Flights from Orlando, FL to Chicago
The cheapest flights from Orlando, FL to Chicago
Cheapest
Average
The best way to find a cheap fare is to book your ticket as far in advance as you can and to avoid traveling at rush hour.
Flight schedule from Orlando, FL to Chicago
Find all the dates and times for this journey
Compare prices and tickets by train, bus or flight
Oct 04
Oct 05
Oct 06
Oct 07
Oct 08
Oct 09
Oct 10
The fastest flights from Orlando, FL to Chicago
Fastest Journey
3 h 3 m
Average
3 h 6 m
Flights per day
5
Distance
1585 km
Of the 5 flights that leave Orlando, FL for Chicago every day 5 travel direct so it’s quite easy to avoid journeys where you’ll have to change along the way.
More than 1,000 travel companies trust us to sell their tickets all in one place.
Overview: Orlando, FL to Chicago flight
 | Distance | 982 miles (1584 km) |
 | Average flight duration | 3 h 4 min |
 | Average plane ticket price | $72 (€69) |
 | Direct flight | No |
 | Airlines | Allegiant Air, United, Spirit Airlines, Southwest Airlines, frontier airlines or American Airlines |
Flights from Orlando, FL to Chicago cover the 982 miles (1584 km) long journey taking on average 3 h 4 min with our travel partners like Allegiant Air, United, Spirit Airlines, Southwest Airlines, frontier airlines or American Airlines. There are direct flight services available. While the average ticket price for this trip costs around $72 (€69), you can find the cheapest plane ticket for as low as $72 (€69).
Airlines: United and American Airlines flights from Orlando, FL to Chicago
You can travel by flight to Chicago from Orlando, FL with United and American Airlines for as low as $72 (€69). When you search for schedules and tickets, Omio will show you the best route.
United Airlines is one of the USA’s leading airline and operates domestic and international routes. Economy, Premium Economy and Business are the ticket fares that the airline offers for your next flight between Orlando, FL and Chicago.
One of the best ways to travel to Chicago from Orlando, FL is by taking a flight with United. Omio helps you find the ideal United flight to Chicago from Orlando, FL by showing you United current flight schedules and timetables, the plane tickets on offer (including amenities offered onboard and travel information like baggage allowance) and the best prices for this Orlando, FL to Chicago trip. You can expect to travel 982 miles (1584 km) to Chicago from Orlando, FL on a flight with United. If you are using the Omio app to search for flights from Orlando, FL to Chicago, you can check straight away if the United ticket is a mobile ticket, which makes it easy for you to go paperless when traveling without needing to purchase tickets in person at the airport. Once you’ve found that perfect flight, book your United plane ticket on Omio quickly and easily, then enjoy your upcoming trip to Chicago from Orlando, FL!
American Airlines is one of the leading airlines in the USA and the world; they offer Main Cabin, Business and First Class tickets for your flight to Chicago from Orlando, FL.
Looking for flights from Orlando, FL to Chicago? American Airlines is one of the best companies to travel with on the 982 miles (1584 km) journey to Chicago from Orlando, FL. As an official travel partner of American Airlines, Omio quickly shows you the latest American Airlines flight schedules and timetables, tickets and offers (such as baggage allowance and amenities provided onboard), travel information, and prices so that you can check for ideal departure and arrival times, compare the fastest Orlando, FL to Chicago routes, find the best amenities to make your trip smooth and easy, and buy the most affordable American Airlines plane tickets that fit your budget. If you use the Omio app to search for flights between Orlando, FL and Chicago, you can quickly see if the American Airlines ticket is a mobile ticket, making it easy for you to go paperless when taking a flight. Once you’re ready, book your Orlando, FL - Chicago flight now on Omio quickly and easily and enjoy your upcoming trip with American Airlines!
Travel Tips: Orlando, FL to Chicago Flight
More options for your journey from Orlando, FL to Chicago
Here are some other resources that might have the information you need
Most popular trains, buses and flights
Travel to popular destinations by train, bus or flight
The Omio App Makes Travel Planning Easy
We’ll get you where you want to go. From live train updates to mobile tickets, our innovative app is the ideal way to plan and keep track of your travel.
