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

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

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

As of July 2026, there are 19 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, 138 flights take off from Jacksonville and land in Chicago each week. The most common flight departure day for this route is Mon, with 19% 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 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.

$79 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.

7:05 pm - 7:53 am

JAX

ORD

13h 48m

1 stop

8:05 am - 4:26 pm

ORD

JAX

7h 21m

1 stop

$205Multiple Airlines

Fri, Sep 4 - Mon, Sep 7

11:59 am - 4:57 pm

JAX

MDW

5h 58m

1 stop

5:10 pm - 11:58 pm

MDW

JAX

5h 48m

1 stop

$207Delta

Wed, Sep 9 - Mon, Sep 14

4:45 pm - 6:34 pm

JAX

ORD

2h 49mnonstop

2:21 pm - 9:10 pm

ORD

JAX

5h 49m

1 stop

$207United Airlines

Thu, Oct 29 - Mon, Nov 2

7:30 am - 9:18 am

JAX

ORD

2h 48mnonstop

2:25 pm - 7:46 pm

ORD

JAX

4h 21m

1 stop

$207United Airlines

Thu, Dec 3 - Wed, Dec 9

7:00 am - 8:25 am

JAX

MDW

2h 25mnonstop

5:55 am - 1:20 pm

MDW

JAX

6h 25m

1 stop

$207Southwest

Thu, Aug 20 - Mon, Aug 24

5:25 pm - 6:50 pm

JAX

MDW

2h 25mnonstop

7:30 am - 1:25 pm

MDW

JAX

4h 55m

1 stop

$207Southwest

Wed, Sep 9 - Thu, Sep 10

6:00 am - 9:59 am

JAX

MDW

4h 59m

1 stop

5:10 pm - 11:55 pm

MDW

JAX

5h 45m

1 stop

$207Delta

Wed, Aug 19 - Mon, Aug 24

9:38 pm - 12:50 pm

JAX

ORD

16h 12m

1 stop

7:05 am - 6:10 pm

ORD

JAX

10h 05m

1 stop

$209Multiple Airlines

Wed, Aug 19 - Mon, Aug 24

6:46 pm - 8:28 pm

JAX

ORD

26h 42m

1 stop

9:33 pm - 5:51 pm

ORD

JAX

19h 18m

1 stop

$213Frontier

Fri, Oct 9 - Tue, Oct 13

7:46 pm - 9:20 am

JAX

ORD

14h 34m

1 stop

10:26 am - 7:01 pm

ORD

JAX

7h 35m

1 stop

$214Frontier

Thu, Sep 17 - Mon, Sep 21

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Frontier flights from Jacksonville to Chicago

