Cheap flights from Jacksonville (JAX) to Chicago (CHI) from $44

This is the cheapest one-way flight price, found on 10/2. Prices may vary by date and flight preferences.
JAX — CHI
Oct 7 — Oct 141

The best prices from Jacksonville to Chicago are usually found in November or January, booked 33 days in advance, depart on a Tuesday or Saturday and return on a Tuesday

How to find the cheapest flight from Jacksonville (JAX) to Chicago (CHI)

All the information you need to plan the best JAX to CHI flight in 2023: compare Jacksonville to Chicago flight prices with the expected peak season, weather and rainfall in Chicago.

Popular in

May

Cheapest in

November

Round-trip from

$207

One-way from

$95
High demand for flights, 14% potential price rise
Best time to find cheap flights, 12% potential price drop
From Jacksonville to Chicago (CHI)
One-way flight from Jacksonville to Chicago (CHI)

JAX - CHI

Price

$207 - $364

CHI

Temperature

23 - 73.4 °F

CHI

Rainfall

1.7 - 4.9 inches

What is the cheapest day to fly round-trip from Jacksonville to Chicago?

Users have found that flying from Jacksonville to Chicago on a Saturday typically leans towards higher prices. However, this doesn’t mean you still can’t find a deal. Flexibility with other aspects of your flight can still land a great price for your trip.

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

To save up to 36% on this flight, we recommend booking at least 31 days prior to travel. The price may fluctuate and will likely increase closer to your departure date. Users on Cheapflights have found tickets from Jacksonville to Chicago from $431 1-2 weeks out and tickets from $531 for flights departing within the next 72 hours.

What is the cheapest month to fly from Jacksonville to Chicago?

Our data shows that November tends to be the cheapest month to fly to Chicago from Jacksonville. Users have commonly found prices around $394 for the month, but tickets can be as low as $218. Due to multiple factors, prepare for potentially higher prices in May.

When is the cheapest time to fly from Jacksonville to Chicago (JAX - CHI)?

One of the essential ways to save on airfare from Jacksonville to Chicago is to remain as flexible as possible. Flights that are in the afternoon tend to be the most expensive. A flight at noon could potentially save you up to 31% on airfare.

Cheap United Airlines flights from Jacksonville to Chicago

Peruse some of the lowest-priced United Airlines flights we've found from Jacksonville to Chicago. Deals update often to give you more flight options matching your criteria

Cheap American Airlines flights from Jacksonville to Chicago

Browse through some of the cheapest American Airlines flights traveling from Jacksonville to Chicago. Check back soon if you're not seeing flights that suit your needs.

Cheap Jacksonville to Chicago flights in October & November 2023

The best prices found for JAX to CHI flights for October, November
Check out some of the best flight deals from Jacksonville to Chicago in 2023. For more flight deals, be sure to check back very soon.

Jacksonville to Chicago 2023 flight deals

Cheap flights to Chicago from Jacksonville found for this year
Check out some of the best flight deals from Jacksonville to Chicago in 2023. For more flight deals, be sure to check back very soon.

Non-stop flights to Chicago from Jacksonville

Save time with Jacksonville to Chicago direct flight deals
For a shorter flight, select one of these non-stop flights from Jacksonville to Chicago. If you're looking for other options for flights from Jacksonville to Chicago, make sure to update the search form at the top of page.

Jacksonville to Chicago flights leaving soon

Late deals on return flights to Chicago from Jacksonville, departing today and this week
Users seeking a last-minute flight from Jacksonville to Chicago should consider booking one of these fares. Users should double check the flight they book to ensure it matches the day, time, and destination they're looking for.

One-way flights to Chicago from Jacksonville

The cheapest one-way flights from Jacksonville to Chicago
Users in need of a one-way flight from Jacksonville to Chicago can choose from these deals. For those needing a return trip from Jacksonville, there is a search form available above.

Find flights from Jacksonville to Chicago within your budget

Use the slider to find flights from Jacksonville to Chicago that fit your budget.

