Cheapest flights for Orlando – Chicago (ORL – CHI)

Aviasales.ge will find you the cheapest airfare for Orlando – Chicago by comparing the ticket prices to Chicago using 45 agencies, five booking systems, and 728 airlines. Where exactly you buy your tickets for Orlando – Chicago is up to you.

Orlando – Chicago is most popular in January, February and March. During this period the average ticket price is 520.

In the off-season – in February, March and August ticket prices drop to an average of 571.

Direct flight for from Orlando to Chicago

The easiest way to to get to your destination is a direct flight. Direct flights for from Orlando to Chicago are offered by:

  • American Airlines (daily AA985)
  • Frontier Airlines (3 days per week, flight F93043)
  • Allegiant Air (1 day per week, flight G42874)
  • Spirit Airlines (daily NK223)
  • United Airlines (daily UA1828)
  • Southwest Airlines (daily WN546)

Chicago is served by 6 airports: Merrill C Meigs, Chicago Rockford International Airport, Chicago Executive Airport, Chicago Midway International Airport, O'Hare International Airport and DuPage Airport. Direct flights for Orlando – Chicago are operated by:
  • Silver Airways, American Airlines, JetBlue Airways, Delta Air Lines, Frontier Airlines, Spirit Airlines, United Airlines, Southwest Airlines from Orlando International Airport to O'Hare International Airport
  • Delta Air Lines, Frontier Airlines, Southwest Airlines from Orlando International Airport to Chicago Midway International Airport
  • Allegiant Air from Orlando Sanford International Airport to Chicago Rockford International Airport
Flight with layover for the route from Orlando to Chicago

The lowest prices for flights with layovers are offered by Frontier Airlines with a layover in Atlanta. Tickets start at 381.

Affordable and convenient options are also available from:

  • Southwest Airlines (starting at 436 with a layover in Nashville)

A flight with a layover on the route Orlando – Chicago will allow you to make your trip more interesting. The layover could be in:

  • Buffalo (flight WN1783 Southwest Airlines)
  • Nashville (flight WN3352 Southwest Airlines)
  • New Orleans (flight WN1195 Southwest Airlines)

This is a great chance to get to know these cities. Layovers are usually at least six hours.

Please keep in mind that depending on the number of days remaining until your departure, ticket prices for Orlando – Chicago could change by more than 139%.

Aviasales.ge suggests buying tickets for Orlando – Chicago in advance in order to choose the conditions for your flight that best suit your preferences and budget.

General information on flight Orlando – Chicago (ORL – CHI)
1,587 km
Distance
1 ⁠hr
Current time difference
171
Number of flights per week
₾78
Lowest price
Average ticket price
06:00
Earliest flight out
21:20
Latest flight out

Ticket prices for Orlando – Chicago by month *

Month One-way Round-trip
January 2025 01.01.2025
02.01 - 09.01.2025
February 2025 19.02.2025
23.02 - 25.02.2025
March 2025 29.03.2025
29.03 - 16.04.2025
August 2025 01.08.2025
02.08 - 07.08.2025

* Prices found by users over the last 48 hours (they do not represent an offer).

Cheapest flight for from Orlando to Chicago found by our users over the last 48 hours: ticket with Frontier Airlines with a departure on 05.03.2025 and a price of 113 GEL.
Fastest flight for from Orlando to Chicago: ticket with Frontier Airlines with the nearest departure on 14.02.2025 and a flight duration of 3hrs. 4min..
Airports serving Orlando – Chicago

Orlando airports serving flights to Chicago:

  • Orlando International Airport (MCO)
  • Orlando Sanford International Airport (SFB)

Chicago airports accepting flights from Orlando:

  • O'Hare International Airport (ORD)
  • Chicago Midway International Airport (MDW)
  • Chicago Rockford International Airport (RFD)