On this page, you can find and book flights from Orlando to Chicago. There are about 107 weekly flights on this route, and information on how to get to Orlando airport will help you plan the start of your trip in advance.
Flights are operated by airlines such as United Airlines, American Airlines, and Frontier. Ticket prices are dynamic, so we recommend using the low-price calendar and exploring ways to get from Chicago airport to the city center.
The table shows direct flights Orlando → Chicago on the selected date. The flight takes approximately 3 h 5 min. Regular flights are operated by United Airlines, American Airlines, Southwest Airlines and Spirit Airlines. Departures from Orlando International Airport and Orlando Sanford International Airport airports, arrivals at O'Hare International Airport, Chicago Midway International Airport and Midway 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.
Below is a calendar of the lowest flight ticket prices for Orlando — Chicago by day. Pick a convenient date and instantly see the fare. The cheapest flights on this route start from AED 219 in ,, and the most expensive are around AED 803 in r. 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.
Orlando → Chicago, average one-way price
| Month | Average price | Level | Month | Average price | Level | Month | Average price | Level |
|---|---|---|---|---|---|---|---|---|
| Jan | AED 699 | low | May | AED 931 | high | Sep | AED 652 | low |
| Feb | AED 652 | low | Jun | AED 978 | high | Oct | AED 699 | low |
| Mar | AED 885 | high | Jul | AED 978 | high | Nov | AED 792 | medium |
| Apr | AED 792 | medium | Aug | AED 838 | medium | Dec | AED 955 | high |
Some values are estimated based on seasonality.
The warmest time in Chicago is July and August, with average temperatures around 26°C. The coldest weather and frequent precipitation occur in January, when temperatures drop to -5°C, as well as in rainy May.
The lowest flight cost was recorded in August, starting AED 219. Prices peak in January, when ticket costs start AED 693.
September is considered the best time to visit: this month enjoys a comfortable temperature of around 23°C, while prices remain affordable. We recommend avoiding travel in January due to high costs and harsh weather conditions.
More than 20 carriers operate on the flight route from Orlando to Chicago, with United Airlines, American Airlines, and Frontier handling the majority of flights. There are approximately 107 weekly departures, including direct flights and connecting options. Detailed information on flight schedules and each airline's policies can be found in the list below.
Flights Orlando — Chicago depart from Orlando International Airport and Orlando Sanford International Airport and arrive at O'Hare International Airport, Chicago Midway International Airport, Midway International Airport and Chicago Rockford International Airport. Below are pages for the cities, countries, and airports on the route: airlines, schedules, and travel guides.
The distance between the cities is 1,584 km. Travel time on a direct flight usually takes about 2 hours and 30 minutes.
The main carriers are United Airlines, American Airlines, and Frontier. Flights with connections from other international airlines are also available.
Yes, there are several daily direct flights on this route, allowing you to reach your destination as quickly as possible.
Most flights from Orlando arrive at O'Hare or Midway International Airports in Chicago.
The most favorable prices are often found for departures in August. We recommend checking current prices in the low-price calendar on our website.
Where travelers fly most — pick a route and check prices
