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Cheap flights from Chicago to Jacksonville from $134

1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago to Jacksonville

Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
7:00 am - 7:57 pmORD  Chicago O'Hare Intl-JAX Jacksonville
11h 57m1 stop Fort Lauderdale
Multiple Airlines Logo
5:59 pm - 11:18 pmJAX  Jacksonville-ORD Chicago O'Hare Intl
6h 19m1 stop Atlanta Hartsfield-Jackson
$317Multiple Airlines
Wed, Nov 18 - Sun, Nov 22
JetBlue Logo
7:00 am - 3:29 pmORD  Chicago O'Hare Intl-JAX Jacksonville
7h 29m1 stop Fort Lauderdale
JetBlue Logo
4:20 pm - 11:47 pmJAX  Jacksonville-ORD Chicago O'Hare Intl
8h 27m1 stop Fort Lauderdale
$318JetBlue
Fri, Jan 15 - Mon, Jan 18
Multiple Airlines Logo
6:21 am - 8:07 pmORD  Chicago O'Hare Intl-JAX Jacksonville
12h 46m2 stops Denver Intl Las Vegas Harry Reid Intl
Multiple Airlines Logo
7:54 pm - 11:50 amJAX  Jacksonville-ORD Chicago O'Hare Intl
16h 56m1 stop Atlanta Hartsfield-Jackson
$318Multiple Airlines
Wed, Jan 27 - Fri, Jan 29
JetBlue Logo
7:00 am - 3:29 pmORD  Chicago O'Hare Intl-JAX Jacksonville
7h 29m1 stop Fort Lauderdale
JetBlue Logo
4:20 pm - 11:47 pmJAX  Jacksonville-ORD Chicago O'Hare Intl
8h 27m1 stop Fort Lauderdale
$318JetBlue
Fri, Jan 15 - Mon, Jan 18
Frontier Logo
6:21 am - 6:59 pmORD  Chicago O'Hare Intl-JAX Jacksonville
11h 38m2 stops Denver Intl Atlanta Hartsfield-Jackson
Frontier Logo
7:54 pm - 11:50 amJAX  Jacksonville-ORD Chicago O'Hare Intl
16h 56m1 stop Atlanta Hartsfield-Jackson
$319Frontier
Mon, Jan 25 - Fri, Jan 29
Frontier Logo
10:19 am - 7:23 pmORD  Chicago O'Hare Intl-JAX Jacksonville
8h 04m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
5:59 pm - 11:18 pmJAX  Jacksonville-ORD Chicago O'Hare Intl
6h 19m1 stop Atlanta Hartsfield-Jackson
$320Frontier
Thu, Nov 19 - Sun, Nov 22
American Airlines Logo
7:18 pm - 10:51 pmORD  Chicago O'Hare Intl-JAX Jacksonville
2h 33mnonstop
American Airlines Logo
7:06 am - 9:05 amJAX  Jacksonville-ORD Chicago O'Hare Intl
2h 59mnonstop
$356American Airlines
Fri, Dec 18 - Fri, Dec 25
United Airlines Logo
5:59 pm - 9:42 pmORD  Chicago O'Hare Intl-JAX Jacksonville
2h 43mnonstop
United Airlines Logo
7:30 am - 9:18 amJAX  Jacksonville-ORD Chicago O'Hare Intl
2h 48mnonstop
$357United Airlines
Fri, Jan 1 - Thu, Jan 7
United Airlines Logo
5:59 pm - 9:42 pmORD  Chicago O'Hare Intl-JAX Jacksonville
2h 43mnonstop
United Airlines Logo
7:09 am - 9:00 amJAX  Jacksonville-ORD Chicago O'Hare Intl
2h 51mnonstop
$357United Airlines
Fri, Dec 18 - Mon, Dec 21
American Airlines Logo
8:03 am - 11:38 amORD  Chicago O'Hare Intl-JAX Jacksonville
2h 35mnonstop
American Airlines Logo
6:04 pm - 8:10 pmJAX  Jacksonville-ORD Chicago O'Hare Intl
3h 06mnonstop
$357American Airlines
Fri, Dec 18 - Tue, Dec 22

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Delta flights from Chicago to Jacksonville

Our best Delta deals on Chicago to Jacksonville flight tickets
Delta
Jan 23
MDW6:00 amChicago Midway
5h 13m
1 stop
JAX12:13 pmJacksonville
Jan 29
JAX7:59 pmJacksonville
4h 56m
1 stop
MDW11:55 pmChicago Midway
$377
Delta
Dec 5
MDW6:00 amChicago Midway
6h 23m
1 stop
JAX1:23 pmJacksonville
Dec 12
JAX7:17 pmJacksonville
4h 37m
1 stop
MDW10:54 pmChicago Midway
$399
Delta
Nov 19
MDW6:00 amChicago Midway
4h 54m
1 stop
JAX11:54 amJacksonville
Dec 1
JAX5:45 pmJacksonville
6h 09m
1 stop
MDW10:54 pmChicago Midway
$468

