CHI - JAX

$88 Find Cheap Flights from Chicago to Jacksonville - Compare and Save

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Everything you should know

Cheapest round-trip
$215
Typical prices: $302-$452
Frontier
Sun 10/7Sun 10/14
MDW - JAX • 1 stop
Cheapest non-stop
$247
Typical prices: $309-$458
Southwest
Sat 10/27Wed 10/31
MDW - JAX • Non-stop
Nonstop flights
You can fly direct with United Airlines, American Airlines and Southwest. Average duration is 2h 33m
Direct flights
+1
Direct flights
+1
Top routes
Cheapest • 4% average savings
Most popular
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 5 weeks in advance save around 43% compared to booking last minute.
Insights
Insights
When to travel
Cheapest • 14% price drop
Most popular
Good to know
+1
Good to know
+1
Top layover airports
Cheapest • Avg $231 (round-trip)
Shortest trip • 4h 15m (one-way)
Insights
Insights
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Flight Deals
Booking Insights
Expert advice
Flight Deals

Cheap Flights from Chicago to Jacksonville (CHI-JAX)

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

Recent round-trip flight deals from Chicago to Jacksonville

Wed, Oct 7 - Wed, Oct 14
Frontier Logo
6:25 am - 7:01 pmMDW  Chicago Midway-JAX Jacksonville
11h 36m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
7:46 pm - 11:43 pmJAX  Jacksonville-MDW Chicago Midway
4h 57m1 stop Atlanta Hartsfield-Jackson
$215Frontier
Sat, Oct 24 - Mon, Oct 26
Frontier Logo
6:00 am - 6:46 pmORD  Chicago O'Hare Intl-JAX Jacksonville
11h 46m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
7:46 pm - 12:51 pmJAX  Jacksonville-ORD Chicago O'Hare Intl
18h 05m1 stop Atlanta Hartsfield-Jackson
$215Frontier
Sat, Oct 3 - Tue, Oct 6
Multiple Airlines Logo
6:20 am - 7:01 pmORD  Chicago O'Hare Intl-JAX Jacksonville
11h 41m1 stop Atlanta Hartsfield-Jackson
Multiple Airlines Logo
10:25 am - 6:23 pmJAX  Jacksonville-ORD Chicago O'Hare Intl
8h 58m2 stops Norfolk Atlanta Hartsfield-Jackson
$220Multiple Airlines
Mon, Oct 26 - Thu, Oct 29
Multiple Airlines Logo
10:26 am - 6:31 pmORD  Chicago O'Hare Intl-JAX Jacksonville
7h 05m1 stop Atlanta Hartsfield-Jackson
Multiple Airlines Logo
9:08 pm - 12:51 pmJAX  Jacksonville-ORD Chicago O'Hare Intl
40h 43m2 stops Raleigh-Durham Atlanta Hartsfield-Jackson
$221Multiple Airlines
Tue, Oct 27 - Sat, Oct 31
Southwest Logo
6:00 pm - 9:20 pmMDW  Chicago Midway-JAX Jacksonville
2h 20mnonstop
Southwest Logo
8:10 am - 9:30 amJAX  Jacksonville-MDW Chicago Midway
2h 20mnonstop
$247Southwest
Tue, Oct 13 - Tue, Oct 20
Southwest Logo
6:00 pm - 9:20 pmMDW  Chicago Midway-JAX Jacksonville
2h 20mnonstop
Southwest Logo
6:10 pm - 11:15 pmJAX  Jacksonville-MDW Chicago Midway
6h 05m1 stop Houston Hobby
$257Southwest
Tue, Oct 20 - Sun, Oct 25
JetBlue Logo
6:10 am - 2:52 pmORD  Chicago O'Hare Intl-JAX Jacksonville
7h 42m1 stop New York John F Kennedy Intl
JetBlue Logo
7:05 am - 1:44 pmJAX  Jacksonville-ORD Chicago O'Hare Intl
7h 39m1 stop Fort Lauderdale
$315JetBlue
Tue, Oct 20 - Tue, Oct 27
JetBlue Logo
6:10 am - 2:52 pmORD  Chicago O'Hare Intl-JAX Jacksonville
7h 42m1 stop New York John F Kennedy Intl
JetBlue Logo
7:05 am - 1:44 pmJAX  Jacksonville-ORD Chicago O'Hare Intl
7h 39m1 stop Fort Lauderdale
$315JetBlue
Wed, Oct 14 - Mon, Oct 19
American Airlines Logo
7:20 pm - 10:49 pmORD  Chicago O'Hare Intl-JAX Jacksonville
2h 29mnonstop
American Airlines Logo
6:36 am - 8:29 amJAX  Jacksonville-ORD Chicago O'Hare Intl
2h 53mnonstop
$327American Airlines
Tue, Oct 13 - Sat, Oct 17
American Airlines Logo
7:20 pm - 10:49 pmORD  Chicago O'Hare Intl-JAX Jacksonville
2h 29mnonstop
American Airlines Logo
6:36 am - 8:29 amJAX  Jacksonville-ORD Chicago O'Hare Intl
2h 53mnonstop
$327American Airlines
Booking Insights

