How many flights depart from Chicago to Jacksonville on average per day?

16 flights are operational daily from Chicago to Jacksonville as of January 2026. The most popular departure time for this route is 6:00PM, with 38% of flights per day taking off at noon.

Which layover airport has the shortest connection time from Chicago to Jacksonville?

Atlanta (ATL) has the shortest average layover time for this route: 0h 50m.

How many flights depart from Chicago to Jacksonville on average per week?

As of January 2026, there are 112 flights per week flying from Chicago to Jacksonville. The most common day of the week flights depart is Mon, with 16% of flights taking off on this day.

What is the cheapest airline that flies from Chicago to Jacksonville?

Southwest, United Airlines, and Delta are the most popular carriers operating from Chicago to Jacksonville

Which layover airport offers the lowest fares from Chicago to Jacksonville?

Flights via Atlanta (ATL) offer the lowest average round-trip price of $216.

Which layover airport has the shortest travel time from Chicago to Jacksonville?

Flights connecting via Atlanta (ATL) have the shortest average one-way travel time: 4h 05m.

Which airport is the most popular layover for flights between Chicago and Jacksonville?

Atlanta (ATL) was the most common stop: 67% of momondo users choosing 1-stop flights on this route connected there.

What airlines fly to Jacksonville?

American Airlines, United Airlines and Delta are the top three most popular airlines that fly to Jacksonville from Chicago according to our data. American Airlines is the first choice among our users, with 43% of people opting to fly with this airline when traveling to Jacksonville. Keep in mind that there are 6 different airlines that fly to Jacksonville on a routine basis, so you have a few additional options to choose from.

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?

As of January 2026, there are 6 operators available to choose from 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.

$115 Cheap Flights from Chicago to Jacksonville in 2026

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Round-trip

One-way

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Cheap round-trip flights

Enter your travel dates to find the best prices.