Frontier flights from Chicago to Jacksonville

Our best Frontier deals on Chicago to Jacksonville flight tickets
Frontier
Nov 19
ORD7:31 amChicago O'Hare Intl
10h 52m
1 stop
JAX7:23 pmJacksonville
Nov 23
JAX7:14 pmJacksonville
28h 07m
1 stop
ORD10:21 pmChicago O'Hare Intl
$320
Frontier
Nov 19
ORD10:19 amChicago O'Hare Intl
8h 04m
1 stop
JAX7:23 pmJacksonville
Nov 25
JAX7:14 pmJacksonville
28h 07m
1 stop
ORD10:21 pmChicago O'Hare Intl
$321
Frontier
Nov 16
ORD7:55 amChicago O'Hare Intl
33h 16m
2 stops
JAX6:11 pmJacksonville
Nov 18
JAX7:03 pmJacksonville
21h 34m
2 stops
ORD3:37 pmChicago O'Hare Intl
$323

momondo Fare Finder

 
Use the filters below to find and compare flights from Chicago to Jacksonville that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoJacksonville

ORD Chicago O'Hare Intl - JAX Jacksonville

ORDJAX

Chicago O'Hare Intl

Wed 11/18

7:00 am-7:57 pm

1 stop11h 57m

Jacksonville

Sun 11/22

5:59 pm-11:18 pm

1 stop6h 19m

$317

ChicagoJacksonville

ORD Chicago O'Hare Intl - JAX Jacksonville

ORDJAX

Chicago O'Hare Intl

Fri 1/15

7:00 am-3:29 pm

1 stop7h 29m

Jacksonville

Mon 1/18

4:20 pm-11:47 pm

1 stop8h 27m

$318

ChicagoJacksonville

ORD Chicago O'Hare Intl - JAX Jacksonville

ORDJAX

Chicago O'Hare Intl

Wed 1/27

6:21 am-8:07 pm

2 stops12h 46m

Jacksonville

Fri 1/29

7:54 pm-11:50 am

1 stop16h 56m

$318

ChicagoJacksonville

ORD Chicago O'Hare Intl - JAX Jacksonville

ORDJAX

Chicago O'Hare Intl

Fri 1/15

7:00 am-3:29 pm

1 stop7h 29m

Jacksonville

Mon 1/18

4:20 pm-11:47 pm

1 stop8h 27m

$318

ChicagoJacksonville

ORD Chicago O'Hare Intl - JAX Jacksonville

ORDJAX

Chicago O'Hare Intl

Mon 1/25

6:21 am-6:59 pm

2 stops11h 38m

Jacksonville

Fri 1/29

7:54 pm-11:50 am

1 stop16h 56m

$319

ChicagoJacksonville

ORD Chicago O'Hare Intl - JAX Jacksonville

ORDJAX

Chicago O'Hare Intl

Thu 11/19

10:19 am-7:23 pm

1 stop8h 04m

Jacksonville

Sun 11/22

5:59 pm-11:18 pm

1 stop6h 19m

$320

ChicagoJacksonville

ORD Chicago O'Hare Intl - JAX Jacksonville

ORDJAX

Chicago O'Hare Intl

Fri 12/18

7:18 pm-10:51 pm

Nonstop2h 33m

Jacksonville

Fri 12/25

7:06 am-9:05 am

Nonstop2h 59m

$356
Quickest round-trip

ChicagoJacksonville

ORD Chicago O'Hare Intl - JAX Jacksonville

ORDJAX

Chicago O'Hare Intl

Fri 1/1

5:59 pm-9:42 pm

Nonstop2h 43m

Jacksonville

Thu 1/7

7:30 am-9:18 am

Nonstop2h 48m

$357

ChicagoJacksonville

ORD Chicago O'Hare Intl - JAX Jacksonville

ORDJAX

Chicago O'Hare Intl

Fri 12/18

5:59 pm-9:42 pm

Nonstop2h 43m

Jacksonville

Mon 12/21

7:09 am-9:00 am

Nonstop2h 51m

$357

ChicagoJacksonville

ORD Chicago O'Hare Intl - JAX Jacksonville

ORDJAX

Chicago O'Hare Intl

Fri 12/18

8:03 am-11:38 am

Nonstop2h 35m

Jacksonville

Tue 12/22

6:04 pm-8:10 pm

Nonstop3h 06m

$357

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Jacksonville from

How to get the cheapest flight ticket from Chicago to Jacksonville

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between Chicago and Jacksonville?

Prices are currently low for flights on this route.

Typical prices usually range from $364 to $600.
The lowest price recently found on this route was $317.

What is the cheapest month to fly to Jacksonville?

If you are unable to visit Jacksonville during the month of January, then departing from Chicago during the month April is also very affordable. Most momondo users find prices during this month for around $342.

What is the cheapest day to depart on your flight to Jacksonville?

According to our data, Saturday is the cheapest day to fly to Jacksonville from Chicago. The lowest ticket price found for a Saturday departure recently was $348. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Monday is the most expensive day to depart from Chicago because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $449.

