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:
Orlando airports overview
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Chicago airports overview
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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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Find the best deals on cheap flights from Orlando to Chicago with our air ticket search website! Whether you're planning a business trip or a leisurely getaway, we've got you covered. Explore the Windy City without breaking the bank by comparing prices from top airlines. With our user-friendly interface, you can easily find the most affordable options for your travel dates. Chicago offers a vibrant cultural scene, iconic architecture, and delicious deep-dish pizza. Don't drain your wallet on airfare; let us help you save with our extensive selection of discounted flights. Book your tickets now and enjoy the convenience and comfort of a budget-friendly journey from Orlando to Chicago. Start your adventure today!
Cheapest one way flight
$27
Frontier Airlines
Direct flight
3h 3m
01/30/2026
The cheapest one-way flight from Orlando to Chicago departs on 01/30/2026, is operated by Frontier Airlines and costs $27
Cheapest round trip flight
$65
Frontier Airlines
Direct flight
6h 15m
01/29/2026
The cheapest roundtrip flight from Orlando to Chicago departs on 01/29/2026, is operated by Frontier Airlines and costs $65
The fastest flight
2h 48m
Fastest flight from Orlando to Chicago takes 2h 48m
Direct flights
Every day
There are direct flights on this route 7 days a week: Su, Mo, Tu, We, Th, Fr, and Sa
Earliest flight
6:40 AM
Latest flight
9:10 PM
Direct flights count
71
Distance
1587km
Timezone difference
1h
The distance between Orlando and Chicago is 1587km (984 miles). There are 71 direct flights from Orlando to Chicago. The time difference between Orlando and Chicago is 1h. Flights from Orlando begin at 6:40 AM. The latest flight from Orlando departs at 9:10 PM
January 2026
Lowest price
on average:
$27
May 2026
Highest price
on average:
$225
Avg Price
The route Orlando — Chicago is served by many carriers — 5 in total, including Frontier Airlines, Spirit Airlines, Allegiant Air, JetBlue Airways, and Southwest Airlines. This gives passengers wide opportunities: from finding the lowest fare (from $27) to selecting flights by schedule or service class. Our service aggregates data from multiple booking systems so you can compare offers in one place. This saves time and money: no need to check dozens of sites — just pick the right option and book online.
Orlando — Chicago • Cheap flights & Airline Tickets Starting at $27 | Flaut.Travel
Chicago Rockford International Airport
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RFD
140km
We couldn't find any special offers for flights from Orlando to Chicago
How much is the cheapest flight ticket from Orlando to Chicago?
The cheapest flight ticket from Orlando to Chicago according to data for the last 48 hours costs $27
When is the best time to buy air tickets on the route Orlando — Chicago?
Often the best time to buy tickets from Orlando to Chicago is 2 months before departure.
When is the cheapest time of year to fly from Orlando to Chicago?
Based on statistics over the past years, the lowest prices for flights from Orlando to Chicago can be found flying in these months: January, December, May.
How long does it take to fly from Orlando to Chicago?
The fastest flights from Orlando to Chicago start from 2 hours 48 minutes in the air.
Which airline can fly direct from Orlando to Chicago?
The following airlines operate direct flights on the route Orlando — Chicago: Frontier Airlines, Spirit Airlines
In different months, ticket prices from Orlando to Chicago vary: minimum — $27 (January 2026), maximum — $225 (May 2026). Typically, the flight costs $112–$310.