Price, demand and travel trends for Chicago to Jacksonville flights

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

How much is a round-trip flight from Chicago to Jacksonville?

Round-trip flights from Chicago to Jacksonville start at $215. Prices are below average for this route right now, with typical round-trip fares ranging from $302 to $452. The lowest price found in the past 5 days was $215 on Frontier.

What is the cheapest Chicago to Jacksonville flight route?

There's little price difference between Chicago to Jacksonville routes. They average around $354 round-trip, based on KAYAK data over the past 12 months.

What's the cheapest day of the week to fly from Chicago to Jacksonville?

Saturday is the cheapest day of the week to fly from Chicago to Jacksonville, it is 6% cheaper than the average day. Sunday is the most expensive day with flight prices 10% higher than average. Based on deals found by KAYAK users in the last 12 months.

What is the cheapest month to fly from Chicago to Jacksonville?

  • September is the cheapest month to fly from Chicago to Jacksonville at $314 round-trip.
  • December ($423) and July ($404) are the most expensive months.
  • The price difference between flying in the cheapest and most expensive months is 34% on average.
This is based on KAYAK aggregated and averaged internal data over the past 12 months.

When are prices from Chicago to Jacksonville the cheapest?

Flights from Chicago to Jacksonville are cheapest 5 weeks before departure. Booking in this window typically costs about 43% less than the average last-minute fare (within 2 weeks of the flight), based on KAYAK data.

Expert advice

Expert advice for your flight from Chicago to Jacksonville

 
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on United Airlines, ORD and MDW

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Harriet Baskas

Harriet Baskas

Expert on American Airlines

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Blane Bachelor

Blane Bachelor

Expert on Southwest

Blane Bachelor is a journalist and editor specializing in travel and aviation who writes regularly for top global outlets. Born and raised in Florida, Blane has worked and lived in four countries, including the Netherlands, where she’s currently based with her family. Her favorite way to get to know a new destination is by running or riding a bike around town – or hearing a spooky ghost story about local history. She will always choose the window seat.

Marisa Garcia

Marisa Garcia

Expert on JAX

Marisa knows planes inside and out, spending 16 years working on aircraft in hangars at airports around the world. She is an aviation industry expert, specialized in airline interiors and regulations. Ten years ago, she pivoted to journalism. She shares her insights in leading aviation, travel, and business publications and on her site FlightChic.

Key details for Chicago to Jacksonville flights

Low season

September

Cheapest flight

$88
Best time to beat the crowds with an average 14% drop in price.
Most popular time to fly with an average 9% increase in price.
Flight from Chicago O'Hare Intl Airport to Jacksonville

When to book flights from Chicago to Jacksonville

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

Your Chicago to Jacksonville flight questions, answered

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

  • Are there hotels near O’Hare International Airport (ORD)?

    The Rose Chicago, Tapestry Collection by Hilton and Holiday Inn Express & Suites - Chicago O'Hare Airport, An IHG Hotel are the most convenient hotels for those who wish to book a room near the O’Hare International Airport (ORD). The hotels are located 1.7 miles and 1.6 miles away from the airport. The Rose Hotel is pet friendly and has a fitness center for its customers to use.

  • What types of flights are available from O’Hare International Airport (ORD) to Jacksonville Airport (JAX)?

    There are both direct and connecting flights between the destinations. American Airlines and United Airlines offer direct flights from O’Hare International Airport (ORD) to Jacksonville Airport (JAX). However, American Airlines also offers flights with a layover at Charlotte Douglas International Airport (CLT).

  • Are there lounges in O’Hare International Airport (ORD)?

    There are a couple of lounges within the different terminals within the airport. Terminal 1 is equipped with 4 United Club lounges at different locations: near Gates B6, B18, C16, and C18. Terminal 2 hosts both the United Club and the Delta Sky Club. Terminal 3 is mainly occupied by the Admirals Club by American Airlines in the different locations, near Gates G8 and Gate L1, between gates H6 and K6, and lastly is the Flagship Lounge. Terminal 5, which is the International Terminal, has also a couple of lounges.

