starting at $51
starting at $56
Compare airlines, prices, and flight durations for your trip
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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Answers to questions about the route that travelers are most interested in.
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.
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!
The Orlando — Chicago route is served by multiple airlines, including Frontier Airlines and Spirit Airlines. This is convenient for those who want the best balance of price, schedule, and travel conditions. Tickets start from $51, and depending on season and promotions, even better deals may appear. With our service, you can easily compare available options and book tickets that match your plans. The variety of carriers allows flexible choices and comfortable travel without overpaying.
starting at $51
starting at $56
Orlando — Chicago
02/05/2026
Departure
Direct flight
F91535
starting at $51
Orlando — Chicago
03/03/2026
Departure
Direct flight
NK1606
starting at $56
Orlando — Chicago
04/30/2026
Departure
Direct flight
F93853
starting at $56
Orlando — Chicago
02/24/2026
Departure
Direct flight
NK393
starting at $58
Orlando — Chicago
02/06/2026
Departure
Direct flight
F93043
starting at $61
Orlando — Chicago
04/24/2026
Departure
Direct flight
F93043
starting at $65
Orlando — Chicago
04/21/2026
Departure
Direct flight
NK1606
starting at $66
Orlando — Chicago
02/03/2026
Departure
Direct flight
NK393
starting at $68
Orlando — Chicago
05/16/2026
Departure
Direct flight
F93853
starting at $73
Orlando — Chicago
04/28/2026
Departure
Direct flight
NK1606
starting at $74
United Airlines
Su and Tu
starting at $105
The cheapest one-way flight from Orlando to Chicago departs on 02/05/2026, is operated by Frontier Airlines and costs $51
The cheapest roundtrip flight from Orlando to Chicago departs on 02/23/2026, is operated by Frontier Airlines and costs $88
Fastest flight from Orlando to Chicago takes 2h 59m
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RFD
There are direct flights on this route 4 days a week: Tu, Th, Fr, and Sa
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
We couldn't find any special offers for flights from Orlando to Chicago
A non-stop 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.
The cheapest flight ticket from Orlando to Chicago according to data for the last 48 hours costs $51
Often the best time to buy tickets from Orlando to Chicago is 2 months before departure.
Based on statistics over the past years, the lowest prices for flights from Orlando to Chicago can be found flying in these months: February, April, May.
The fastest flights from Orlando to Chicago start from 2 hours 59 minutes in the air.
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 — $51 (February 2026), maximum — $163 (June 2026). Typically, the flight costs $73–$88.