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Cheap Flights from Jacksonville to Chicago, IL, United States - JAX to CHI Last modified: May 30, 2016 7:16 AM

Popular flights from Jacksonville to Chicago Last modified: May 30, 2016 7:16 AM

We’ve got the inside scoop on finding the best time to fly for the best price. Not sure when to travel for your next vacation? Find details below on when-to-fly and when-to-buy.

American Airlines
Departure Date Return Date Lowest Price
Jun 18, 2016 Jun 21, 2016 $252
JetBlue Airways
Departure Date Return Date Lowest Price
Aug 3, 2016 Aug 7, 2016 $390
United Airlines
Departure Date Return Date Lowest Price
Jun 18, 2016 Jun 21, 2016 $307
Jun 21, 2016 Jun 28, 2016 $307

How Much Does it Cost to Fly from Jacksonville to Chicago (JAX to CHI)?

We have collected flight cost data from across the web for travel from Jacksonville to Chicago, and have found the average flight price for this trip to be $332.

When Can I Buy the Cheapest Flight from Jacksonville to Chicago (JAX to CHI)?

Airlines can adjust prices for plane tickets from Jacksonville to Chicago based on the day and time that you decide to book your flight. We have collected data from all airlines, and have discovered that the best days to book flights are Tuesdays, Wednesdays, and Saturdays. Read our article to find more information about the best time to buy airline tickets.

How far in advance should you book flights from Jacksonville to Chicago

The chart below shows up-to-date information regarding how far in advance a flight from Jacksonville to Chicago should be booked.

Non Stop versus 1-Stop
Advanced PurchaseNon StopOne Stop
< 7 days $730 $549
7-14 days $392 $341
14-21 days $382 $307
21-30 days $367 $307
30-60 days $367 $327
60-90 days $347 $328
90+ days $327 $290

Cheapest Day To Fly from Jacksonville to Chicago

The chart below shows up-to-date information regarding the cheapest days to fly from Jacksonville to Chicago.

Monday Tuesday Wednesday Thursday Friday Saturday Sunday
$377 $307 $317 $326 $367 $252 $377

Lowest Fares Chart By Month from Jacksonville to Chicago

The chart below shows the lowest fare by month when flying from Jacksonville to Chicago.

Month Origin Destination Carrier Depart Date Return Date Stops Price
June Jacksonville Chicago American 6/18/16 6/21/16 2 $252
July Jacksonville Chicago American 7/27/16 8/2/16 0 $367
August Jacksonville Chicago United 8/30/16 9/7/16 0 $327
September Jacksonville Chicago United 9/3/16 9/12/16 0 $327
October Jacksonville Chicago American 10/19/16 10/25/16 1 $290
November Jacksonville Chicago United 11/8/16 11/12/16 0 $327
December Jacksonville Chicago American 12/29/16 1/16/17 1 $346
March Jacksonville Chicago American 3/31/17 4/3/17 1 $372

Cheapest Weekend Non-Stop Flights for the Next 30 Days from Jacksonville to Chicago

If you're ready to take a trip in the next 30 days and want to fly on the weekend, you might be wondering which weekend is the cheapest to fly. The chart below shows up-to-date data regarding weekend flight prices from Jacksonville to Chicago.

Next 30 Days

SunMonTueWedThuFriSat
29 30 31 1 2 3 4
$730
5 6 7 8 9 10 11
$730 $484
12 13 14 15 16 17 18
$484 $382
19 20 21 22 23 24 25
$382 $387
26 27 28 29 30 1 2
$387 $377
3 4 5 6 7 8 9
$377

Non-Stop vs Connecting Flights from Jacksonville to Chicago (JAX to CHI)

Your Jacksonville to Chicago flight can be significantly cheaper by choosing a multi-stop airline ticket. Although these connecting flights sacrifice some convenience, on average, travelers save 20%-60% when they choose to fly multi-stop versus a direct flight.

The average price for connecting flights from Jacksonville to Chicago is $357.

The average price for non-stop flights from Jacksonville to Chicago is $367.

The chart below shows up to date information regarding non-stop flights from Jacksonville to Chicago.

