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Flights from Jacksonville to Chicago
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Flights from Jacksonville to Chicago Starting at NZD 106

We've found these cheap flights for you. You can book one-way or return flight tickets.

  • One way
  • Round-trip
      • Cheapest nonstop
        JAX09:40
        2h 42m
        Nonstop
        ORD11:22
        Wed, Jan 15|Jacksonville - Chicago|American Airlines
        NZD 173NZD 218
        21% OFF
        21% OFF
        NZD 218NZD 173

        Choose American Airlines flights from Jacksonville to Chicago. The one-way direct flight with American Airlines departs from Jacksonville International Airport on Wed, Jan 15, arriving at O'Hare International Airport. One-way Prices start from NZD 173 including taxes and charges.

      • JAX19:50
        11h 49m
        1 stop
        MDW06:39
        Sat, Dec 21|Jacksonville - Chicago|Frontier Airlines
        NZD 106NZD 218
        51% OFF
        51% OFF
        NZD 218NZD 106

        Choose Frontier Airlines flights from Jacksonville to Chicago. The one-way connecting flight with Frontier Airlines departs from Jacksonville International Airport on Sat, Dec 21, arriving at Midway International Airport. One-way Prices start from NZD 106 including taxes and charges.

      • JAX15:33
        6h 47m
        1 stop
        ORD21:20
        Thu, Dec 19|Jacksonville - Chicago|Frontier Airlines
        NZD 153NZD 218
        30% OFF
        30% OFF
        NZD 218NZD 153

        Choose Frontier Airlines flights from Jacksonville to Chicago. The one-way connecting flight with Frontier Airlines departs from Jacksonville International Airport on Thu, Dec 19, arriving at O'Hare International Airport. One-way Prices start from NZD 153 including taxes and charges.

      • JAX05:00
        5h 50m
        1 stop
        MDW09:50
        Tue, Dec 17|Jacksonville - Chicago|Delta Air Lines
        NZD 174
        NZD 174

        Choose Delta Air Lines flights from Jacksonville to Chicago. The one-way connecting flight with Delta Air Lines departs from Jacksonville International Airport on Tue, Dec 17, arriving at Midway International Airport. One-way Prices start from NZD 174 including taxes and charges.

      • JAX18:59
        4h 21m
        1 stop
        MDW22:20
        Tue, Jan 28|Jacksonville - Chicago|Delta Air Lines
        NZD 175
        NZD 175

        Choose Delta Air Lines flights from Jacksonville to Chicago. The one-way connecting flight with Delta Air Lines departs from Jacksonville International Airport on Tue, Jan 28, arriving at Midway International Airport. One-way Prices start from NZD 175 including taxes and charges.

      • JAX11:23
        6h 17m
        1 stop
        ORD16:40
        Wed, Jan 1|Jacksonville - Chicago|Delta Air Lines
        NZD 176
        NZD 176

        Choose Delta Air Lines flights from Jacksonville to Chicago. The one-way connecting flight with Delta Air Lines departs from Jacksonville International Airport on Wed, Jan 1, arriving at O'Hare International Airport. One-way Prices start from NZD 176 including taxes and charges.

      • JAX12:24
        6h 50m
        1 stop
        MDW18:14
        Wed, Jan 8|Jacksonville - Chicago|Delta Air Lines
        NZD 176
        NZD 176

        Choose Delta Air Lines flights from Jacksonville to Chicago. The one-way connecting flight with Delta Air Lines departs from Jacksonville International Airport on Wed, Jan 8, arriving at Midway International Airport. One-way Prices start from NZD 176 including taxes and charges.

      • JAX17:48
        5h 32m
        1 stop
        MDW22:20
        Wed, Jan 15|Jacksonville - Chicago|Delta Air Lines
        NZD 177
        NZD 177

        Choose Delta Air Lines flights from Jacksonville to Chicago. The one-way connecting flight with Delta Air Lines departs from Jacksonville International Airport on Wed, Jan 15, arriving at Midway International Airport. One-way Prices start from NZD 177 including taxes and charges.

      • JAX06:55
        9h 49m
        1 stop
        ORD15:44
        Sun, Jan 26|Jacksonville - Chicago|Jetblue Airways
        NZD 185
        NZD 185

        Choose Jetblue Airways flights from Jacksonville to Chicago. The one-way connecting flight with Jetblue Airways departs from Jacksonville International Airport on Sun, Jan 26, arriving at O'Hare International Airport. One-way Prices start from NZD 185 including taxes and charges.