What is the cheapest time of day to depart on your flight to Jacksonville?

Flying to Jacksonville from Chicago at noon is the least expensive time of day to depart. momondo users have found prices as low as $365 when looking at flights departing at noon. Flights to Jacksonville are more costly in the morning, with an average ticket price of $387. Departure times in the morning fall within the peak daily travel times, which is why tickets can be more expensive.

What is the cheapest Chicago to Jacksonville flight route?

Fly from Chicago Midway to Jacksonville for the best Chicago - Jacksonville flight prices

How far in advance should I book a flight from Chicago to Jacksonville?

You are more likely to see cheaper flights to Jacksonville from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Jacksonville for around $378 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Jacksonville from Chicago for as low as $316 on momondo.

What cabin class options are available on Chicago to Jacksonville flights?

There are 4 cabin classes available to choose from on Chicago to Jacksonville flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago to Jacksonville flights?

No. A direct flight is the cheapest option for a flight between Chicago to Jacksonville.

How have Chicago to Jacksonville flight prices changed over time?

As of November 2026, prices for Chicago to Jacksonville flights are approximately 30% cheaper when compared to flights at the same time last year.

When to book flights from Chicago to Jacksonville

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Jacksonville according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Chicago to Jacksonville (CHI to JAX) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Jacksonville

Best Price Found

$134

Fastest flight time

2h 10m

Direct flights

Every day

Airports in Jacksonville

1 airport
The best one-way flight to Jacksonville from Chicago in the past 72 hours is $134. The best round-trip flight deal from Chicago to Jacksonville found on momondo in the last 72 hours is $317.
The fastest flight from Chicago to Jacksonville takes 2h 10m
Direct flights go from Chicago to Jacksonville every day.
There is 1 airport in Jacksonville. From Chicago there are direct flights to Jacksonville (JAX).
Search flight deals

Frequently asked questions about flying from Chicago to Jacksonville

  • How far is Chicago to Jacksonville by plane?

    The straight-line distance from Chicago to Jacksonville is 863.3 mi. By plane, this route typically takes 2h 10m.

  • When did momondo last update prices for flights from Chicago to Jacksonville Airport?

    Prices for flights from Chicago to Jacksonville Airport are updated daily.

  • How many operators does momondo search for flights from Chicago to Jacksonville Airport?

  • How old do you have to be to fly from Chicago to Jacksonville Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Chicago to Jacksonville Airport.

  • What documentation or ID do you need to fly to Jacksonville Airport?

    The travel and health documents you'll need for your trip to Jacksonville Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Jacksonville Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Chicago to Jacksonville?

  • What is the most popular airline from Chicago to Jacksonville?

Best airlines flying from Chicago to Jacksonville

Compare and see reviews for airlines that fly from Chicago to Jacksonville with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $83Free CancellationRating
7.8
8,702 reviews
Search Delta flights
FrontierPriceFrom $86Free CancellationRating
5.5
2,511 reviews
Search Frontier flights
American AirlinesPriceFrom $186Free CancellationRating
7.0
12,232 reviews
Search American Airlines flights
JetBluePriceFrom $236Free CancellationRating
7.1
3,065 reviews
Search JetBlue flights
SouthwestPriceFrom $238Free CancellationRating
8.0
4,214 reviews
Search Southwest flights
United AirlinesPriceFrom $245Free CancellationRating
7.3
10,469 reviews
Search United Airlines flights

  • Southwest Flights From Chicago to Jacksonville

    Southwest flies from Chicago to Jacksonville around 7 times per week, with 4,214 momondo users rating the airline 8.0/10. The cheapest Southwest deal from Chicago to Jacksonville in the last 72 hours was $238 (round-trip), much lower than the average airfare cost of $391 for Southwest flights on this route.

  • United Airlines Flights From Chicago to Jacksonville

    The best United Airlines deal for Chicago to Jacksonville flight tickets found on momondo in the last 72 hours was $245, round-trip. It should be noted that an average United Airlines flight deal for this route in this time was higher, at $388 round-trip. United Airlines operates 27 flights out of Chicago into Jacksonville in an average week, so prices vary by time and availability. 10,469 United Airlines reviews by users on momondo have scored the airline at 7.3/10.

Traveling to a place near Jacksonville?

Book flights to Jacksonville if you plan to visit one of these locations
Fernandina Beach
Jacksonville Beach
Orange Park
Kingsland
Waycross
Ponte Vedra Beach
Atlantic Beach
St Johns
Neptune Beach
Yulee
Cumberland Island

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Jacksonville?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Chicago to Jacksonville. momondo saves you time and could save you money on your trip.

Can I find flights from Chicago to Jacksonville with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to Jacksonville from Chicago with this policy.

How can momondo help me find flights from Chicago to Jacksonville?

momondo helps you find the best flight between Chicago and Jacksonville by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Chicago to Jacksonville right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Jacksonville from Chicago. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

An easier way to manage your Jacksonville trip

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