6:51 pm - 7:17 pm

ORD

JAX

23h 26m

2 stops

10:51 pm - 9:11 am

JAX

ORD

11h 20m

1 stop

$269Multiple Airlines

Thu, Feb 26 - Sun, Mar 1

7:10 am - 10:37 am

ORD

JAX

2h 27mnonstop

12:45 pm - 6:41 pm

JAX

ORD

6h 56m

1 stop

$270United Airlines

Thu, Feb 26 - Wed, Mar 4

6:40 am - 12:30 pm

MDW

JAX

4h 50m

1 stop

5:30 pm - 6:55 pm

JAX

MDW

2h 25mnonstop

$270Southwest

Thu, Feb 26 - Tue, Mar 3

5:01 am - 5:13 pm

ORD

JAX

11h 12m

1 stop

3:27 pm - 8:08 pm

JAX

ORD

5h 41m

1 stop

$271Frontier

Thu, Apr 30 - Mon, May 4

5:05 am - 6:39 pm

ORD

JAX

12h 34m

1 stop

4:39 pm - 9:22 am

JAX

ORD

17h 43m

2 stops

$272Multiple Airlines

Fri, Mar 6 - Sun, Mar 8

6:48 pm - 11:52 pm

ORD

JAX

4h 04m

1 stop

7:00 am - 8:53 am

JAX

ORD

2h 53mnonstop

$273American Airlines

Sat, Feb 21 - Mon, Feb 23

11:19 am - 7:33 pm

MDW

JAX

31h 14m

2 stops

5:58 pm - 10:19 pm

JAX

MDW

5h 21m

1 stop

$273Frontier

Tue, Mar 10 - Fri, Mar 13

7:00 pm - 11:37 am

ORD

JAX

15h 37m

1 stop

11:59 am - 6:39 pm

JAX

ORD

7h 40m

1 stop

$274Sun Country Air

Sun, Apr 19 - Fri, Apr 24

9:28 am - 7:33 pm

ORD

JAX

9h 05m

1 stop

4:29 pm - 10:39 pm

JAX

ORD

7h 10m

1 stop

$275Frontier

Wed, Mar 11 - Sun, Mar 15

6:40 am - 12:30 pm

MDW

JAX

4h 50m

1 stop

7:00 pm - 10:05 pm

JAX

MDW

4h 05m

1 stop

$280Southwest

Thu, Feb 26 - Tue, Mar 3

Delta flights from Chicago to Jacksonville

Our best Delta deals on Chicago to Jacksonville flight tickets

Delta

Mar 16

ORD5:59 pmChicago O'Hare Intl

4h 02m

1 stop

JAX11:01 pmJacksonville

Mar 21

JAX3:59 pmJacksonville

5h 03m

1 stop

ORD8:02 pmChicago O'Hare Intl

$310

Delta

Jun 13

ORD7:10 amChicago O'Hare Intl

6h 38m

1 stop

JAX2:48 pmJacksonville

Jun 22

JAX8:10 pmJacksonville

4h 45m

1 stop

ORD11:55 pmChicago O'Hare Intl

$317

Delta

Feb 19

MDW12:45 pmChicago Midway

5h 19m

1 stop

JAX7:04 pmJacksonville

Feb 23

JAX7:04 pmJacksonville

4h 27m

1 stop

MDW10:31 pmChicago Midway

$331

United Airlines flights from Chicago to Jacksonville

Our best United Airlines deals on Chicago to Jacksonville flight tickets

United Airlines

Feb 26

ORD7:10 amChicago O'Hare Intl

2h 27m

JAX10:37 amJacksonville

Mar 4

JAX12:45 pmJacksonville

6h 56m

1 stop

ORD6:41 pmChicago O'Hare Intl

$270

United Airlines

Feb 24

ORD7:10 amChicago O'Hare Intl

2h 39m

JAX10:49 amJacksonville

Feb 27

JAX4:55 pmJacksonville

2h 51m

ORD6:46 pmChicago O'Hare Intl

$278

United Airlines

Mar 28

ORD8:09 pmChicago O'Hare Intl

2h 32m

JAX11:41 pmJacksonville

Mar 31

JAX3:15 pmJacksonville

2h 50m

ORD5:05 pmChicago O'Hare Intl

$279

Fly from

Fly to

Route

Depart

Return

Price

ChicagoJacksonville

ORD - JAX

ORDJAX

Chicago O'Hare Intl

Thu 2/26

6:51 pm-7:17 pm

2 stops23h 26m

Jacksonville

Sun 3/1

10:51 pm-9:11 am

1 stop11h 20m

$269

ChicagoJacksonville

ORD - JAX

ORDJAX

Chicago O'Hare Intl

Thu 2/26

7:10 am-10:37 am

Nonstop2h 27m

Jacksonville

Wed 3/4

12:45 pm-6:41 pm

1 stop6h 56m

$270

ChicagoJacksonville

MDW - JAX

MDWJAX

Chicago Midway

Thu 2/26

6:40 am-12:30 pm

1 stop4h 50m

Jacksonville

Tue 3/3

5:30 pm-6:55 pm

Nonstop2h 25m

$270

ChicagoJacksonville

ORD - JAX

ORDJAX

Chicago O'Hare Intl

Thu 4/30

5:01 am-5:13 pm

1 stop11h 12m

Jacksonville

Mon 5/4

3:27 pm-8:08 pm

1 stop5h 41m

$271

ChicagoJacksonville

ORD - JAX

ORDJAX

Chicago O'Hare Intl

Fri 3/6

5:05 am-6:39 pm

1 stop12h 34m

Jacksonville

Sun 3/8

4:39 pm-9:22 am

2 stops17h 43m

$272

ChicagoJacksonville

ORD - JAX

ORDJAX

Chicago O'Hare Intl

Sat 2/21

6:48 pm-11:52 pm

1 stop4h 04m

Jacksonville

Mon 2/23

7:00 am-8:53 am

Nonstop2h 53m

$273

ChicagoJacksonville

MDW - JAX

MDWJAX

Chicago Midway

Tue 3/10

11:19 am-7:33 pm

2 stops31h 14m

Jacksonville

Fri 3/13

5:58 pm-10:19 pm

1 stop5h 21m

$273

ChicagoJacksonville

ORD - JAX

ORDJAX

Chicago O'Hare Intl

Sun 4/19

7:00 pm-11:37 am

1 stop15h 37m

Jacksonville

Fri 4/24

11:59 am-6:39 pm

1 stop7h 40m

$274

ChicagoJacksonville

ORD - JAX

ORDJAX

Chicago O'Hare Intl

Wed 3/11

9:28 am-7:33 pm

1 stop9h 05m

Jacksonville

Sun 3/15

4:29 pm-10:39 pm

1 stop7h 10m

$275

ChicagoJacksonville

MDW - JAX

MDWJAX

Chicago Midway

Thu 2/26

6:40 am-12:30 pm

1 stop4h 50m

Jacksonville

Tue 3/3

7:00 pm-10:05 pm

1 stop4h 05m

$280

Flights are sorted by cheapest round-trip flights first.

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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

Prices

Airlines

Layovers

Other information

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, Saturday is the cheapest day to fly to Jacksonville from Chicago. The lowest ticket price found for a Saturday departure recently was $343. 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 $403.

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 $341 when looking at flights departing at noon. Flights to Jacksonville are more costly in the afternoon, with an average ticket price of $377. Departure times in the afternoon 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 $365 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 $307 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?

You could potentially save up to 41% on your flight if you consider stops on a Chicago to Jacksonville flight.