  • What is the most convenient way to get to downtown Jacksonville from Jacksonville Airport (JAX)?

    The Line 1 bus is the most convenient means of public transport from the airport to downtown Jacksonville. It will only take you an hour to complete the journey whereas a taxi from the airport would take 18min to complete the journey.

  • Which airlines offer extra legroom and free seat selection on Chicago to Jacksonville flights?

    Among airlines operating Chicago to Jacksonville flights:

    • United Airlines: offers extra legroom; offers free seat selection
    • American Airlines: offers extra legroom; offers free seat selection
    • Southwest: offers free seat selection

    Extra legroom and free seat selection availability depends on fare class and route.

  • What airlines are available from Chicago to Jacksonville?

    3 airlines operate flights between Chicago and Jacksonville. The airlines offering nonstop flights on this route include:

    • United Airlines
    • American Airlines
    • Southwest

  • Which airports can I use when flying from Chicago to Jacksonville?

    Flights from Chicago to Jacksonville may depart from several airports in Chicago area, including Chicago Midway (MDW), Chicago O'Hare Intl (ORD) and Chicago Greater Rockford (RFD). Flights usually arrive at Jacksonville (JAX).

  • Which airlines include bags at no extra cost on Chicago to Jacksonville flights?

    Here are some options for this route, based on selected ticket types and cabin classes:

    • United Airlines: a cabin bag and a checked bag in Economy Class
    • American Airlines: a cabin bag and a checked bag in Economy Class
    • Southwest: a cabin bag and a checked bag in Economy Class

    Bag allowance can vary by ticket type, cabin class, route and airline, so travelers should check the fare details before booking.

  • What cabin classes can I book on flights from Chicago to Jacksonville?

    Three cabin classes are available on flights from Chicago to Jacksonville:

    • Economy Class
    • Business Class
    • First Class

  • How much can I save by taking a layover when flying from Chicago to Jacksonville?

    On this route, layover flights are cheaper than nonstop options on average. Layover fares average $231 round-trip via Dallas/Fort Worth (DFW), compared to $369 for nonstop.

  • What is the standard checked-bag allowance on flights from Chicago to Jacksonville?

    There is no standard. Checked-bag policies vary by airline on this route. Most carriers charge $40–$100 for the first checked bag in economy. Premium fares and elite-status bookings typically include a free checked bag.

  • Which airports do connecting flights from Chicago to Jacksonville pass through?

    One-stop flights from Chicago to Jacksonville most commonly connect through:

    • Atlanta Hartsfield-Jackson (ATL) - 70% of one-stop connections
    • Chicago O'Hare Intl (ORD) - 16% of one-stop connections
    • New York John F Kennedy Intl (JFK) - 5% of one-stop connections
    • Nashville Intl (BNA) - 3% of one-stop connections

    Atlanta Hartsfield-Jackson (ATL) handles the largest share of one-stop connections on this route.

  • Can I save money by using flexible dates for flights from Chicago to Jacksonville?

    On the Chicago to Jacksonville route, being flexible with your departure day can save you up to 16%. Saturday is the cheapest day at $345 round-trip on average, while Sunday is the most expensive at $406: a $61 difference. Cheaper weekend fares like these are typical of routes dominated by weekday business travel.

  • How are flight departures from Chicago to Jacksonville spread across the day?

    Morning is the busiest departure period on Chicago to Jacksonville flights, with 38% of flights leaving in that window. Evening departures account for 37%, afternoon flights for 25%, and night flights for 0%.

  • What popular places can I visit in Jacksonville?

    Some of the most popular sights in Jacksonville are St. Johns Town Center, Mayo Clinic- Kinne Auditorium and Downtown Jacksonville Multiple Property Submission. These are among the most viewed places in Jacksonville on KAYAK.

  • What are the earliest and latest flights from Chicago to Jacksonville?

    These are the earliest and latest flight times available from Chicago to Jacksonville:

    • Earliest: departs at 7:05 am and lands at 9:38 am
    • Latest: departs at 9:10 pm and lands at 11:43 pm.

    The flight takes about 2h 33m.

  • How expensive are last-minute Chicago to Jacksonville flights?

    Last-minute fares on this route - booked within 2 weeks of departure - run 57% above the route average of $366. Book 5 weeks before departure for the lowest fares.

  • How long is a flight from Chicago to Jacksonville?

    A nonstop flight from Chicago to Jacksonville takes 2h 33m, covering 852 miles.

  • Do I need a passport to fly from Chicago to Jacksonville?

