Cheap Flights from Chicago to Orlando Starting at $35
Helping travelers to find the best flight offers
Cheapest flights from Chicago to Orlando
Fly from Chicago to Orlando with confidence — our search scans over 700 airlines, 50+ agencies and more than 5 top booking systems to uncover the best prices, schedules and ticket conditions for your trip. Whether you’re chasing theme-park fun or warmer weather, start comparing options now to lock in the flight that fits your plans and budget.
Remember that on average the ideal time to book flights is 2 months before departure!
Fly nonstop from Chicago to Orlando for the fastest, most convenient way to get from the Windy City to the Sunshine State — fewer hassles, no layovers, and more time to enjoy theme parks or beaches. While connecting flights can sometimes be cheaper, a direct flight saves hours and delivers a more comfortable, stress-free travel experience, making it worth considering when booking.
Schedule of direct flights from Chicago to Orlando
A direct flight is the easiest way to get to your destination. The following airlines operate non-stop flights from Chicago to Orlando:
Chicago airports overview
Orlando 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 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
$35
Allegiant Air
Direct flight
2h 30m
10/31/2025
The cheapest one-way flight from Chicago to Orlando departs on 10/31/2025, is operated by Allegiant Air and costs $35
Cheapest round trip flight
$73
Frontier Airlines
Direct flight
5h 49m
12/08/2025
The cheapest roundtrip flight from Chicago to Orlando departs on 12/08/2025, is operated by Frontier Airlines and costs $73
The fastest flight
2h 30m
Fastest flight from Chicago to Orlando takes 2h 30m
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
5:00 AM
Latest flight
8:55 PM
Direct flights count
81
Distance
1587km
Timezone difference
1h
The distance between Chicago and Orlando is 1587km (984 miles). There are 81 direct flights from Chicago to Orlando. The time difference between Chicago and Orlando is 1h. Flights from Chicago begin at 5:00 AM. The latest flight from Chicago departs at 8:55 PM
The Chicago — Orlando route is served by a wide range of airlines: 4 in total, including Allegiant Air, Spirit Airlines, Frontier Airlines, and American Airlines. Competition among carriers gives passengers the opportunity to find tickets at attractive fares — with prices starting from $35. 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.
Chicago is served by two major airports with distinct roles. O’Hare International (ORD) is the city’s primary international and connecting hub, typically handling many legacy carriers and long-haul flights; it can be pricier on some routes but often offers the most nonstop options. Midway (MDW) functions more as a domestic and low-cost carrier base, usually attracting budget-conscious travelers and regional services. O’Hare is about 17–20 miles northwest of downtown (roughly 30–60 minutes by car depending on traffic); options include the CTA Blue Line train (~45–60 minutes, budget-friendly) and shuttle/taxi/Ridehail services that can cost more. Midway sits around 10 miles southwest of downtown (about 20–40 minutes by car) and is connected by the CTA Orange Line (~25–35 minutes, low fare), plus buses and taxis. O’Hare offers more airline choice and long-haul amenities but can be busier and involve longer transfers; Midway is often quicker and more convenient for domestic travelers, though it has fewer international connections.
Orlando’s air traffic is split between Orlando International (MCO), the main international hub handling most long-haul and major-carrier flights, and smaller airports like Orlando Sanford (SFB), which typically serves budget and charter services. MCO sits about 13 miles southeast of downtown Orlando, with airport shuttles, ride-hailing and taxi trips usually taking 20–30 minutes depending on traffic; SunRail plus local buses are options for cheaper connections. Sanford is around 30 miles north and can be 40–60 minutes away by road, often preferred for low-cost carriers and seasonal charters. Expect MCO to feel busier and more amenity-rich, while Sanford can be simpler and sometimes cheaper — trade-offs are comfort and frequency versus lower fares and less congestion.
How much is the cheapest flight ticket from Chicago to Orlando?
The cheapest flight ticket from Chicago to Orlando according to data for the last 48 hours costs $35
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: October.
How long does it take to fly from Chicago to Orlando?
The fastest flights from Chicago to Orlando start from 2 hours 30 minutes in the air.
Which airline can fly direct from Chicago to Orlando?
The following airlines operate direct flights on the route Chicago — Orlando: Allegiant Air, Spirit Airlines, Frontier Airlines
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 Chicago to Orlando
We couldn't find any special offers for flights from Chicago to Orlando
