
    • Direct flight ORD → MCO29x/week
      Duration
      2h 57m
      Days
      MTWTFSS
    26.9%Open →
  • American AirlinesAA
    23x/week
    WebsiteFleet: 965211M pax/year
    • Direct flight ORD → MCO23x/week
      Duration
      2h 46m
      Days
      MTWTFSS
    21.0%Open →
  • Southwest AirlinesWN
    16x/week
    WebsiteFleet: 817140M pax/year
    • Direct flight MDW → MCO14x/week
      Duration
      2h 41m
      Days
      MTWTFSS
    • Direct flight ORD → MCO2x/week
    14.5%Open →
  • Spirit AirlinesNK
    14x/week
    WebsiteFleet: 20544.1M pax/year
    • Direct flight ORD → MCO14x/week
      Duration
      2h 39m
      Days
      MTWTFSS
    13.0%Open →
  • Frontier AirlinesF9
    9x/week
    WebsiteFleet: 15329M pax/year
    • Direct flight ORD → MCO6x/week
      Duration
      3h 1m
      Days
      MTWTFSS
    • Direct flight MDW → MCO3x/week
      Duration
      2h 41m
      Days
      MTWTFSS
    8.0%Open →
  • Alaska AirlinesAS
    6x/week
    WebsiteFleet: 31545M pax/year
    • Direct flight ORD → MCO6x/week
    5.2%Open →
  • EmiratesEK
    2x/week
    WebsiteFleet: 26051.9M pax/year
    • Direct flight ORD → MCO2x/week
    1.9%Open →
  • Azul Linhas Aereas BrasileirasAD
    2x/week
    WebsiteFleet: 18228M pax/year
    • Direct flight ORD → MCO2x/week
    1.5%Open →
  • Air New ZealandNZ
    2x/week
    WebsiteFleet: 10816M pax/year
    • Direct flight ORD → MCO2x/week
    1.5%Open →
  • Air CanadaAC
    2x/week
    WebsiteFleet: 20346M pax/year
    • Direct flight ORD → MCO2x/week
    1.5%Open →
  • Copa AirlinesCM
    1x/week
    WebsiteFleet: 10316.1M pax/year
    • Direct flight ORD → MCO1x/week
    1.2%Open →
  • GOL Linhas AéreasG3
    1x/week
    WebsiteFleet: 13830M pax/year
    • Direct flight ORD → MCO1x/week
    0.9%Open →

Cities and airports on the Chicago — Orlando route

Flights Chicago — Orlando depart from O'Hare International Airport, Chicago Midway International Airport, Midway International Airport and Chicago Rockford International Airport and arrive at Orlando International Airport and Orlando Sanford International Airport. Below are pages for the cities, countries, and airports on the route: airlines, schedules, and travel guides.

Departure

Chicago

CHI
United States
About the cityHow to get thereWeatherAll about the country United States
Arrival

Orlando

ORL
United States
About the cityHow to get thereWeatherAll about the country United States
Departure airports
Arrival airports

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Frequently asked questions about the Chicago — Orlando flight

How long is the flight from Chicago to Orlando?

A nonstop Chicago — Orlando flight takes about 2 h 40 min — the distance between the cities is around 1,584 km.

How far is it from Chicago to Orlando?

The distance from Chicago to Orlando is about 1,584 km, which a nonstop flight covers in around 2 h 40 min.

Are there direct flights from Chicago to Orlando?

Yes, there are nonstop flights Chicago — Orlando — around 324 flights per week.

Which airlines fly from Chicago to Orlando?

Airlines operating Chicago — Orlando include United Airlines, American Airlines, Southwest Airlines, Spirit Airlines, Frontier Airlines. See the full list with schedules in the "Airlines" section on this page.

Which airports do Chicago — Orlando flights use?

Flights from Chicago depart from O'Hare International Airport, Chicago Midway International Airport, Midway International Airport, and arrive at Orlando International Airport, Orlando Sanford International Airport. If a city has more than one airport, check which one your ticket uses before you travel.

How much is a ticket from Chicago to Orlando?

The price of a Chicago — Orlando ticket depends on your travel date, season and demand: it is usually cheapest to fly in November, and most expensive in June. Tickets typically cost between $39 and $165. Check the current lowest fare and low-price calendar on this page.

When is the best time to book flights Chicago — Orlando?

Flights Chicago — Orlando are usually cheaper when booked in advance — a few weeks before departure and away from peak dates; the most budget-friendly month to fly is November. Compare prices by month in the price trend chart on this page.

How can I find the cheapest flights from Chicago to Orlando?

To catch a low fare Chicago — Orlando, book a few weeks in advance, keep your dates flexible, and compare airlines and connecting options. The low-price calendar and monthly price chart on this page show the cheapest days and months at a glance: the most budget-friendly month to fly is usually November.

How early should I arrive at the airport?

For international flights, plan to be at the airport about 2–3 hours before departure, and around an hour before a domestic flight. Allow extra time during busy travel seasons and at large hubs, where check-in and security lines can be longer.

Where else you can fly from Chicago

See all
New York CityTorontoDetroitWashington, D.C.AtlantaMinneapolisLos AngelesSeattleBostonDallasHoustonDenverLondonNashvilleIndianapolisSan DiegoMontrealMilwaukeeSt. LouisCharlottePhiladelphiaColumbusKansas CityMiamiPhoenixLas VegasCincinnatiGrand RapidsDes MoinesRaleighSan FranciscoMadisonDaytonGreen BayTampaPittsburghLouisvilleKnoxvilleRochesterCleveland

Where else you can fly from Orlando

See all
New York CityAtlantaWashington, D.C.DallasSan JuanCharlottePhiladelphiaBostonHoustonMiamiLos AngelesFort LauderdaleDetroitTorontoDenverNashvilleSeattleBogotaRaleighNew OrleansSan FranciscoPanama CityAustinMinneapolisSalt Lake CityClevelandLondonSan DiegoMexico CityLas VegasIndianapolisHartfordSao PauloPhoenixMontrealSanto DomingoPunta CanaPittsburghNorfolkColumbus

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