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Cheapest flights from Chicago to Orlando
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 Chicago to Orlando. We have connected more than 40 airlines and airline ticketing agencies to help you find the most suitable and affordable flight option.
Remember that on average the ideal time to book flights is 2 months before departure!
A non-stop flight is the most convenient and comfortable way to fly from Chicago to Orlando, despite the fact that sometimes flights with transfers can cost significantly less.
Schedule of direct flights from Chicago to Orlando
Chicago airports overview
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Orlando 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 Chicago to Orlando
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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Cheapest one way flight
$52
Frontier Airlines
Direct flight
2h 53m
09/22/2026
The cheapest one-way flight from Chicago to Orlando departs on 09/22/2026, is operated by Frontier Airlines and costs $52
Cheapest round trip flight
$126
Frontier Airlines
Direct flight
6h 23m
08/13/2026
The cheapest roundtrip flight from Chicago to Orlando departs on 08/13/2026, is operated by Frontier Airlines and costs $126
The fastest flight
2h 35m
Fastest flight from Chicago to Orlando takes 2h 35m
Direct flights
Several times a week
There are direct flights on this route 5 days a week: Mo, Tu, We, Th, and Sa
Distance
1587km
Timezone difference
1h
The distance between Chicago and Orlando is 1587km (984 miles). The time difference between Chicago and Orlando is 1h
The Chicago — Orlando route is served by a wide range of airlines: 5 in total, including Frontier Airlines, Allegiant Air, Southwest Airlines, United Airlines, and Sun Country Airlines. Competition among carriers gives passengers the opportunity to find tickets at attractive fares — with prices starting from $52. Our service helps compare all available offers within seconds and choose the most convenient option. You can filter flights by price, departure time, or baggage rules to make your trip as comfortable as possible. With so many airlines, there’s always a chance to catch special promotions and save.
Looking for the perfect flight from Chicago? Let's explore the city's dynamic airport options!
O'Hare International Airport, located 17 miles northwest of downtown Chicago, is a bustling hub for major airlines like American and United. Boasting numerous nonstop flight options, it offers travelers convenience and flexibility. While the airport is renowned for its size, it is easily accessible via public transportation or taxis. However, congestion can sometimes lead to longer security lines and potential delays.
Midway International Airport, situated just 10 miles from downtown, is a popular choice for budget-conscious travelers. Southwest Airlines dominates the airport, providing an extensive network of affordable flights. With its smaller size, Midway offers a quicker and more streamlined experience with shorter security lines. Moreover, its proximity to the city center makes it a time-efficient choice for those looking to explore Chicago shortly after landing.
Consider time and cost when selecting your departure airport. O'Hare, while more time-consuming, offers a wider range of flight options and connects travelers to the world's top destinations. In comparison, Midway offers a more efficient experience at a lower cost, making it an ideal choice for shorter domestic trips.
Immerse yourself in the diverse range of airlines and destinations that Chicago's airports have to offer and discover the convenience that suits your travel needs. Fly from Chicago and embark on your next adventure with ease!
Looking to explore the magical city of Orlando? Find the perfect flight for your next adventure with our air ticket search website. Orlando boasts two major airports - Orlando International Airport (MCO) and Orlando Sanford International Airport (SFB) - each with its own unique benefits and drawbacks.
Orlando International Airport (MCO) is the primary gateway to the city. It offers an extensive network of domestic and international flights from premium airlines, ensuring you have many options to suit your preferences. This well-connected airport provides exceptional convenience for travelers with direct access to popular tourist destinations. The occasional downside to MCO is its popularity, which can lead to congestion and longer waiting times at security checkpoints, especially during peak travel seasons.
On the other hand, Orlando Sanford International Airport (SFB) offers a more low-cost and leisure-oriented travel experience. Although it is further away from the city center than MCO, this airport serves as a hub for several budget airlines, resulting in more affordable ticket options. Travelers willing to venture a bit outside of Orlando can benefit from SFB's less crowded terminals and shorter security lines.
When considering travel time and cost, keep in mind that MCO is situated approximately 13 miles southeast of downtown Orlando, while SFB is located about 27 miles northeast. The journey from MCO to the city center typically takes around 20-30 minutes by car or shuttle, depending on traffic. Meanwhile, getting from SFB to Orlando's downtown can take around 45-60 minutes. It is recommended to consider this factor when planning your transportation arrangements.
Choose the airport that best fits your travel preferences, budget, and airline preferences. Enjoy your journey to Orlando and let us assist you in finding the perfect air tickets to start your magical adventure in this world-renowned destination!
What is the cheapest price for flights from Chicago to Orlando?
The cheapest flight ticket from Chicago to Orlando according to data for the last 48 hours costs $52
When is the best time to buy air tickets on the route Chicago — Orlando?
Often the best time to buy tickets from Chicago to Orlando is 2 months before departure.
When is the cheapest time of year to fly from Chicago to Orlando?
Based on statistics over the past years, the lowest prices for flights from Chicago to Orlando can be found flying in these months: September, July, November.
How long does it take to fly from Chicago to Orlando?
The fastest flights from Chicago to Orlando start from 2 hours 35 minutes in the air.
Which airline can fly direct from Chicago to Orlando?
The following airlines operate direct flights on the route Chicago — Orlando: Frontier Airlines, Allegiant Air, Southwest Airlines
The minimum one-way ticket price from Chicago to Orlando is $52 (September 2026), while the maximum is $85 (June 2026). On average, a ticket costs $68–$75.
Price dynamics
The price trend from Chicago to Orlando resembles a smile: costs drop, bottom out, then recover. Knowing this, you can pick dates with the best prices.
Cheaper and more expensive periods
Prices fall from June 2026 to September 2026 (39%), then rise from September 2026 to November 2026 (+45%). The best period is July 2026–September 2026 ($56), the most expensive is June 2026–July 2026 ($73).
Best time to buy
The best time to buy is July 2026–September 2026, when prices are at their lowest. This can save you up to 23% compared to the expensive months (June 2026–July 2026).
Price predictability
Monthly price variation is 19.1%. On this route, your departure date noticeably affects the cost, and choosing wisely can lead to real savings.
