Cheap flights from Chicago-Midway to Orlando
Cheap return flights from Chicago-Midway to Orlando
Find the best deals
All prices shown are per person based on return flights only. Prices found in the last 48 hours.
Orlando flight facts
What you need to know
What are the cheapest airlines?
- Spirit Airlines
- Frontier Airlines
- Southwest Airlines
These airlines usually offer the cheapest flights from Chicago-Midway to Orlando.
What airlines fly indirectly?
- American Airlines
- Delta Air Lines
- United Airlines
These airlines fly from Chicago-Midway to Orlando, but you’ll have at least one layover.
How long is the flight?
2 hours 30 minutes
This is the shortest flight time from Chicago-Midway to Orlando.
Alternative flights from the UK to Orlando
Check out prices for other routes
Alternative flights from Chicago-Midway
You might find cheaper flights nearby
Today alone, Netflights has searched over five flights. 05 / Feb / 2026 is currently the lowest priced day of the year to fly the Chicago-Midway/Orlando route. There are around 35 flights on any given week from the UK to Orlando and the cheapest month to fly right now is February. Not suitable? Try running another search or viewing all cheap flight deals.
How to get cheap flights from Chicago-Midway to Orlando
Tips and advice from our flight experts
You've searched for flights from Chicago-Midway to Orlando. We've found 25 flights and compared them to give you the best offer. Spirit Airlines is, on average, the cheapest for this route. Look out for them! The cheapest offer we've found is a one-way ticket for £39 from Chicago-Midway to Orlando on 13/06/2026 at 01:55.
We've scanned hundreds of airfares from dozens of airlines across the globe. In total, we've found 10 airlines that operate the 1,200 km flight from Chicago-Midway to Orlando.
To find the best offers, consider booking at least 2-3 months in advance. Prices tend to rise closer to departure. Look for flights during off-peak seasons, like late summer or early fall. Spirit Airlines is a cheap option for this route, with an average flight duration of 2 hours 30 minutes. After selecting an offer, fill out your information and proceed with payment. Consider booking a hotel with us or using our flight + hotel service to save time and money.
Other popular destinations near Orlando
Where other people are flying to
