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Cheap Flights from Jacksonville to Chicago, IL, United States - JAX to CHI

Popular flights from Jacksonville to Chicago

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
May 21, 2016 May 22, 2016 $297
May 21, 2016 Jun 2, 2016 $297
May 21, 2016 Jun 1, 2016 $297
May 21, 2016 May 23, 2016 $297
May 24, 2016 May 31, 2016 $297
JetBlue Airways
Departure Date Return Date Lowest Price
May 21, 2016 Jun 1, 2016 $396
United Airlines
Departure Date Return Date Lowest Price
Jun 18, 2016 Jun 25, 2016 $295
Aug 3, 2016 Aug 7, 2016 $295

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 $297.

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 $415 $422
7-14 days $330 $337
14-21 days $297 $304
21-30 days $297 $304
30-60 days $295 $304
60-90 days $295 $304
90+ days $296 $304

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
$297 $297 $295 $296 $297 $295 $297

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
May Jacksonville Chicago United 5/31/16 6/2/16 0 $297
June Jacksonville Chicago United 6/18/16 6/25/16 0 $295
July Jacksonville Chicago American 7/9/16 7/17/16 0 $297
August Jacksonville Chicago United 8/3/16 8/7/16 0 $295
September Jacksonville Chicago United 9/26/16 9/29/16 0 $296
October Jacksonville Chicago United 10/28/16 11/12/16 0 $296
November Jacksonville Chicago American 11/4/16 11/6/16 0 $297
December Jacksonville Chicago United 12/23/16 12/29/16 0 $297

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
8 9 10 11 12 13 14
$415
15 16 17 18 19 20 21
$415 $297
22 23 24 25 26 27 28
$297 $297
29 30 31 1 2 3 4
$297 $297
5 6 7 8 9 10 11
$297 $297
12 13 14 15 16 17 18
$297

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 $348.

The average price for non-stop flights from Jacksonville to Chicago is $313.

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 07:15 11:00
United 3 3 3 3 3 3 4 06:30 16:40

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 $242.

The average price for round trip flights from Jacksonville to Chicago is $346.

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 34 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 34 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 58% 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)

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 CLT X X X X X X X
Delta ATL X X X X X X X
Delta ATL / CVG 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 BNA 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 $187
Jacksonville to Milwaukee American, United $356

Cheap Domestic Flights to Chicago - CHI

FlightsAirlineLowest Price
Orlando to Chicago American, Alaska, JetBlue, Frontier, Spirit, United $127
Tampa to Chicago American, Alaska, Spirit, United $127
Charleston to Chicago American, United $262
Savannah to Chicago American, United $324
Gainesville to Chicago American $375
Tallahassee to Chicago American, JetBlue, United $407
Daytona Beach to Chicago American, JetBlue $271
Melbourne to Chicago American $231
Valdosta to ChicagoCheck Dates
Albany to ChicagoCheck Dates
Hilton Head Island to Chicago American $504
Brunswick to ChicagoCheck Dates
Orlando to Milwaukee American, Frontier, United $88
Orlando to New York American, Alaska, JetBlue, Allegiant, United $133
Tampa to Milwaukee American, Alaska, United $275
Tampa to Atlanta American, Alaska, Spirit, United $97
Orlando to Atlanta American, Alaska, Frontier, Spirit, United $80
Orlando to Detroit American, Alaska, JetBlue, Frontier, Spirit, United $108
Orlando to Dallas - Ft Worth American, Alaska, Frontier, Spirit, United $88
Tampa to New York American, JetBlue, United $196
Orlando to Indianapolis American, JetBlue, Frontier, United $88
Tampa to Detroit American, JetBlue, Frontier, Spirit, United $157
Tampa to Dallas - Ft Worth American, Spirit, United $144
Orlando to South Bend American, United $273
Orlando to Grand Rapids American, United $178
Tampa to South Bend American, United $379
Tampa to Indianapolis American, Alaska, Frontier, United $219

Cheap International Flights to Chicago - CHI

FlightsAirlineLowest Price
Orlando to Toronto Silver, American, Air Canada, Alaska, JetBlue, Frontier, Spirit, Sun Country, Air Transat, United, Sunwing, WestJet $248
Cheap Flights from Jacksonville to Chicago, IL, United States, from $295 Round trip from JAX to CHI