JAX to MDW (Jacksonville to Chicago) Flights

Last Minute Flights from JAX to MDW

Price found within the past 7 days for the specified period. Click for updated prices.

OriginDestinationTravel DatesFlights From*
JAXChicagoMay 3 to May 10$698
*Prices include taxes and fees

Cheapest JAX to MDW Flights

Price found within the past 7 days for the specified period. Click for updated prices.

OriginDestinationTravel DatesFlights From*
JAXChicagoMay 9 to May 30$228
JAXChicagoMay 9 to June 2$248
JAXChicagoSeptember 23 to September 30$277
JAXChicagoSeptember 17 to September 20$297
*Prices include taxes and fees
JAX to MDW Flight Details
Origin airport
Jacksonville Intl.
Origin airport IATA code
JAX
Destination airport
Midway Intl.
Destination airport IATA code
MDW
Distance
849 mi

Frequently asked questions

What airlines fly direct from JAX to Midway Intl. Airport (MDW)?
At the moment there are no airlines that fly straight from Jacksonville Intl. Airport to MDW. Spread things out with one or more stops to reach Chicago.
How many flights are there from JAX to MDW?
Around 14 every day. If you’re in a rush to head to Chicago, see if you can pick up a fabulous last-minute deal from Jacksonville, FL (JAX-Jacksonville Intl.) to Chicago, IL (MDW-Midway Intl.) and then lock it in right away!
How long does it take to fly from Jacksonville, FL (JAX-Jacksonville Intl.) to Chicago, IL (MDW-Midway Intl.)?
It takes some 4 hours and 7 minutes to journey from Jacksonville, FL (JAX-Jacksonville Intl.) to Chicago, IL (MDW-Midway Intl.). That’s ample time to get stuck into your travel journal, do a bit of last-minute trip planning or read up about the wonderful adventures that await you in Chicago.
What is the flight distance from Jacksonville, FL (JAX-Jacksonville Intl.) to Chicago, IL (MDW-Midway Intl.)?
It’s an easy 850 miles (1,350 1) from Jacksonville, FL (JAX-Jacksonville Intl.) to Chicago, IL (MDW-Midway Intl.), making it a short-haul flight. Stake out a window seat and be dazzled by the landscapes of Chicago as you prepare for landing.
How many morning flights are there from JAX to MDW?
Fasten your seat belt and journey from JAX to MDW on one of the 53 morning flights every week. Delta Air Lines (DL) operates 48 weekly services leaving before midday. 5:20AM is the earliest departure time you can book with this carrier.
How many afternoon flights are there from JAX to MDW?
Nix the crack-of-dawn race to the airport and select one of the 48 weekly afternoon and evening flights from JAX to MDW. Afternoon and evening services advertised by Delta Air Lines (DL) start at 1:17PM. In total, this carrier operates 43 weekly flights that depart after midday.
What is the earliest departure time out of Jacksonville to Chicago?
The earliest flight flies from JAX at 5:20AM and lands at MDW at 11:01PM. Be sure to give yourself ample time in the morning to easily get to the airport.
What is the latest departure time out of Jacksonville to Chicago?
The last flight is scheduled to depart JAX at 8:30PM and touches down at 4:50PM at MDW. You’ll have adequate time to get ready for this trip.
What is the average price from Jacksonville to Chicago?
Round-trip fares for this route start from about $228. When you’re ready to take off, we’ll help you find the best price in town. This price was available on Flights.com within the past 7 days, for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.

Jacksonville to Chicago Flights

Whether it’s for an obligation or the sake of your sanity, sometimes you need to get away. Maybe you need flights from Jacksonville to Chicago to attend your cousin’s wedding, to pitch a business idea to your boss, or simply treat yourself to a mini vacation. Regardless of the reasons behind packing your bags and needing to find our cheapest flights from JAX to MDW, we’ve got you covered here at Flights.com.

We present you with some of the most affordable deals on airfare, so stop that Google flights search. We want you to spend less on your flight from Jacksonville to Chicago, so you can spend more during your getaway. With Flights.com, you’ll find it simple to land airline tickets with itineraries matching your travel schedule. What’s more, we provide you with all the information you need to confidently make reservations on your family, business, or personal trip.