OAJ - ORD

$409 Find Cheap Flights from Jacksonville to Chicago - Compare and Save

1 adult
1 adult, Economy, 0 bags

Save 21% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Everything you should know

Cheapest round-trip
$409
Typical prices: $420-$618
Delta
Sat 2/3Sat 2/10
OAJ - ORD • 1 stop
When to travel
Cheapest • 26% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg $492 (round-trip)
Shortest trip • 4h 42m (one-way)
Insights
Insights
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Chicago O'Hare Intl Airport!
Flight Deals
Booking Insights
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

Wed, Feb 3 - Wed, Feb 10
Delta Logo
5:40 am - 10:07 amOAJ  Jacksonville Albert J Ellis-ORD Chicago O'Hare Intl
5h 27m1 stop Atlanta Hartsfield-Jackson
Delta Logo
5:30 am - 1:39 pmORD  Chicago O'Hare Intl-OAJ Jacksonville Albert J Ellis
7h 09m1 stop Atlanta Hartsfield-Jackson
$409Delta
Wed, Feb 3 - Tue, Feb 9
Delta Logo
5:40 am - 10:07 amOAJ  Jacksonville Albert J Ellis-ORD Chicago O'Hare Intl
5h 27m1 stop Atlanta Hartsfield-Jackson
Delta Logo
3:00 pm - 10:15 pmORD  Chicago O'Hare Intl-OAJ Jacksonville Albert J Ellis
6h 15m1 stop Atlanta Hartsfield-Jackson
$409Delta
Sat, Mar 13 - Wed, Mar 17
Delta Logo
6:25 pm - 10:20 pmOAJ  Jacksonville Albert J Ellis-ORD Chicago O'Hare Intl
4h 55m1 stop Atlanta Hartsfield-Jackson
Delta Logo
5:30 am - 11:12 amORD  Chicago O'Hare Intl-OAJ Jacksonville Albert J Ellis
4h 42m1 stop Atlanta Hartsfield-Jackson
$409Delta
Tue, Feb 2 - Sat, Feb 13
Delta Logo
5:40 am - 10:07 amOAJ  Jacksonville Albert J Ellis-ORD Chicago O'Hare Intl
5h 27m1 stop Atlanta Hartsfield-Jackson
Delta Logo
7:10 am - 1:39 pmORD  Chicago O'Hare Intl-OAJ Jacksonville Albert J Ellis
5h 29m1 stop Atlanta Hartsfield-Jackson
$409Delta
Wed, Feb 3 - Sat, Feb 13
Delta Logo
11:58 am - 4:37 pmOAJ  Jacksonville Albert J Ellis-ORD Chicago O'Hare Intl
5h 39m1 stop Atlanta Hartsfield-Jackson
Delta Logo
3:00 pm - 10:15 pmORD  Chicago O'Hare Intl-OAJ Jacksonville Albert J Ellis
6h 15m1 stop Atlanta Hartsfield-Jackson
$409Delta
Tue, Mar 23 - Sat, Mar 27
Delta Logo
11:58 am - 4:37 pmOAJ  Jacksonville Albert J Ellis-ORD Chicago O'Hare Intl
5h 39m1 stop Atlanta Hartsfield-Jackson
Delta Logo
7:10 am - 1:39 pmORD  Chicago O'Hare Intl-OAJ Jacksonville Albert J Ellis
5h 29m1 stop Atlanta Hartsfield-Jackson
$409Delta
Sat, Mar 13 - Tue, Mar 16
Delta Logo
6:25 pm - 10:20 pmOAJ  Jacksonville Albert J Ellis-ORD Chicago O'Hare Intl
4h 55m1 stop Atlanta Hartsfield-Jackson
Delta Logo
3:00 pm - 10:15 pmORD  Chicago O'Hare Intl-OAJ Jacksonville Albert J Ellis
6h 15m1 stop Atlanta Hartsfield-Jackson
$409Delta
Sat, Feb 6 - Tue, Feb 9
Delta Logo
5:40 am - 10:07 amOAJ  Jacksonville Albert J Ellis-ORD Chicago O'Hare Intl
5h 27m1 stop Atlanta Hartsfield-Jackson
Delta Logo
5:30 am - 11:12 amORD  Chicago O'Hare Intl-OAJ Jacksonville Albert J Ellis
4h 42m1 stop Atlanta Hartsfield-Jackson
$409Delta
Mon, Nov 2 - Sat, Nov 7
American Airlines Logo
3:24 pm - 7:36 pmOAJ  Jacksonville Albert J Ellis-ORD Chicago O'Hare Intl
5h 12m1 stop Charlotte Douglas
American Airlines Logo
9:00 am - 4:51 pmORD  Chicago O'Hare Intl-OAJ Jacksonville Albert J Ellis
6h 51m1 stop Charlotte Douglas
$443American Airlines
Sun, Nov 22 - Wed, Dec 2
American Airlines Logo
6:01 pm - 11:59 pmOAJ  Jacksonville Albert J Ellis-ORD Chicago O'Hare Intl
6h 58m1 stop Charlotte Douglas
American Airlines Logo
1:22 pm - 6:45 pmORD  Chicago O'Hare Intl-OAJ Jacksonville Albert J Ellis
4h 23m1 stop Charlotte Douglas
$443American Airlines
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 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 typically range from $420 to $618. The lowest price found in the past 5 days was $409, on Delta.

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

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

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

Low season

February

Cheapest flight

$409
Round-trip 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 answers about this route, including flight times, airports, airlines and booking tips.

  • 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.

  • 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.

  • 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.

  • 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 $409 to $843. That means the highest observed fare was about 2x higher than the lowest one.

  • 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

  • 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).

  • 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

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

    Yes. Flexible dates can save you up to 42% on flights from Jacksonville to Chicago O'Hare Intl Airport. 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.

  • 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 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 Soldier Field. These are among the most viewed places in Chicago O'Hare Intl Airport on KAYAK.

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 are flexible, aim for a Tuesday departure and avoid flying on Saturday. On this route, Tuesday flights average $408, about $284 less than Saturday fares (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

Complete your trip to Chicago with a hotel stay or car rental