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

As of September 2026, 131 flights take off from Jacksonville and land in Chicago each week. The most common flight departure day for this route is Mon, with 21% of weekly flights taking off on this day.

What airlines fly to Chicago?

American Airlines, United Airlines and Southwest are the top three most popular airlines that fly to Chicago from Jacksonville according to our data. American Airlines is the first choice among our users, with 47% of people opting to fly with this airline when traveling to Chicago. Keep in mind that there are 6 different airlines that fly to Chicago on a routine basis, so you have a few additional options to choose from.

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

As of September 2026, there are 18 flights per day flying from Jacksonville to Chicago. The most common time of day flights depart is 12:00PM, with 59% of flights taking off in the afternoon.

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

Frontier is the most popular carrier operating from Jacksonville to Chicago

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

Prices for flights from Jacksonville Airport to Chicago refresh daily.

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

As of September 2026, there are 6 operators available to choose from for flights from Jacksonville Airport to Chicago.

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

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Jacksonville Airport to Chicago.

What documentation or ID do you need to fly to Chicago?

The required travel and health documents for your Chicago trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

$111 Cheap Flights from Jacksonville to Chicago in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Jacksonville to Chicago

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

7:46 pm - 6:23 pmJAX Jacksonville-ORD Chicago O'Hare Intl

23h 37m1 stop Atlanta Hartsfield-Jackson

7:28 pm - 7:01 pmORD Chicago O'Hare Intl-JAX Jacksonville

22h 33m1 stop Atlanta Hartsfield-Jackson

$197Frontier

Fri, Sep 25 - Mon, Sep 28

7:46 pm - 9:21 amJAX Jacksonville-ORD Chicago O'Hare Intl

14h 35m1 stop Atlanta Hartsfield-Jackson

6:00 am - 6:46 pmORD Chicago O'Hare Intl-JAX Jacksonville

11h 46m1 stop Atlanta Hartsfield-Jackson

$199Frontier

Wed, Oct 7 - Sat, Oct 10

3:41 pm - 3:30 pmJAX Jacksonville-ORD Chicago O'Hare Intl

24h 49m1 stop Fort Lauderdale

6:00 am - 6:46 pmORD Chicago O'Hare Intl-JAX Jacksonville

11h 46m1 stop Atlanta Hartsfield-Jackson

$228Multiple Airlines

Fri, Oct 9 - Tue, Oct 13

3:46 pm - 3:20 pmJAX Jacksonville-ORD Chicago O'Hare Intl

24h 34m1 stop Fort Lauderdale

6:00 am - 6:46 pmORD Chicago O'Hare Intl-JAX Jacksonville

11h 46m1 stop Atlanta Hartsfield-Jackson

$236Multiple Airlines

Mon, Oct 5 - Sat, Oct 10

4:58 pm - 6:46 pmJAX Jacksonville-ORD Chicago O'Hare Intl

2h 48mnonstop

6:29 pm - 10:16 pmORD Chicago O'Hare Intl-JAX Jacksonville

2h 47mnonstop

$343United Airlines

Wed, Oct 7 - Sat, Oct 10

4:45 pm - 6:34 pmJAX Jacksonville-ORD Chicago O'Hare Intl

2h 49mnonstop

2:35 pm - 6:08 pmORD Chicago O'Hare Intl-JAX Jacksonville

2h 33mnonstop

$343United Airlines

Thu, Dec 3 - Mon, Dec 7

6:40 am - 8:33 amJAX Jacksonville-ORD Chicago O'Hare Intl

2h 53mnonstop

8:13 am - 11:42 amORD Chicago O'Hare Intl-JAX Jacksonville

2h 29mnonstop

$343American Airlines

Wed, Oct 28 - Mon, Nov 2

5:49 pm - 7:52 pmJAX Jacksonville-ORD Chicago O'Hare Intl

3h 03mnonstop

7:30 pm - 10:59 pmORD Chicago O'Hare Intl-JAX Jacksonville

2h 29mnonstop

$343American Airlines

Thu, Oct 15 - Mon, Oct 19

8:10 am - 9:30 amJAX Jacksonville-MDW Chicago Midway

2h 20mnonstop

6:40 pm - 10:05 pmMDW Chicago Midway-JAX Jacksonville

2h 25mnonstop

$343Southwest

Sat, Oct 31 - Tue, Nov 3

12:45 pm - 2:05 pmJAX Jacksonville-MDW Chicago Midway

2h 20mnonstop

10:30 am - 1:45 pmMDW Chicago Midway-JAX Jacksonville

2h 15mnonstop

$343Southwest

Wed, Oct 7 - Sat, Oct 10

Cheap last minute flights

Enter your travel dates to find the best prices.

