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

22 flights are operational daily from Chicago to Jacksonville as of July 2026. The most popular departure time for this route is 6:00PM, with 42% of flights per day taking off in the evening.

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

Atlanta (ATL) was the most common stop: 75% of momondo users choosing 1-stop flights on this route connected there.

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 21m.

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

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

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

As of July 2026, there are 158 flights per week flying from Chicago to Jacksonville. The most common day of the week flights depart is Mon, with 17% of flights taking off on this day.

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

Flights via Atlanta (ATL) offer the lowest average round-trip price of $140.

What airlines fly to Jacksonville?

United Airlines, American Airlines and Delta are the top three most popular airlines that fly to Jacksonville from Chicago according to our data. United Airlines is the first choice among our users, with 46% 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.

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

Atlanta (ATL) has the shortest average layover time for this route: 1h 03m.

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 July 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.

$99 Cheap Flights from Chicago to Jacksonville in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Chicago to Jacksonville

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

1:59 pm - 6:10 pm

ORD

JAX

27h 11m

1 stop

7:05 pm - 7:53 am

JAX

ORD

13h 48m

1 stop

$215Frontier

Fri, Aug 21 - Tue, Aug 25

7:05 am - 5:34 pm

ORD

JAX

9h 29m

1 stop

6:29 pm - 3:59 pm

JAX

ORD

22h 30m

2 stops

$215Frontier

Thu, Aug 13 - Mon, Aug 17

1:59 pm - 6:10 pm

ORD

JAX

27h 11m

1 stop

8:44 pm - 12:50 pm

JAX

ORD

17h 06m

1 stop

$215Multiple Airlines

Tue, Aug 25 - Tue, Sep 1

7:21 pm - 7:01 pm

ORD

JAX

22h 40m

1 stop

3:50 pm - 3:26 pm

JAX

ORD

24h 36m

1 stop

$215Multiple Airlines

Sat, Sep 26 - Wed, Oct 7

2:37 pm - 8:54 pm

ORD

JAX

5h 17m

1 stop

12:40 pm - 5:20 pm

JAX

ORD

5h 40m

1 stop

$217United Airlines

Sat, Oct 17 - Sat, Oct 24

8:05 am - 1:20 pm

MDW

JAX

4h 15m

1 stop

7:00 pm - 12:25 am

JAX

MDW

6h 25m

1 stop

$217Southwest

Wed, Oct 14 - Mon, Oct 19

9:40 am - 5:20 pm

MDW

JAX

6h 40m

2 stops

7:00 am - 1:25 pm

JAX

MDW

7h 25m

2 stops

$217Southwest

Wed, Oct 7 - Mon, Oct 12

1:50 pm - 9:43 pm

ORD

JAX

6h 53m

1 stop

1:02 pm - 4:37 pm

JAX

ORD

4h 35m

1 stop

$217Delta

Sat, Sep 5 - Sat, Sep 12

1:50 pm - 9:43 pm

ORD

JAX

6h 53m

1 stop

2:29 pm - 6:49 pm

JAX

ORD

5h 20m

1 stop

$217Delta

Sat, Aug 22 - Tue, Aug 25

3:35 pm - 7:09 pm

ORD

JAX

2h 34mnonstop

9:40 am - 11:26 am

JAX

ORD

2h 46mnonstop

$226United Airlines

Thu, Oct 8 - Tue, Oct 13

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Delta flights from Chicago to Jacksonville

