Cheap Flights from Orlando to Chicago Starting at $41

Helping travelers to find the best flight offers

Cheapest flights from Orlando to Chicago

Flaut.Travel was designed and developed by a team dedicated to making the process of searching, comparing and booking airline tickets as easy and convenient as possible. Our service helps travelers to find and buy the cheapest flights from Orlando to Chicago. We have connected more than 40 airlines and airline ticketing agencies to help you find the most suitable and affordable flight option.

Cheapest one way flight

$41

Spirit Airlines
Spirit Airlines
Direct flight
3h 8m
06/25/2025

The cheapest one-way flight from Orlando to Chicago departs on 06/25/2025, is operated by Spirit Airlines and costs $41

Cheapest round trip flight

$90

Allegiant Air
Allegiant Air
Direct flight
5h 23m
07/11/2025

The cheapest roundtrip flight from Orlando to Chicago departs on 07/11/2025, is operated by Allegiant Air and costs $90

The fastest flight

2h 44m

Fastest flight from Orlando to Chicago takes 2h 44m

Direct flights

Several times a week

There are direct flights on this route 5 days a week: Mo, Tu, We, Th, and Fr

Earliest flight

6:25 AM

Latest flight

9:55 PM

Direct flights count

54

Distance

1587km

Timezone difference

1h

The distance between Orlando and Chicago is 1587km (984 miles). There are 54 direct flights from Orlando to Chicago. The time difference between Orlando and Chicago is 1h . Flights from Orlando begin at 6:25 AM. The latest flight from Orlando departs at 9:55 PM.

See also:

Cheap flights to United States

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Direct flights airfares to Chicago

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Cheapest air tickets to Orlando

Airfare from Orlando to Chicago by month

We carefully collect statistics on the search and pricing of airlines and, based on these data, we make an assumption about future prices. Thus, you can better understand which season is the cheapest to fly from Orlando to Chicago

Airlines operating on route

Below you will find a list of airlines operating flights on the Orlando — Chicago route and the starting prices for flights of each specific airline on it.

Allegiant Air
Allegiant Air

Starting at $35

Spirit Airlines
Spirit Airlines

Starting at $44

Frontier Airlines
Frontier Airlines

Starting at $45

Direct Flights from Orlando to Chicago

A direct flight is the most convenient and comfortable way to fly from Orlando to Chicago, despite the fact that sometimes flights with transfers can cost significantly less.

Schedule of direct flights from Orlando to Chicago

A direct flight is the easiest way to get to your destination. The following airlines operate non-stop flights from Orlando to Chicago:

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Unable to find information about the schedule of direct flights from

Orlando airports overview

Chicago airports overview

Frequently asked questions (FAQ)

Answers to questions about the route that travelers are most interested in.

Special offers and sales on air tickets from Orlando to Chicago

We keep tight track on airlines' pre-holidays sales and other special offers occurences all the time to let you save maximum amount of funds while traveling to your family or just going out on vacation.

Alternative routes

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