OAJ - ORD

$343 Find Cheap Flights from Jacksonville to Chicago - Compare and Save

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1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$443
Typical prices: $420-$618
American Airlines
Mon 12/3Wed 12/5
OAJ - ORD • 1 stop
Cheapest one-way
$343
Typical prices: $251-$392
American Airlines
Sun 12/9
OAJ - ORD • 1 stop
When to travel
September
Cheapest • 26% price drop
August
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Atlanta Hartsfield-Jackson (ATL)
Cheapest • Avg $492 (round-trip)
Charlotte Douglas (CLT)
Shortest trip • 4h 42m (one-way)
Insights
Insights
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We hope you love your trip to Chicago O'Hare Intl Airport!
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Flight Deals

Cheap Flights from Jacksonville to Chicago (OAJ-ORD)

 
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Jacksonville to Chicago

Thu, Dec 3 - Sat, Dec 5
American Airlines Logo
2:51 pm - 8:04 pmOAJ  Jacksonville Albert J Ellis-ORD Chicago O'Hare Intl
6h 13m1 stop Charlotte Douglas
American Airlines Logo
8:05 am - 1:29 pmORD  Chicago O'Hare Intl-OAJ Jacksonville Albert J Ellis
4h 24m1 stop Charlotte Douglas
$443American Airlines
Sat, Oct 10 - Wed, Oct 21
American Airlines Logo
4:56 pm - 11:00 pmOAJ  Jacksonville Albert J Ellis-ORD Chicago O'Hare Intl
7h 04m1 stop Charlotte Douglas
American Airlines Logo
12:05 pm - 7:54 pmORD  Chicago O'Hare Intl-OAJ Jacksonville Albert J Ellis
6h 49m1 stop Charlotte Douglas
$444American Airlines
Sat, Oct 10 - Wed, Oct 21
Delta Logo
4:10 pm - 8:38 pmOAJ  Jacksonville Albert J Ellis-ORD Chicago O'Hare Intl
5h 28m1 stop Atlanta Hartsfield-Jackson
Delta Logo
7:00 am - 5:53 pmORD  Chicago O'Hare Intl-OAJ Jacksonville Albert J Ellis
9h 53m2 stops Detroit Metropolitan Wayne County Atlanta Hartsfield-Jackson
$458Delta
Sun, Nov 22 - Sat, Nov 28
Delta Logo
2:26 pm - 7:05 pmOAJ  Jacksonville Albert J Ellis-ORD Chicago O'Hare Intl
5h 39m1 stop Atlanta Hartsfield-Jackson
Delta Logo
5:30 am - 11:16 amORD  Chicago O'Hare Intl-OAJ Jacksonville Albert J Ellis
4h 46m1 stop Atlanta Hartsfield-Jackson
$463Delta
Sat, Oct 10 - Wed, Oct 21
Delta Logo
12:00 pm - 8:30 pmOAJ  Jacksonville Albert J Ellis-ORD Chicago O'Hare Intl
9h 30m2 stops Atlanta Hartsfield-Jackson Detroit Metropolitan Wayne County
Delta Logo
7:00 am - 5:53 pmORD  Chicago O'Hare Intl-OAJ Jacksonville Albert J Ellis
9h 53m2 stops New York LaGuardia Atlanta Hartsfield-Jackson
$463Delta
Sun, Nov 22 - Sat, Nov 28
Delta Logo
11:56 am - 10:18 pmOAJ  Jacksonville Albert J Ellis-ORD Chicago O'Hare Intl
11h 22m2 stops Atlanta Hartsfield-Jackson New York LaGuardia
Delta Logo
5:30 am - 11:16 amORD  Chicago O'Hare Intl-OAJ Jacksonville Albert J Ellis
4h 46m1 stop Atlanta Hartsfield-Jackson
$468Delta
Thu, Oct 15 - Sun, Oct 18
Delta Logo
6:33 pm - 11:57 pmOAJ  Jacksonville Albert J Ellis-ORD Chicago O'Hare Intl
6h 24m1 stop Atlanta Hartsfield-Jackson
Delta Logo
6:30 am - 1:41 pmORD  Chicago O'Hare Intl-OAJ Jacksonville Albert J Ellis
6h 11m1 stop Atlanta Hartsfield-Jackson
$477Delta
Thu, Oct 15 - Sun, Oct 18
Delta Logo
12:00 pm - 8:30 pmOAJ  Jacksonville Albert J Ellis-ORD Chicago O'Hare Intl
9h 30m2 stops Atlanta Hartsfield-Jackson Detroit Metropolitan Wayne County
Delta Logo
6:30 am - 1:41 pmORD  Chicago O'Hare Intl-OAJ Jacksonville Albert J Ellis
6h 11m1 stop Atlanta Hartsfield-Jackson
$482Delta
Tue, Sep 29 - Sat, Oct 3
American Airlines Logo
6:06 am - 12:14 pmOAJ  Jacksonville Albert J Ellis-ORD Chicago O'Hare Intl
7h 08m1 stop Charlotte Douglas
American Airlines Logo
6:45 am - 1:27 pmORD  Chicago O'Hare Intl-OAJ Jacksonville Albert J Ellis
5h 42m1 stop Charlotte Douglas
$492American Airlines
Tue, Sep 29 - Sat, Oct 3
Delta Logo
6:00 am - 4:30 pmOAJ  Jacksonville Albert J Ellis-ORD Chicago O'Hare Intl
11h 30m2 stops Atlanta Hartsfield-Jackson New York LaGuardia
Delta Logo
5:30 am - 11:15 amORD  Chicago O'Hare Intl-OAJ Jacksonville Albert J Ellis
4h 45m1 stop Atlanta Hartsfield-Jackson
$510Delta
Booking Insights

