Cheap Flights Chicago – Orlando from CAD 63

Flight FAQs

• Which airlines offer the cheapest flights from Chicago (CHI) to Orlando (ORL)?

  Based on Trip.com data, Frontier Airlines offers one-way fares as low as CAD 63 on Cheapest nonstop routes (e.g. ORD to MCO on Sat, Jun 6), while Frontier Airlines offers Cheapest nonstop round-trips from CAD 170 departing on Wed, Jun 3 and returning on Tue, Jun 9.

• Which airlines offer direct flights from Chicago to Orlando?

  At the moment, you can catch a direct flight from Chicago to Orlando with the following airlines, including: Frontier Airlines Selected airlines are based on historical data collected from flight bookings users made on Trip.com within the last 90 days.

• How long is the flight from Chicago (CHI) to Orlando (ORL)?

  It takes about 2 hours 58 minutes to fly from Chicago (CHI) to Orlando (ORL).

• When is the best time to book flights from Chicago to Orlando?

  By analyzing data from all airlines on the Trip.com flight calendar, it looks like the best time to book a flight from Chicago to Orlando is around 40 days (6 weeks) in advance, and the best time to fly is usually on Tuesday, Wednesday, and Saturday. Tuesday typically offers the cheapest flights for departure, while Saturday offers the best return deals.

• How can I find the best deals on flights from Chicago to Orlando?

  To find best deals on flights from Chicago to Orlando, you can use various tools on Trip.com:
  · Be flexible with your travel dates to get the cheapest flight deal. Now the cheapest flight deal is on Sat, Jun 6, with one-way flights priced at just CAD 63.
  · Compare airlines strategically. Budget carriers often provide the lowest base fares, while we found the most affordable airline currently operating on this route is Frontier Airlines.
  · Set up price alerts to easily monitor ticket prices without having to check every day.
  · Check Trip.com flight deals and promo codes frequently.
  · Avoid peak season unless you book very early. It seems the peak season for Orlando travel is around July.
  · Get exclusive promo codes for Trip.com app users.

• When is the best time to book a flight from Chicago to Orlando to get the best price?

  The cheapest months to fly from Chicago to Orlando is October, when demand for travel is lower.

• Which upcoming date is the cheapest for flights from Chicago to Orlando?

  After crunching the numbers on our May flight calendar, it's currently cheapest to fly from Chicago to Orlando on May 27, 2026 with Frontier Airlines, with prices starting at CAD 40.

• Which airports can I fly through when travelling to Orlando from Chicago?

  You can land at any one of the following hubs in Orlando, with Chicago O'Hare International Airport to Orlando International Airport (ORD-MCO) is by far the most common option on this route: Orlando International Airport (MCO) Orlando Herndon Airport (ORL) Orlando Sanford International Airport (SFB).

• What is the time difference between Chicago and Orlando?

  The time difference between Orlando and Chicago is 1h.

• How can I change or cancel my flight ticket from Chicago to Orlando?

  Tickets can only be changed or cancelled if permitted by airline policy. To submit a change or cancellation request, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and segment, and submit a request. Please note that additional charges may apply according to the airline ticket policy. However, if the flight has been rescheduled and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For more details about change and cancellation policies, please check the customer support pages.