3:41 pm - 3:20 pmJAX Jacksonville-ORD Chicago O'Hare Intl

24h 39m1 stop Fort Lauderdale

7:21 pm - 7:01 pmORD Chicago O'Hare Intl-JAX Jacksonville

22h 40m1 stop Atlanta Hartsfield-Jackson

$337Multiple Airlines

Fri, Sep 11 - Sat, Sep 12

3:41 pm - 11:51 amJAX Jacksonville-ORD Chicago O'Hare Intl

21h 10m2 stops Fort Lauderdale Atlanta Hartsfield-Jackson

7:21 pm - 7:01 pmORD Chicago O'Hare Intl-JAX Jacksonville

22h 40m1 stop Atlanta Hartsfield-Jackson

$384Multiple Airlines

Fri, Sep 11 - Sat, Sep 12

7:46 pm - 11:44 pmJAX Jacksonville-MDW Chicago Midway

4h 58m1 stop Atlanta Hartsfield-Jackson

6:25 am - 7:01 pmMDW Chicago Midway-JAX Jacksonville

11h 36m1 stop Atlanta Hartsfield-Jackson

$396Frontier

Fri, Sep 11 - Sat, Sep 12

7:46 pm - 11:44 pmJAX Jacksonville-MDW Chicago Midway

4h 58m1 stop Atlanta Hartsfield-Jackson

6:25 am - 7:01 pmMDW Chicago Midway-JAX Jacksonville

11h 36m1 stop Atlanta Hartsfield-Jackson

$407Frontier

Thu, Sep 10 - Sat, Sep 12

6:59 pm - 10:44 pmJAX Jacksonville-MDW Chicago Midway

4h 45m1 stop Atlanta Hartsfield-Jackson

11:35 am - 4:28 pmMDW Chicago Midway-JAX Jacksonville

3h 53m1 stop Atlanta Hartsfield-Jackson

$479Delta

Tue, Sep 8 - Thu, Sep 10

6:36 am - 8:29 amJAX Jacksonville-ORD Chicago O'Hare Intl

2h 53mnonstop

7:05 pm - 10:40 pmORD Chicago O'Hare Intl-JAX Jacksonville

2h 35mnonstop

$493American Airlines

Thu, Sep 10 - Sat, Oct 3

6:18 pm - 8:30 pmJAX Jacksonville-ORD Chicago O'Hare Intl

3h 12mnonstop

11:50 am - 6:25 pmORD Chicago O'Hare Intl-JAX Jacksonville

5h 35m1 stop Charlotte Douglas

$503American Airlines

Thu, Sep 10 - Sat, Oct 3

5:25 pm - 6:50 pmJAX Jacksonville-MDW Chicago Midway

2h 25mnonstop

12:45 pm - 4:00 pmMDW Chicago Midway-JAX Jacksonville

2h 15mnonstop

$513Southwest

Wed, Sep 9 - Sat, Sep 12

7:30 am - 8:50 amJAX Jacksonville-MDW Chicago Midway

2h 20mnonstop

5:55 pm - 9:20 pmMDW Chicago Midway-JAX Jacksonville

2h 25mnonstop

$513Southwest

Sat, Sep 12 - Wed, Sep 16

6:00 am - 9:49 amJAX Jacksonville-MDW Chicago Midway

4h 49m1 stop Atlanta Hartsfield-Jackson

1:00 pm - 7:22 pmMDW Chicago Midway-JAX Jacksonville

5h 22m1 stop Atlanta Hartsfield-Jackson

$562Delta

Sun, Sep 13 - Wed, Sep 16

Cheap direct flights

Enter your travel dates to find the best prices.

