Cheapest airlines flights from Orlando to Chicago

You can choose from 1 airlines that fly from Orlando to Chicago, including Frontier Airlines, Frontier Airlines has lowest fares on this route.
Frontier Airlines logo Frontier Airlines
Airlines are determined based on actual purchased flight tickets from Orlando to Chicago according to previous 12 months data from Trip.com.

Search for direct flights from Orlando to Chicago in the next 3 months. Based on Trip.com's latest 7-day flight data, one-way direct flights start at US$45, and round-trip direct flights start at US$73.

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 about 1,588.53 km. The average flying time from Orlando to Chicago is around 3 hours 58 minutes. Based on Trip.com's latest data, travel demand is highest in July. The off-season for travel is October.

Cheapest one-way flight priceUS$45
Cheapest return ticket priceUS$73
Cheapest monthOctober
Peak season for travelJuly
Flight distance1,588.53 km
Average flight time3 hours 58 minutes
Popular airlineFrontier 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

Which month has the cheapest one-way flights from Orlando to Chicago?

The average price of one-way flights from Orlando to Chicago purchased by Trip.com users by month over the past 12 months.

Based on Trip.com’s data, the cheapest month for flights from Orlando to Chicago is September, with an average price of US$117; while the month with the highest flight price is usually November, with an average price of up to US$174.

US$174
US$146
US$117
US$89
    Cheapest
  • US$138
    Mar
  • US$165
    Apr
  • US$141
    May
  • US$128
    Jun
  • US$124
    Jul
  • US$140
    Aug
  • US$117
    Sep
  • US$136
    Oct
  • US$174
    Nov
  • US$145
    Dec
  • US$137
    Jan
  • US$131
    Feb

What is the cheapest day of the week to fly from Orlando to Chicago?

Average weekly flight prices from Orlando to Chicago by travel date (Based on Trip.com’s past 12 months of data)

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

US$196
US$152
US$107
US$63
    Cheapest
  • US$142
    Mon
  • US$170
    Tue
  • US$118
    Wed
  • US$111
    Thu
  • US$107
    Fri
  • US$137
    Sat
  • US$196
    Sun

What is the cheapest day to fly from Orlando to Chicago during Easter Day?

Based on Trip.com's data over the past 3 days, these are the lowest one-way flight prices from Orlando to Chicago during Easter Day.

During the Easter Day period, the cheapest flights from Orlando to Chicago were available on Apr 12 with the lowest price being US$63.

US$167
US$115
US$63
US$11
    Cheapest
  • US$114
    Apr 8
  • US$100
    Apr 9
  • US$139
    Apr 10
  • US$167
    Apr 11
  • US$63
    Apr 12
  • US$78
    Apr 13
  • US$70
    Apr 14

Frequently Asked Questions

  • What are the cheapest flights from Orlando to Chicago (ORL-CHI)?

    Based on Trip.com data, Frontier Airlines offers one-way fares as low as US$45 on Cheapest nonstop routes (e.g. MCO to ORD on Sat, May 9), while Frontier Airlines offers Cheapest nonstop round-trips from US$73 departing on Sat, May 2 and returning on Sat, May 9.
  • At the moment, you can catch a nonstop flight from Orlando to Chicago with the following airlines, including: Frontier Airlines Spirit 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 58 minutes to fly from Orlando to Chicago.
  • 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.
  • 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 Sat, May 9, with one-way flights priced at just US$45.
    · 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 March flight calendar, it's currently cheapest to fly from Orlando to Chicago on March 16, 2026 with Frontier Airlines, with prices starting at US$50.
  • 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 canceled 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.

Trip.com Airline Insights on Flights from Orlando to Chicago

Which airline offers the cheapest direct flights from Orlando to Chicago?

Data is based on the average price of all nonstop flights from Orlando to Chicago on Trip.com over the past 12 months.

Based on Trip.com’s data from the past 12 months, Allegiant Air provides the lowest-priced direct flights from Orlando to Chicago, with fares starting at US$70.

US$17
US$70
US$123
US$176
US$229
Allegiant Air
US$70
Allegiant Air
Frontier Airlines
US$111
Frontier Airlines
Spirit Airlines
US$143
Spirit Airlines
American Airlines
US$223
American Airlines
United Airlines
US$229
United Airlines

Which airline operates the most flights from Orlando to Chicago?

Total flights from Orlando to Chicago across all airlines. (Based on Trip.com data from the past month)

Based on Trip.com’s data from the past month, United Airlines operates the most frequent flights from Orlando to Chicago, with 73 flights per week.

15
34
54
73
United Airlines
73
United Airlines
American Airlines
52
American Airlines
Air New Zealand
46
Air New Zealand
Air Canada
46
Air Canada
Copa Airlines
34
Copa Airlines

How many flights fly from Orlando to Chicago daily?

The data is based on the flight numbers for each day of the week from Orlando to Chicago within the Trip.com database over the past month.

Based on the past month's historical data from Trip.com, the number of flights from Orlando to Chicago is the highest on Friday and the lowest on Tuesday.

389
320
250
181
Highest
289
Mon
250
Tue
275
Wed
296
Thu
389
Fri
362
Sat
346
Sun

Note: Prices shown on this page are the estimated lowest prices found in the last 24 hours and include all taxes and fees.

Book with no extra fees

Prices displayed on this page are all-inclusive (incl. taxes, fuel surcharges, Civil Aviation Development Fund, etc.), and all fees are clearly shown before you pay. Charges for checked baggage, onboard meals, Wi‑Fi, and other optional services are also included where applicable in the flight cards.

Real-time pricing updates

Prices, availability, and travel details on this page have been updated within the last 24 hours, and for many routes are refreshed in real time. The more popular the route, the more accurate and up-to-date the data.

Change & Cancellation Policy

Trip.com shows the change and cancellation rules for each ticket during the booking process, including all related fees and conditions. Please refer to the following scenarios:
Voluntary cancellation/change:
To request a change or cancellation, go to the flight bookings page, select the option to change or cancel your booking, choose the relevant passengers and flight segment, and submit your request. Please note that additional charges may apply based on the airline’s fare rules.
Cancellation/change due to a flight schedule change:
If your flight has been rescheduled and you would like to change or cancel your ticket, you can submit an involuntary cancellation request. For full details of change and cancellation policies, please refer to the customer support pages.