$112 Cheap flights from Jacksonville Intl. to Midway Intl. (JAX to MDW)

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

Compare Flight Prices from Jacksonville to Chicago

Affordable Airfare Tickets from JAX to MDW Airport

The cheapest flights to Midway Intl. found within the past 7 days were $232 round trip and $112 one way. Prices and availability subject to change. Additional terms may apply.

Fri, Jun 6 - Mon, Jun 9
JAX
Jacksonville
MDW
Chicago
$232 Roundtrip, found 4 days ago
$232
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Fri, Jun 6 from Jacksonville to Chicago, returning Mon, Jun 9, priced at $232 found 4 days ago
Fri, May 9 - Mon, May 26
JAX
Jacksonville
MDW
Chicago
$240 Roundtrip, found 4 days ago
$240
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Fri, May 9 from Jacksonville to Chicago, returning Mon, May 26, priced at $240 found 4 days ago
Fri, May 30 - Mon, Jun 9
JAX
Jacksonville
MDW
Chicago
$252 Roundtrip, found 4 days ago
$252
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Fri, May 30 from Jacksonville to Chicago, returning Mon, Jun 9, priced at $252 found 4 days ago
Fri, Jun 6 - Tue, Jun 10
JAX
Jacksonville
MDW
Chicago
$254 Roundtrip, found 3 days ago
$254
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Fri, Jun 6 from Jacksonville to Chicago, returning Tue, Jun 10, priced at $254 found 3 days ago
Mon, Jun 9 - Fri, Jun 13
JAX
Jacksonville
MDW
Chicago
$265 Roundtrip, found 4 days ago
$265
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Mon, Jun 9 from Jacksonville to Chicago, returning Fri, Jun 13, priced at $265 found 4 days ago
Fri, May 9 - Fri, May 23
JAX
Jacksonville
MDW
Chicago
$270 Roundtrip, found 4 days ago
$270
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Fri, May 9 from Jacksonville to Chicago, returning Fri, May 23, priced at $270 found 4 days ago
Mon, May 19 - Mon, May 26
JAX
Jacksonville
MDW
Chicago
$275 Roundtrip, found 5 days ago
$275
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Mon, May 19 from Jacksonville to Chicago, returning Mon, May 26, priced at $275 found 5 days ago
Mon, Jun 9 - Fri, Jun 13
JAX
Jacksonville
MDW
Chicago
$284 Roundtrip, found 4 days ago
$284
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Mon, Jun 9 from Jacksonville to Chicago, returning Fri, Jun 13, priced at $284 found 4 days ago
Mon, Jun 9 - Mon, Jun 16
JAX
Jacksonville
MDW
Chicago
$284 Roundtrip, found 15 hours ago
$284
Roundtrip
found 15 hours ago
Select Frontier Airlines flight, departing Mon, Jun 9 from Jacksonville to Chicago, returning Mon, Jun 16, priced at $284 found 15 hours ago
Fri, May 30 - Fri, Jun 13
JAX
Jacksonville
MDW
Chicago
$286 Roundtrip, found 4 days ago
$286
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Fri, May 30 from Jacksonville to Chicago, returning Fri, Jun 13, priced at $286 found 4 days ago

Midway Intl. flight + hotel packages - economy flights

Price found within the past 48 hours. Click for updated prices.
La Banque Hotel

La Banque Hotel

4 out of 5
per person
Jun 16 - Jun 20
found 1 day ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Chicago (ORD)
Hotel Riu Plaza Chicago

Hotel Riu Plaza Chicago

4 out of 5
Save 100% on your flight
per person
May 29 - Jun 2
found 1 day ago
Roundtrip flight included
Jacksonville (JAX) to Chicago (ORD)
Omni Chicago Hotel

Omni Chicago Hotel

4.5 out of 5
Save 100% on your flight
per person
Jun 16 - Jun 20
found 1 day ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Chicago (ORD)
Level Chicago – Old Town

Level Chicago – Old Town

4 out of 5
per person
Jun 16 - Jun 19
found 1 day ago
Roundtrip non-stop flight included
Jacksonville (JAX) to Chicago (ORD)
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Frequently asked questions

Can I catch a flight from JAX to Chicago Airport right now?
Ensure you visit the Covid-19 Travel Advisor to learn if there are any current quarantine requirements and travel advice reports in effect in Midway Airport when flying in from JAX.
Are there direct flights from Jacksonville Intl. Airport to MDW?
If you’re eager to get on with your activities in Chicago, try Southwest Airlines. They advertise nonstop services from Jacksonville Intl. Airport (JAX) to Midway Airport.
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 Midway Intl. Airport (MDW), please visit our Customer Service Portal.
How long is the flight from Jacksonville Intl. Airport to Midway Intl. Airport (MDW)?
If you’re traveling from JAX to Chicago Airport, you can expect the journey to take approximately 3 hours and 58 minutes. If this sounds like more time than you would have liked, why not put it to good use? Read about where you’re going, get some last-minute organizing done and have a decent rest before the adventure starts.
What is the flight distance from Jacksonville Intl. Airport (JAX) to Midway Airport?
The flight distance from Jacksonville Intl. Airport (JAX) to Midway Airport is only 850 mi. You’ll be disembarking the plane at your destination in no time at all.
What airlines fly from Jacksonville Intl. Airport (JAX) to MDW?
Sorted out the dates for your trip? Eager to fly straight from Jacksonville Intl. Airport to MDW? With Southwest Airlines offering 21 flights every month, you’ll be airborne in next to no time.
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 2021. Tuesday and Wednesday prices are also good, but you may want to prepare your budget if booking during the weekend, as data shows that 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 2021, 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 2021 flight demand trends, last minute planners can still bag a bargain with some of the cheapest fares appearing 0-2 weeks prior to their travel dates.*According to flight demand on Travelocity.com from January to December 2021. Savings are subject to change based on departure location, date and destination.

Flight information from Jacksonville to Chicago

 

Traveling From
Jacksonville Intl.
Traveling To
Midway Intl.
Shortest Flight Time
2 hours 35 mins
Earliest Departure Time
5:45PM EDT
Latest Departure Time
5:45PM EDT
Lowest Flight Price
$232

Route Info

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


Origin:
JAX - Jacksonville International Airport
Destination:
MDW - Chicago Midway International Airport
Distance:
865.00 miles


Discover our best flights from Jacksonville JAX to Chicago MDW. 

With 20 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 $232 and $286. 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 $112. 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 2 hour(s) 35 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, June 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.