4:58 pm - 6:46 pmJAX Jacksonville-ORD Chicago O'Hare Intl

2h 48mnonstop

6:29 pm - 10:16 pmORD Chicago O'Hare Intl-JAX Jacksonville

2h 47mnonstop

$343United Airlines

Wed, Oct 7 - Sat, Oct 10

4:45 pm - 6:34 pmJAX Jacksonville-ORD Chicago O'Hare Intl

2h 49mnonstop

2:35 pm - 6:08 pmORD Chicago O'Hare Intl-JAX Jacksonville

2h 33mnonstop

$343United Airlines

Thu, Dec 3 - Mon, Dec 7

6:40 am - 8:33 amJAX Jacksonville-ORD Chicago O'Hare Intl

2h 53mnonstop

8:13 am - 11:42 amORD Chicago O'Hare Intl-JAX Jacksonville

2h 29mnonstop

$343American Airlines

Wed, Oct 28 - Mon, Nov 2

5:49 pm - 7:52 pmJAX Jacksonville-ORD Chicago O'Hare Intl

3h 03mnonstop

7:30 pm - 10:59 pmORD Chicago O'Hare Intl-JAX Jacksonville

2h 29mnonstop

$343American Airlines

Thu, Oct 15 - Mon, Oct 19

8:10 am - 9:30 amJAX Jacksonville-MDW Chicago Midway

2h 20mnonstop

6:40 pm - 10:05 pmMDW Chicago Midway-JAX Jacksonville

2h 25mnonstop

$343Southwest

Sat, Oct 31 - Tue, Nov 3

12:45 pm - 2:05 pmJAX Jacksonville-MDW Chicago Midway

2h 20mnonstop

10:30 am - 1:45 pmMDW Chicago Midway-JAX Jacksonville

2h 15mnonstop

$343Southwest

Wed, Oct 7 - Sat, Oct 10

4:45 pm - 6:34 pmJAX Jacksonville-ORD Chicago O'Hare Intl

2h 49mnonstop

2:35 pm - 6:08 pmORD Chicago O'Hare Intl-JAX Jacksonville

2h 33mnonstop

$343United Airlines

Thu, Dec 3 - Mon, Dec 7

12:35 pm - 2:29 pmJAX Jacksonville-ORD Chicago O'Hare Intl

2h 54mnonstop

10:44 am - 2:20 pmORD Chicago O'Hare Intl-JAX Jacksonville

2h 36mnonstop

$343United Airlines

Wed, Nov 11 - Sat, Nov 14

1:30 pm - 2:50 pmJAX Jacksonville-MDW Chicago Midway

2h 20mnonstop

2:55 pm - 6:15 pmMDW Chicago Midway-JAX Jacksonville

2h 20mnonstop

$343Southwest

Thu, Oct 15 - Mon, Oct 19

4:55 pm - 6:15 pmJAX Jacksonville-MDW Chicago Midway

2h 20mnonstop

10:30 am - 1:45 pmMDW Chicago Midway-JAX Jacksonville

2h 15mnonstop

$343Southwest

Sat, Oct 3 - Sat, Oct 10

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Frontier flights from Jacksonville to Chicago

