Find Cheapest Airlines Flying from Orlando to Chicago

Choose from 2 airlines fly from Orlando to Chicago, including Spirit Airlines, United Airlines, Frontier Airlines has lowest fares on this route.
Airlines are determined based on actual purchased flight tickets from Orlando to Chicago according to previous 12 months data from Trip.com.

Explore the cheapest flights from Orlando to Chicago in the next three months. Based on Trip.com's data from the latest 7 days, one-way direct flights start at AU$ 43, and round-trip direct tickets start at AU$ 76.

Displayed flight fares from Orlando to Chicago are based on average prices across airlines for the next 3 months, according to the latest Trip.com database.

Orlando to Chicago Flight Details

The distance between Orlando and Chicago is approximately 1,588.53km. It takes around 3 hours 9 minutes on average to fly from Orlando to Chicago. Based on Trip.com's data travel demand peaks in July. The off-season for travel is October.

Cheapest one-way flight priceAU$ 43
Cheapest return ticket priceAU$ 76
Off-season for travelOctober
Peak season for travelJuly
Flight distance1,588.53km
Average flight time3 hours 9 minutes
Popular airlineSpirit Airlines
Flight statistics for the Orlando–Chicago route are based on aggregated booking data from Trip.com over the past 12 months.

Trip.com Price Insights on Flights from Orlando to Chicago

What is the cheapest month for one-way flights from Orlando to Chicago?

The average one way ticket price paid by Trip.com users from Orlando to Chicago in each month over the past 12 months.

Based on Trip.com data, the cheapest month to fly from Orlando to Chicago is Jan, with an average price of AU$ 144. The most expensive month is usually Nov, with average prices reaching AU$ 257.

AU$ 257
AU$ 201
AU$ 144
AU$ 88
  • AU$ 144
    Jan
  • AU$ 144
    Feb
  • AU$ 202
    Mar
  • AU$ 244
    Apr
  • AU$ 209
    May
  • AU$ 189
    Jun
  • AU$ 183
    Jul
  • AU$ 207
    Aug
  • AU$ 173
    Sep
  • AU$ 202
    Oct
  • AU$ 257
    Nov
  • AU$ 214
    Dec

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

Data is based on the average flight price for each day of the week from Orlando to Chicago on Trip.com over the past 12 months.

Based on Trip.com data from the past 12 months, the cheapest day to fly from Orlando to Chicago is Fri, with average prices lower than on other days. Avoid Sun, as prices are usually highest then.

AU$ 275
AU$ 213
AU$ 150
AU$ 88
    Cheapest
  • AU$ 207
    Mon
  • AU$ 245
    Tue
  • AU$ 172
    Wed
  • AU$ 178
    Thu
  • AU$ 150
    Fri
  • AU$ 200
    Sat
  • AU$ 275
    Sun

Flight FAQs

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

    Based on Trip.com data, Frontier Airlines offers one-way fares as low as AU$ 43 on Cheapest nonstop routes (e.g. MCO to ORD on Sun, Feb 15), while Frontier Airlines offers Cheapest nonstop round-trips from AU$ 76 departing on Sat, Jan 31 and returning on Tue, Feb 3.
  • At the moment, you can catch a direct flight from Orlando to Chicago with the following airlines, including: Spirit Airlines United Airlines Selected airlines are based on historical data collected from flight bookings users made on Trip.com within the last 90 days.
  • It takes about 3 hours 9 minutes to fly from Orlando (ORL) to Chicago (CHI).
  • By analyzing data from all airlines on the Trip.com flight calendar, it looks like the best time to book a flight from Orlando to Chicago 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.
  • Based on Trip.com data in the past 4 weeks, there is 55 flight per week flying from Orlando to Chicago. You can check the weekly schedule for popular airlines on this route below: United Airlines: S/M/T/W/T/F/S -- UA1097 (09:45)
  • To find best deals on flights from Orlando to Chicago, 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 Sun, Feb 15, with one-way flights priced at just AU$ 43.
    · 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 Chicago travel is around July.
    · Get exclusive promo codes for Trip.com app users.
  • The cheapest months to fly from Orlando to Chicago is October, when demand for travel is lower.
  • After crunching the numbers on our January flight calendar, it's currently cheapest to fly from Orlando to Chicago on January 30, 2026 with Frontier Airlines, with prices starting at AU$ 29.
  • You can land at any one of the following hubs in Chicago, with Orlando International Airport to O'Hare International Airport (MCO-ORD) is by far the most common option on this route: Midway International Airport (MDW) O'Hare International Airport (ORD) Chicago Rockford International Airport (RFD).
  • The time difference between Chicago and Orlando is 1h.
  • 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.