    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 Chicago to Jacksonville 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 $215 to $1,513. That means the highest observed fare was about 7x higher than the lowest one.

  • How are flight prices from Chicago to Jacksonville looking right now?

    One-way fares from Chicago to Jacksonville are currently lower than usual. Average one-way flight prices are about $136, which is 37% below the typical average for this route.

  • How much time can I save by choosing a different layover airport from Chicago to Jacksonville?

    Flying via Lambert-St Louis (STL) gives the shortest average 1-stop total travel time at 4h 15m, compared with 4h 46m via Nashville Intl (BNA) and 4h 48m via Charlotte Douglas (CLT).

  • What is the time difference between Chicago and Jacksonville?

    Jacksonville is 1 hour ahead of Chicago (Eastern Time vs Central Time). Plan for the time shift when scheduling connections or first-day activities.

  • What car rental options are available at Jacksonville Airport (JAX)?

    Jacksonville Airport (JAX) hosts 5 major car rental companies, with daily rates starting from around $19 for economy cars. Top options include:
    • Easirent
    • Hertz
    • Dollar
    • Budget
    • Thrifty

  • How much should I expect to pay for a Chicago to Jacksonville flight?

    Round-trip flights from Chicago to Jacksonville range from $302 to $452, with an average of $366 over the past 12 months. Anything below $302 counts as a good deal.

  • Which airlines offer Wi-Fi on Chicago to Jacksonville flights?

    Two airlines offer in-flight Wi-Fi on Chicago to Jacksonville flights:

    • • American Airlines
    • • JetBlue

    Pricing varies by airline and fare class. Some plans are included with the ticket or loyalty program; others are paid add-ons priced by flight length.

Your guide to booking Chicago to Jacksonville 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 Saturday departure instead of Sunday. On this route, Saturday flights average $345 - about $61 less than Sunday (15% savings) based on the last 12 months.
  • For the best chance at a low fare, aim to book around 5 weeks before you fly. On this route, that window historically saves about 43% versus last-minute pricing (KAYAK booking data, last 12 months).
  • If you can choose when to travel, plan your Chicago to Jacksonville trip for September. Fares historically average $314 round-trip in that month - typically $109 less than the most expensive month, which is December (based on the last 12 months).
  • If you have the time, taking a 1-stop flight through Dallas/Fort Worth Airport (DFW) can be cheaper than flying direct. The cheapest layover option averages $231 round-trip on this route - about $138 less than direct flights (based on the last 12 months).
  • If you're arriving late at night and need somewhere to stay, check out these hotels close to Jacksonville Airport.
    - SpringHill Suites by Marriott Jacksonville North I-95 Area
    - DoubleTree by Hilton Jacksonville Airport
    - Microtel Inn & Suites by Wyndham Jacksonville Airport
  • Chicago is served by two international airports, the O’Hare International Airport (ORD) and the Midway International Airport (MDW). Although the O’Hare International Airport (ORD) is considered the main airport of the two, the Midway International Airport (MDW) is closer to downtown Chicago as compared to O’Hare International (ORD) which are 12.5 miles and 18 miles away respectively.
  • Home2 Suites by Hilton Jacksonville Airport and the Hampton Inn & Suites Jacksonville-Airport hotels are the most convenient hotels to book a room if you have arrived late at the Jacksonville Airport (JAX). The hotels are located 2.2 miles and 1.9 miles away respectively from the airport.
  • There are two pet relief areas in Jacksonville International Airport (JAX), one is located outside the airport before the security while the other is found inside the terminal past the security. The Indoor Pet Relief Area is located between Concourse C and A whereas the outdoor area is located on the south side of the terminal outside the baggage claim area.
  • There are six pet relief areas within O’Hare International Airport (ORD). Two of these areas are located inside airport security and four of them are in the outdoor areas.
  • Jacksonville International Airport (JAX) has a nursing room past the security between Concourse C and A. The suite has a table and a power outlet. These suites offer a combination of comfort and privacy when it comes to accommodating nursing mothers within the airport.

Prefer to fly direct from Chicago to Jacksonville?

 
Find which airlines fly direct from Chicago to Jacksonville Airport, which days they fly and book direct flights.

Direct departures

Chicago to Jacksonville

Monday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Tuesday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Wednesday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Thursday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Friday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Saturday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Sunday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

See more direct flights

Direct returns

Jacksonville to Chicago

Monday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Tuesday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Wednesday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Thursday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Friday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Saturday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

Sunday

American Airlines,Southwest,United Airlines

American Airlines,Southwest, +1 more

See more direct flights

More options for your flight from Chicago to Jacksonville

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