Fly from

Any airport

Fly to

Any airport

Budget

$88 - $246

Route

Depart

Return

Price

JacksonvilleChicago Midway

JAX - MDW

JAXMDW

Jacksonville

Tue 10/31

1 stop15h 34m

Chicago Midway

Tue 11/7

1 stop11h 33m

JacksonvilleChicago Midway

JAX - MDW

JAXMDW

Jacksonville

Tue 10/31

2 stops13h 10m

Chicago Midway

Tue 11/7

1 stop11h 33m

JacksonvilleChicago Midway

JAX - MDW

JAXMDW

Jacksonville

Thu 11/9

1 stop15h 16m

Chicago Midway

Tue 11/14

1 stop11h 33m

JacksonvilleChicago O'Hare Intl

JAX - ORD

JAXORD

Jacksonville

Tue 10/17

2 stops16h 33m

Chicago O'Hare Intl

Mon 10/23

1 stop8h 50m

JacksonvilleChicago O'Hare Intl

JAX - ORD

JAXORD

Jacksonville

Fri 10/13

1 stop12h 24m

Chicago O'Hare Intl

Mon 10/16

2 stops17h 57m

JacksonvilleChicago O'Hare Intl

JAX - ORD

JAXORD

Jacksonville

Tue 10/31

1 stop7h 26m

Chicago O'Hare Intl

Tue 11/7

1 stop6h 05m

JacksonvilleChicago O'Hare Intl

JAX - ORD

JAXORD

Jacksonville

Mon 10/30

Nonstop2h 42m

Chicago O'Hare Intl

Wed 11/1

Nonstop2h 28m

JacksonvilleChicago O'Hare Intl

JAX - ORD

JAXORD

Jacksonville

Wed 1/3

1 stop6h 05m

Chicago O'Hare Intl

Wed 1/10

1 stop7h 23m

JacksonvilleChicago O'Hare Intl

JAX - ORD

JAXORD

Jacksonville

Fri 11/17

1 stop5h 00m

Chicago O'Hare Intl

Mon 11/20

Nonstop2h 21m

Flights are sorted by cheapest first

Deals found on 10/1

Reviews of airlines servicing Chicago

To help decide which airline to fly from Jacksonville to Chicago, see what other customers have to say about United Airlines, American Airlines and ExpressJet. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
3,023 reviews

Comfort

7.9

Crew

8.5

Overall

7.9

Entertainment

7.8

Boarding

8.0

Food

7.2

Reviews

1 / 10

Good flight that got in early. Upgraded to first class and the food was mediocre. Otherwise a good flight. Better than United which is basically a full price airline with discount level services.

Delta
7.9
Good
3,023 reviews
Delta
7.9
Good
3,023 reviews

Comfort

7.9

Crew

8.5

Overall

7.9

Entertainment

7.8

Boarding

8.0

Food

7.2

Reviews

1 / 10

Good flight that got in early. Upgraded to first class and the food was mediocre. Otherwise a good flight. Better than United which is basically a full price airline with discount level services.

United Airlines
7.4
Good
1,890 reviews
Delta
7.9
Good
3,023 reviews

Comfort

7.9

Crew

8.5

Overall

7.9

Entertainment

7.8

Boarding

8.0

Food

7.2

Reviews

1 / 10

Good flight that got in early. Upgraded to first class and the food was mediocre. Otherwise a good flight. Better than United which is basically a full price airline with discount level services.

American Airlines
7.2
Good
2,635 reviews
Delta
7.9
Good
3,023 reviews

Comfort

7.9

Crew

8.5

Overall

7.9

Entertainment

7.8

Boarding

8.0

Food

7.2

Reviews

1 / 10

Good flight that got in early. Upgraded to first class and the food was mediocre. Otherwise a good flight. Better than United which is basically a full price airline with discount level services.

JetBlue
7.2
Good
781 reviews
Delta
7.9
Good
3,023 reviews

Comfort

7.9

Crew

8.5

Overall

7.9

Entertainment

7.8

Boarding

8.0

Food

7.2

Reviews

1 / 10

Good flight that got in early. Upgraded to first class and the food was mediocre. Otherwise a good flight. Better than United which is basically a full price airline with discount level services.

Frontier
5.8
Fair
762 reviews
Delta
7.9
Good
3,023 reviews

Comfort

7.9

Crew

8.5

Overall

7.9

Entertainment

7.8

Boarding

8.0

Food

7.2

Reviews

1 / 10

Good flight that got in early. Upgraded to first class and the food was mediocre. Otherwise a good flight. Better than United which is basically a full price airline with discount level services.

Related info for your journey

Useful info, stats and facts about Jacksonville to Chicago flights.

What airport do you fly from for flights from Jacksonville to Chicago?

Located just 11.2 mi from the city center, Jacksonville is the airport most travelers will use when flying to Chicago from Jacksonville. Booking flights from Jacksonville (JAX) to Chicago should be relatively easy as there are 19 daily outbound flights to Chicago from 4 different airlines.

Can I find flights from Jacksonville to Chicago for under $100 on Cheapflights?

Yes, there are multiple flights from Jacksonville to Chicago for under $100. The cheapest flight booked recently is on Frontier for just $88, but on average you can expect to pay $170.

