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Flights Jacksonville — Chicago

Jacksonville
JAX
Chicago
CHI

Cheap flights Jacksonville — Chicago

Below you can see the best deals on flights Jacksonville — Chicago for upcoming dates. Direct and connecting flights from various airlines — compare prices and choose the right ticket.

The lowest price for the next 2 months is on 3 July, from AED 256.

Top 10 cheap flights Jacksonville — Chicago

Direct flights Jacksonville — Chicago

Direct flight options for Jacksonville — Chicago with no stopovers on upcoming dates. A direct flight is faster and more convenient — especially when travelling with luggage or children.

The fastest direct flight is operated by American Airlines — travel time is 2 h 49 min.

Top 10 direct flights Jacksonville — Chicago

About the Jacksonville — Chicago flight

On this page, you can find and book flights from Jacksonville to Chicago. The distance between the cities is 1,389 km, with a flight frequency of approximately 21 flights per week, making it easy to find a convenient departure time.

Flights are operated by reputable airlines, including United Airlines, American Airlines, and Alaska Airlines. To find the best price, use the low-fare calendar, and the sections on how to get to the airports in Jacksonville and Chicago will help you plan your logistics.

Flight schedule Jacksonville — Chicago

The table shows direct flights Jacksonville → Chicago on the selected date. The flight takes approximately 2 h 48 min. Regular flights are operated by United Airlines, American Airlines and Alaska Airlines. Departures from Jacksonville International Airport and Albert J Ellis Airport airports, arrivals at O'Hare International Airport, Chicago Midway International Airport and Midway International Airport.

For each flight, the following details are shown: departure time (local), arrival city and airport, flight number and airline, terminal or gate, and status. Click on a flight to open its details and go to ticket search. To view flights on a different day, change the date above the table.

Today
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Flight ticket prices by day: Jacksonville — Chicago

Below is a calendar of the lowest flight ticket prices for Jacksonville — Chicago by day. Pick a convenient date and instantly see the fare. The cheapest flights on this route start from AED 256 in y, and the most expensive are around AED 816 in u. If your travel dates are flexible, the calendar will help you find the best price for your preferred period. To view round-trip fares, switch to the "Round trip" tab above the calendar, select your departure date — and the right-hand calendar will highlight the lowest prices for return flights on each day.

 
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Prices by month

Jacksonville → Chicago, average one-way price

MonthAverage priceLevelMonthAverage priceLevelMonthAverage priceLevel
JanAED 562lowMayAED 652mediumSepAED 676medium
FebAED 539lowJunAED 784highOctAED 628medium
MarAED 676highJulAED 831highNovAED 694medium
AprAED 605lowAugAED 808highDecAED 831high

Some values are estimated based on seasonality.

When to fly

Climatic conditions in Chicago vary significantly throughout the year: the warmest month is July with an average temperature of 26.5°C, and the coldest is January. Precipitation peaks in May, when humidity is at its highest.

Flight costs depend on the season. Minimum fares are recorded for July 2026, starting AED 256, while in April 2027, the price increases AED 816.

The best time to visit is considered to be September, offering comfortable temperatures and moderate prices. The period from March to April may be less economical due to seasonal price increases.

Temperature · Chicago

Dry and wet days · Chicago

Wind speed and direction · Chicago

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How to get the best deal on a Jacksonville — Chicago ticket

  • Book your flights 4–6 weeks before departure to find the best deals from major carriers like United Airlines.
  • Choose Tuesday or Wednesday for your flight — airlines often offer lower fares on these days compared to weekend flights.
  • Use the low-fare calendar on this page to visually compare flight costs on different days of the month and find options AED 256.
  • Check the baggage allowance: Alaska Airlines' rules may differ from other airlines' standards, which can affect the total cost of your trip.

Airlines

Three airlines operate on this route: United Airlines, American Airlines, and Alaska Airlines. Together, they provide about 21 flights per week, offering passengers a flexible choice of departure times. Detailed information about schedules, aircraft types, and available fares for each airline can be found in the interactive list below.

  • United Airlines
    United AirlinesUA
    12x/week
    WebsiteFleet: 956165M pax/year
    • Direct flight JAX → ORD12x/week
      Duration
      2h 56m
      Days
      MTWTFSS
    55.6%Open →
  • American Airlines
    American AirlinesAA
    9x/week
    WebsiteFleet: 965211M pax/year
    • Direct flight JAX → ORD9x/week
      Duration
      2h 53m
      Days
      MTWTFSS
    41.3%Open →
  • Alaska Airlines
    Alaska AirlinesAS
    1x/week
    WebsiteFleet: 31545M pax/year
    • Direct flight JAX → ORD1x/week
    3.2%Open →

Cities and airports on the Jacksonville — Chicago route

Flights Jacksonville — Chicago depart from Jacksonville International Airport and Albert J Ellis Airport and arrive at O'Hare International Airport, Chicago Midway International Airport, Midway International Airport and Chicago Rockford International Airport. Below are pages for the cities, countries, and airports on the route: airlines, schedules, and travel guides.

Departure

Jacksonville

JAX
United States
About the cityHow to get thereWeatherAll about the country United States
Arrival

Chicago

CHI
United States
About the cityHow to get thereWeatherAll about the country United States
Departure airports
Arrival airports

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Frequently asked questions about the Jacksonville — Chicago flight

How long is the flight from Jacksonville to Chicago?

The average direct flight time is about 2 hours, as the distance between the cities is 1,389 km.

Which airlines fly this route?

Regular service is provided by United Airlines, American Airlines, and Alaska Airlines.

Are there direct flights from Jacksonville to Chicago?

Yes, there are about 21 flights per week on this route, including direct flight options.

How much is the cheapest ticket?

Ticket prices change constantly based on demand. You can see the current minimum and price trends in the calendar on this page.

Which airport does the flight arrive at?

Flights from Jacksonville arrive at the major airports in Chicago; exact arrival terminal information can be checked when booking a specific ticket.

Where else you can fly from Jacksonville

New York CityAtlantaWashington, D.C.CharlotteBostonPhiladelphiaHoustonDallasMiamiSan JuanDetroitPhoenixDenverTorontoAustinFort LauderdaleMinneapolisNorfolkPittsburghLos AngelesColumbusHartfordLas VegasRaleigh

Where else you can fly from Chicago

New York CityTorontoDetroitWashington, D.C.AtlantaMinneapolisLos AngelesSeattleBostonDallasHoustonOrlandoDenverNashvilleLondonIndianapolisSan DiegoMontrealMilwaukeeSt. LouisCharlottePhiladelphiaColumbusKansas CityMiamiPhoenixLas VegasCincinnatiGrand RapidsDes MoinesRaleighSan FranciscoMadisonDaytonGreen BayTampaPittsburghLouisvilleKnoxvilleRochester
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