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Cheap flights from Chicago to Jacksonville from $60

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Jacksonville departing on 2/18. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Chicago to Jacksonville

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
10:05 am - 5:10 pm
ORD
-
JAX
6h 05m
1 stop
American Airlines Logo
7:00 am - 8:53 am
JAX
-
ORD
2h 53mnonstop
$269American Airlines
Tue, Feb 10 - Tue, Feb 17
Southwest Logo
1:35 pm - 4:50 pm
MDW
-
JAX
2h 15mnonstop
Southwest Logo
5:30 pm - 6:55 pm
JAX
-
MDW
2h 25mnonstop
$269Southwest
Tue, Feb 24 - Wed, Feb 25
Frontier Logo
6:15 am - 6:31 pm
MDW
-
JAX
11h 16m
1 stop
Frontier Logo
10:51 pm - 7:07 pm
JAX
-
MDW
21h 16m
2 stops
$270Frontier
Wed, Feb 11 - Mon, Feb 23
JetBlue Logo
9:40 am - 6:10 pm
ORD
-
JAX
7h 30m
1 stop
JetBlue Logo
10:13 am - 7:31 pm
JAX
-
ORD
10h 18m
1 stop
$270JetBlue
Thu, Feb 5 - Mon, Feb 9
Multiple Airlines Logo
5:40 am - 6:23 pm
ORD
-
JAX
11h 43m
1 stop
Multiple Airlines Logo
3:45 pm - 11:47 am
JAX
-
ORD
21h 02m
1 stop
$271Multiple Airlines
Fri, Jan 30 - Sun, Feb 1
Frontier Logo
6:03 am - 4:23 pm
ORD
-
JAX
9h 20m
1 stop
Frontier Logo
8:56 pm - 9:27 pm
JAX
-
ORD
25h 31m
1 stop
$272Frontier
Sat, Jan 31 - Sun, Feb 1
American Airlines Logo
7:34 pm - 10:58 pm
ORD
-
JAX
2h 24mnonstop
American Airlines Logo
6:00 am - 7:54 am
JAX
-
ORD
2h 54mnonstop
$273American Airlines
Wed, Apr 1 - Tue, Apr 7
Southwest Logo
2:35 pm - 9:15 pm
MDW
-
JAX
5h 40m
1 stop
Southwest Logo
5:30 pm - 10:40 pm
JAX
-
MDW
6h 10m
1 stop
$276Southwest
Tue, Feb 10 - Tue, Feb 17
United Airlines Logo
7:10 am - 10:37 am
ORD
-
JAX
2h 27mnonstop
United Airlines Logo
12:45 pm - 6:41 pm
JAX
-
ORD
6h 56m
1 stop
$278United Airlines
Thu, Feb 12 - Wed, Feb 18
Delta Logo
6:40 pm - 12:01 am
MDW
-
JAX
4h 21m
1 stop
Delta Logo
1:24 pm - 5:45 pm
JAX
-
MDW
5h 21m
1 stop
$279Delta
Tue, Feb 17 - Tue, Feb 24

JetBlue flights from Chicago to Jacksonville

Our best JetBlue deals on Chicago to Jacksonville flight tickets
JetBlue
Feb 5
ORD9:40 amChicago O'Hare Intl
7h 30m
1 stop
JAX6:10 pmJacksonville
Feb 9
JAX10:13 amJacksonville
10h 18m
1 stop
ORD7:31 pmChicago O'Hare Intl
$270
JetBlue
Jan 29
ORD9:40 amChicago O'Hare Intl
7h 35m
1 stop
JAX6:15 pmJacksonville
Feb 3
JAX7:10 pmJacksonville
25h 26m
1 stop
ORD7:36 pmChicago O'Hare Intl
$276
JetBlue
Mar 7
ORD12:51 pmChicago O'Hare Intl
6h 35m
1 stop
JAX8:26 pmJacksonville
Mar 11
JAX10:43 amJacksonville
13h 13m
1 stop
ORD10:56 pmChicago O'Hare Intl
$280

Frontier flights from Chicago to Jacksonville

Our best Frontier deals on Chicago to Jacksonville flight tickets
Frontier
Feb 11
MDW6:15 amChicago Midway
11h 16m
1 stop
JAX6:31 pmJacksonville
Feb 23
JAX10:51 pmJacksonville
21h 16m
2 stops
MDW7:07 pmChicago Midway
$270
Frontier
Jan 31
ORD6:03 amChicago O'Hare Intl
9h 20m
1 stop
JAX4:23 pmJacksonville
Feb 1
JAX8:56 pmJacksonville
25h 31m
1 stop
ORD9:27 pmChicago O'Hare Intl
$272
Frontier
Mar 16
ORD5:01 amChicago O'Hare Intl
11h 12m
1 stop
JAX5:13 pmJacksonville
Apr 6
JAX8:18 pmJacksonville
28h 32m
2 stops
ORD11:50 pmChicago O'Hare Intl
$274

momondo Fare Finder

 
Customize your flight search to find flights from Chicago to Jacksonville that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated January 15, 2026.
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

