Find Cheap Flights from Jacksonville to Chicago (JAX - CHI)

Flights overview

Useful information for finding cheap flights from Jacksonville to Chicago and booking your next trip

Cheapest round-trip flights	$140	Frontier 1 stop 5 hr Thu, Apr 30 — Sun, May 3	The cheapest round-trip flight from Jacksonville to Chicago is currently $140
Cheapest one-way flight	$70	Frontier 1 stop 5 hr Wed, May 6	The cheapest one-way flight from Jacksonville to Chicago is currently $70
Cheapest nonstop flights	$287	American Nonstop 3 hr Thu, May 21 — Mon, May 25	The cheapest nonstop round-trip flight from Jacksonville to Chicago is currently $287
Last-minute weekend getaway	$250	Frontier 1 stop 7 hr Thu, Apr 9 — Sun, Apr 12	The cheapest last-minute weekend getaway from Jacksonville to Chicago is currently $250
Cheapest business class flights	$398	Frontier 1 stop 5 hr Thu, Apr 30 — Mon, May 4	The cheapest business class round-trip flight from Jacksonville to Chicago is currently $398

Fastest flight	2 hr 20 min	The fastest nonstop flight from Jacksonville to Chicago takes 2 hr 20 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 Jacksonville to Chicago is typically October. The most expensive month to fly is typically March.

October Cheapest	Typical prices: $140–250
March Most expensive	Typical prices: $250–420

Popular airlines from Jacksonville to Chicago

Southwest

Nonstop

from $287

Typical price: $275–600

7 weekly nonstop flights

JAX - MDW Every day

1498 weekly connecting flights

JAX - MDW, ORD Every day
American

Nonstop

from $274

Typical price: $265–590

21 weekly nonstop flights

JAX - ORD Every day

472 weekly connecting flights

JAX - ORD Every day
United

Nonstop

from $287

Typical price: $255–510

21 weekly nonstop flights

JAX - ORD Every day

205 weekly connecting flights

JAX - ORD Every day
Delta

from $327

Typical price: $295–670

992 weekly connecting flights

JAX - MDW, ORD Every day
Frontier

from $140

Typical price: $155–385

40 weekly connecting flights

JAX - MDW, ORD Every Mon, Wed, Thu, Fri, Sat, Sun
JetBlue

from $562

Typical price: $355–850

21 weekly connecting flights

JAX - ORD Every day

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

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

Frequently asked questions about flying from Jacksonville to Chicago

The cheapest flights from Jacksonville to Chicago are usually in October. Typical ticket prices in October range from $140 to $250.

The cheapest round-trip flight from Jacksonville to Chicago recently found on Google Flights was with Frontier from $140. 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 Jacksonville to Chicago is $287, flying from May 30 to Jun 1.
The cheapest American flight from Jacksonville to Chicago is $274, flying from May 9 to May 10.
The cheapest United flight from Jacksonville to Chicago is $287, flying from May 7 to May 11.
The cheapest Delta flight from Jacksonville to Chicago is $327, flying from May 28 to Jun 1.
The cheapest Frontier flight from Jacksonville to Chicago is $140, flying from Apr 30 to May 3.
The cheapest JetBlue flight from Jacksonville to Chicago is $562, flying from May 30 to May 31.

The cheapest round-trip flight from Jacksonville to Chicago starts at $140 from Thu, Apr 30 to Sun, May 3. The cheapest one-way flight starts at $70 and departs on Wed, May 6.

2 hr 20 min is the shortest flight time from Jacksonville to Chicago.

Chicago's peak season is Jun–Aug. Popular events throughout year include St. Patrick's Day, when the river is tinted green (Mar 17); the Pride Parade (Jun); the Taste of Chicago culinary festival (Jul) and the Jazz Festival (Sep). During the holiday season (Nov–Dec), the Magnificent Mile Lights Festival and Christkindlmarket, a German Christmas market in Daley Plaza, draw crowds to the city.

It's easy to use Google Flights to find the cheapest days to fly from Jacksonville to Chicago.
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 Jacksonville to Chicago 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 Jacksonville to Chicago.

In terms of nonstop flights, American is the most popular. American offers 21 nonstop flights and 472 connecting flights per week. American flies from Jacksonville International Airport (JAX) to Chicago O'Hare International Airport (ORD) .

In terms of flights, Southwest is the most popular. Southwest offers 7 nonstop flights and 1,498 connecting flights per week. Southwest flies from Jacksonville International Airport (JAX) to Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) .

Other popular airlines flying from Jacksonville to Chicago are:

United offers 21 nonstop flights and 205 connecting flights per week. United flies from Jacksonville International Airport (JAX) to Chicago O'Hare International Airport (ORD) .
Delta offers 992 connecting flights per week. Delta flies from Jacksonville International Airport (JAX) to Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) .
Frontier offers 40 connecting flights per week. Frontier flies from Jacksonville International Airport (JAX) to Chicago Midway International Airport (MDW) , Chicago O'Hare International Airport (ORD) .
JetBlue offers 21 connecting flights per week. JetBlue flies from Jacksonville International Airport (JAX) to Chicago O'Hare International Airport (ORD) .

The number of connecting flights refers to distinct flights with at least one stop between Jacksonville and Chicago.

The cheapest round-trip flight from Jacksonville to Chicago recently found on Google Flights was with Frontier from $140. 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 Jacksonville to Chicago is $287, flying from May 30 to Jun 1.
The cheapest American flight from Jacksonville to Chicago is $274, flying from May 9 to May 10.
The cheapest United flight from Jacksonville to Chicago is $287, flying from May 7 to May 11.
The cheapest Delta flight from Jacksonville to Chicago is $327, flying from May 28 to Jun 1.
The cheapest Frontier flight from Jacksonville to Chicago is $140, flying from Apr 30 to May 3.
The cheapest JetBlue flight from Jacksonville to Chicago is $562, flying from May 30 to May 31.

Southwest, American and United fly direct from Jacksonville to Chicago.

There are 7 Southwest direct flights from Jacksonville to Chicago per week. Flights are available every day.
There are 21 American direct flights from Jacksonville to Chicago per week. Flights are available every day.
There are 21 United direct flights from Jacksonville to Chicago 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 Jacksonville and Chicago at price $250 is offered by Frontier from Thu, Apr 9 to Sun, Apr 12.

Southwest, American and United fly direct from Jacksonville to Chicago.

There are 7 Southwest direct flights from Jacksonville to Chicago per week. Flights are available every day.
There are 21 American direct flights from Jacksonville to Chicago per week. Flights are available every day.
There are 21 United direct flights from Jacksonville to Chicago 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 Jacksonville to Chicago on a daily basis.

The cheapest direct (nonstop) round-trip flights between Jacksonville and Chicago start at $287 from Thu, May 21 to Mon, May 25 with American.

It's easy to find nonstop flights with Google Flights! Once you've searched for flights from Jacksonville to Chicago, 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 Jacksonville and Chicago start at $398 from Thu, Apr 30 to Mon, May 4 with Frontier.

The cheapest economy class round-trip flights between Jacksonville and Chicago start at $140 from Thu, Apr 30 to Sun, May 3.

To book business class trips from Jacksonville to Chicago, 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 Jacksonville and Chicago starts at $250 from Thu, Apr 9 to Sun, Apr 12 with Frontier.

The cheapest last-minute deal between Jacksonville and Chicago at price $250 is offered by Frontier from Thu, Apr 9 to Sun, Apr 12.

To find last-minute flight deals from Jacksonville to Chicago, 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.