Beginning of main content
Round Trip Icon
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5
Due to coronavirus (COVID-19) travel advisories, some destinations may be unavailable for certain dates. Find out more.

Feel at ease with free flight cancellations within 24 hours of booking

Change your flight without a fee on select flights

Amazing JAX to MDW Flight Deals

The cheapest flights to Midway Intl. found within the past 7 days were $187 round trip and $94 one way. Prices and availability subject to change. Additional terms may apply.

FAQs about flights from Jacksonville Intl. Airport (JAX) to Midway Intl. Airport (MDW)

Are there direct flights from Jacksonville, FL Airport (JAX-Jacksonville Intl.) to Chicago Airport?

Be a wise wanderer and score a direct flight from Jacksonville, FL Airport (JAX-Jacksonville Intl.) to Chicago, IL Airport (MDW-Midway Intl.) with Southwest Airlines. This airline is just the ticket if you'd prefer to reach Chicago as fast as you can.

How long is the flight from Jacksonville, FL Airport (JAX-Jacksonville Intl.) to Chicago Airport?

You'll only have enough time to flick through a chapter or two in that gripping novel as the flight from Jacksonville, FL Airport (JAX-Jacksonville Intl.) to Chicago, IL Airport (MDW-Midway Intl.) is only 2 hours and 44 minutes. You might find yourself left on a cliffhanger!

What is the flight distance from Jacksonville, FL Airport (JAX-Jacksonville Intl.) to Chicago Airport?

There's a flight distance of 870 miles between Jacksonville, FL Airport (JAX-Jacksonville Intl.) and Chicago, IL Airport (MDW-Midway Intl.). Make the most of your short plane journey to pen down all the famous places you want to visit and how you're going to get there. A well-thought-out itinerary is key to having a wonderful vacation.

What airlines fly from Jacksonville, FL Airport (JAX-Jacksonville Intl.) to Chicago Airport?

Finally decided on the dates for your big adventure? Want to fly direct from Jacksonville to Chicago? With Southwest Airlines offering 57 flights per month, you'll be on your way before you know it.

Flying Tips & Tricks How do I find my flight number?
  • You'll receive an itinerary when your booking's finalized. In this document you'll find your flight number. The first couple of letters and single figure identify the airline (these are known as IATA airline codes). This is followed by one to four digits — the flight number.
How early can you check bags for a flight?
  • This depends where your next great adventure will take you. It's usually three hours for international flights and two hours for domestic. This can differ between airports and airlines, so it's wise to check long before you leave for the airport.

JAX to MDW Frequently Asked Questions

Jacksonville Intl. to Midway Intl. Flight FAQ

Traveling FromJacksonville Intl.
Traveling ToMidway Intl.
Shortest Flight Time6 hours 45 mins
Earliest Departure Time12:20PM EDT
Latest Departure Time12:20PM EDT
Lowest Flight Price$187

Jacksonville to Chicago Carriers and Route Information

Flight path for flights from Jacksonville International Airport to Chicago Midway International Airport.


Distance:
865.00 miles


*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.