Cheap flights from Chicago to Jacksonville

Flights overview

Useful information for finding cheap flights from Chicago to Jacksonville and booking your next trip
Cheapest round-trip flights $180
Frontier 1 stop 11 hr Thu, Jun 4 — Sun, Jun 7
The cheapest round-trip flight from Chicago to Jacksonville is currently $180
Cheapest one-way flight $70
Frontier 1 stop 5 hr Wed, May 6
The cheapest one-way flight from Chicago to Jacksonville is currently $70
Cheapest nonstop flights $287
American Nonstop 3 hr Thu, May 28 — Mon, Jun 1
The cheapest nonstop round-trip flight from Chicago to Jacksonville is currently $287
Last-minute weekend getaway $236
Frontier 1 stop 8 hr Sat, Apr 18 — Mon, Apr 20
The cheapest last-minute weekend getaway from Chicago to Jacksonville is currently $236
Cheapest business class flights $428
Frontier 1 stop 11 hr Thu, Jun 4 — Sun, Jun 7
The cheapest business class round-trip flight from Chicago to Jacksonville is currently $428
Fastest flight 2 hr 15 min The fastest nonstop flight from Chicago to Jacksonville takes 2 hr 15 min
Nonstop flights Every day There are direct flights on this route every day.

When is the cheapest time to fly?

The cheapest month to fly from Chicago to Jacksonville is typically October. The most expensive month to fly is typically March.
October
Cheapest
Typical prices: $145–285
March
Most expensive
Typical prices: $250–465

Popular airlines from Chicago to Jacksonville

  • Southwest
    Nonstop
    from $282
    Typical price: $275–590
    7 weekly nonstop flights
    MDW - JAX Every day
    1351 weekly connecting flights
    MDW, ORD - JAX Every day
  • American
    Nonstop
    from $282
    Typical price: $265–590
    21 weekly nonstop flights
    ORD - JAX Every day
    554 weekly connecting flights
    ORD - JAX Every day
  • United
    Nonstop
    from $282
    Typical price: $255–520
    21 weekly nonstop flights
    ORD - JAX Every day
    184 weekly connecting flights
    ORD - JAX Every day
  • Delta
    from $307
    Typical price: $295–670
    1034 weekly connecting flights
    MDW, ORD - JAX Every day
  • Frontier
    from $180
    Typical price: $155–380
    33 weekly connecting flights
    MDW, ORD - JAX Every day
  • JetBlue
    from $478
    Typical price: $350–840
    21 weekly connecting flights
    ORD - JAX Every day

Popular airports near Chicago

  • Chicago O'Hare International Airport (ORD)
    Chicago United States 25 min 16 mi
  • Chicago Midway International Airport (MDW)
    Chicago United States 24 min 9 mi
  • Milwaukee Mitchell International Airport (MKE)
    Milwaukee United States 1 hr 23 min 75 mi
  • Indianapolis International Airport (IND)
    Indianapolis United States 2 hr 58 min 165 mi

Popular airports near Jacksonville

  • Jacksonville International Airport (JAX)
    Jacksonville United States 18 min 11 mi
  • Orlando International Airport (MCO)
    Orlando United States 2 hr 22 min 132 mi
  • Savannah/Hilton Head International Airport (SAV)
    Savannah United States 2 hr 3 min 127 mi
  • Tampa International Airport (TPA)
    Tampa United States 3 hr 16 min 171 mi

Frequently asked questions about flying from Chicago to Jacksonville

The cheapest flights from Chicago to Jacksonville are usually in October. Typical ticket prices in October range from $145 to $285.
The cheapest round-trip flight from Chicago to Jacksonville recently found on Google Flights was with Frontier from $180. The cheapest one-way flight was with Frontier from $70.

Some of the cheapest round-trip deals we found with different airlines:
  • The cheapest Southwest flight from Chicago to Jacksonville is $282, flying from May 16 to May 18.
  • The cheapest American flight from Chicago to Jacksonville is $282, flying from May 16 to May 18.
  • The cheapest United flight from Chicago to Jacksonville is $282, flying from May 16 to May 18.
  • The cheapest Delta flight from Chicago to Jacksonville is $307, flying from May 28 to Jun 1.
  • The cheapest Frontier flight from Chicago to Jacksonville is $180, flying from Jun 4 to Jun 7.
  • The cheapest JetBlue flight from Chicago to Jacksonville is $478, flying from May 28 to Jun 1.
The cheapest round-trip flight from Chicago to Jacksonville starts at $180 from Thu, Jun 4 to Sun, Jun 7. The cheapest one-way flight starts at $70 and departs on Wed, May 6.
2 hr 15 min is the shortest flight time from Chicago to Jacksonville.
Jacksonville is mild to warm most of the year, with hot and humid summers (Jun–Aug). Popular times to visit include Mar–Jul and Nov–Dec. The Jacksonville Jazz Festival (May) features free concerts by prominent international jazz artists in various indoor and outdoor venues.
It's easy to use Google Flights to find the cheapest days to fly from Chicago to Jacksonville.
Just click the Departure label near the top of the page to open the calendar. Choose a start date and a return date to see how the round-trip fare changes on those specific days.
Adjust the trip type to see one-way fares. The cheapest available flights are highlighted and easy to spot. Once you settle on dates, click the Search button to see flight options and book the deal.

