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

As of July 2026, there are 21 flights per day flying from Jacksonville to Chicago. The most common time of day flights depart is 7:00AM, with 55% of flights taking off at noon.

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

As of July 2026, 151 flights take off from Jacksonville and land in Chicago each week. The most common flight departure day for this route is Thu, with 18% of weekly flights taking off on this day.

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

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

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 50% 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.

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 July 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.

$62 Cheap Flights from Jacksonville to Chicago in 2026

Q: 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 $297 to $403. The lowest price recently found on this route was $234.

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.

7:05 pm - 7:53 am

JAX

ORD

13h 48m

1 stop

7:05 am - 6:10 pm

ORD

JAX

10h 05m

1 stop

$234Frontier

Thu, Aug 20 - Fri, Aug 28

6:46 pm - 10:58 am

JAX

MDW

17h 12m

1 stop

12:03 pm - 5:51 pm

MDW

JAX

4h 48m

1 stop

$234Frontier

Wed, Sep 16 - Fri, Sep 18

6:29 pm - 8:02 am

JAX

ORD

14h 33m

1 stop

7:05 am - 5:34 pm

ORD

JAX

9h 29m

1 stop

$235Frontier

Thu, Aug 6 - Thu, Aug 13

6:29 pm - 8:02 am

JAX

ORD

14h 33m

1 stop

7:05 am - 5:34 pm

ORD

JAX

9h 29m

1 stop

$236Frontier

Wed, Aug 5 - Fri, Aug 7

6:46 pm - 10:58 am

JAX

MDW

17h 12m

1 stop

12:03 pm - 5:51 pm

MDW

JAX

4h 48m

1 stop

$236Frontier

Wed, Sep 23 - Sat, Sep 26

10:33 pm - 7:53 am

JAX

ORD

34h 20m

2 stops

2:03 pm - 5:51 pm

ORD

JAX

26h 48m

1 stop

$237Multiple Airlines

Thu, Sep 3 - Wed, Sep 30

6:46 pm - 10:58 am

JAX

MDW

17h 12m

1 stop

7:25 am - 5:51 pm

MDW

JAX

9h 26m

1 stop

$237Frontier

Fri, Nov 13 - Mon, Nov 16

6:46 pm - 12:02 pm

JAX

ORD

18h 16m

1 stop

6:30 am - 5:51 pm

ORD

JAX

10h 21m

1 stop

$238Frontier

Tue, Oct 27 - Fri, Oct 30

11:48 am - 6:50 pm

JAX

ORD

8h 02m

1 stop

6:19 pm - 9:59 pm

ORD

JAX

2h 40mnonstop

$241United Airlines

Thu, Aug 6 - Sat, Aug 8

5:25 pm - 6:50 pm

JAX

MDW

2h 25mnonstop

6:45 pm - 10:00 pm

MDW

JAX

2h 15mnonstop

$246Southwest

Tue, Aug 4 - Thu, Aug 6

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American Airlines flights from Jacksonville to Chicago