Price, demand and travel trends for Jacksonville to Chicago O'Hare Intl Airport flights

Use KAYAK data on prices, travel dates, airlines and seasonal trends to compare options and book flights from Jacksonville to Chicago O'Hare Intl Airport with more confidence.

How much is a round-trip flight from Jacksonville to Chicago O'Hare Intl Airport?

Round-trip flights from Jacksonville to Chicago O'Hare Intl Airport start at $443. Prices are typical for this route right now, with typical round-trip fares ranging from $420 to $618. The lowest price found in the past 5 days was $443 on American Airlines.

What's the cheapest day of the week to fly from Jacksonville to Chicago O'Hare Intl Airport?

Tuesday is the cheapest day of the week to fly from Jacksonville to Chicago O'Hare Intl Airport, it is 27% cheaper than the average day. Saturday is the most expensive day with flight prices 24% higher than average. Based on deals found by KAYAK users in the last 12 months.

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Key details for Jacksonville to Chicago O'Hare Intl Airport flights

Low season

February

Cheapest flight

$343
Most popular time to fly and prices are also 25% lower on average.
Flight from Jacksonville to Chicago O'Hare Intl Airport

When to book flights from Jacksonville to Chicago

Are your dates flexible? Find out the best times to travel from Jacksonville to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

Your Jacksonville to Chicago O'Hare Intl Airport flight questions, answered

Find helpful route details based on KAYAK data, including flight times, airports, airlines and booking questions.

  • Which airports can I use when flying from Jacksonville to Chicago O'Hare Intl Airport?

    Flights from Jacksonville to Chicago O'Hare Intl Airport usually depart from Jacksonville Albert J Ellis (OAJ) and arrive at Chicago O'Hare Intl (ORD).

  • What cabin classes can I book on flights from Jacksonville to Chicago O'Hare Intl Airport?

    Only Economy Class is available on flights from Jacksonville to Chicago O'Hare Intl Airport.

  • Which airports do connecting flights from Jacksonville to Chicago O'Hare Intl Airport pass through?