Our best Delta deals on Chicago to Jacksonville flight tickets

Delta

Oct 14

ORD6:30 amChicago O'Hare Intl

5h 52m

1 stop

JAX1:22 pmJacksonville

Oct 19

JAX11:59 amJacksonville

7h 30m

1 stop

ORD6:29 pmChicago O'Hare Intl

$217

Delta

Sep 19

ORD3:40 pmChicago O'Hare Intl

4h 55m

1 stop

JAX9:35 pmJacksonville

Sep 21

JAX12:09 pmJacksonville

7h 17m

1 stop

ORD6:26 pmChicago O'Hare Intl

$227

Delta

Dec 25

ORD5:55 pmChicago O'Hare Intl

5h 07m

1 stop

JAX12:02 amJacksonville

Dec 31

JAX5:30 amJacksonville

4h 04m

1 stop

ORD8:34 amChicago O'Hare Intl

$232

Southwest flights from Chicago to Jacksonville

Our best Southwest deals on Chicago to Jacksonville flight tickets

Southwest

Sep 9

MDW8:15 amChicago Midway

7h 30m

2 stops

JAX4:45 pmJacksonville

Sep 16

JAX6:50 pmJacksonville

4h 35m

1 stop

MDW10:25 pmChicago Midway

$222

Southwest

Sep 9

MDW12:45 pmChicago Midway

6h 05m

2 stops

JAX7:50 pmJacksonville

Sep 16

JAX1:40 pmJacksonville

9h 45m

2 stops

MDW10:25 pmChicago Midway

$227

Southwest

Sep 11

MDW8:15 amChicago Midway

6h 00m

2 stops

JAX3:15 pmJacksonville

Sep 14

JAX4:30 pmJacksonville

7h 50m

2 stops

MDW11:20 pmChicago Midway

$232

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

ChicagoJacksonville

ORD - JAX

ORDJAX

Chicago O'Hare Intl

Fri 8/21

1:59 pm-6:10 pm

1 stop27h 11m

Jacksonville

Tue 8/25

7:05 pm-7:53 am

1 stop13h 48m

$215

ChicagoJacksonville

ORD - JAX

ORDJAX

Chicago O'Hare Intl

Thu 8/13

7:05 am-5:34 pm

1 stop9h 29m

Jacksonville

Mon 8/17

6:29 pm-3:59 pm

2 stops22h 30m

$215

ChicagoJacksonville

ORD - JAX

ORDJAX

Chicago O'Hare Intl

Tue 8/25

1:59 pm-6:10 pm

1 stop27h 11m

Jacksonville

Tue 9/1

8:44 pm-12:50 pm

1 stop17h 06m

$215

ChicagoJacksonville

ORD - JAX

ORDJAX

Chicago O'Hare Intl

Sat 9/26

7:21 pm-7:01 pm

1 stop22h 40m

Jacksonville

Wed 10/7

3:50 pm-3:26 pm

1 stop24h 36m

$215

ChicagoJacksonville

ORD - JAX

ORDJAX

Chicago O'Hare Intl

Sat 10/17

2:37 pm-8:54 pm

1 stop5h 17m

Jacksonville

Sat 10/24

12:40 pm-5:20 pm

1 stop5h 40m

$217

ChicagoJacksonville

MDW - JAX

MDWJAX

Chicago Midway

Wed 10/14

8:05 am-1:20 pm

1 stop4h 15m

Jacksonville

Mon 10/19

7:00 pm-12:25 am

1 stop6h 25m

$217

ChicagoJacksonville

MDW - JAX

MDWJAX

Chicago Midway

Wed 10/7

9:40 am-5:20 pm

2 stops6h 40m

Jacksonville

Mon 10/12

7:00 am-1:25 pm

2 stops7h 25m

$217

ChicagoJacksonville

ORD - JAX

ORDJAX

Chicago O'Hare Intl

Sat 9/5

1:50 pm-9:43 pm

1 stop6h 53m

Jacksonville

Sat 9/12

1:02 pm-4:37 pm

1 stop4h 35m

$217

ChicagoJacksonville

ORD - JAX

ORDJAX

Chicago O'Hare Intl

Sat 8/22

1:50 pm-9:43 pm

1 stop6h 53m

Jacksonville

Tue 8/25

2:29 pm-6:49 pm

1 stop5h 20m

$217

Quickest round-trip

ChicagoJacksonville

ORD - JAX

ORDJAX

Chicago O'Hare Intl

Thu 10/8

3:35 pm-7:09 pm

Nonstop2h 34m

Jacksonville

Tue 10/13

9:40 am-11:26 am

Nonstop2h 46m

$226

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

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 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 $225 to $356.
The lowest price recently found on this route was $215.

What is the cheapest month to fly to Jacksonville?

If you are unable to visit Jacksonville during the month of September, then departing from Chicago during the month August is also very affordable. Most momondo users find prices during this month for around $303.

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 $341. 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 $399.

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 $345 when looking at flights departing at noon. Flights to Jacksonville are more costly in the afternoon, with an average ticket price of $373. 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 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 $361 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 $313 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 July 2026, prices for Chicago to Jacksonville flights are approximately 20% 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	$187
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 $187. The best round-trip flight deal from Chicago to Jacksonville found on momondo in the last 72 hours is $285.

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

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 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 July 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 (Enhanced Winglets) (16.70% of total bookings). The next most popular plane models are Boeing 737-800 (15.34%), Airbus A319 (15.19%), and Embraer 175 (14.36%).
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 45% of all bookings. The subsequent popular airlines are American Airlines at 38%, Southwest at 10%, and Frontier at 4%.

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
Delta	PriceFrom $83	Free Cancellation	Rating 7.8 8,480 reviews	Search Delta flights
Frontier	PriceFrom $128	Free Cancellation	Rating 5.6 2,753 reviews	Search Frontier flights
American Airlines	PriceFrom $186	Free Cancellation	Rating 7.1 11,841 reviews	Search American Airlines flights
Southwest	PriceFrom $217	Free Cancellation	Rating 8.0 4,229 reviews	Search Southwest flights
JetBlue	PriceFrom $236	Free Cancellation	Rating 7.1 3,026 reviews	Search JetBlue flights
United Airlines	PriceFrom $246	Free Cancellation	Rating 7.4 10,046 reviews	Search United Airlines flights

Southwest Flights From Chicago to Jacksonville
Southwest flies from Chicago to Jacksonville around 9 times per week, with 4,229 momondo users rating the airline 8.0/10. The cheapest Southwest deal from Chicago to Jacksonville in the last 72 hours was $217 (round-trip), much lower than the average airfare cost of $381 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 $378 round-trip. United Airlines operates 24 flights out of Chicago into Jacksonville in an average week, so prices vary by time and availability. 10,046 United Airlines reviews by users on momondo have scored the airline at 7.4/10.

Fernandina Beach

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Orange Park

Kingsland

Waycross

Ponte Vedra Beach

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

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Cheap flights from Chicago to Jacksonville from $99

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 8/26. 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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How to get the cheapest flight ticket from Chicago to Jacksonville

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

What is the cheapest month to fly to Jacksonville?

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?

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

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

Can stopping save me money on Chicago to Jacksonville flights?

How have Chicago to Jacksonville flight prices changed over time?

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

What airlines fly to Jacksonville?

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

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

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

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

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

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

When to book flights from Chicago to Jacksonville

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

Best Price Found

Fastest flight time

Direct flights

Airports in Jacksonville

Frequently asked questions about flying 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

Traveling to a place near Jacksonville?

Why use momondo?

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

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Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Jacksonville

List of cabin classes available on flights landing in Jacksonville. Availability may vary depending on flight origin and airline.

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