Our best American Airlines deals on Jacksonville to Chicago flight tickets

American Airlines

Sep 2

JAX7:09 amJacksonville

2h 50m

ORD8:59 amChicago O'Hare Intl

Sep 5

ORD7:04 pmChicago O'Hare Intl

2h 31m

JAX10:35 pmJacksonville

$246

American Airlines

Aug 6

JAX7:15 amJacksonville

2h 50m

ORD9:05 amChicago O'Hare Intl

Aug 6

ORD5:59 pmChicago O'Hare Intl

5h 35m

1 stop

JAX12:34 amJacksonville

$256

American Airlines

Sep 25

JAX6:00 amJacksonville

5h 45m

1 stop

ORD10:45 amChicago O'Hare Intl

Sep 28

ORD7:05 pmChicago O'Hare Intl

2h 35m

JAX10:40 pmJacksonville

$279

Delta flights from Jacksonville to Chicago

Our best Delta deals on Jacksonville to Chicago flight tickets

Delta

Sep 2

JAX4:10 pmJacksonville

5h 45m

1 stop

ORD8:55 pmChicago O'Hare Intl

Sep 6

ORD6:40 amChicago O'Hare Intl

4h 04m

1 stop

JAX11:44 amJacksonville

$266

Delta

Aug 6

JAX12:02 pmJacksonville

5h 15m

1 stop

ORD4:17 pmChicago O'Hare Intl

Aug 10

ORD8:48 amChicago O'Hare Intl

7h 37m

1 stop

JAX5:25 pmJacksonville

$278

Delta

Dec 4

JAX6:46 pmJacksonville

4h 24m

1 stop

MDW10:10 pmChicago Midway

Dec 7

MDW5:25 pmChicago Midway

5h 37m

1 stop

JAX12:02 amJacksonville

$289

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

JacksonvilleChicago

JAX - ORD

JAXORD

Jacksonville

Thu 8/20

7:05 pm-7:53 am

1 stop13h 48m

Chicago O'Hare Intl

Fri 8/28

7:05 am-6:10 pm

1 stop10h 05m

$234

JacksonvilleChicago

JAX - MDW

JAXMDW

Jacksonville

Wed 9/16

6:46 pm-10:58 am

1 stop17h 12m

Chicago Midway

Fri 9/18

12:03 pm-5:51 pm

1 stop4h 48m

$234

JacksonvilleChicago

JAX - ORD

JAXORD

Jacksonville

Thu 8/6

6:29 pm-8:02 am

1 stop14h 33m

Chicago O'Hare Intl

Thu 8/13

7:05 am-5:34 pm

1 stop9h 29m

$235

JacksonvilleChicago

JAX - ORD

JAXORD

Jacksonville

Wed 8/5

6:29 pm-8:02 am

1 stop14h 33m

Chicago O'Hare Intl

Fri 8/7

7:05 am-5:34 pm

1 stop9h 29m

$236

JacksonvilleChicago

JAX - MDW

JAXMDW

Jacksonville

Wed 9/23

6:46 pm-10:58 am

1 stop17h 12m

Chicago Midway

Sat 9/26

12:03 pm-5:51 pm

1 stop4h 48m

$236

JacksonvilleChicago

JAX - ORD

JAXORD

Jacksonville

Thu 9/3

10:33 pm-7:53 am

2 stops34h 20m

Chicago O'Hare Intl

Wed 9/30

2:03 pm-5:51 pm

1 stop26h 48m

$237

JacksonvilleChicago

JAX - MDW

JAXMDW

Jacksonville

Fri 11/13

6:46 pm-10:58 am

1 stop17h 12m

Chicago Midway

Mon 11/16

7:25 am-5:51 pm

1 stop9h 26m

$237

JacksonvilleChicago

JAX - ORD

JAXORD

Jacksonville

Tue 10/27

6:46 pm-12:02 pm

1 stop18h 16m

Chicago O'Hare Intl

Fri 10/30

6:30 am-5:51 pm

1 stop10h 21m

$238

JacksonvilleChicago

JAX - ORD

JAXORD

Jacksonville

Thu 8/6

11:48 am-6:50 pm

1 stop8h 02m

Chicago O'Hare Intl

Sat 8/8

6:19 pm-9:59 pm

Nonstop2h 40m

$241

Quickest round-trip

JacksonvilleChicago

JAX - MDW

JAXMDW

Jacksonville

Tue 8/4

5:25 pm-6:50 pm

Nonstop2h 25m

Chicago Midway

Thu 8/6

6:45 pm-10:00 pm

Nonstop2h 15m

$246

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?

What is the cheapest month to fly to Chicago?

The month of September is, on average, the cheapest month to fly to Chicago from Jacksonville, with most prices found around $287. If you’re not able to fly to Chicago in September, then January is your next best option. Flight prices from Jacksonville to Chicago during January average around $309.

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 $409. This is often the case because there is less demand to fly during this day of the week. When flying out on a Sunday, the most expensive travel day of the week, you can expect to see flight prices from Jacksonville to Chicago for around $639.

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 $566.

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 $353 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 $291 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 July 2026, prices for Jacksonville to Chicago flights are approximately 14% cheaper 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	$218
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 $218. The best round-trip flight deal from Jacksonville to Chicago found on momondo in the last 72 hours is $354.

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 July 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 20.36% of the total bookings. Other popular models include Embraer 175 (Enhanced Winglets) with 16.03%, Boeing 737-800 with 15.67%, and Embraer 175 with 14.59%.
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 American Airlines (40% of total bookings). The next most popular airlines are United Airlines (38%), Southwest (15%), and Frontier (5%).

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 8,481 reviews	Search Delta flights
Frontier	PriceFrom $134	Free Cancellation	Rating 5.6 2,788 reviews	Search Frontier flights
American Airlines	PriceFrom $180	Free Cancellation	Rating 7.1 11,823 reviews	Search American Airlines flights
Southwest	PriceFrom $197	Free Cancellation	Rating 8.0 4,242 reviews	Search Southwest flights
JetBlue	PriceFrom $206	Free Cancellation	Rating 7.1 3,009 reviews	Search JetBlue flights
United Airlines	PriceFrom $238	Free Cancellation	Rating 7.4 10,008 reviews	Search United Airlines flights

Southwest Flights From Jacksonville to Chicago
Southwest flies from Jacksonville to Chicago around 7 times per week, with 4,242 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 $349 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, 10,008 ratings). United Airlines flies from Jacksonville to Chicago around 27 times per week, with deals starting from $238 round-trip and rising to an average price of around $373.

Merrillville

New Buffalo

Hammond

Portage

Benton Harbor

Saint Joseph

Lansing

Valparaiso

Schererville

Munster

Chesterton

Monticello

Crown Point

Porter

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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Cheap flights from Jacksonville to Chicago from $62

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 8/30. 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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American Airlines flights from Jacksonville to Chicago

Our best American Airlines deals on Jacksonville to Chicago flight tickets

Delta flights from Jacksonville to Chicago

Our best Delta deals on Jacksonville to Chicago flight tickets

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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.

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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

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

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