Nonstop Flight Details from Jacksonville to Chicago
CarrierMonTueWedThuFriSatSunEarliest FlightLatest Flight
American 2 2 2 2 2 2 2 11:00 19:15
United 3 3 3 3 3 3 2 06:20 16:50

Round Trip vs One Way Flights from Jacksonville to Chicago (JAX to CHI)

We have found that there is often no price difference between buying a round trip flight versus a one way flight. Increased flexibility is the main benefit when it comes to buying a one way flight from Jacksonville to Chicago. However, booking a round trip flight can be a simpler process. You can compare round trip and one way flights by using our flight comparison.

The average price for one way flights from Jacksonville to Chicago is $269.

The average price for round trip flights from Jacksonville to Chicago is $354.

Jacksonville to Chicago Flight Questions

Below are some common questions that asked about this flight route:

Question: How long is a direct flight from Jacksonville to Chicago?
Answer: The average Jacksonville to Chicago flight time is 2 hours and 33 minutes.
Question: How many miles are there between Jacksonville and Chicago?
Answer: The distance from Jacksonville to Chicago is 864 miles.
Question: How common are direct flights from Jacksonville to Chicago?
Answer: There are 33 direct flights from Jacksonville to Chicago.
Question: What is the most popular airline for non-stop flights from Jacksonville to Chicago?
Answer: United Airlines provides 60% of the non-stop flights between Jacksonville and Chicago.
Question: What are the most popular connecting cities when flying from Jacksonville to Chicago?
Answer: Atlanta, GA

Airlines Flying from Jacksonville to Chicago (JAX to CHI) Number of flights searched: 198Last modified: May 30, 2016 7:16 AM

Below are the different airlines that fly from Jacksonville to Chicago with the average price of their plane tickets. Just remember that different airlines offer different levels of comfort and service, so consider convenience when choosing your airline.

Below is the full flight schedule summary of the next 30 days for flights from Jacksonville to Chicago.

Jacksonville to Chicago
Airline Connections Mon Tue Wed Thu Fri Sat Sun
American - X X X X X X X
American DCA X X X X X X X
Delta ATL X X X X X X X
Delta ATL / CVG X X X X X X
United - X X X X X X X
United IAD X X X X X X X
Southwest - X X X X X X X
Southwest BWI X X X X X X X

Airports for Your Route

These pages contain information about the major airports in Jacksonville and Chicago, so you can feel comfortable knowing how to get around whether you are about to take off or you just landed.

Cheap Domestic Flights from Jacksonville - JAX

FlightsAirlineLowest Price
Jacksonville to New York American, Alaska, JetBlue, United $179
Jacksonville to Milwaukee American, United $351

Cheap Domestic Flights to Chicago - CHI

FlightsAirlineLowest Price
Orlando to Chicago American, Alaska, JetBlue, Frontier, Spirit, United $137
Tampa to Chicago American, Alaska, Spirit, United $157
Charleston to Chicago American, United $257
Savannah to Chicago American, United $360
Gainesville to Chicago American $377
Tallahassee to Chicago American, JetBlue, United $369
Daytona Beach to Chicago American, JetBlue $337
Melbourne to Chicago American $337
Valdosta to ChicagoCheck Dates
Albany to ChicagoCheck Dates
Hilton Head Island to Chicago American $500
Brunswick to ChicagoCheck Dates
Orlando to Milwaukee American, Frontier, United $108
Orlando to New York American, Alaska, JetBlue, United $176
Tampa to Milwaukee American, United $297
Tampa to Atlanta American, Spirit $97
Orlando to Atlanta American, Alaska, JetBlue, Frontier, Spirit, United $68
Orlando to Detroit American, Alaska, JetBlue, Frontier, Spirit, United $146
Orlando to Dallas - Ft Worth American, Alaska, JetBlue, Frontier, Spirit, United $88
Tampa to New York American, Alaska, JetBlue, United $163
Orlando to Indianapolis American, Frontier, United $108
Tampa to Detroit American, JetBlue, Spirit, United $157
Tampa to Dallas - Ft Worth American, Spirit, United $177
Orlando to South Bend American, United $332
Orlando to Grand Rapids American, United $178
Tampa to South Bend American, United $402
Tampa to Indianapolis American, Alaska, United $237

Cheap International Flights to Chicago - CHI

FlightsAirlineLowest Price
Orlando to Toronto Silver, American, Air Canada, Alaska, JetBlue, Frontier, Sun Country, Air Transat, United, Sunwing, WestJet $246
Cheap Flights from Jacksonville to Chicago, IL, United States, from $252 Round trip from JAX to CHI