Our best Frontier deals on Jacksonville to Chicago flight tickets

Frontier

Oct 9

JAX6:46 pmJacksonville

26h 42m

1 stop

ORD8:28 pmChicago O'Hare Intl

Oct 13

ORD9:33 pmChicago O'Hare Intl

19h 18m

1 stop

JAX5:51 pmJacksonville

$213

Frontier

Aug 27

JAX7:05 pmJacksonville

13h 48m

1 stop

ORD7:53 amChicago O'Hare Intl

Aug 31

ORD7:05 amChicago O'Hare Intl

10h 05m

1 stop

JAX6:10 pmJacksonville

$214

Frontier

Aug 23

JAX7:05 pmJacksonville

26h 00m

2 stops

ORD8:05 pmChicago O'Hare Intl

Aug 27

ORD7:05 amChicago O'Hare Intl

10h 05m

1 stop

JAX6:10 pmJacksonville

$215

American Airlines flights from Jacksonville to Chicago

Our best American Airlines deals on Jacksonville to Chicago flight tickets

American Airlines

Dec 5

JAX5:49 pmJacksonville

3h 03m

ORD7:52 pmChicago O'Hare Intl

Dec 8

ORD1:29 pmChicago O'Hare Intl

2h 31m

JAX5:00 pmJacksonville

$246

American Airlines

Dec 5

JAX5:49 pmJacksonville

3h 03m

ORD7:52 pmChicago O'Hare Intl

Dec 7

ORD7:30 pmChicago O'Hare Intl

2h 29m

JAX10:59 pmJacksonville

$251

American Airlines

Aug 22

JAX6:05 pmJacksonville

4h 52m

1 stop

ORD9:57 pmChicago O'Hare Intl

Aug 27

ORD7:04 pmChicago O'Hare Intl

2h 31m

JAX10:35 pmJacksonville

$256

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

JacksonvilleChicago

JAX - ORD

JAXORD

Jacksonville

Fri 9/4

7:05 pm-7:53 am

1 stop13h 48m

Chicago O'Hare Intl

Mon 9/7

8:05 am-4:26 pm

1 stop7h 21m

$205

JacksonvilleChicago

JAX - MDW

JAXMDW

Jacksonville

Wed 9/9

11:59 am-4:57 pm

1 stop5h 58m

Chicago Midway

Mon 9/14

5:10 pm-11:58 pm

1 stop5h 48m

$207

JacksonvilleChicago

JAX - ORD

JAXORD

Jacksonville

Thu 10/29

4:45 pm-6:34 pm

Nonstop2h 49m

Chicago O'Hare Intl

Mon 11/2

2:21 pm-9:10 pm

1 stop5h 49m

$207

Quickest round-trip

JacksonvilleChicago

JAX - ORD

JAXORD

Jacksonville

Thu 12/3

7:30 am-9:18 am

Nonstop2h 48m

Chicago O'Hare Intl

Wed 12/9

2:25 pm-7:46 pm

1 stop4h 21m

$207

JacksonvilleChicago

JAX - MDW

JAXMDW

Jacksonville

Thu 8/20

7:00 am-8:25 am

Nonstop2h 25m

Chicago Midway

Mon 8/24

5:55 am-1:20 pm

1 stop6h 25m

$207

JacksonvilleChicago

JAX - MDW

JAXMDW

Jacksonville

Wed 9/9

5:25 pm-6:50 pm

Nonstop2h 25m

Chicago Midway

Thu 9/10

7:30 am-1:25 pm

1 stop4h 55m

$207

JacksonvilleChicago

JAX - MDW

JAXMDW

Jacksonville

Wed 8/19

6:00 am-9:59 am

1 stop4h 59m

Chicago Midway

Mon 8/24

5:10 pm-11:55 pm

1 stop5h 45m

$207

JacksonvilleChicago

JAX - ORD

JAXORD

Jacksonville

Wed 8/19

9:38 pm-12:50 pm

1 stop16h 12m

Chicago O'Hare Intl

Mon 8/24

7:05 am-6:10 pm

1 stop10h 05m

$209

JacksonvilleChicago

JAX - ORD

JAXORD

Jacksonville

Fri 10/9

6:46 pm-8:28 pm

1 stop26h 42m

Chicago O'Hare Intl

Tue 10/13

9:33 pm-5:51 pm

1 stop19h 18m

$213

JacksonvilleChicago

JAX - ORD

JAXORD

Jacksonville

Thu 9/17

7:46 pm-9:20 am

1 stop14h 34m

Chicago O'Hare Intl

Mon 9/21

10:26 am-7:01 pm

1 stop7h 35m

$214

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 $283 to $379.
The lowest price recently found on this route was $205.

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 $288. 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 $410. 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 $634.

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 $563.

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 $356 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	$202
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 $202. The best round-trip flight deal from Jacksonville to Chicago found on momondo in the last 72 hours is $317.

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 19.94% of the total bookings. Other popular models include Embraer 175 (Enhanced Winglets) with 16.66%, Boeing 737-800 with 15.75%, and Embraer 175 with 14.69%.
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 (39% of total bookings). The next most popular airlines are United Airlines (39%), 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 8,483 reviews	Search Delta flights
Frontier	PriceFrom $134	Free Cancellation	Rating 5.6 2,753 reviews	Search Frontier flights
Southwest	PriceFrom $197	Free Cancellation	Rating 8.0 4,228 reviews	Search Southwest flights
American Airlines	PriceFrom $197	Free Cancellation	Rating 7.1 11,839 reviews	Search American Airlines flights
JetBlue	PriceFrom $206	Free Cancellation	Rating 7.1 3,025 reviews	Search JetBlue flights
United Airlines	PriceFrom $250	Free Cancellation	Rating 7.4 10,048 reviews	Search United Airlines flights

Southwest Flights From Jacksonville to Chicago
Southwest flies from Jacksonville to Chicago around 10 times per week, with 4,229 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 $357 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, 10,046 ratings). United Airlines flies from Jacksonville to Chicago around 23 times per week, with deals starting from $250 round-trip and rising to an average price of around $378.

Merrillville

New Buffalo

Hammond

Portage

Benton Harbor

Lansing

Saint Joseph

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 $79

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 10/26. 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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Frontier flights from Jacksonville to Chicago

Our best Frontier deals on Jacksonville to Chicago flight tickets

American Airlines flights from Jacksonville to Chicago

Our best American Airlines 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.

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

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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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