How much is a ticket from Chicago Midway to Orlando International?

Depending on when you travel and how far in advance you book, fares between Chicago and Orlando can differ a lot.

Choose a date to explore the best fares now.

If you’re flexible with timing, consider overnight flights — they often cost less and are less crowded. Exploring multiple date and time combinations can help you find the cheapest solution.

Is there more than one airport in Chicago or Orlando?

Even short-haul routes can benefit from considering secondary airports. It may open up more flight times or cheaper fares.

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

Airports with more daily flights offer more flexibility if plans change or delays occur. If you’re flexible, consider airports near Orlando as well.

Find flights from Chicago Midway to Orlando International that suit your schedule

Use Jetcost to sort and filter results based on your preferred flight time, number of stops, price range, or airline. View deals from the best airlines and travel agencies.

Other popular destinations

Interested in United States? These cities are also in demand: Las Vegas, Los Angeles, Miami, New York City, Orlando.

Connecting flights can be cheaper but often mean longer layovers. You can easily select either direct or connecting flights with a single click using the filters.