How much is a flight from Orlando Sanford to Chicago Midway?

There’s no fixed price — fares between Orlando and Chicago can vary a lot by day or time.

Pick a travel date to see today’s available fares.

Flying during the week can be more affordable, as weekend flights tend to be pricier. Also consider demand and availability: the last remaining seats often come at higher fares!

Flying between Orlando and Chicago? Consider these airports

Depending on your destination and where you’re starting from, it might make sense to look beyond the main hubs.

• Airports in Orlando: Orlando has 2 airports - Executive, Sanford.
• Airports in Chicago: Chicago has 3 airports - Midway, O'Hare, Rockford.

Check if your destination airport has a rail link — it can make getting around easier. Jetcost lets you view options from all Orlando airports in a single search.

Customize your flight from Orlando Sanford to Chicago Midway

Jetcost allows you to filter by travel dates, duration, layovers, carriers, and booking providers. You’ll find direct and connecting flights, one-way or round-trip, from the best airlines and travel agencies.

Other popular destinations

Thinking about United States? You might also consider: Las Vegas, Los Angeles, Miami, New York City, Orlando.

You can sort results by price, duration, or departure time to find the best option for you. When available, results always include both low-cost and traditional airlines.