Are there nonstop flights from Jacksonville to Chicago for under $300 on Cheapflights?

Cheapflights has at least 20 direct flights from Jacksonville to Chicago under $300. A good price for a nonstop flight from Jacksonville to Chicago is less than $293.

Are there last-minute flights available from Jacksonville to Chicago for under $300?

There are currently 20+ open flights from Jacksonville to Chicago within the next 7 days for less than $300.

What days are nonstop flights available from Jacksonville to Chicago?

Days when nonstop flights are available for this flight are: Wednesday, Friday.

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

On average 1 flight departs from Jacksonville to Chicago per day.
Early Morning (Midnight to 6am) - 100% of flight departures

How long is the flight from Jacksonville to Chicago?

Airlines like Frontier, JetBlue, and American Airlines fly from Jacksonville to Chicago in about 2h 42m. The time it takes to get you to your destination can typically vary by up to 12h 52m. Jacksonville and Chicago are separated by a distance of 870 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

What are the cheapest airlines flying from Jacksonville to Chicago round-trip?

Flying on Frontier is currently your cheapest option to Chicago, with prices starting at $88. Additional round-trip tickets that might be worth considering are offered by JetBlue and American Airlines, with the lowest prices starting at $189 and $222, respectively. Frontier is priced at 77% lower than the current average price of a flight leaving 3 months from now.

What are the cheapest airlines to fly from Jacksonville to Chicago one-way?

The cheapest airlines for a one-way flight from Jacksonville to Chicago are Frontier ($44), JetBlue ($95), and American Airlines ($111).

What are the most popular airlines that fly from Jacksonville to Chicago?

What are the most reliable airlines from Jacksonville to Chicago?

Consider ANA (90%), United Airlines (89%) or Emirates (89%) when booking your flight. These represent the most reliable airlines when flying from Jacksonville to Chicago.

What are the cheapest flights from Jacksonville to Chicago?

Looking for the cheapest flight from Jacksonville to Chicago? While on average our users pay $706, our data indicates the cheapest price to be $111. The most popular route (Jacksonville - Chicago O'Hare Intl), is priced around $187.

What does JAX to ORD mean?

This is defined as Jacksonville Airport (JAX) and Chicago O'Hare Intl Airport (ORD). Codes like Chicago O'Hare Intl Airport are often used to just call airports uniquely. While you’re still figuring out your travel plans, it’s not a bad idea to learn the names and codes of other airports around these areas: Chicago Midway Airport (MDW), Chicago Greater Rockford Airport (RFD).

Top 4 airlines flying from Jacksonville to Chicago

The chart below displays the airlines Cheapflights users traveling from Jacksonville to Chicago choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$163Average$366FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
FrontierCheapest$164Average$197FlexibilityNo cancel feeOn-time62%
Search Frontier flights
United AirlinesCheapest$168Average$369FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
DeltaCheapest$290Average$457FlexibilityNo cancel feeOn-timeN/A
Search Delta flights

Hourly flight availability from Jacksonville to Chicago

See what time of day planes typically take off from Jacksonville to Chicago
25%of flight departuresEarly morningMidnight to 6 am
49%of flight departuresMorning6 am to noon
26%of flight departuresAfternoonNoon to 6 pm
0%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM

Weekly flight availability from Jacksonville to Chicago

See how many times per day planes take to the skies headed from Jacksonville to Chicago
Sunday17daily flights
Monday19daily flights
Tuesday18daily flights
Wednesday22daily flights
Thursday18daily flights
Friday22daily flights
Saturday17daily flights

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How does Cheapflights help users find flights from Jacksonville to Chicago?

Cheapflights makes it easy to find Jacksonville to Chicago flights by helping our users search from 900+ travel sites for deals. We also provide you with filters for cabin, price, airline, airports, number of stops, and many more to narrow down that perfect flight.

Why should you use Cheapflights to find cheap flight tickets from Jacksonville to Chicago?

Millions of users choose and trust Cheapflights to book the best flight deals from Jacksonville to Chicago for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

Can Cheapflights find flights from Jacksonville to Chicago with no change fees?

Users can book flights with no change fees policies with our dedicated filters. Book flights from Jacksonville to Chicago flexibly with Cheapflights today.

Can Cheapflights notify me if prices for flights from Jacksonville to Chicago become cheaper?

Yes! Start tracking prices for Jacksonville to Chicago flights today and get alerted whenever prices for these flights change. To access this feature, navigate to the search form above to perform a search, which will then prompt you for a valid email address to use the tool.

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