You can also turn on price tracking to get alerts if the price changes for a route or flight.
What counts as the best airline for your flights from Chicago to Jacksonville really depends on your individual needs. You may have a favorite carrier or a loyalty program you like, but price, convenience, and airports served also come into play. Flexibility and booking terms – Can you change flights if you want to stay longer or get a refund if you have to postpone your trip? – are also factors that help determine which airline is best to fly from Chicago to Jacksonville.

In terms of nonstop flights, American is the most popular. American offers 21 nonstop flights and 554 connecting flights per week. American flies from Chicago O'Hare International Airport (ORD) to Jacksonville International Airport (JAX) .

In terms of flights, Southwest is the most popular. Southwest offers 7 nonstop flights and 1,351 connecting flights per week. Southwest flies from Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) to Jacksonville International Airport (JAX) .

Other popular airlines flying from Chicago to Jacksonville are:
  • United offers 21 nonstop flights and 184 connecting flights per week. United flies from Chicago O'Hare International Airport (ORD) to Jacksonville International Airport (JAX) .
  • Delta offers 1,034 connecting flights per week. Delta flies from Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) to Jacksonville International Airport (JAX) .
  • Frontier offers 33 connecting flights per week. Frontier flies from Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) to Jacksonville International Airport (JAX) .
  • JetBlue offers 21 connecting flights per week. JetBlue flies from Chicago O'Hare International Airport (ORD) to Jacksonville International Airport (JAX) .
The number of connecting flights refers to distinct flights with at least one stop between Chicago and Jacksonville.
The cheapest round-trip flight from Chicago to Jacksonville recently found on Google Flights was with Frontier from $180. The cheapest one-way flight was with Frontier from $70.

Some of the cheapest round-trip deals we found with different airlines:
  • The cheapest Southwest flight from Chicago to Jacksonville is $282, flying from May 16 to May 18.
  • The cheapest American flight from Chicago to Jacksonville is $282, flying from May 16 to May 18.
  • The cheapest United flight from Chicago to Jacksonville is $282, flying from May 16 to May 18.
  • The cheapest Delta flight from Chicago to Jacksonville is $307, flying from May 28 to Jun 1.
  • The cheapest Frontier flight from Chicago to Jacksonville is $180, flying from Jun 4 to Jun 7.
  • The cheapest JetBlue flight from Chicago to Jacksonville is $478, flying from May 28 to Jun 1.
Southwest, American and United fly direct from Chicago to Jacksonville.
  • There are 7 Southwest direct flights from Chicago to Jacksonville per week. Flights are available every day.
  • There are 21 American direct flights from Chicago to Jacksonville per week. Flights are available every day.
  • There are 21 United direct flights from Chicago to Jacksonville per week. Flights are available every day.
Use the Stops filter while searching for flights, to see only nonstop options in your results.
The cheapest last-minute deal between Chicago and Jacksonville at price $236 is offered by Frontier from Sat, Apr 18 to Mon, Apr 20.
Southwest, American and United fly direct from Chicago to Jacksonville.
  • There are 7 Southwest direct flights from Chicago to Jacksonville per week. Flights are available every day.
  • There are 21 American direct flights from Chicago to Jacksonville per week. Flights are available every day.
  • There are 21 United direct flights from Chicago to Jacksonville per week. Flights are available every day.
Use the Stops filter while searching for flights, to see only nonstop options in your results.
There are direct flights from Chicago to Jacksonville on a daily basis.
The cheapest direct (nonstop) round-trip flights between Chicago and Jacksonville start at $287 from Thu, May 28 to Mon, Jun 1 with American.
It's easy to find nonstop flights with Google Flights! Once you've searched for flights from Chicago to Jacksonville, just select the nonstop flights only option in the 'Stops’ filter in the search form and view all available direct flights and their prices.
The cheapest business class round-trip flights between Chicago and Jacksonville start at $428 from Thu, Jun 4 to Sun, Jun 7 with Frontier.
The cheapest economy class round-trip flights between Chicago and Jacksonville start at $180 from Thu, Jun 4 to Sun, Jun 7.
To book business class trips from Chicago to Jacksonville, look for the default Economy selection at the top, and change it to your desired cabin class such as Premium Economy, Business Class, or First Class. You can then select your departure and arrival dates, consider available options, and book your business travel.

You can also adjust the trip type to view one-way fares.
The best last-minute getaway deal for the next weekend between Chicago and Jacksonville starts at $236 from Sat, Apr 18 to Mon, Apr 20 with Frontier.
The cheapest last-minute deal between Chicago and Jacksonville at price $236 is offered by Frontier from Sat, Apr 18 to Mon, Apr 20.
To find last-minute flight deals from Chicago to Jacksonville, start by entering the city names, select the desired departure and return dates, and hit the Search button to view flight options.

You can check for last-minute flights for the same day or adjust the trip type to see one-way fares.

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