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Flights from Chicago to Jacksonville
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Find Chicago to Jacksonville flights starting at CAD 192.

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

  • One way
  • Round-trip
      • ORD05:45
        4h 24m
        1 stop
        OAJ11:09
        Thu, Jan 30|Chicago - Jacksonville|Delta Air Lines
        CAD 192CAD 1,075
        82% OFF
        82% OFF
        CAD 1,075CAD 192

        Choose Delta Air Lines flights from Chicago to Jacksonville. The one-way connecting flight with Delta Air Lines departs from O'Hare International Airport on Thu, Jan 30, arriving at Albert J Ellis Airport. One-way Prices start from CAD 192 including taxes and charges.

      • ORD07:05
        7h 5m
        1 stop
        OAJ15:10
        Sat, Jan 18|Chicago - Jacksonville|Delta Air Lines
        CAD 205CAD 1,075
        81% OFF
        81% OFF
        CAD 1,075CAD 205

        Choose Delta Air Lines flights from Chicago to Jacksonville. The one-way connecting flight with Delta Air Lines departs from O'Hare International Airport on Sat, Jan 18, arriving at Albert J Ellis Airport. One-way Prices start from CAD 205 including taxes and charges.

      • ORD07:05
        7h 5m
        1 stop
        OAJ15:10
        Sun, Jan 19|Chicago - Jacksonville|Delta Air Lines
        CAD 206CAD 1,075
        81% OFF
        81% OFF
        CAD 1,075CAD 206

        Choose Delta Air Lines flights from Chicago to Jacksonville. The one-way connecting flight with Delta Air Lines departs from O'Hare International Airport on Sun, Jan 19, arriving at Albert J Ellis Airport. One-way Prices start from CAD 206 including taxes and charges.

      • ORD11:30
        4h 11m
        1 stop
        OAJ16:41
        Wed, Jan 8|Chicago - Jacksonville|Delta Air Lines
        CAD 250
        CAD 250

        Choose Delta Air Lines flights from Chicago to Jacksonville. The one-way connecting flight with Delta Air Lines departs from O'Hare International Airport on Wed, Jan 8, arriving at Albert J Ellis Airport. One-way Prices start from CAD 250 including taxes and charges.

      • ORD05:45
        4h 24m
        1 stop
        OAJ11:09
        Fri, Jan 10|Chicago - Jacksonville|Delta Air Lines
        CAD 282
        CAD 282

        Choose Delta Air Lines flights from Chicago to Jacksonville. The one-way connecting flight with Delta Air Lines departs from O'Hare International Airport on Fri, Jan 10, arriving at Albert J Ellis Airport. One-way Prices start from CAD 282 including taxes and charges.

      • MDW06:00
        4h 9m
        1 stop
        OAJ11:09
        Wed, Jan 15|Chicago - Jacksonville|Delta Air Lines
        CAD 282
        CAD 282

        Choose Delta Air Lines flights from Chicago to Jacksonville. The one-way connecting flight with Delta Air Lines departs from Midway International Airport on Wed, Jan 15, arriving at Albert J Ellis Airport. One-way Prices start from CAD 282 including taxes and charges.

      • MDW06:00
        4h 52m
        1 stop
        OAJ11:52
        Mon, Mar 31|Chicago - Jacksonville|Delta Air Lines
        CAD 343
        CAD 343

        Choose Delta Air Lines flights from Chicago to Jacksonville. The one-way connecting flight with Delta Air Lines departs from Midway International Airport on Mon, Mar 31, arriving at Albert J Ellis Airport. One-way Prices start from CAD 343 including taxes and charges.

      • ORD08:12
        6h 43m
        1 stop
        OAJ15:55
        Wed, Jan 8|Chicago - Jacksonville|American Airlines
        CAD 371
        CAD 371

        Choose American Airlines flights from Chicago to Jacksonville. The one-way connecting flight with American Airlines departs from O'Hare International Airport on Wed, Jan 8, arriving at Albert J Ellis Airport. One-way Prices start from CAD 371 including taxes and charges.

      • ORD14:30
        7h 24m
        1 stop
        OAJ22:54
        Thu, Jan 30|Chicago - Jacksonville|United Airlines
        CAD 905
        CAD 905

        Choose United Airlines flights from Chicago to Jacksonville. The one-way connecting flight with United Airlines departs from O'Hare International Airport on Thu, Jan 30, arriving at Albert J Ellis Airport. One-way Prices start from CAD 905 including taxes and charges.

      • ORD14:30
        5h 52m
        1 stop
        OAJ21:22
        Wed, Jan 8|Chicago - Jacksonville|United Airlines
        CAD 920
        CAD 920

        Choose United Airlines flights from Chicago to Jacksonville. The one-way connecting flight with United Airlines departs from O'Hare International Airport on Wed, Jan 8, arriving at Albert J Ellis Airport. One-way Prices start from CAD 920 including taxes and charges.

      • CHI01:00 pm
        3h 5m
        Nonstop
        OAJ02:00 pm
        Sat, Jan 11|Chicago - Jacksonville|Delta Air Lines
        Find More Flights
        Find More Flights

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

When is the cheapest time to fly from Chicago to Jacksonville?

We monitor flight fares to help you find the best deals effortlessly

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

Find Cheapest Airlines Flying from Chicago to Jacksonville

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

Delta Air Lines
From CAD 192
American Airlines
From CAD 239
United Airlines
From CAD 905

Find more flights and airlines

Alternative Routes for Chicago to Jacksonville Flights

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

  • Cheapest
    Delta Air Lines
    ORD
    05:45
    4h 24m
    1 transfer
    OAJ
    11:09
    O'Hare International Airport - Albert J Ellis Airport
    Thu, Jan 30Delta Air Lines
    CAD 192
  • Delta Air Lines
    MDW
    06:00
    4h 8m
    1 transfer
    OAJ
    11:08
    Midway International Airport - Albert J Ellis Airport
    Sun, Jan 19Delta Air Lines
    CAD 206
  • Delta Air Lines
    MDW
    06:00
    4h 8m
    1 transfer
    OAJ
    11:08
    Midway International Airport - Albert J Ellis Airport
    Sun, Jan 19Delta Air Lines
    CAD 206
    Find More Flights

FAQ

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

    Airlines adjust prices for flights from Chicago to Jacksonville based on the date and time of your booking. By analyzing data from all airlines, on Trip.com, you can find the cheapest flight prices on Tuesdays, Wednesdays, and Saturdays.

  • How much are flights from Chicago (CHI) to Jacksonville (OAJ) cost?

    According to Trip.com's data, the lowest price is around CAD 773.

  • How many airports in Jacksonville (OAJ)?

    There are 1 airport(s) in Jacksonville (OAJ): Albert J Ellis Airport.

How to find a cheap flight from Chicago to Jacksonville

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 Chicago to Jacksonville. 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 for Chicago to Jacksonville Flights

Cheapest direct flight priceCAD 191
Off-season travel monthJanuary
Peak season for travelMarch
Flight distance1,193.13km
Popular airlineDelta Air Lines

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