starting at $43
starting at $46
starting at $109
starting at $115
starting at $121
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 route Orlando — Chicago is served by many carriers — 5 in total, including Frontier Airlines, Spirit Airlines, Allegiant Air, American Airlines, and United Airlines. This gives passengers wide opportunities: from finding the lowest fare (from $43) 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.
starting at $43
starting at $46
starting at $109
starting at $115
starting at $121
Orlando — Chicago
05/06/2026
Departure
Direct flight
F91349
starting at $43
Orlando — Chicago
03/18/2026
Departure
Direct flight
NK1606
starting at $46
Orlando — Chicago
03/25/2026
Departure
Direct flight
F91457
starting at $70
Orlando — Chicago
05/03/2026
Departure
Direct flight
NK393
starting at $75
Orlando — Chicago
04/19/2026
Departure
Direct flight
F93853
starting at $91
Orlando — Chicago
03/21/2026
Departure
Direct flight
G42955
starting at $109
Orlando — Chicago
04/26/2026
Departure
Direct flight
AA938
starting at $115
Orlando — Chicago
03/20/2026
Departure
Direct flight
G42873
starting at $116
Orlando — Chicago
03/17/2026
Departure
Direct flight
UA2341
starting at $121
Orlando — Chicago
03/23/2026
Departure
Direct flight
UA583
starting at $125
The cheapest one-way flight from Orlando to Chicago departs on 05/06/2026, is operated by Frontier Airlines and costs $43
The cheapest roundtrip flight from Orlando to Chicago departs on 04/23/2026, is operated by Frontier Airlines and costs $114
Fastest flight from Orlando to Chicago takes 2h 49m
There are direct flights on this route 6 days a week: Su, Mo, Tu, We, Fr, and Sa
The distance between Orlando and Chicago is 1587km (984 miles). The time difference between Orlando and Chicago is 1h
Unable to find information about the schedule of direct flights from
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.
We couldn't find any special offers for flights from Orlando to Chicago
The cheapest flight ticket from Orlando to Chicago according to data for the last 48 hours costs $43
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: May, March, April.
The fastest flights from Orlando to Chicago start from 2 hours 49 minutes in the air.
The following airlines operate direct flights on the route Orlando — Chicago: Frontier Airlines, Spirit Airlines, Allegiant Air
In different months, ticket prices from Orlando to Chicago vary: minimum — $43 (May 2026), maximum — $69 (April 2026). Typically, the flight costs $53–$115.