      • JAX06:55
        9h 49m
        1 stop
        ORD15:44
        Mon, Feb 3|Jacksonville - Chicago|Jetblue Airways
        NZD 185
        NZD 185

        Choose Jetblue Airways flights from Jacksonville to Chicago. The one-way connecting flight with Jetblue Airways departs from Jacksonville International Airport on Mon, Feb 3, arriving at O'Hare International Airport. One-way Prices start from NZD 185 including taxes and charges.

      • JAX01:00 pm
        3h 5m
        Nonstop
        CHI02:00 pm
        Mon, Dec 23|Jacksonville - Chicago|American Airlines
        Find More Flights
        Find More Flights

Crossed out prices are calculated based on the average price of the corresponding route on Trip.com.

Find the best time to fly from Jacksonville to Chicago

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Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.

Airlines Flying from Jacksonville to Chicago

Compare prices, find the option that best suits your travel needs, and enjoy a comfortable journey with a trusted airline.

Frontier Airlines
From NZD 106
American Airlines
From NZD 173
Delta Air Lines
From NZD 174
Jetblue Airways
From NZD 185
Southwest Airlines
From NZD 212
United Airlines
From NZD 222
Allegiant Air
From NZD 329

Find more flights and airlines

Alternative Routes from Jacksonville to Chicago

Searching for potential routes that might be cheaper and faster? Check out these alternative flights from Jacksonville to Chicago.

  • Cheapest
    Frontier Airlines
    JAX
    19:50
    11h 49m
    1 transfer
    MDW
    06:39
    Jacksonville International Airport - Midway International Airport
    Sat, Dec 21Frontier Airlines
    NZD 106
  • Frontier Airlines
    JAX
    15:33
    6h 47m
    1 transfer
    ORD
    21:20
    Jacksonville International Airport - O'Hare International Airport
    Thu, Dec 19Frontier Airlines
    NZD 153
  • Frontier Airlines
    JAX
    15:33
    6h 47m
    1 transfer
    ORD
    21:20
    Jacksonville International Airport - O'Hare International Airport
    Thu, Dec 19Frontier Airlines
    NZD 153
    Find More Flights

FAQ

  • When are flight tickets from Jacksonville (JAX) to Chicago (CHI) the cheapest?

    Airlines adjust prices for flights from Jacksonville to Chicago based on the departure date and time of your selection. By analyzing data from all airlines, we've discovered that on Trip.com, you can find the lowest flight prices on Tuesdays, Wednesdays, and Saturdays.

  • How much do flights from Jacksonville (JAX) to Chicago (CHI) cost?

    According to Trip.com's data, the lowest price is around NZD 634.

  • How long does it take to fly from Jacksonville (JAX) to Chicago (CHI) and what is the distance?

    It takes around 2 hours 42 minutes to fly from Jacksonville (JAX) to Chicago (CHI).

  • What is the transportation method from the main airport to downtown in Chicago?

    • The distance from O'Hare International Airport to downtown is about 25 km. It takes about 40 minutes by taxi.
    • The distance from Midway International Airport to downtown is about 14 km. It takes about 30 minutes by taxi.

  • What are the most popular airlines that fly from Jacksonville (JAX) to Chicago (CHI)?

How to find a cheap flight from Jacksonville to Chicago

Wait until the last minute and flight costs are often sky-high. Plan ahead, book the right way, and your savings can soar. We have loads of saving tips to help you find a cheap flight from Jacksonville to Chicago. Book your flights at the right time and save more.
1
Book Early
Once prices are gone, they're gone. Lock in deals while you can!
2
Compare Flight Prices
Compare prices on travel agency and airline websites.
3
Look Out for Deals
Check airline and travel agency websites for latest flight deals
4
Check One-way Fares
Buying two cheap one-way flights can sometimes be a better deal than a round-trip.
5
Try Different Dates
Flying during the week, early in the morning, or late at night can help save money.
6
Use the Trip.com App
Save up to £10 per person when booking your flights on Trip.com

Flight Information from Jacksonville to Chicago

Cheapest nonstop flight priceNZD 106
Cheapest round-trip ticket priceNZD 324
Off-season for travelNovember
Peak season for travelMarch
Flight distance1,382.54 km
Average flight time2 hours 42 minutes
Popular airlineAmerican Airlines

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