ChicagoJacksonville

ORD - JAX

ORDJAX

Chicago O'Hare Intl

Tue 2/10

10:05 am-5:10 pm

1 stop6h 05m

Jacksonville

Tue 2/17

7:00 am-8:53 am

Nonstop2h 53m

$269

ChicagoJacksonville

MDW - JAX

MDWJAX

Chicago Midway

Tue 2/24

1:35 pm-4:50 pm

Nonstop2h 15m

Jacksonville

Wed 2/25

5:30 pm-6:55 pm

Nonstop2h 25m

$269

ChicagoJacksonville

MDW - JAX

MDWJAX

Chicago Midway

Wed 2/11

6:15 am-6:31 pm

1 stop11h 16m

Jacksonville

Mon 2/23

10:51 pm-7:07 pm

2 stops21h 16m

$270

ChicagoJacksonville

ORD - JAX

ORDJAX

Chicago O'Hare Intl

Thu 2/5

9:40 am-6:10 pm

1 stop7h 30m

Jacksonville

Mon 2/9

10:13 am-7:31 pm

1 stop10h 18m

$270

ChicagoJacksonville

ORD - JAX

ORDJAX

Chicago O'Hare Intl

Fri 1/30

5:40 am-6:23 pm

1 stop11h 43m

Jacksonville

Sun 2/1

3:45 pm-11:47 am

1 stop21h 02m

$271

ChicagoJacksonville

ORD - JAX

ORDJAX

Chicago O'Hare Intl

Sat 1/31

6:03 am-4:23 pm

1 stop9h 20m

Jacksonville

Sun 2/1

8:56 pm-9:27 pm

1 stop25h 31m

$272

ChicagoJacksonville

ORD - JAX

ORDJAX

Chicago O'Hare Intl

Wed 4/1

7:34 pm-10:58 pm

Nonstop2h 24m

Jacksonville

Tue 4/7

6:00 am-7:54 am

Nonstop2h 54m

$273

ChicagoJacksonville

MDW - JAX

MDWJAX

Chicago Midway

Tue 2/10

2:35 pm-9:15 pm

1 stop5h 40m

Jacksonville

Tue 2/17

5:30 pm-10:40 pm

1 stop6h 10m

$276

ChicagoJacksonville

ORD - JAX

ORDJAX

Chicago O'Hare Intl

Thu 2/12

7:10 am-10:37 am

Nonstop2h 27m

Jacksonville

Wed 2/18

12:45 pm-6:41 pm

1 stop6h 56m

$278

ChicagoJacksonville

MDW - JAX

MDWJAX

Chicago Midway

Tue 2/17

6:40 pm-12:01 am

1 stop4h 21m

Jacksonville

Tue 2/24

1:24 pm-5:45 pm

1 stop5h 21m

$279

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?

What is the cheapest month to fly to Jacksonville?

If you are unable to visit Jacksonville during the month of August, then departing from Chicago during the month September is also very affordable. Most momondo users find prices during this month for around $305.

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

According to our data, Friday is the cheapest day to fly to Jacksonville from Chicago. The lowest ticket price found for a Friday departure recently was $365. 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, Sunday 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 $409.

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 $335 when looking at flights departing at noon. Flights to Jacksonville are more costly in the evening, with an average ticket price of $387. Departure times in the evening 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 O'Hare Intl to Jacksonville for the best Chicago - Jacksonville flight prices

How far in advance should I book a flight 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 $366 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 $299 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 January 2026, prices for Chicago to Jacksonville flights are approximately 9% more expensive 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

$162

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 $162. The best round-trip flight deal from Chicago to Jacksonville found on momondo in the last 72 hours is $279.
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

  • 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
FrontierPriceFrom $112Free CancellationRating
5.7
3,057 reviews
Search Frontier flights
American AirlinesPriceFrom $176Free CancellationRating
7.2
11,135 reviews
Search American Airlines flights
SouthwestPriceFrom $203Free CancellationRating
8.0
4,258 reviews
Search Southwest flights
DeltaPriceFrom $221Free CancellationRating
7.9
8,050 reviews
Search Delta flights
United AirlinesPriceFrom $245Free CancellationRating
7.4
9,164 reviews
Search United Airlines flights
JetBluePriceFrom $286Free CancellationRating
7.2
2,887 reviews
Search JetBlue flights

  • Southwest Flights From Chicago to Jacksonville

    Southwest flies from Chicago to Jacksonville around 4 times per week, with 4,258 momondo users rating the airline 8.0/10. The cheapest Southwest deal from Chicago to Jacksonville in the last 72 hours was $203 (round-trip), much lower than the average airfare cost of $379 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 $395 round-trip. United Airlines operates 16 flights out of Chicago into Jacksonville in an average week, so prices vary by time and availability. 9,164 United Airlines reviews by users on momondo have scored the airline at 7.4/10.

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
Ponte Vedra Beach
Kingsland
Waycross
Atlantic Beach
Neptune Beach
St Johns
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

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
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