How have Chicago to Jacksonville flight prices changed over time?

As of January 2026, prices for Chicago to Jacksonville flights are approximately 11% 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	$127
Fastest flight time	2h 15m
Direct flights	Every day
Airports in Jacksonville	1 airport

The best one-way flight to Jacksonville from Chicago in the past 72 hours is $127. The best round-trip flight deal from Chicago to Jacksonville found on momondo in the last 72 hours is $280.

The fastest flight from Chicago to Jacksonville takes 2h 15m

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 15m.
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?
As of January 2026, there are 6 operators available to choose from 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?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Chicago to Jacksonville is Embraer 175 (19.39% of total bookings). The next most popular plane models are Boeing 737-800 (15.50%), Airbus A319 (13.82%), and Boeing 737 MAX 8 (10.80%).
What is the most popular airline from Chicago to Jacksonville?
momondo data reveals that the most frequently booked airline on the route from Chicago to Jacksonville is United Airlines, representing 42% of all bookings. The subsequent popular airlines are American Airlines at 38%, Southwest at 16%, and Frontier at 2%.

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
Frontier	PriceFrom $112	Free Cancellation	Rating 5.7 3,056 reviews	Search Frontier flights
American Airlines	PriceFrom $177	Free Cancellation	Rating 7.2 11,201 reviews	Search American Airlines flights
Southwest	PriceFrom $203	Free Cancellation	Rating 8.0 4,267 reviews	Search Southwest flights
Delta	PriceFrom $221	Free Cancellation	Rating 7.9 8,124 reviews	Search Delta flights
United Airlines	PriceFrom $246	Free Cancellation	Rating 7.4 9,212 reviews	Search United Airlines flights
JetBlue	PriceFrom $286	Free Cancellation	Rating 7.2 2,890 reviews	Search JetBlue flights

Southwest Flights From Chicago to Jacksonville
Southwest flies from Chicago to Jacksonville around 5 times per week, with 4,268 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 $377 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 $246, round-trip. It should be noted that an average United Airlines flight deal for this route in this time was higher, at $389 round-trip. United Airlines operates 16 flights out of Chicago into Jacksonville in an average week, so prices vary by time and availability. 9,205 United Airlines reviews by users on momondo have scored the airline at 7.4/10.

Fernandina Beach

Jacksonville Beach

Orange Park

Kingsland

Ponte Vedra Beach

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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Cheap flights from Chicago to Jacksonville from $115

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 3/19. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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Delta flights from Chicago to Jacksonville

Our best Delta deals on Chicago to Jacksonville flight tickets

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Our best United Airlines deals on Chicago to Jacksonville flight tickets

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

See travel insights to Jacksonville from

How to get the cheapest flight ticket from Chicago to 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?

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

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?

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?

You could potentially save up to 41% on your flight if you consider stops on a Chicago to Jacksonville flight.

How have Chicago to Jacksonville flight prices changed over time?

As of January 2026, prices for Chicago to Jacksonville flights are approximately 11% more expensive when compared to flights at the same time last year.

What is the cheapest airline that flies from Chicago to Jacksonville?

Southwest, United Airlines, and Delta are the most popular carriers operating from Chicago to Jacksonville

What airlines fly to Jacksonville?

Which airport is the most popular layover for flights between Chicago and Jacksonville?

Atlanta (ATL) was the most common stop: 67% of momondo users choosing 1-stop flights on this route connected there.

Which layover airport offers the lowest fares from Chicago to Jacksonville?

Flights via Atlanta (ATL) offer the lowest average round-trip price of $216.

Which layover airport has the shortest travel time from Chicago to Jacksonville?

Flights connecting via Atlanta (ATL) have the shortest average one-way travel time: 4h 05m.

Which layover airport has the shortest connection time from Chicago to Jacksonville?

Atlanta (ATL) has the shortest average layover time for this route: 0h 50m.

How many flights depart from Chicago to Jacksonville on average per day?

16 flights are operational daily from Chicago to Jacksonville as of January 2026. The most popular departure time for this route is 6:00PM, with 38% of flights per day taking off at noon.

How many flights depart from Chicago to Jacksonville on average per week?

As of January 2026, there are 112 flights per week flying from Chicago to Jacksonville. The most common day of the week flights depart is Mon, with 16% of flights taking off on this day.

When to book flights from Chicago to Jacksonville

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

Fastest flight time

Direct flights

Airports in Jacksonville

How far is Chicago to Jacksonville by plane?

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

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?

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

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

Southwest Flights From Chicago to Jacksonville

United Airlines Flights From Chicago to Jacksonville

Traveling to a place near Jacksonville?

Why use momondo?

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

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

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

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

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to the United States