$130 Cheap Flights from Jacksonville to Chicago

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Change your flight without a fee on select flights

Find The Best Dates To Fly from Jacksonville Intl. to Midway Intl.

Amazing JAX to MDW Flight Deals

The cheapest flights to Midway Intl. found within the past 7 days were $259 round trip and $130 one way. Prices and availability subject to change. Additional terms may apply.

Best Midway Intl. Flight and Hotel Packages

Midway Intl. flight + hotel packages - economy flights

Fairmont Chicago at Millennium Park Gold Experience
Fairmont Chicago at Millennium Park
Hotel Lincoln, part of JdV by Hyatt
Chicago Athletic Association, part of Hyatt
Hyatt Lodge
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FAQs about flights from Jacksonville Intl. Airport (JAX) to Midway Intl. Airport (MDW)

Can I catch a flight from Jacksonville, FL Airport (JAX-Jacksonville Intl.) to Chicago, IL Airport (MDW-Midway Intl.) right now?

It's always prudent to learn about any travel advice reports and quarantine requirements in effect in your destination city. Ensure you check out the Covid-19 Travel Advisor for up-to-date info on flying to Chicago, IL Airport (MDW-Midway Intl.).

Are there direct flights from Jacksonville Intl. Airport to Midway Intl. Airport (MDW)?

You can't get a flight direct from Jacksonville, FL Airport (JAX-Jacksonville Intl.) to Chicago Airport, but there's no need to stress. Delta, Aeromexico and WestJet offer flights with only one stopover.

If I am not able to travel due to COVID-19, can I change my booking to a later date?

For more info about changing your flight to MDW, please visit our Customer Service Portal.

How long is the flight from JAX to Midway Intl. Airport (MDW)?

If you're flying from Jacksonville Intl. Airport (JAX) to Midway Airport, you can expect the journey to take around 3 hours and 52 minutes. If this sounds like more time than you anticipated, why not take advantage of it? Read about where you're going, get some last-minute organizing done and take a decent nap before the adventure begins.

What is the flight distance from Jacksonville Intl. Airport to MDW?

The flight distance from JAX to Midway Intl. Airport (MDW) is 1,150 mi. Be sure to bring along something to read or a few podcasts to make your flight fly by.

What airlines fly from JAX to Midway Intl. Airport (MDW)?

Unfortunately, there are no airlines offering direct flights between Jacksonville Intl. Airport and Midway Airport. In the interest of saving time, book well in advance to find the best price and route.

What airlines have practices regarding COVID-19 in place and use social distancing?

From the moment you enter the departure terminal to when you leave the arrivals terminal, if you're flying with Southwest Airlines, Delta or Volaris you can be sure that COVID-19 measures and social distancing rules have been adhered to. Many airlines have introduced capped capacity flights and keeping the middle seat empty.

What is the best day to buy a plane ticket?

This just in! Airfares offered on Thursdays tend to be the cheapest, according to flight demand on Travelocity in 2020. Wednesday and Friday prices are also good, but you may want to prepare your budget if booking on a Sunday, as data shows the end of the week is when prices are generally at their highest.

What are the cheapest days to fly?

Frequent travelers may already know this, but earlier in the week can be the cheapest time to fly. In 2020, flights departing on a Monday were generally the cheapest of the week, whereas you may pay a premium for weekend flights when demand is usually high. On average, tickets were most expensive for Saturday departures, so if you need to fly out on a weekend, you might look for deals ahead of time.

How far in advance can you book a flight?

Trying to figure out how early you should book your flight? It's possible to start comparing international airfares on Travelocity up to 12 months in advance. However, it does depend on the carrier as not all airlines release their prices that far out. According to our 2020 flight demand trends, last minute planners can still bag a bargain with some of the cheapest fares appearing 2 weeks to 2 months prior to their travel dates.

How can I save money on airline tickets?

We'll let you in on a secret...You can save big on flights if you mix and match your airlines and fare types. In fact, travelers who booked flights on Travelocity in 2020 saved nearly 40% when their return flights consisted of two different airlines or fare types.

*According to flight demand on Travelocity.com from January to December 2020. Savings are subject to change based on departure location, date and destination.

Jacksonville Intl. to Midway Intl. Flight FAQ

Traveling From Jacksonville Intl.
Traveling To Midway Intl.
Shortest Flight Time 5 hours 30 mins
Earliest Departure Time 4:30PM EDT
Latest Departure Time 4:30PM EDT
Lowest Flight Price $259

Route Info

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

Distance:
865.00 miles

Discover our best flights from Jacksonville JAX to Chicago MDW. 

With 17 airlines to choose from on Travelocity, you can easily find the best option for you. Use our filters to sort by price, compare airlines, and find the most convenient flight times. 

 

Find our best return flights from Jacksonville JAX to Chicago MDW at the right price  

Airfares to Chicago MDW from Jacksonville JAX currently cost between $259 and $296. It’s usually cheaper to book a round trip than two separate one-way flights. Prices and availability subject to change. Additional terms may apply. 

 

Book one-way flights from Jacksonville JAX to Chicago MDW 

If you want to be flexible about when you return, or keep your travel options open ended, a one-way flight could be just the ticket! You’ll find one-way airfares from Jacksonville JAX to Chicago MDW on Travelocity starting at $130. Prices and availability subject to change. Additional terms may apply. 

 

Get to Chicago MDW from Jacksonville JAX quicker with direct flights. 

Get to Chicago faster, without the hassle of changing planes and moving baggage, by booking a direct flight. Expect your direct flight to MDW from JAX to take around 5 hour(s) 30 min(s).  

 

Find our cheapest airfares for flights from Jacksonville JAX to Chicago MDW

Find cheap flight deals by using our search filters to sort results starting with the lowest price airfares to MDW from JAX. Our Price Match Promise means if you find a lower rate on Travelocity.com or on another US-based website within 24 hours of booking, we’ll credit or refund the difference.  

 

Get our best airfare deals for your flight from Jacksonville JAX to Chicago MDW today 

If you’re flexible about when you travel, November is usually the cheapest month to fly from Jacksonville JAX to Chicago MDW. If you need to be more specific, search by date and arrival and departure times.Then, compare prices across different airlines, and sort results by lowest price first. 

 

Book flexible airline tickets for flights to Chicago MDW from Jacksonville JAX 

Some airlines let you change your travel dates without charging a fee. Use our ‘no change fee’ filter to see which flights to MDW from JAX have this option.  

 

Travel with confidence when you book flights to Chicago MDW from Jacksonville JAX with Travelocity 

We’ve secured fantastic deals with all the main airline carriers and it’s easy to compare, choose, and book with Travelocity. With 24/7 customer service and our free 'App', we’ll always keep you moving. 

*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.