Our best Frontier deals on Jacksonville to Chicago flight tickets

Frontier

Sep 25

JAX7:46 pmJacksonville

17h 05m

1 stop

ORD11:51 amChicago O'Hare Intl

Sep 28

ORD7:28 pmChicago O'Hare Intl

22h 33m

1 stop

JAX7:01 pmJacksonville

$197

Frontier

Sep 25

JAX7:46 pmJacksonville

23h 37m

1 stop

ORD6:23 pmChicago O'Hare Intl

Oct 6

ORD6:20 amChicago O'Hare Intl

11h 41m

1 stop

JAX7:01 pmJacksonville

$199

Frontier

Oct 19

JAX7:46 pmJacksonville

16h 46m

1 stop

ORD11:32 amChicago O'Hare Intl

Oct 21

ORD6:00 amChicago O'Hare Intl

11h 46m

1 stop

JAX6:46 pmJacksonville

$200

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

JacksonvilleChicago

JAX Jacksonville - ORD Chicago O'Hare Intl

JAXORD

Jacksonville

Fri 9/25

7:46 pm-6:23 pm

1 stop23h 37m

Chicago O'Hare Intl

Mon 9/28

7:28 pm-7:01 pm

1 stop22h 33m

$197

JacksonvilleChicago

JAX Jacksonville - ORD Chicago O'Hare Intl

JAXORD

Jacksonville

Wed 10/7

7:46 pm-9:21 am

1 stop14h 35m

Chicago O'Hare Intl

Sat 10/10

6:00 am-6:46 pm

1 stop11h 46m

$199

JacksonvilleChicago

JAX Jacksonville - ORD Chicago O'Hare Intl

JAXORD

Jacksonville

Fri 10/9

3:41 pm-3:30 pm

1 stop24h 49m

Chicago O'Hare Intl

Tue 10/13

6:00 am-6:46 pm

1 stop11h 46m

$228

JacksonvilleChicago

JAX Jacksonville - ORD Chicago O'Hare Intl

JAXORD

Jacksonville

Mon 10/5

3:46 pm-3:20 pm

1 stop24h 34m

Chicago O'Hare Intl

Sat 10/10

6:00 am-6:46 pm

1 stop11h 46m

$236

JacksonvilleChicago

JAX Jacksonville - ORD Chicago O'Hare Intl

JAXORD

Jacksonville

Wed 10/7

4:58 pm-6:46 pm

Nonstop2h 48m

Chicago O'Hare Intl

Sat 10/10

6:29 pm-10:16 pm

Nonstop2h 47m

$343

JacksonvilleChicago

JAX Jacksonville - ORD Chicago O'Hare Intl

JAXORD

Jacksonville

Thu 12/3

4:45 pm-6:34 pm

Nonstop2h 49m

Chicago O'Hare Intl

Mon 12/7

2:35 pm-6:08 pm

Nonstop2h 33m

$343

JacksonvilleChicago

JAX Jacksonville - ORD Chicago O'Hare Intl

JAXORD

Jacksonville

Wed 10/28

6:40 am-8:33 am

Nonstop2h 53m

Chicago O'Hare Intl

Mon 11/2

8:13 am-11:42 am

Nonstop2h 29m

$343

JacksonvilleChicago

JAX Jacksonville - ORD Chicago O'Hare Intl

JAXORD

Jacksonville

Thu 10/15

5:49 pm-7:52 pm

Nonstop3h 03m

Chicago O'Hare Intl

Mon 10/19

7:30 pm-10:59 pm

Nonstop2h 29m

$343

JacksonvilleChicago

JAX Jacksonville - MDW Chicago Midway

JAXMDW

Jacksonville

Sat 10/31

8:10 am-9:30 am

Nonstop2h 20m

Chicago Midway

Tue 11/3

6:40 pm-10:05 pm

Nonstop2h 25m

$343

Quickest round-trip

JacksonvilleChicago

JAX Jacksonville - MDW Chicago Midway

JAXMDW

Jacksonville

Wed 10/7

12:45 pm-2:05 pm

Nonstop2h 20m

Chicago Midway

Sat 10/10

10:30 am-1:45 pm

Nonstop2h 15m

$343

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 Jacksonville to Chicago

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

Other information

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

Prices are currently low for flights on this route.

Typical prices usually range from $246 to $383.
The lowest price recently found on this route was $197.

What is the cheapest month to fly to Chicago?

The month of January is, on average, the cheapest month to fly to Chicago from Jacksonville, with most prices found around $309. If you’re not able to fly to Chicago in January, then September is your next best option. Flight prices from Jacksonville to Chicago during September average around $317.

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

The cheapest day to depart on your flight to Chicago is on a Thursday when prices can be found for as low as $415. This is often the case because there is less demand to fly during this day of the week. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from Jacksonville to Chicago for around $654.

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

Our most recent data shows that the best time of day to fly to Chicago is in the evening. Flights from Jacksonville to Chicago during this time can be as low as $390. In contrast, the most expensive time of day to depart to Chicago is at noon when prices are around $588.

What is the cheapest Jacksonville to Chicago flight route?

Fly from Jacksonville to Chicago O'Hare Intl for the best Jacksonville - Chicago flight prices

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

You are more likely to see cheaper flights to Chicago from Jacksonville when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago for around $365 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago from Jacksonville for as low as $284 on momondo.

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

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

How have Jacksonville to Chicago flight prices changed over time?

As of September 2026, prices for Jacksonville to Chicago flights are approximately 29% more expensive when compared to flights at the same time last year.

When to book flights from Jacksonville to Chicago

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

Estimated round-trip price

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

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

Best Price Found	$111
Fastest flight time	2h 20m
Direct flights	Every day
Airports in Chicago	3 airports

The best one-way flight to Chicago from Jacksonville in the past 72 hours is $111. The best round-trip flight deal from Jacksonville to Chicago found on momondo in the last 72 hours is $197.

The fastest flight from Jacksonville to Chicago takes 2h 20m

Direct flights go from Jacksonville to Chicago every day.

There are 3 airports in Chicago. From Jacksonville there are direct flights to Chicago O'Hare Intl (ORD), Chicago Midway (MDW).