    Connecting flights from Jacksonville to Chicago O'Hare Intl Airport most commonly pass through:

    • Charlotte Douglas (CLT) - 79% of one-stop connections
    • Atlanta Hartsfield-Jackson (ATL) - 21% of one-stop connections
    Together, these airports account for 100% of one-stop bookings on this route.

  • Can I save money by using flexible dates for flights from Jacksonville to Chicago O'Hare Intl Airport?

    Yes. Being flexible with your travel dates can save you up to 42% on the Jacksonville to Chicago O'Hare Intl Airport route. Tuesday is the cheapest departure day at $408 round-trip on average, while Saturday is the most expensive at $692, a difference of $284. KAYAK's flexible dates feature shows options up to 3 days before and after your selected dates, making it easier to compare nearby fares.

  • What popular places can I visit in Chicago O'Hare Intl Airport?

    Some of the most popular sights in Chicago O'Hare Intl Airport are Magnificent Mile, Grant Park and River North. These are among the most viewed places in Chicago O'Hare Intl Airport on KAYAK.

  • How long is a flight from Jacksonville to Chicago O'Hare Intl Airport?

    There are currently no nonstop flights available from Jacksonville to Chicago O'Hare Intl Airport. Flights with 1 layover take between 4h 42m and 5h 09m in total, depending on the connection.

  • Do I need a passport to fly from Jacksonville to Chicago O'Hare Intl Airport?

    No, a passport is not required for this domestic route, but you will need a real ID-compliant driver's license, a state ID, or another TSA-accepted form of identification.

  • Have flight prices from Jacksonville to Chicago O'Hare Intl Airport changed much recently?

    Yes. Based on fares seen in the past 5 days, round-trip prices on this route showed a wide range, from about $443 to $1,399. That means the highest observed fare was about 3x higher than the lowest one.

  • How are flight prices from Jacksonville to Chicago O'Hare Intl Airport looking right now?

    One-way fares from Jacksonville to Chicago O'Hare Intl Airport are currently lower than usual. Average one-way flight prices are about $344, which is 11% below the typical average for this route.

  • How much time can I save by choosing a different layover airport from Jacksonville to Chicago O'Hare Intl Airport?

    Flying via Charlotte Douglas (CLT) gives the shortest average 1-stop total travel time at 4h 42m, compared with 5h 09m via Atlanta Hartsfield-Jackson (ATL).

  • What is the time difference between Jacksonville and Chicago O'Hare Intl Airport?

    Chicago O'Hare Intl Airport is 1 hour behind Jacksonville (Central Time vs Eastern Time). Plan for the time shift when scheduling connections or first-day activities.

  • What car rental options are available at Chicago O'Hare Intl Airport (ORD)?

    Chicago O'Hare Intl Airport (ORD) hosts 5 major car rental companies, with daily rates starting from around $17 for economy cars. Top options include:
    • Routes Car & Truck Rentals
    • Europcar
    • Hertz
    • Dollar
    • Ace

  • How much should I expect to pay for a Jacksonville to Chicago O'Hare Intl Airport flight?

    Round-trip flights from Jacksonville to Chicago O'Hare Intl Airport range from $420 to $618, with an average of $554 over the past 12 months. Anything below $420 counts as a good deal.

Your guide to booking Jacksonville to Chicago O'Hare Intl Airport flights

Get tips on when to book, when to fly and what to know before your trip.
  • If your dates can be flexible, aim for a Tuesday departure instead of Saturday. On this route, Tuesday flights average $408 - about $284 less than Saturday (41% savings) based on the last 12 months.
  • If you can choose when to travel, plan your Jacksonville to Chicago O'Hare Intl Airport trip for September. Fares historically average $408 round-trip in that month - typically $434 less than the most expensive month, which is November (based on the last 12 months).

More options for your flight from Jacksonville to Chicago

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