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Latest Flight Deals from Jacksonville to Chicago

Book one-way or return flights from Jacksonville to Chicago from as little as NZD 81. Choose from the popular airlines below and book your flight today!

  • One way
  • Round-trip
      • JAX18:39
        7h 13m
        1 stop
        ORD00:52
        Wed, May 15|Jacksonville - Chicago|Frontier Airlines
        NZD 81NZD 194
        57% OFF
        57% OFF
        NZD 194NZD 81
      • JAX18:39
        7h 13m
        1 stop
        ORD00:52
        Wed, May 1|Jacksonville - Chicago|Frontier Airlines
        NZD 84NZD 194
        56% OFF
        56% OFF
        NZD 194NZD 84
      • JAX18:40
        7h 12m
        1 stop
        ORD00:52
        Mon, May 13|Jacksonville - Chicago|Frontier Airlines
        NZD 86NZD 194
        56% OFF
        56% OFF
        NZD 194NZD 86
      • JAX18:39
        7h 13m
        1 stop
        ORD00:52
        Sat, May 11|Jacksonville - Chicago|Frontier Airlines
        NZD 88
        NZD 88
      • JAX21:59
        26h 31m
        1 stop
        MDW23:30
        Tue, May 7|Jacksonville - Chicago|Frontier Airlines
        NZD 101
        NZD 101
      • JAX12:39
        2h 41m
        Direct
        ORD14:20
        Sat, May 18|Jacksonville - Chicago|American Airlines
        NZD 118
        NZD 118
      • JAX14:27
        2h 45m
        Direct
        ORD16:12
        Wed, May 1|Jacksonville - Chicago|American Airlines
        NZD 118
        NZD 118
      • JAX18:47
        6h 18m
        1 stop
        ORD00:05
        Sat, Jun 1|Jacksonville - Chicago|Frontier Airlines
        NZD 131
        NZD 131
      • JAX22:05
        13h 28m
        1 stop
        ORD10:33
        Tue, Jun 4|Jacksonville - Chicago|Frontier Airlines
        NZD 137
        NZD 137
      • JAX18:39
        7h 33m
        1 stop
        ORD01:12
        Fri, May 10|Jacksonville - Chicago|Frontier Airlines
        NZD 146
        NZD 146
      • JAX13:00
        3h 5m
        Direct
        CHI14:00
        Mon, May 6|Jacksonville - Chicago|Frontier Airlines
        Find More Flights
        Find More Flights

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

Searching for the best last minute flight from Jacksonville to Chicago? Find one-way or return flights that are affordable and fit your itinerary.

Trip.com monitors the ticket fares of flights from Jacksonville to Chicago. Stay updated on price trends and snag the best deals for your upcoming trip.

Displayed prices are calculated based on the cheapest average weekly prices of the corresponding route on Trip.com.
Airlines Flying from Jacksonville to Chicago

View airlines operating flights 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 81
American Airlines
From NZD 118
Sun Country Airlines
From NZD 147
United Airlines
From NZD 169
Delta Air Lines
From NZD 193
Jetblue Airways
From NZD 202
Southwest Airlines
From NZD 292
Breeze Airways
From NZD 321
Allegiant Air
From NZD 513
ANA airlines

Find more flights and airlines

Alternative Routes from Jacksonville to Chicago

Discover different routes, airlines, and transfers and find the best alternative flights for your journey from Jacksonville to Chicago.

  • Cheapest
    Frontier Airlines
    JAX
    18:39
    7h 13m
    1 transfer
    ORD
    00:52
    Jacksonville International Airport - O'Hare International Airport
    Wed, May 15Frontier Airlines
    NZD 81
  • Frontier Airlines
    JAX
    21:59
    26h 31m
    1 transfer
    MDW
    23:30
    Jacksonville International Airport - Midway International Airport
    Tue, May 7Frontier Airlines
    NZD 101
  • Frontier Airlines
    JAX
    21:59
    26h 31m
    1 transfer
    MDW
    23:30
    Jacksonville International Airport - Midway International Airport
    Tue, May 7Frontier Airlines
    NZD 101
    Find More Flights

How do I find the cheapest flights?

  • 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 613.

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

    It takes around 2 hours 59 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 25km. It takes about 40 minutes by taxi.
    • The distance from Midway International Airport to downtown is about 14km. 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 price

NZD 80

Cheapest round-trip ticket price

NZD 239

Off-season for travel

May

Peak season for travel

October

Flight distance

1,382.54km

Average flight time

2 hours 59 minutes

Popular airline

American Airlines

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