Search flight deals

Frequently asked questions about flying from Jacksonville to Chicago

How far is Jacksonville to Chicago by plane?
The straight-line distance from Jacksonville to Chicago is 863.3 mi. In terms of flight time, this usually takes a little over 2h 20m.
When did momondo last update prices for flights from Jacksonville Airport to Chicago?
Prices for flights from Jacksonville Airport to Chicago refresh daily.
How many operators does momondo search for flights from Jacksonville Airport to Chicago?
As of September 2026, there are 6 operators available to choose from for flights from Jacksonville Airport to Chicago.
How old do you have to be to fly from Jacksonville Airport to Chicago?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Jacksonville Airport to Chicago.
What documentation or ID do you need to fly to Chicago?
The required travel and health documents for your Chicago trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Chicago. We recommend that you seek guidance from your airline or a reliable third party such as IATA.
What is the most popular plane model from Jacksonville to Chicago?
Based on momondo bookings for flights between Jacksonville and Chicago, the leading plane model is Airbus A319, making up 18.18% of the total bookings. Other popular models include Embraer 175 (Enhanced Winglets) with 17.42%, Embraer 175 with 15.57%, and Boeing 737-800 with 14.78%.
What is the most popular airline from Jacksonville to Chicago?
Based on momondo bookings for this flight route, the most popular airline on flight routes from Jacksonville to Chicago is United Airlines (42% of total bookings). The next most popular airlines are American Airlines (34%), Southwest (16%), and Frontier (6%).

Best airlines flying from Jacksonville to Chicago

Compare and see reviews for airlines that fly from Jacksonville to Chicago with momondo

Airline	Rating	Free Cancellation	Price
Delta	PriceFrom $121	Free Cancellation	Rating 7.8 8,548 reviews	Search Delta flights
Frontier	PriceFrom $134	Free Cancellation	Rating 5.6 2,612 reviews	Search Frontier flights
Southwest	PriceFrom $197	Free Cancellation	Rating 8.0 4,196 reviews	Search Southwest flights
JetBlue	PriceFrom $206	Free Cancellation	Rating 7.1 3,044 reviews	Search JetBlue flights
American Airlines	PriceFrom $217	Free Cancellation	Rating 7.1 12,042 reviews	Search American Airlines flights
United Airlines	PriceFrom $219	Free Cancellation	Rating 7.4 10,180 reviews	Search United Airlines flights

Southwest Flights From Jacksonville to Chicago
Southwest flies from Jacksonville to Chicago around 5 times per week, with 4,196 momondo users rating the airline 8.0/10. The cheapest Southwest deal from Jacksonville to Chicago in the last 72 hours was $197 (round-trip), much lower than the average airfare cost of $377 for Southwest flights on this route.
United Airlines Flights From Jacksonville to Chicago
Another popular option for Jacksonville to Chicago flights is United Airlines (7.4/10, 10,180 ratings). United Airlines flies from Jacksonville to Chicago around 20 times per week, with deals starting from $219 round-trip and rising to an average price of around $375.

Merrillville

New Buffalo

Hammond

Portage

Benton Harbor

Lansing

Saint Joseph

Valparaiso

Schererville

Munster

Chesterton

Monticello

Porter

Crown Point

Griffith

Saint John

Why use momondo?

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

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

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

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

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

Once you have performed a search for Jacksonville to Chicago flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

If you are not ready to book a flight from Jacksonville to Chicago now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Chicago and let you know when they change.

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Chicago O'Hare Intl Airport

Chicago Greater Rockford Airport

Cheap flights from Jacksonville to Chicago from $111

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Jacksonville to Chicago departing on 11/6. 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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Cheap last minute flights

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Frontier flights from Jacksonville to Chicago

Our best Frontier deals on Jacksonville to Chicago flight tickets

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

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How to get the cheapest flight ticket from Jacksonville to Chicago

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

What is the cheapest month to fly to Chicago?

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

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

What is the cheapest Jacksonville to Chicago flight route?

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

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

How have Jacksonville to Chicago flight prices changed over time?

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

What airlines fly to Chicago?

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

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

When to book flights from Jacksonville to Chicago

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

Best Price Found

Fastest flight time

Direct flights

Airports in Chicago

Frequently asked questions about flying from Jacksonville to Chicago

Best airlines flying from Jacksonville to Chicago

Compare and see reviews for airlines that fly from Jacksonville to Chicago with momondo

Traveling to a place near Chicago?

Why use momondo?

An easier way to manage your Chicago 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

Fly into one of these airports located in Chicago

Airports listed have a maximum distance of 78.5 mi from Chicago

Fly your favorite airline to Chicago

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

Cabin classes currently available on flights to Chicago

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

Popular cities in the United States

Popular flights according to clicks in the last 7 days on momondo

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According to popular flight searches on momondo this year

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